Title: Holiday Rentals Hillsdale from £110: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Hillsdale](https://expedia.co.uk/Hillsdale-Hotels.d183683.Travel-Guide-Hotels)[Hillsdale Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Hillsdale.d183683.Car-Hire-Guide)[Hillsdale Holidays](https://expedia.co.uk/Hillsdale.d183683.Holidays-City-Breaks) ![Red and Green Norway Maple Trees and Wood Fence](https://images.trvl-media.com/place/183683/4f99f7be-1e9f-40aa-ab8f-094fc6d499c2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183683/4f99f7be-1e9f-40aa-ab8f-094fc6d499c2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=183683&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=183683&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=183683&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [24 Jul - 26 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=183683&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Hillsdale holiday rentals ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/2f199563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/be040f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/5daca958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413821/c015b20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel: Exceptional Suite [](https://www.expedia.co.uk/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413821.Hotel-Information) Hillsdale 7.0/10 Good (4 reviews) "Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John P. £147 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413821.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/dc903e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/421590b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/11d7067e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/105000000/104420000/104413900/104413825/cf30c4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brooks Motel: Exceptional Suite [](https://www.expedia.co.uk/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information) Hillsdale 9.2/10 Wonderful (5 reviews) "Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deidre H. £153 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Hillsdale-Hotels-The-Brooks-Motel-Exceptional-Suite.h104413825.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/143defff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/9af8184a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/dd92adc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102810000/102806400/102806391/21a1823e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BLUSH: Boutique TINY home\*private spa\*walk to town [](https://www.expedia.co.uk/Chatham-Hotels-BLUSH-Boutique-TINY-Home-W-Private-Spa-Walk-To-New-Yorks-Cutest-Village.h102806391.Hotel-Information) Chatham 10/10 Exceptional (7 reviews) "We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) scott B. £241 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Chatham-Hotels-BLUSH-Boutique-TINY-Home-W-Private-Spa-Walk-To-New-Yorks-Cutest-Village.h102806391.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/aba54efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/4fcbd214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/ece507a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107110000/107109200/107109194/324c211f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Shack - 300 square feet of pure sweetness. [](https://www.expedia.co.uk/Chatham-Hotels-Sugar-Shack-300-Square-Feet-Of-Pure-Sweetness.h107109194.Hotel-Information) Chatham 10/10 Exceptional (3 reviews) "By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue G. £279 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Chatham-Hotels-Sugar-Shack-300-Square-Feet-Of-Pure-Sweetness.h107109194.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/e46ce1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/eb59c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d71945c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.co.uk/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) Catskill 9.6/10 Exceptional (186 reviews) "We had the best time! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric £147 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34016700/34016618/1a3bc4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/35000000/34020000/34016700/34016618/86e324f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/35000000/34020000/34016700/34016618/e3382e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34020000/34016700/34016618/75ae3a26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY [](https://www.expedia.co.uk/Kingston-Hotels-A-Place-In-The-Woods-Cabin-On-Chloes-Lake-On-20-Acres-Near-Woodstock.h34016618.Hotel-Information) Saugerties 8.0/10 Very good (47 reviews) "We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh M. £126 includes taxes & fees 26 Apr - 27 Apr [](https://www.expedia.co.uk/Kingston-Hotels-A-Place-In-The-Woods-Cabin-On-Chloes-Lake-On-20-Acres-Near-Woodstock.h34016618.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78330000/78322000/78321995/9ea3f9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78330000/78322000/78321995/e19375ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78330000/78322000/78321995/321b3648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78330000/78322000/78321995/33ca2782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill [](https://www.expedia.co.uk/Catskill-Hotels-Cozy-Catskill-Cabin-W-10-Minute-Walk-To-Downtown-Catskill.h78321995.Hotel-Information) Catskill 9.8/10 Exceptional (38 reviews) "The house was beautiful, clean, and filled with helpful amenities! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John C. £257 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Catskill-Hotels-Cozy-Catskill-Cabin-W-10-Minute-Walk-To-Downtown-Catskill.h78321995.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/41313771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/90-e74888f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/3defce94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59990000/59987600/59987529/97b8d9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All comforts of home [](https://www.expedia.co.uk/Hudson-Hotels-All-Comforts-Of-Home.h59987529.Hotel-Information) Hudson 9.6/10 Exceptional (55 reviews) "Loved the place and would love to come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgine £103 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Hudson-Hotels-All-Comforts-Of-Home.h59987529.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/4b325a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-00a818b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/f501a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-950a0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All the comforts of home [](https://www.expedia.co.uk/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information) Hudson 9.2/10 Wonderful (31 reviews) "The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia C. £120 includes taxes & fees 23 Apr - 24 Apr [](https://www.expedia.co.uk/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/w1071h1420x0y0-18248cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/e326a14b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/d461468a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/1fa17194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in the Heart of Catskill & Pet Friendly [](https://www.expedia.co.uk/Catskill-Hotels-Charming-Cottage-In-The-Heart-Of-Catskill-Pet-Friendly.h74252708.Hotel-Information) Catskill 10/10 Exceptional (22 reviews) "Really comfortable and cozy" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lynne H. £266 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Catskill-Hotels-Charming-Cottage-In-The-Heart-Of-Catskill-Pet-Friendly.h74252708.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/3898d01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/9a68bfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/ea8d2754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/fc504833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming loft cottage in tranquil Germantown with WiFi, AC [](https://www.expedia.co.uk/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.Hotel-Information) Germantown 10/10 Exceptional (10 reviews) "Very clean, comfortable, good location, great communication with host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa B. £163 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/dcb799f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/c50e9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/6137aab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home in Great Barrington [](https://www.expedia.co.uk/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) Great Barrington 9.8/10 Exceptional (28 reviews) "The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) maureen k. £243 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/d16bb4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/c945b9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/c363e795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/0afecb87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Luxurious Cabin, Catskills - The Tiny Nook [](https://www.expedia.co.uk/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information) Catskill 10/10 Exceptional (10 reviews) "Great place. Exactly like the pictures. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert a. £259 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/f9228037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/73dcc006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/723beb80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/323dfcba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill [](https://www.expedia.co.uk/Catskill-Hotels-Charming-2-Bedroom-House-With-WiFi.h102808286.Hotel-Information) Catskill 9.8/10 Exceptional (13 reviews) "Very comfortable home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly £226 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Catskill-Hotels-Charming-2-Bedroom-House-With-WiFi.h102808286.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/fe1d7007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/a4748cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/2fee753c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69540600/69540561/e7dd0555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New House w gated backyard that is located right at the Saugerties Village [](https://www.expedia.co.uk/Saugerties-Hotels-Brand-New-House-W-Gated-Backyard-That-Is-Located-Right-At-The-Saugerties-Village.h69540561.Hotel-Information) Saugerties 10/10 Exceptional (41 reviews) "Great new and clean property! Very close to downtown, supermarket, and a short drive to Hunter Mountain & Kaaterskill falls. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £310 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Saugerties-Hotels-Brand-New-House-W-Gated-Backyard-That-Is-Located-Right-At-The-Saugerties-Village.h69540561.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/84000000/83470000/83464900/83464810/0ac6466c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83470000/83464900/83464810/6a099f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, ping pong, books](https://images.trvl-media.com/lodging/84000000/83470000/83464900/83464810/b90450d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, ping pong, books](https://images.trvl-media.com/lodging/84000000/83470000/83464900/83464810/ecb19306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super Comfortable Water-view Home in Saugerties [](https://www.expedia.co.uk/Saugerties-Hotels-The-Longview-House-Near-Saugerties-Lighthouse.h83464810.Hotel-Information) Saugerties 9.8/10 Exceptional (6 reviews) "Very comfortable home, everything that’s needed is there " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gianni g. £501 includes taxes & fees 21 Apr - 22 Apr [](https://www.expedia.co.uk/Saugerties-Hotels-The-Longview-House-Near-Saugerties-Lighthouse.h83464810.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/8de4c71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/43b40eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/06261f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/6b5af50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Tanglewood: Historic Summer Retreat [](https://www.expedia.co.uk/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information) New Lebanon 9.4/10 Exceptional (26 reviews) "Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul S. £262 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/a7eb284a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/d5a96942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/2435c38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/cc0a8ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bed Berkshire Apt minutes to Jiminy Peak Ski [](https://www.expedia.co.uk/Stephentown-Hotels-2-Bed-Berkshire-Apt-Minutes-To-Jiminy-Peak-Ski.h64428459.Hotel-Information) Stephentown 8.4/10 Very good (12 reviews) "Great location and property. thank you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine P. £193 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Stephentown-Hotels-2-Bed-Berkshire-Apt-Minutes-To-Jiminy-Peak-Ski.h64428459.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384805/8789dd63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384805/e04c4fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384805/64143b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120390000/120384900/120384805/582d4eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Umana's Cabin, cozy, comfy, 5+ acres of land [](https://www.expedia.co.uk/Saugerties-Hotels-Umanas-Cabin.h120384805.Hotel-Information) Saugerties 10/10 Exceptional (2 reviews) "Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul £386 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Saugerties-Hotels-Umanas-Cabin.h120384805.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100750000/100744600/100744543/17eb3346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100750000/100744600/100744543/86ccc561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100750000/100744600/100744543/e34520e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100750000/100744600/100744543/cd862c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Cottage Walk to Downtown & River Views [](https://www.expedia.co.uk/Catskill-Hotels-Catskill-Cottage-Walk-To-Downtown-River-Views.h100744543.Hotel-Information) Catskill 10/10 Exceptional (20 reviews) "Great little place to stay at right in downtown!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan S. [](https://www.expedia.co.uk/Catskill-Hotels-Catskill-Cottage-Walk-To-Downtown-River-Views.h100744543.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-04-14&endDate=2026-04-15®ionId=183683&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APARTMENT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CABIN) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=COTTAGE) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VILLA) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=HOUSE_BOAT) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CONDO) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Hillsdale%2C+New+York%2C+United+States+of+America®ionId=183683&latLong=42.179245%2C-73.525024&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHillsdale-Holiday-Rentals.d183683.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillsdale-Holiday-Rentals.d183683.Travel-Guide-HolidayRentals) ## Top Hillsdale Hotel Reviews ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Easy to book, clean room, close to entertainment and restaurants, has a pool and hot tub. " [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg) ### Quality Inn Great Barrington 8/10 Good "The Quality Inn in Great Barrington is a good value play. The room we had was clean; the staff was friendly and knowledgeable; and the heating was welcomed on this March day. Breakfast was a weak point, but the coffee was good and available throughout the day. And yes, I would stay there again. " [](https://expedia.co.uk/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg) ### Berkshires Untold 10/10 Excellent "Easy check-in, secure and clean" [](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Breakfast is excellent, quiet place is peaceful you can relax really well it has an Indian cuisine restaurant inside also a bar the restaurant is excellent all you request they will do it as long that they have it they will do everything is excellent to this In. Friendly staff." [](https://expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 8/10 Good "Nice, easy access, and good price" [](https://expedia.co.uk/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![voco James Newbury Hudson Valley by IHG](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/c531473a_y.jpg) ### voco James Newbury Hudson Valley by IHG 10/10 Excellent "Beautiful property, friendly staff. Definitely will be back!!" [](https://expedia.co.uk/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information) ![Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129_y.jpg) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "Just got back from a weekend at a postcard cabin in the Catskills and honestly… it was such a beautiful experience. The cabin itself was EVERYTHING I needed peaceful, cozy, and surrounded by nature. Waking up to the quiet, fresh air, and just unplugging from everything felt so refreshing. It really gave that perfect escape-from-the-city vibe. The design was super cute and minimal, and everything felt intentional and relaxing. Definitely a place to reset your mind, especially for a romantic getaway or even a solo recharge. The only small downside was that the pillow sheets didn’t seem completely clean, which threw me off a bit. It wasn’t a huge issue, but definitely something I think could be improved to make the stay feel 100% comfortable. Overall though, I would still say the experience was amazing and I’d go back again just hoping for a little more attention to detail next time. " [](https://expedia.co.uk/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "OK, the hotel needs updating, but the staff was so friendly and helpful it didn't even matter. We parked our car, walked everywhere, 2 min to the Colonial theater! Insider tip, if you buy a breakfast tix from the front desk it's less $ than paying at the restaurant. " [](https://expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Howard Johnson by Wyndham Saugerties](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9_y.jpg) ### Howard Johnson by Wyndham Saugerties 6/10 Okay "Lots of parking. Grounds and public areas were neat and clean. Pool area was beautiful. My only issue was the hallways were quite cold. And heating in room was difficult to regulate." [](https://expedia.co.uk/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ## Find out more about Hillsdale **Everything you need to know about** **Hillsdale** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsdale holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Hillsdale holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Hillsdale. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Hillsdale holiday rentals we have selected for you start as low as £110 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Hillsdale rentals** At Expedia, we put the best Hillsdale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Hillsdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsdale holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find a holiday rental in Hillsdale? ### What are some of the best holiday rentals that Hillsdale has to offer? ### How many holiday rentals are there in Hillsdale? ### What’s there to see and do in Hillsdale? ### What’s a holiday rental in Hillsdale like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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