Title: Thimble Islands Apartment Rentals | Expedia.ca [Thimble Islands Travel Guide](https://expedia.ca/Thimble-Islands.dx6341069)[Hotels in Thimble Islands](https://expedia.ca/Thimble-Islands-Hotels.d6341069.Travel-Guide-Hotels)[Vacation Rentals in Thimble Islands](https://expedia.ca/Thimble-Islands-Vacation-Rentals.d6341069.Travel-Guide-VacationRentals)[Flights to Thimble Islands](https://expedia.ca/Cheap-Flights-To-Thimble-Islands.d6341069.Travel-Guide-Flights)[Thimble Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Thimble-Islands.d6341069.Car-Rental-Guide)[Thimble Islands Vacation Packages](https://expedia.ca/Thimble-Islands.d6341069.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Apartment Rentals in Thimble Islands ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Thimble Islands Apartments ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/728215df.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) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/1f01f033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shoreline Oasis Clinton 9.2/10 Wonderful (7) "A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!" CA $250 CA $364 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/60c98539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/a114e15e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/b3ddf07f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/0bb8c704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown Haddam 10/10 Exceptional (23) "Overall wonderful experience, would highly recommend." CA $174 CA $357 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Higganum-Hotels-Country-Living-At-Its-Finest-Just-10-Min-To-Downtown-Middletown.h91713725.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) ![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) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/w1024h767x0y0-f48123b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn Madison 10/10 Exceptional (33) "Very much enjoyed our stay!" CA $346 CA $443 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Madison-Hotels-Newly-Renovated-Carriage-House-Near-Town-Beaches.h66955225.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/6cc66b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/29cf6475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/80f01b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/w828h1096x0y0-260bbef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Apartment in Woodmont Milford Milford 9.0/10 Wonderful (2) "Had a great stay!" CA $254 CA $619 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Milford-Hotels-Beach-Apt-In-Woodmont-Milford.h108426521.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/0888acaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/281a75c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/2db3f072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/bdac0629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New 1BR with tons of Charm Wallingford Center 9.6/10 Exceptional (4) "Charming, unique, and very comfortable. Would surely stay again. " CA $160 CA $402 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/ad8b03cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/3f6d684e.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/65000000/64920000/64918800/64918771/5a3becbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/81e8dff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Private and Cozy in great location Wallingford 8.8/10 Excellent (6) "The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road" CA $160 CA $402 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Wallingford-Hotels-All-New-Private-And-Cozy-In-Great-Location.h64918771.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) ![TV](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/676e4d97.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) ![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) ### New Cozy 2BR Stay New Haven Close to Yale East Rock 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 " CA $207 CA $324 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/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/e6288714.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) ### Downtown New Haven Escape Dwight 8.6/10 Excellent (4) "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." CA $152 CA $298 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/New-Haven-Hotels-Downtown-New-Haven-Escape.h107006244.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102970000/102964700/102964673/11c280b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102970000/102964700/102964673/43959b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102970000/102964700/102964673/dce0e1f5.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/103000000/102970000/102964700/102964673/13839c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New 1BR Great Location Center of Town Wallingford Center 10/10 Exceptional (1) "The apartment is beautifully restored, whimsically decorated with very nice furniture which is also comfortable. There are lights and outlets everywhere!! Linens and towels sparking clean and brand new!! All kinds of kitchen equipment. As an “older person”!! I had a little trouble navigating the shower that is in an enclose tub but that would not be a problem for the young. It is in a part of town with a moderately busy street and a rooster in the am!! But the white noise machines on both... CA $160 CA $402 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Wallingford-Hotels-New-1BR-Great-Location-Center-Of-Town.h102964673.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/abc38fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/w506h683x259y0-6679e80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/w905h683x59y0-78a87dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/cc285c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angelica’s safe haven @ west haven West Haven 10/10 Exceptional (5) "Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again." CA $191 CA $468 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/West-Haven-Hotels-Angelicas-Safe-Haven-West-Haven.h95033642.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/100000000/99740000/99735200/99735139/a76c5564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/100000000/99740000/99735200/99735139/2e3ee18d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99740000/99735200/99735139/e02c5119.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/100000000/99740000/99735200/99735139/b1477057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Club - Jennifer\`s Room (Dog Friendly) Summerland 9.6/10 Exceptional (11) "We loved our stay here! It was a little cramped with our 3 year old daughter but it was very cozy and was perfect for what we needed as we stayed pretty busy and didn’t spend much time in the room. " CA $237 CA $419 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Summerland-Hotels-Jennifers-Room-A-Cottage-Dream.h99735139.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117610000/117606200/117606175/57c3624e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117610000/117606200/117606175/b356aba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/118000000/117610000/117606200/117606175/2777fe0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/118000000/117610000/117606200/117606175/c2ccb83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nautical 3BR Sleeps 8 @ Tweed Airport W/ Fire Pit + Smart TVs Near Beach & Yale East Shore 10/10 Exceptional (1) "Had a Great stay at the nauti nook!" CA $197 CA $630 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/East-Haven-Hotels-The-Nauti-Nook-At-Tweed.h117606175.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/9bb90df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/1391311d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/67a7f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/9a03fac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Railside Residents Wallingford Center CA $185 CA $426 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-New-Railside-Residents-1BR.h102008956.Hotel-Information) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/0eb76bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/f8e41211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/a1d7bab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/5a8a7967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Oasis 3BR Parking Washer & Dryer Yale East Rock East Rock 10/10 Exceptional (7) "Home was very clean and comfortable. Easy walking distance to all of the sites and restaurants. The host was easy to communicate with and answered my questions immediately." CA $213 CA $469 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/New-Haven-Hotels-Urban-Oasis-3BR-Parking-Washer-Dryer-Yale-East-Rock.h95032165.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/112000000/111830000/111824500/111824460/058f796c.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) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/a5ee2415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet 2bd Townhome apt in the heart of Cheshire. Backyard. Cheshire 9.4/10 Exceptional (8) "Needed a place to sleep for a couple of nights and this worked for us." CA $132 CA $244 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.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) ![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) ![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107560000/107557500/107557460/a10e81b4.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) ### Charming Studio| Near Yale| Downtown New Haven Downtown New Haven 8.4/10 Very good (6) "A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!" CA $135 CA $276 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/New-Haven-Hotels-Charming-Studio-Near-Yale-Downtown-New-Haven.h107557460.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36690000/36683600/36683533/2147fb68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36690000/36683600/36683533/f92f8489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36690000/36683600/36683533/3f65a713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36690000/36683600/36683533/0e40dd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 2 Bedroom apartment close to Yale Bowl West New Haven 9.6/10 Exceptional (66) "We really loved our stay here! The apartment was lovely, the location was great (close to Yale and the center of New Haven), and our host Sabrina was wonderful. I highly recommend this rental." CA $181 CA $320 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/New-Haven-Hotels-Spacious-2-Bedroom-Apartment-Close-To-Yale-Bowl.h36683533.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006237/5f9ccc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006237/051d7a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006237/ca42f656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006237/1c4255a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Studio Stay On Howe Dwight 9.4/10 Exceptional (3) "Cute, clean property good for a visit to New Haven for a single or couple. The area is a little noisy, but that's the price you pay for being in close walking distance to everything you'd want to be in close walking distance to! Would definitely stay again. " CA $152 CA $378 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/New-Haven-Hotels-Cozy-Studio-Near-ArchitectureDrama-Schools-Yale.h107006237.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75900000/75896200/75896162/52e9917c.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/76000000/75900000/75896200/75896162/6ffc6751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75900000/75896200/75896162/92e1c635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75900000/75896200/75896162/db137cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully Furnished 1BR Apartment Wallingford 10/10 Exceptional (1) "This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!" CA $160 CA $402 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Wallingford-Hotels-Fully-Furnished-1BR-Apartment.h75896162.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103330000/103320300/103320271/ada764aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103330000/103320300/103320271/66eb241a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103330000/103320300/103320271/680e07a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103330000/103320300/103320271/fc99d6bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish City Living|Wooster Square|Downtown Views Downtown New Haven 9.6/10 Exceptional (5) "Very clean apt in a great area " CA $195 CA $402 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/New-Haven-Hotels-Stylish-City-LivingWooster-SquareDowntown-Views.h103320271.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.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21®ionId=6341069&adults=2&lodging=APARTMENT&sort=RECOMMENDED&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FThimble-Islands-Apartments.d6341069-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThimble-Islands-Apartments.d6341069-aaApartments.Travel-Guide-Accommodation) ## Top Thimble Islands Hotel Reviews ![Hampton Inn by Hilton Shelton](//images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg) ### Hampton Inn by Hilton Shelton 10/10 Excellent "the rooms were very clean the people were very friendly " [](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Motel 6 New Haven - Branford, CT](//images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg) ### Motel 6 New Haven - Branford, CT 10/10 Excellent "It’s a good " [](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](//images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![New Haven Hotel](//images.trvl-media.com/lodging/1000000/40000/36800/36721/dd69cbb4_y.jpg) ### New Haven Hotel 10/10 Excellent "Great hotel Lobby!" [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](//images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "Room service was great made sure we had everything we needed daily. Front desk very helpful. Was quiet until last night party on 2nd floor people running up and down hallway child kicked our door very hard around 2am. I believe mother worked for hotel and had family party out of control my husband got up and went out they quieted down after that.Overall the place was great though." [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Holiday Inn Express & Suites Milford by IHG](//images.trvl-media.com/lodging/1000000/10000/3900/3900/f87dad0a_y.jpg) ### Holiday Inn Express & Suites Milford by IHG 10/10 Excellent "Only thing—-lights not working in the room—room clean ——staff great—\_cleaner than I expected—-but we could not get lights to work" [](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Express-Suites-Milford.h3900.Hotel-Information) ![Motel 6 Milford, CT](//images.trvl-media.com/lodging/1000000/10000/300/291/03aae393_y.jpg) ### Motel 6 Milford, CT 10/10 Excellent "Both great " [](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Clean room" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Hilton Garden Inn Shelton](//images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg) ### Hilton Garden Inn Shelton 10/10 Excellent "The property was well maintained and the staff was friendly. I had plenty of options for meals around which was convenient. " [](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information) ## Find out more about Thimble Islands ## Thimble Islands Apartments information | Number of reviews | | | --- | --- | | Accommodation | Apartments | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Guilford](https://www.expedia.ca/4Star-Guilford-Hotels.s40-0-d183062.Travel-Guide-Filter-Hotels) - [Hotels near Bill Miller’s Castle](https://www.expedia.ca/Bill-Millers-Castle-Hotels.0-l553248621563220905-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Branford](https://www.expedia.ca/Branford-Apart-Hotels.d6243-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Branford](https://www.expedia.ca/Branford-Apartments.d6243-aaApartments.Travel-Guide-Accommodation) - [B&B in Branford](https://www.expedia.ca/Branford-Bed-And-Breakfast.d6243-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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