Title: Holiday Rentals Cuttyhunk from £146: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Cuttyhunk Travel Guide](https://expedia.co.uk/Cuttyhunk.dx3000441000)[Hotels in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[Flights to Cuttyhunk](https://expedia.co.uk/Cheap-Flights-To-Cuttyhunk.d3000441000.Travel-Guide-Flights)[Cuttyhunk Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Cuttyhunk.d3000441000.Car-Hire-Guide)[Cuttyhunk Holidays](https://expedia.co.uk/Cuttyhunk.d3000441000.Holidays-City-Breaks) ![Oceanside Sunset Sailing](https://images.trvl-media.com/place/3000441000/2bc1d2d8-92be-4c6a-b144-79304f645daa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Cuttyhunk - ![](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 Tonight [27 Nov - 28 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000441000&startDate=2025-11-27&endDate=2025-11-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [28 Nov - 29 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000441000&startDate=2025-11-28&endDate=2025-11-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000441000&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=3000441000&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Cuttyhunk ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/74755b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/5332507c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90110000/90109100/90109063/6993f501.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/91000000/90110000/90109100/90109063/c6e92501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in New Bedford 9.6/10 Exceptional (34) "I had stayed here last year and it's so close to several of my family members. This is my go to place when I travel to the New Bedford area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy C. £181 includes taxes & fees 9 Dec - 10 Dec [](https://www.expedia.co.uk/New-Bedford-Hotels-The-Charming-Gem-Near-The-Water.h90109063.Hotel-Information) ![On the beach, sun-loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/w1170h1108x0y0-1f9b0efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/43c8d00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/w1170h1522x0y0-c83022a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102910000/102903600/102903531/ac544bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Dartmouth 10/10 Exceptional (17) "Property ideal for our needs of visiting family and meeting our first grandchild " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol M. £279 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/South-Dartmouth-Hotels-Quaint-1-Bed-1-Bath-Private-Beach-Home-Long-Term-Renter-Welcome-Dec-1.h102903531.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/70923cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/e5963f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/7f904b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/108000000/107997300/107997278/ad29049f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Dartmouth 10/10 Exceptional (11) "Super location, very nice accommodations, very clean, modern and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathie K. £333 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/South-Dartmouth-Hotels-Charming-Cottage-Overlooking-The-Bay-In-Padanaram-Village.h107997278.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/c58b6da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/0a803935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/2baf50f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457598/a6b8b7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Middletown 10/10 Exceptional (1) "Had a wonderful stay; loved that it was within walking distance to great places to eat and also the beach.Everything was clean and cozy. I highly recommend it if you would like to check out Newport and the surrounding towns.Owners were very responsive if needed. We loved our trip!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl H. £334 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Ellery-Bungalow-49-Minutes-From-The-Sand.h115457598.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/5c05c011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/65b22b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/30c5320d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113940000/113930900/113930804/0f9d440a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Tiverton 9.6/10 Exceptional (5) "Adequate for one night. Host friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louise £146 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Tiverton-Hotels-Seapowet-Suite.h113930804.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/43b6111e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/18345de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/65607d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122060000/122059200/122059103/a29a09a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in New Bedford £108 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/New-Bedford-Hotels-Blue-Haven-Houseboat.h122059103.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/77b4c928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/82c20bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/d05c9955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115460000/115457600/115457583/17274708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Middletown 10/10 Exceptional (4) "Fantastic stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristin C. £334 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Ellery-Beach-Bungalow-47-Relaxed-Island-Living.h115457583.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/5687f6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/w1216h1624x0y0-66b80400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/e13c8280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/108000000/107640000/107630500/107630402/69327ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Dartmouth £236 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/North-Dartmouth-Hotels-Charming-1-Bedroom-House-With-AC-And-WiFi-In-Dartmouth-Close-To-Buttonwood-Park.h107630402.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/f9259183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/32ea6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/7d2038e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564900/33564802/dc424ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Falmouth 10/10 Exceptional (209) "We had a great stay. House is spacious, clean and well-stocked with everything we needed. We loved that we were able to walk to downtown shops and restaurants, the ferry to Martha’s Vineyard and the beach. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ava B. £382 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Falmouth-Hotels-Located-Steps-Away-To-Main-Street-And-7-Miles-From-Surf-Drive-Beach.h33564802.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/31b29a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/9054a4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/7c82f0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92440000/92431600/92431523/3bfdbef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Middletown 9.6/10 Exceptional (94) "My family had an amazing stay at this bungalow. It is very clean and offered everything we needed for our stay in Newport. The beach is very close and there are plenty of restaurants and convenience store within walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tamara C. £345 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Ellery-Bungalow-51-Island-Calm-Near-Newport.h92431523.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/2e8c2b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/130dc2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/2e4456f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44790000/44788900/44788859/a610c782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Westport 9.8/10 Exceptional (22) "Beautiful house! Had a wonderful time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RYAN S. £339 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Westport-Point-Hotels-Westport-Point-Beach-House-On-12-Acre-Easy-Access-To-Beachhistoric-Village.h44788859.Hotel-Information) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/f6978f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/47e78dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/a91c1c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103430400/103430309/6fdf7262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Middletown 9.6/10 Exceptional (16) "Apartment was beautiful in a great location!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cathy g. £297 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Middletown-Modern-Apartment-RIBryan-Property.h103430309.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/b98393ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/w1024h679x0y3-1a62f5d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/2c8ca6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115410000/115400900/115400854/w1024h679x0y3-e4ecdc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Easton's Point 8.0/10 Very good (1) £515 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Between-Beaches.h115400854.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/8b2e390c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/dcdc8712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/e2084987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78750000/78741400/78741380/e22d1060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Easton's Point 9.8/10 Exceptional (26) "What a great location, well appointed home, and a very professional VRBO host. You know that love and care goes into making guests feel welcomed and special. Lots of amenities and space to make your stay memorable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria L. £456 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Beach-House-Walking-Distance-To-Second-Beach.h78741380.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/96bbef47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/1d87e5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/10cc10c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103432500/103432449/d035a3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Middletown 9.4/10 Exceptional (14) "Great place! So many bedrooms! Nice private yard, great if you have a dog. Had a wonderful stay, would stay again. Close enough to Newport to drive in and out no problem, plus close to beaches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd C. £515 includes taxes & fees 29 Nov - 30 Nov [](https://www.expedia.co.uk/Middletown-Hotels-Little-Creek-Retreat-RIBryan-Property.h103432449.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/ec92862e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/de28f5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/afac6491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115160000/115155900/115155816/476b1d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Middletown 10/10 Exceptional (1) "Beautiful area, walking distance to the beach and restaurants, nice clean house" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana N. £334 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Ellery-Beach-Bungalow-45-A-Refined-Island-Escape.h115155816.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/dbe99d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/c6b79c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/cf83a268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78190000/78183300/78183300/5218f616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Tisbury 10/10 Exceptional (16) "The house is clean, peaceful and perfectly appointed with everything you need for a great week on the Vineyard." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Celeste P. £837 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Vineyard-Haven-Hotels-NEW-Renovated-Family-Friendly-Vineyard-Haven-Home.h78183300.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/31f34cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/e6152028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/8ca80e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48490000/48483300/48483217/60505837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Oak Bluffs 9.4/10 Exceptional (3) "This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis R. £690 includes taxes & fees 28 Nov - 29 Nov [](https://www.expedia.co.uk/Oak-Bluffs-Hotels-A-NOSTALGIC-SPACE-Your-Marthas-Vineyard-Getaway.h48483217.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91240000/91238700/91238668/d3b47269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/92000000/91240000/91238700/91238668/35df5fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91240000/91238700/91238668/9e99c001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/92000000/91240000/91238700/91238668/b9cdb640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Dartmouth 10/10 Exceptional (13) "Our family returned this year for a week and enjoyed it even more than last year, which was very hard to top!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wilson P. £1,266 includes taxes & fees 29 Nov - 30 Nov [](https://www.expedia.co.uk/South-Dartmouth-Hotels-Remodeled-Seaside-Village-Retreat.h91238668.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1280h849x0y4-97fa4ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1276h853x4y0-6779aa33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/w1276h848x4y5-3f29c527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/104000000/103440000/103431300/103431272/874580bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Middletown 9.4/10 Exceptional (13) "Very clean and roomy for our 8 guests. Perfect location for access to Second Beach and downtown Newport." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William H. £442 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Middletown-Modern-Bungalow-RIBryan-Property.h103431272.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=2025-12-11&endDate=2025-12-12®ionId=3000441000&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_BF_PROMO_3000441000) ## Find holiday rentals that suit your style Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Cuttyhunk%2C+Massachusetts%2C+United+States+of+America®ionId=3000441000&latLong=41.42218%2C-70.929092&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=APARTMENT) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Cuttyhunk%2C+Massachusetts%2C+United+States+of+America®ionId=3000441000&latLong=41.42218%2C-70.929092&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Cuttyhunk%2C+Massachusetts%2C+United+States+of+America®ionId=3000441000&latLong=41.42218%2C-70.929092&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Cuttyhunk%2C+Massachusetts%2C+United+States+of+America®ionId=3000441000&latLong=41.42218%2C-70.929092&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-28&d2=2026-02-28&lodging=COTTAGE) ![](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%2FCuttyhunk-Holiday-Rentals.d3000441000.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCuttyhunk-Holiday-Rentals.d3000441000.Travel-Guide-HolidayRentals) ## Top Cuttyhunk Hotel Reviews ![Fairfield Inn & Suites by Marriott New Bedford](https://images.trvl-media.com/lodging/4000000/3560000/3551400/3551384/eb19fbf7_y.jpg) ### Fairfield Inn & Suites by Marriott New Bedford 10/10 Excellent "very kind staff, close to where i needed to be, great breakfast " [](https://expedia.co.uk/New-Bedford-Hotels-Fairfield-Inn-Suites-By-Marriott-New-Bedford.h3551384.Hotel-Information) ![Whaler Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/27500/27418/d818de32_y.jpg) ### Whaler Inn and Suites 10/10 Excellent "I stayed in my room but it was a nice comfortable room. I really enjoyed my time I will definitely come back again. " [](https://expedia.co.uk/New-Bedford-Hotels-Whaler-Inn-And-Suites.h27418.Hotel-Information) ![New Bedford Harbor Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251279/76e173eb_y.jpg) ### New Bedford Harbor Hotel, an Ascend Collection Hotel 10/10 Excellent "Centrally located" [](https://expedia.co.uk/New-Bedford-Hotels-New-Bedford-Harbor-Hotel.h23251279.Hotel-Information) ![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "Room with a view was large and comfortable. Ample space and light, outlets, excellent bed - everything was at hand, well-thought out design and usefulness. Staff was exceptional, courteous, helpful and friendly. Walkable to restaurants and shops, ferry to mainland. Would love to stay again. " [](https://expedia.co.uk/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Inn on the Square](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg) ### Inn on the Square 10/10 Excellent "yes" [](https://expedia.co.uk/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![AutoCamp Cape Cod](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3458b4d1_y.jpg) ### AutoCamp Cape Cod 10/10 Excellent "Great for first time camper and experienced Staff very friendly " [](https://expedia.co.uk/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information) ![Hampton Inn by Hilton New Bedford/Fairhaven](https://images.trvl-media.com/lodging/1000000/60000/55000/54948/647c4f15_y.jpg) ### Hampton Inn by Hilton New Bedford/Fairhaven 10/10 Excellent "Super friendly staff!!" [](https://expedia.co.uk/Fairhaven-Hotels-Hampton-Inn-By-Hilton-New-BedfordFairhaven.h54948.Hotel-Information) ![Beachside Village Resort](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154021/94ed0eee_y.jpg) ### Beachside Village Resort 10/10 Excellent "Very clean and quiet place to relax. Very friendly and professional! We will come back!" [](https://expedia.co.uk/Falmouth-Hotels-Beachside-Village-Resort-By-VRI-Americas.h1154021.Hotel-Information) ![Baymont by Wyndham North Dartmouth / Fall River](https://images.trvl-media.com/lodging/1000000/20000/13800/13758/f635e897_y.jpg) ### Baymont by Wyndham North Dartmouth / Fall River 10/10 Excellent "Great staff" [](https://expedia.co.uk/North-Dartmouth-Hotels-Baymont-By-Wyndham-North-Dartmouth.h13758.Hotel-Information) ## Find out more about Cuttyhunk **Everything you need to know about** **Cuttyhunk** **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 Cuttyhunk 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 Cuttyhunk holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Cuttyhunk holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Cuttyhunk. 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 Cuttyhunk 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 Cuttyhunk holiday rentals we have selected for you start as low as £146 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Cuttyhunk rentals** At Expedia, we put the best Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk. 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 - All accommodation types in Cuttyhunk ### 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) - [Holiday Homes in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Private-Holiday-Homes.d3000441000-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Cottages in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Cottages.d3000441000-aaCottages.Travel-Guide-Accommodation) - [Apartments in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Apartments.d3000441000-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Condos.d3000441000-aaCondos.Travel-Guide-Accommodation) - [B&B in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Bed-And-Breakfasts.d3000441000-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Motels in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Motels.d3000441000-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Agritourism.d3000441000-aaAgritourism.Travel-Guide-Accommodation) - [Resorts in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Hotel-Resorts.d3000441000-aaHotelResorts.Travel-Guide-Accommodation) - [Serviced Apartments in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Apart-Hotels.d3000441000-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Guest-Houses.d3000441000-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Parks in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Holiday-Parks.d3000441000-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Cuttyhunk](https://expedia.co.uk/Cuttyhunk-Inns.d3000441000-aaInns.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a holiday rental in Cuttyhunk? > Yes, there are holiday rentals close to the most popular sights in Cuttyhunk, or you can select a more secluded option if you're looking for a relaxing stay. Cuttyhunk is known for its beaches. ### What are some of the best holiday rentals that Cuttyhunk has to offer? > [Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs](https://www.expedia.co.uk/Oak-Bluffs-Hotels-Tranquil.h22130502.Hotel-Information): This holiday home rental outside of Cuttyhunk is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. ### What’s there to see and do in Cuttyhunk? > Explore the area and family-friendly sights such as Buttonwood Park Zoo, or get out into nature at a spot like Aquinnah Cliffs. Gay Head Lighthouse and Gooseberry Island are a couple of places you'll find in the wider area. ### What’s a holiday rental in Cuttyhunk like? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cuttyhunk. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)