Title: Thimble Islands Vacation Home Rentals from CA $208: Search Top Private Vacation Homes for Rent | 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) # Thimble Islands Vacation Rentals ![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 In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6341069&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Thimble Islands Vacation Homes ![Interior](https://images.trvl-media.com/lodging/84000000/83230000/83221200/83221101/b3c56889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83230000/83221200/83221101/w381h683x321y0-2a42c217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83230000/83221200/83221101/25334609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83230000/83221200/83221101/3ef07775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2 bedroom home located minutes from downtown West New Haven 9.6/10 Exceptional (30) "A very comfortable short stay in a convenient location" [](https://www.expedia.ca/New-Haven-Hotels-Cozy-2-Bedroom-Home-Located-Minutes-From-Downtown.h83221101.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/ac2eb1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/056a1402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/95857e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/59afcbd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### McAngel Haven: 5 mins from Yale West Haven 9.6/10 Exceptional (14) "My family and I stayed at the property for a wedding in Milford. The house had plenty of space for our group to say, and the bedrooms were comfortable. The three bathrooms were helpful for our group to efficiently get ready for the wedding, and the kitchen was adequately appointed for us to have meals." CA $318 CA $713 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/100000000/99630000/99620900/99620843/83071483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99630000/99620900/99620843/w907h683x58y0-9caf1c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99630000/99620900/99620843/w848h683x88y0-c6c8bfc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99630000/99620900/99620843/w505h683x260y0-dff3cc35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery! Branford Center 9.4/10 Exceptional (14) "This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! " [](https://www.expedia.ca/Branford-Hotels-BEACH-BUM-CARRIAGE-HOUSE-With-Kayaks-Steps-To-Beach.h99620843.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980514/e04d2628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980514/3a878ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980514/a3528c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/63000000/62990000/62980600/62980514/69c5b430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Madison beach house - Ocean front- Great views- booking Summer 2025 Madison 10/10 Exceptional (66) "The house is perfectly located. Quiet area but close to downtown Madison and Guilford and so much the CT shoreline has to offer. " [](https://www.expedia.ca/Madison-Hotels-New-Madison-Beach-House-Ocean-Front-Great-Views-Booking-Summer-2025.h62980514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92150000/92144500/92144443/40ad266c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92150000/92144500/92144443/01809924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92150000/92144500/92144443/5172d08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/93000000/92150000/92144500/92144443/65309dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ranch style living at its best with country garden & patio! North Haven 9.6/10 Exceptional (14) "Solid location and quiet neighborhood good after a long day." [](https://www.expedia.ca/Ranch-Style-Living-At-Its-Best-Wsaltwater-Pool.h92144443.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) ![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) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19180000/19176900/19176844/4653b8e5.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) ### Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views Branford 9.8/10 Exceptional (68) "Great family get together where we all were very comfortable. " [](https://www.expedia.ca/Branford-Hotels-Private-Sandy-Beach-Hot-Tub.h19176844.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33700000/33694400/33694344/598f7463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Front Arts & Crafts House With Gorgeous Views Of The Sound Milford 10/10 Exceptional (127) "Fantastic all around!" [](https://www.expedia.ca/Milford-Hotels-Beach-Front-Arts-Crafts-House-With-Gorgeous-Views-Of-The-Sound.h33694344.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/94000000/93610000/93609900/93609899/cd8680fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/94000000/93610000/93609900/93609899/187106e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/94000000/93610000/93609900/93609899/w1200h799x0y1-dcd1184a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93610000/93609900/93609899/w1200h799x0y1-63882e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming beach home, complete with pool & cozy guest house! Clinton 9.8/10 Exceptional (35) "It was very comfortable and cozy, a very great place to spend with your loved ones, very spacious and had everything we needed to enjoy our stay." [](https://www.expedia.ca/Clinton-Hotels-Charming-Beach-Home.h93609899.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/d31ec06c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/358a7fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/57b353a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/66e0afe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play! Westbrook Center 10/10 Exceptional (7) [](https://www.expedia.ca/Westbrook-Hotels-Perfect-Shoreline-Stay-Walk-To-Beach.h70101127.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/70000000/69940000/69931800/69931787/d325241e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69940000/69931800/69931787/2d0eef68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69940000/69931800/69931787/90ef449f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69940000/69931800/69931787/397b71c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Lakefront Property Middlefield 9.8/10 Exceptional (26) "Great views and a good central location for day trips 👌. " [](https://www.expedia.ca/Hartford-Hotels-Amazing-Lakefront-Property.h69931787.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/w776h683x124y0-ae153ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/5a216515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/93b50094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/0845eb45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clear LI Sound waterview, Wedding pics, Yale&Beach East Shore 10/10 Exceptional (7) "Attended a wedding close by. This house was a comfortable clean place to rest in between events. Lovely water front. Calm and peaceful" CA $405 CA $845 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/East-Haven-Hotels-Clear-LI-Sound-Waterview.h100834240.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27130000/27128600/27128565/864cae7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27128600/27128565/58477b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27128600/27128565/858f3f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27130000/27128600/27128565/01935b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck. Guilford Center 10/10 Exceptional (48) "Absolutely, beautiful and great hostess" [](https://www.expedia.ca/Guilford-Hotels-Spacious-Water-View-House-Nxt-To-Sandy-Beach.h27128565.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/89000000/88480000/88474600/88474566/a00cf8c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88480000/88474600/88474566/628727bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88480000/88474600/88474566/1531dc8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88480000/88474600/88474566/02db88d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minutes to Walnut Beach, newly renovated 3 bedroom home Milford 9.6/10 Exceptional (10) "This house was perfect for our visit. It was clean and comfortable and provided everything we needed. Walking distance to a restaurant, coffee shop and the best ice cream! Would definitely stay here again. " [](https://www.expedia.ca/Milford-Hotels-Minutes-To-Walnut-Beach.h88474566.Hotel-Information) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72300000/72299800/72299775/caf71ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72300000/72299800/72299775/564d73a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/73000000/72300000/72299800/72299775/b359c02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72300000/72299800/72299775/3dc7258a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Storybook Cottage Old Saybrook 10/10 Exceptional (2) "Charming antique property full of character with private backyard, minutes to everything in Old Saybrook. Note- bedrooms half bath are upstairs along with lovely family room, full bath with shower is down. Property was clean and comfortable. We enjoyed our stay!" [](https://www.expedia.ca/Old-Saybrook-Hotels-Storybook-Cottage.h72299775.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/66e641ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/3fbe5245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/58108005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/cdc86bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby. Old Saybrook 9.8/10 Exceptional (6) "It was just what we needed!The colors and layout was calming, welcoming an relaxing. A wonderful getaway from a stressful life. Harvey Beach was the cherry on top!" [](https://www.expedia.ca/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95700000/95697000/95696989/w510h683x257y0-8b88c76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95700000/95697000/95696989/w742h683x141y0-b0142700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library](https://images.trvl-media.com/lodging/96000000/95700000/95697000/95696989/w589h683x218y0-f2ce4d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95700000/95697000/95696989/w507h683x259y0-21a83672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌾Welcoming Tiny Home! Downtown & Beachy☀️ Guilford 9.8/10 Exceptional (15) "The owner knows how to create a welcoming feel and comfortable vibe! This listing is excellent - thank you Stacey! " [](https://www.expedia.ca/Guilford-Hotels-Brand-New-Tiny-Home-Downtown-Beachy.h95696989.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108480000/108472400/108472348/5fe6aa61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108480000/108472400/108472348/96bf62b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108480000/108472400/108472348/0f09d09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108480000/108472400/108472348/9d744e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #37 - Luxury Collection Stratford 8.8/10 Excellent (3) "We enjoyed the coziest getaway at this property. Newly renovated, clean and tucked away without being accessible to local attractions. " [](https://www.expedia.ca/Shelton-Hotels-37-Luxury-Collection.h108472348.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/4f95070c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/553fabbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/83631fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/23d6ef9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom house just walking distance from Yale and Downtown Dixwell CA $311 CA $567 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/New-Haven-Hotels-3-Bedroom-House-Just-Walking-Distance-From-Yale-And-Downtown.h116671011.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/ce1fc249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/57c8df73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/8e373067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118950000/118949700/118949631/f54053dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy East Haven Home • Near Beach & Yale Momauguin 10/10 Exceptional (2) "Beautiful seaside cottage. Updated and well appointed, bidet, fire pit and more. Very close to several beaches. Driving distance to many attractions, statue of liberty, and more. I would stay again. " CA $156 CA $208 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/East-Haven-Hotels-Cozy-Home-Near-New-Haven.h118949631.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95290000/95289000/95288917/50750f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95290000/95289000/95288917/5b62e39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95290000/95289000/95288917/1f042d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95290000/95289000/95288917/94975298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Retreat Waterfront, Deck, Awesome Views Wading River 10/10 Exceptional (18) "Great place. Exceptional location. Great view with restaurants and recreation nearby. " [](https://www.expedia.ca/Wading-River-Hotels-Coastal-Retreat-Waterfront.h95288917.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=2025-10-09&endDate=2025-10-10®ionId=6341069&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d6341069-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThimble-Islands-Private-Vacation-Homes.d6341069-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Thimble Islands Hotel Reviews ![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 "Great " [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Hampton Inn Milford](//images.trvl-media.com/lodging/1000000/20000/13100/13007/58bf94a8_y.jpg) ### Hampton Inn Milford 10/10 Excellent "N/A" [](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-Milford.h13007.Hotel-Information) ![Red Roof Inn Meriden](//images.trvl-media.com/lodging/1000000/10000/2900/2831/05873179_y.jpg) ### Red Roof Inn Meriden 10/10 Excellent "Management really care about this hotel Is a simple and cheap hotel but you can tell they people running the place they do care and do the best with what they have " [](https://expedia.ca/Hartford-Hotels-Red-Roof-Inn-Meriden.h2831.Hotel-Information) ![Omni New Haven Hotel at Yale](//images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Caring Staff + Great Location = Happy Yale Parents We had a great four-night stay while moving our daughter into Yale. The managers truly went above and beyond. At check-in, one manager patiently showed us alternative room options when we were worried about noise, and the room we chose was perfect. Another manager impressed us as well — after we mentioned the tub was slippery and no mat had arrived, he personally went out to buy one for us. The location is unbeatable for visiting Yale, and we loved being able to walk everywhere. The afternoon snacks in the lobby were a nice touch as well. Housekeeping could improve on restocking supplies like coffee pods and coffee cups, but calls to the front desk resolved it quickly. The surrounding neighborhood isn’t the best, though that’s not the hotel’s fault. Overall, excellent service and an ideal location made this a very positive stay. We’d happily return." [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![New Haven Hotel](//images.trvl-media.com/lodging/1000000/40000/36800/36721/dd69cbb4_y.jpg) ### New Haven Hotel 10/10 Excellent "Very walkable" [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Hamden Hotel and Suites – Hamden New Haven](//images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg) ### Hamden Hotel and Suites – Hamden New Haven 10/10 Excellent "νονε" [](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.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 "This hotel is a good version of standard issue with an above-average breakfast and an attractive indoor pool. It is hard to find at night and could use a light on the sign at the entrance. There is a brightly lit Hilton across the road, and Waze doesn't make clear where the Holiday Inn is, so I wasted time trying to check into the wrong hotel." [](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Express-Suites-Milford.h3900.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 "Bulbs in the elevator need replacing " [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Clarion Inn](//images.trvl-media.com/lodging/1000000/10000/7600/7519/36377da0_y.jpg) ### Clarion Inn 10/10 Excellent "great " [](https://expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) ## Find out more about Thimble Islands ## Thimble Islands Vacation Homes information | Number of reviews | 462 | | --- | --- | | Accommodation | 329 Vacation Homes | | Lowest Price | CA $208 | | Highest Price | CA $845 | ## 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) - 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