Title: Thimble Islands Apartment Rentals from CA $230 | 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Mar 13 - Mar 15](https://www.expedia.ca/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 two months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2026-06-19&endDate=2026-06-21&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 apartments ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436578/dd17bd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436578/e7bdd2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436578/70a58d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436578/69a5e3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach [](https://www.expedia.ca/Westbrook-Hotels-1st-Floor-Westbrook-Anchor-2-Queen-Beds-EV-Charger-Near-Beach.h126436578.Hotel-Information) Westbrook Center CA $184 CA $524 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Westbrook-Hotels-1st-Floor-Westbrook-Anchor-2-Queen-Beds-EV-Charger-Near-Beach.h126436578.Hotel-Information) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/65f83363.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) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/w750h486x0y3-ef058f17.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/92000000/91720000/91713800/91713725/034a5b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown [](https://www.expedia.ca/Higganum-Hotels-Cozy-Comforts-Country-Living-At-Its-Finest-Just-10-Min-To-Downtown-Middletown.h91713725.Hotel-Information) Haddam 10/10 Exceptional (28 reviews) "Fantastic experience from beginning to end! Loved every minute of my stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jody U. CA $171 CA $352 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Higganum-Hotels-Cozy-Comforts-Country-Living-At-Its-Finest-Just-10-Min-To-Downtown-Middletown.h91713725.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436580/fbff432c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436580/3334a4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436580/65332922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126440000/126436600/126436580/3b594892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included [](https://www.expedia.ca/Westbrook-Hotels-Private-2nd-Floor-Apt-4-Mins-To-Beach-EV-Charger-Parking-Included.h126436580.Hotel-Information) Westbrook Center CA $137 CA $393 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Westbrook-Hotels-Private-2nd-Floor-Apt-4-Mins-To-Beach-EV-Charger-Parking-Included.h126436580.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/2db3f072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/02f647fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/646c7316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### All New 1BR with tons of Charm [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.Hotel-Information) Wallingford Center 9.8/10 Exceptional (8 reviews) "Charming, unique, and very comfortable. Would surely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David S. CA $173 CA $417 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.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) ![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/446f217c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/d9bfd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Oasis 3BR Parking Washer & Dryer Yale East Rock [](https://www.expedia.ca/New-Haven-Hotels-Urban-Oasis-3BR-Parking-Washer-Dryer-Yale-East-Rock.h95032165.Hotel-Information) East Rock 9.8/10 Exceptional (14 reviews) "Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denyce D. CA $130 CA $365 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/New-Haven-Hotels-Urban-Oasis-3BR-Parking-Washer-Dryer-Yale-East-Rock.h95032165.Hotel-Information) ![](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/74b8760e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/5fccfa31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/b6be5543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/0ce4a5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds [](https://www.expedia.ca/New-Haven-Hotels-Green-N-Groovy-In-The-Heart-Of-East-Rock-Near-DT-Yale-Quaint-And-Comfortable.h90867477.Hotel-Information) East Rock 10/10 Exceptional (4 reviews) "Great place - wish we had more than one night. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steri-Clean N. CA $259 CA $607 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Green-N-Groovy-In-The-Heart-Of-East-Rock-Near-DT-Yale-Quaint-And-Comfortable.h90867477.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) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95040000/95033700/95033642/90f4ffc5.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) ![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) ### Angelica’s safe haven @ west haven [](https://www.expedia.ca/West-Haven-Hotels-Angelicas-Safe-Haven-West-Haven.h95033642.Hotel-Information) West Haven 10/10 Exceptional (6 reviews) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica CA $178 CA $450 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/West-Haven-Hotels-Angelicas-Safe-Haven-West-Haven.h95033642.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/dad41f01.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/104000000/103030000/103030000/103029991/eacee686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/4b86b544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/ac508f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Studio apartment in center of town [](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information) Wallingford Center 10/10 Exceptional (2 reviews) "I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadine C. CA $188 CA $437 total includes taxes & fees Mar 7 - Mar 8 [](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065515/04f5f9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065515/52879883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065515/cfdbdab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/121000000/120070000/120065600/120065515/002e910a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One bedroom apartment in United States of America, New Haven [](https://www.expedia.ca/New-Haven-Hotels-One-Bedroom-Apartment-In-United-States-Of-America.h120065515.Hotel-Information) Dwight CA $130 CA $280 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-One-Bedroom-Apartment-In-United-States-Of-America.h120065515.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006244/0354b8c4.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/dc1e76d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown New Haven Escape [](https://www.expedia.ca/New-Haven-Hotels-Downtown-New-Haven-Escape.h107006244.Hotel-Information) Dwight 8.0/10 Very good (6 reviews) "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. CA $179 CA $332 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Downtown-New-Haven-Escape.h107006244.Hotel-Information) ![](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/c6dd4a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/ac5c8d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/c50ea833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/ba747697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds [](https://www.expedia.ca/New-Haven-Hotels-Cozy-Gem-In-Heart-Of-East-Rock-King-Bed-Near-DT-And-Yale-Free-Parking.h76532852.Hotel-Information) East Rock 9.6/10 Exceptional (8 reviews) "Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek L. CA $246 CA $588 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Cozy-Gem-In-Heart-Of-East-Rock-King-Bed-Near-DT-And-Yale-Free-Parking.h76532852.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/f31b1b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/88b4ad24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/6b7f737f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119680000/119675600/119675542/2e811bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital. [](https://www.expedia.ca/New-Haven-Hotels-Modern-Studio-Near-Yale.h119675542.Hotel-Information) Dwight 8.0/10 Very good (2 reviews) "The studio apartment is in a very convenient location. It is a lovely walk to Yale. Many restaurants just outside the door. My friends, who joined me for a meal, found parking easily. It was a plus having use of a parking pass for Dwight Street. We never had a problem getting a parking spot. We also loved being able to bring our two small pups with us. The bottle of wine was a thoughtful touch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ELIZABETH M S M. CA $188 CA $317 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Modern-Studio-Near-Yale.h119675542.Hotel-Information) ![](https://images.trvl-media.com/lodging/77000000/76520000/76517200/76517198/92790588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/77000000/76520000/76517200/76517198/46051993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/77000000/76520000/76517200/76517198/281c1f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/77000000/76520000/76517200/76517198/ab6dd504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale [](https://www.expedia.ca/New-Haven-Hotels-Casa-Soleada-In-East-Rock-King-Bed-Near-DT-And-Yale-SOM.h76517198.Hotel-Information) East Rock 9.8/10 Exceptional (10 reviews) "Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Nina CA $246 CA $588 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Casa-Soleada-In-East-Rock-King-Bed-Near-DT-And-Yale-SOM.h76517198.Hotel-Information) ![Desk, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111780000/111775100/111775014/1017778e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111775100/111775014/bd339fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/112000000/111780000/111775100/111775014/w1350h899x0y0-2d8856e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111780000/111775100/111775014/b209cce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yale Casa Verde Studio [](https://www.expedia.ca/New-Haven-Hotels-Yale-Casa-Verde-Studio.h111775014.Hotel-Information) Dwight 9.6/10 Exceptional (9 reviews) "Had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey C. CA $130 CA $282 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/New-Haven-Hotels-Yale-Casa-Verde-Studio.h111775014.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/9fd3ea2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/fc0e0fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/113000000/112999100/112999076/w4027h3019x0y0-7deed843.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/113000000/113000000/112999100/112999076/d0920f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nest At Elm City Flats. [](https://www.expedia.ca/New-Haven-Hotels-Overlook-New-Haven-In-This-2-BDR-Peaceful-Carribean-Nest.h112999076.Hotel-Information) West New Haven 9.6/10 Exceptional (9 reviews) "We had a great stay at this apartment. You do have to go up three flight of stairs but thankfully we were able to climb them. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan S. CA $122 CA $322 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Overlook-New-Haven-In-This-2-BDR-Peaceful-Carribean-Nest.h112999076.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/80f01b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108430000/108426600/108426521/dd253525.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/w828h1096x0y0-260bbef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Apartment in Woodmont Milford [](https://www.expedia.ca/Milford-Hotels-Beach-Apt-In-Woodmont-Milford.h108426521.Hotel-Information) Milford 9.0/10 Wonderful (2 reviews) "Had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garry G. CA $137 CA $438 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Milford-Hotels-Beach-Apt-In-Woodmont-Milford.h108426521.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/62b2e5a8_edited_33e8.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) ![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111824500/111824460/058f796c.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. [](https://www.expedia.ca/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information) Cheshire 9.4/10 Exceptional (16 reviews) "Great Location - all the amenities you need for a nice restful stay. Did not have to reach-out to the host at all during our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert S. CA $122 CA $230 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Cheshire-Hotels-Quiet-2-Bedroom-Apartment-In-Wonderful-Cheshire-With-WiFi-And-Beautiful-Views.h111824460.Hotel-Information) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124270000/124264500/124264497/w4032h3023x0y0-a6658158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124270000/124264500/124264497/c891448f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124270000/124264500/124264497/w4032h3023x0y0-a2cdb0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/125000000/124270000/124264500/124264497/0eb3f3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2-bedroom apartment in charming New Haven near Downtown and Yale Hospital [](https://www.expedia.ca/New-Haven-Hotels-Cozy-2-Bedroom-Apartment-In-Charming-New-Haven-Near-Downtown-And-Yale-Hospital.h124264497.Hotel-Information) The Hill CA $218 CA $280 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Cozy-2-Bedroom-Apartment-In-Charming-New-Haven-Near-Downtown-And-Yale-Hospital.h124264497.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/c89bc4b0.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) ![Fitness facility](https://images.trvl-media.com/lodging/108000000/107010000/107006300/107006248/f18bc479.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) ### New Cozy 2BR Stay New Haven Close to Yale [](https://www.expedia.ca/New-Haven-Hotels-New-Cozy-2BR-Stay-New-Haven-Close-To-Yale.h107006248.Hotel-Information) East Rock 7.4/10 Good (3 reviews) "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. CA $300 CA $441 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/New-Haven-Hotels-New-Cozy-2BR-Stay-New-Haven-Close-To-Yale.h107006248.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/70000000/69270000/69265700/69265697/b8adfa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/70000000/69270000/69265700/69265697/w1284h960x0y0-2546915f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/70000000/69270000/69265700/69265697/w1284h963x0y1-6d89d91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/70000000/69270000/69265700/69265697/075edfa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great 3 Bedroom close to downtown and Yale! [](https://www.expedia.ca/New-Haven-Hotels-Great-3-Bedroom-Close-To-Downtown-And-Yale.h69265697.Hotel-Information) Mill River 8.2/10 Very good (23 reviews) "Very spacious. We enjoyed our stay here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer F. CA $182 CA $321 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/New-Haven-Hotels-Great-3-Bedroom-Close-To-Downtown-And-Yale.h69265697.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=2026-03-14&endDate=2026-03-15®ionId=6341069&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_6341069) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America®ionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APART_HOTEL) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America®ionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America®ionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America®ionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America®ionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America®ionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VACATION_HOME) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Thimble+Islands%2C+Connecticut%2C+United+States+of+America®ionId=6341069&latLong=41.248462%2C-72.754313&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=HOUSE_BOAT) ![](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 ![Motel 6 Milford, CT](https://images.trvl-media.com/lodging/1000000/10000/300/291/4c692d71_y.jpg) ### Motel 6 Milford, CT 10/10 Excellent "Yes it was all good for me!" [](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information) ![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Place was great highly recommend" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "perfect room and ammenities. great place to stay. " [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "The staff throughout our stay was amazing. Our room was spotless and so comfortable. Beautiful view from the balcony. The spa was beautiful. We had relaxing massages. We ate in the main dining room. Our waiter was great and the food was amazing. We had so much fun using the jacuzzi and the pool which were very clean. So convenient having Starbucks in the hotel and a lovely gift shop. The valet staff were kind and helpful with our luggage. We will definitely stay here again and recommend this hotel for your stay. We went during the cold weather but would love to come back in the warmer weather." [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "The room was great, I love that it had a separate sink outside of the bathroom. Beds were comfortable and linens cozy." [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.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 "Comfortable, clean, quiet. Perfect atay" [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question. " [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Courtyard by Marriott New Haven Orange-Milford](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31_y.jpg) ### Courtyard by Marriott New Haven Orange-Milford 10/10 Excellent "everything was great!" [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.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 "The room was clean, the pool and hot tub are open and maintained. Staff were kind and helpful. The breakfast was what you would expect for a hotel breakfast. We arrived at 4 and our room wasn't ready, but did not take log and getting a late checkout was easy. I would recommend staying here." [](https://expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information) ## Find out more about Thimble Islands ## Thimble Islands Apartments information | Number of reviews | 117 | | ----------------- | -------------- | | Accommodation | 209 Apartments | | Lowest Price | CA $230 | | Highest Price | CA $607 | ## 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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