Title: Holiday Rentals Thimble Islands from £105: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Thimble Islands Travel Guide](https://expedia.co.uk/Thimble-Islands.dx6341069)[Hotels in Thimble Islands](https://expedia.co.uk/Thimble-Islands-Hotels.d6341069.Travel-Guide-Hotels)[Flights to Thimble Islands](https://expedia.co.uk/Cheap-Flights-To-Thimble-Islands.d6341069.Travel-Guide-Flights)[Thimble Islands Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Thimble-Islands.d6341069.Car-Hire-Guide)[Thimble Islands Holidays](https://expedia.co.uk/Thimble-Islands.d6341069.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Thimble Islands - ![](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 [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6341069&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6341069&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6341069&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6341069&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Thimble Islands holiday rentals ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963946/85b73e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963946/b0bf0535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963946/ccd93650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 bedrooms, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/96000000/95970000/95964000/95963946/c1c913f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Branford [](https://www.expedia.co.uk/Branford-Hotels-Grace-Island-Private-Island-Vacations.h95963946.Hotel-Information) [](https://www.expedia.co.uk/Branford-Hotels-Grace-Island-Private-Island-Vacations.h95963946.Hotel-Information) ![Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/a842220e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/b4ae858c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Apartment, 2 Bedrooms, Kitchen | Living area | 58-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/efa198e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 2 Bedrooms, Kitchen | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/236a6b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in The Hill [](https://www.expedia.co.uk/New-Haven-Hotels-Luxury-Furnished-Apartments-By-Hyatus-Downtown-At-Yale.h57240415.Hotel-Information) 9.6/10 Exceptional (61) "Loved our stay here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina [](https://www.expedia.co.uk/New-Haven-Hotels-Luxury-Furnished-Apartments-By-Hyatus-Downtown-At-Yale.h57240415.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/3067f697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Clinton [](https://www.expedia.co.uk/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) 9.2/10 Wonderful (36) "Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michelle £142 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) ![Beach nearby, sun-loungers](https://images.trvl-media.com/lodging/79000000/78130000/78121800/78121750/7a1114ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78130000/78121800/78121750/3f25ecef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, ping pong, books](https://images.trvl-media.com/lodging/79000000/78130000/78121800/78121750/001cdf7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78130000/78121800/78121750/b1bec270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Clinton [](https://www.expedia.co.uk/Clinton-Hotels-Cozy-Twin-Home-With-Ocean-Views-And-Beach-Access.h78121750.Hotel-Information) 10/10 Exceptional (24) "My wedding party stayed here during wedding weekend and had a fantastic time! The house was fully stocked with everything we needed and the backyard was the perfect spot to relax. I highly recommend this home and hope to stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth F. [](https://www.expedia.co.uk/Clinton-Hotels-Cozy-Twin-Home-With-Ocean-Views-And-Beach-Access.h78121750.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/77000000/76890000/76889000/76888939/1add7dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/77000000/76890000/76889000/76888939/3df51203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/77000000/76890000/76889000/76888939/7babae09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bowling](https://images.trvl-media.com/lodging/77000000/76890000/76889000/76888939/2f89df04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in The Hill [](https://www.expedia.co.uk/New-Haven-Hotels-Luxury-Apartments-By-Hyatus-At-Pierpont.h76888939.Hotel-Information) 9.4/10 Exceptional (23) "Excelente choice, I recommend it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Víctor [](https://www.expedia.co.uk/New-Haven-Hotels-Luxury-Apartments-By-Hyatus-At-Pierpont.h76888939.Hotel-Information) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33510000/33507900/33507839/142f4b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33507900/33507839/445ade30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33507900/33507839/166c2314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33507900/33507839/28a14f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in branford [](https://www.expedia.co.uk/Branford-Hotels-Waterfront-Cottage-In-Branford.h33507839.Hotel-Information) 10/10 Exceptional (99) "Beautiful location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne d. [](https://www.expedia.co.uk/Branford-Hotels-Waterfront-Cottage-In-Branford.h33507839.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065513/9c9682a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065513/a94b7e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065513/9dab6fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065513/43b2916f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Dwight [](https://www.expedia.co.uk/New-Haven-Hotels-One-Bedroom-Apartment-In-United-States-Of-America.h120065513.Hotel-Information) 10/10 Exceptional (2) "Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip S. £155 includes taxes & fees 19 Dec - 20 Dec [](https://www.expedia.co.uk/New-Haven-Hotels-One-Bedroom-Apartment-In-United-States-Of-America.h120065513.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/20000000/19180000/19176900/19176844/73c68d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19180000/19176900/19176844/w1200h799x0y1-e5cd35a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/20000000/19180000/19176900/19176844/w1199h799x1y1-28353281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19180000/19176900/19176844/w1198h799x1y1-8c5b60c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Branford [](https://www.expedia.co.uk/Branford-Hotels-Private-Sandy-Beach-Hot-Tub.h19176844.Hotel-Information) 10/10 Exceptional (71) "We had a wonderful vacation!! The house was perfect, check in couldn’t have easier and the views couldn’t have been better. A perfect summer getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike S. [](https://www.expedia.co.uk/Branford-Hotels-Private-Sandy-Beach-Hot-Tub.h19176844.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120950000/120949800/120949708/223e1e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120950000/120949800/120949708/439006bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120950000/120949800/120949708/555620ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120950000/120949800/120949708/fd85a046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in West New Haven [](https://www.expedia.co.uk/New-Haven-Hotels-Pleasant-Apartment-With-AC-In-Charming-New-Haven.h120949708.Hotel-Information) 9.4/10 Exceptional (3) "Great communication and easy check in, would recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan R. £105 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/New-Haven-Hotels-Pleasant-Apartment-With-AC-In-Charming-New-Haven.h120949708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/728215df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/a7476bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/38c1ca05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/ea540de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Clinton [](https://www.expedia.co.uk/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information) 9.2/10 Wonderful (7) "Everything was as advertised or better. Lovely quiet area near beautiful beaches and great restaurants. We had a terrific experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom S. £197 includes taxes & fees 19 Dec - 20 Dec [](https://www.expedia.co.uk/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/efeecab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/624102e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/6969660b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/058f796c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Cheshire [](https://www.expedia.co.uk/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information) 9.4/10 Exceptional (13) "Needed a place to sleep for a couple of nights and this worked for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James (Jim) L. £125 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78370000/78365600/78365562/eaafb162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78370000/78365600/78365562/19c5862f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78370000/78365600/78365562/1627cff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun-loungers](https://images.trvl-media.com/lodging/79000000/78370000/78365600/78365562/7af04a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Riverhead [](https://www.expedia.co.uk/Riverhead-Hotels-Spacious-Home-Near-Aquarium-Heart-Of-Wine-Country-Shopping-Close-To-Hamptons.h78365562.Hotel-Information) 9.6/10 Exceptional (24) "Great beds and location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john m. [](https://www.expedia.co.uk/Riverhead-Hotels-Spacious-Home-Near-Aquarium-Heart-Of-Wine-Country-Shopping-Close-To-Hamptons.h78365562.Hotel-Information) ![On the beach, sun-loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/182d5c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/aee04e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/6766f487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/484d2f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Milford [](https://www.expedia.co.uk/Milford-Hotels-Beach-Front-Arts-Crafts-House-With-Gorgeous-Views-Of-The-Sound.h33694344.Hotel-Information) 10/10 Exceptional (134) "Wonderful stay in a nice quiet neighborhood " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob M. [](https://www.expedia.co.uk/Milford-Hotels-Beach-Front-Arts-Crafts-House-With-Gorgeous-Views-Of-The-Sound.h33694344.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/0611344e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/cffe2e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/d9324980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/e305ffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Madison [](https://www.expedia.co.uk/Madison-Hotels-Newly-Renovated-Carriage-House-Near-Town-Beaches.h66955225.Hotel-Information) 10/10 Exceptional (36) "We had a wonderful time here!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie S. [](https://www.expedia.co.uk/Madison-Hotels-Newly-Renovated-Carriage-House-Near-Town-Beaches.h66955225.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/282f9b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d4937d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/a0e0c5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/d820b069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Downtown New Haven [](https://www.expedia.co.uk/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information) 8.8/10 Excellent (11) "Convenient location. Just off Rte 91\. Easy street parking. The studio is as pictured - exposed brick walls, high ceilings. Everything you need for a short stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lois G. £138 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66700000/66697900/66697891/3cdd53fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/67000000/66700000/66697900/66697891/099eef49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/67000000/66700000/66697900/66697891/8d31fa04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/67000000/66700000/66697900/66697891/13883cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Clinton [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Waterfront-Beach-House.h66697891.Hotel-Information) 9.6/10 Exceptional (56) "This was our third year spending an amazing beach week at this lovely property! Thanks again for the perfect week and see you again next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim S. [](https://www.expedia.co.uk/Old-Saybrook-Hotels-Waterfront-Beach-House.h66697891.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/30e2063f.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/108000000/107010000/107006300/107006248/3c500b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/57c79b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/39d80e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in East Rock [](https://www.expedia.co.uk/New-Haven-Hotels-New-Cozy-2BR-Stay-New-Haven-Close-To-Yale.h107006248.Hotel-Information) 7.4/10 Good (3) "Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CHUCK C. [](https://www.expedia.co.uk/New-Haven-Hotels-New-Cozy-2BR-Stay-New-Haven-Close-To-Yale.h107006248.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006244/2e4ae9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006244/dc1e76d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006244/bb842e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006244/b61e6c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Dwight [](https://www.expedia.co.uk/New-Haven-Hotels-Downtown-New-Haven-Escape.h107006244.Hotel-Information) 8.0/10 Very good (6) "Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael H. £186 includes taxes & fees 13 Jan - 14 Jan 2026 [](https://www.expedia.co.uk/New-Haven-Hotels-Downtown-New-Haven-Escape.h107006244.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/91000000/90860000/90854400/90854342/28f7af55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, in-room safe, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90860000/90854400/90854342/0c958620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90860000/90854400/90854342/6a49c7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90860000/90854400/90854342/87078ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Clinton [](https://www.expedia.co.uk/Clinton-Hotels-Large-Charming-Historic-House-Close-To-Beaches.h90854342.Hotel-Information) 9.8/10 Exceptional (36) "The house was very comfortable and we loved the historic qualities of the house and the convenient location. It was perfect for our family to all stay together while attending my niece's wedding." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra L. [](https://www.expedia.co.uk/Clinton-Hotels-Large-Charming-Historic-House-Close-To-Beaches.h90854342.Hotel-Information) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/f46f1136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/e9dadc3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/3b479b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/13c29b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home in Durham [](https://www.expedia.co.uk/Durham-Hotels-Brand-New-Modern.h100730498.Hotel-Information) 10/10 Exceptional (24) "As advertised. Enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff C. £715 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Durham-Hotels-Brand-New-Modern.h100730498.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=2025-12-31&endDate=2026-01-01®ionId=6341069&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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%2FThimble-Islands-Holiday-Rentals.d6341069.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThimble-Islands-Holiday-Rentals.d6341069.Travel-Guide-HolidayRentals) ## Top Thimble Islands Hotel Reviews ![Red Roof Inn Milford - New Haven](https://images.trvl-media.com/lodging/1000000/10000/7200/7188/3beb130c_y.jpg) ### Red Roof Inn Milford - New Haven 10/10 Excellent " yes, clean rooms, great parking, air conditioning great." [](https://expedia.co.uk/New-Haven-Hotels-Red-Roof-Inn-Milford-New-Haven.h7188.Hotel-Information) ![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg) ### Cambria Hotel New Haven University Area 10/10 Excellent "it was great!" [](https://expedia.co.uk/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Homewood Suites by Hilton Orange New Haven](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/cf46bed4_y.jpg) ### Homewood Suites by Hilton Orange New Haven 10/10 Excellent "Room was really big, no issues whatsoever." [](https://expedia.co.uk/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information) ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Great traditional New Haven Hotel. From check in to check out staff was very professional and welcoming. Great job for all of your staff." [](https://expedia.co.uk/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg) ### Motel 6 New Haven - Branford, CT 10/10 Excellent "Clean room" [](https://expedia.co.uk/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![La Quinta Inn & Suites by Wyndham New Haven](https://images.trvl-media.com/lodging/1000000/10000/1300/1241/dbc425d9_y.jpg) ### La Quinta Inn & Suites by Wyndham New Haven 10/10 Excellent "Very clean room and an especially kind Front Desk team. " [](https://expedia.co.uk/New-Haven-Hotels-La-Quinta-Inn-Suites-By-Wyndham-New-Haven.h1241.Hotel-Information) ![Hilton Garden Inn Milford](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/268b5ae5_y.jpg) ### Hilton Garden Inn Milford 10/10 Excellent "Wonderful check in process for a late night arrival " [](https://expedia.co.uk/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Great hotel. Awesome beds, pillows, and communal lobby space. Front desk staff is amazing with a shout out to Stephanie L who helped us when the Uber didn’t come…have stayed many times and will again:)" [](https://expedia.co.uk/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![The Blake Hotel](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/95723c61_y.jpg) ### The Blake Hotel 10/10 Excellent "The Blake Hotel is absolutely one of the best in the area. I loved everything about my stay, always super clean and the staff are friendly." [](https://expedia.co.uk/New-Haven-Hotels-The-Blake-Hotel.h32129620.Hotel-Information) ## Find out more about Thimble Islands **Everything you need to know about** **Thimble Islands** **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 Thimble Islands 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 Thimble Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Thimble Islands holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Thimble Islands. 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 Thimble Islands 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 Thimble Islands holiday rentals we have selected for you start as low as £105 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Thimble Islands rentals** At Expedia, we put the best Thimble Islands 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 Thimble Islands 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 Thimble Islands 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 Thimble Islands. 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 Thimble Islands ### 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) - 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