Title: Shelter Island Condo Rentals from CA $264 | Expedia.ca [Shelter Island Travel Guide](https://expedia.ca/Shelter-Island.dx157359)[Hotels in Shelter Island](https://expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island](https://expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)[Flights to Shelter Island](https://expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Things to do in Shelter Island](https://expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)[Shelter Island Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)[Shelter Island Vacation Packages](https://expedia.ca/Shelter-Island.d157359.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by tom owens # Search Condos Rentals in Shelter Island from CA $264 ![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=157359&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shelter Island Condo Rentals ## Our top choices for Shelter Island condo rentals ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/59e33701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/14ba9bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/9880dce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/d8406ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Resort Montauk 9.0/10 Wonderful (232) "Great place to stay for small family " CA $191 CA $264 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Montauk-Hotels-Driftwood-Resort.h4207142.Hotel-Information) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/34000000/33660000/33656700/33656618/3aa1df7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33660000/33656700/33656618/2631fd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33660000/33656700/33656618/6bf7b3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33660000/33656700/33656618/23625f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.
Montauk 10/10 Exceptional (55) "Beautiful apartment ! We had such a great time. Everything was perfect." [](https://www.expedia.ca/Montauk-Hotels-Updated-Modern-Waterfront-Condo-With-Private-Beach.h33656618.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/69000000/68460000/68451100/68451072/w1105h683x1y0-3dc20a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68460000/68451100/68451072/5746bc8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/69000000/68460000/68451100/68451072/34a7c604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/69000000/68460000/68451100/68451072/w1041h683x0y0-17b0146f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound Montauk 9.4/10 Exceptional (39) "we had a lovely stay in this apartment! it was very spacious and comfortable. The pull out couch was also surprisingly very comfy! Mark and Nancy were very responsive and helpful. " [](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor-1-BR-Loft-With-Full-Amenities.h68451072.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/5689ac07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/934c8d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/574b952f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/253d38d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canoe Place Waterfront Residences Hampton Bays 10/10 Exceptional (1) [](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Waterfront-Residences.h109662697.Hotel-Information) ![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fa3ad3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Condo King with Steam Shower | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/8db6a5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Condo King with Steam Shower](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/80b0c655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/a9bb02b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Offshore Residences Montauk CA $732 CA $994 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/28000000/27030000/27022300/27022209/ebb1a865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27030000/27022300/27022209/270-w2234h4032x34y0-d644cb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27030000/27022300/27022209/cc59ec9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27030000/27022300/27022209/270-c0619c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Location 2-bedroom Townhouse - Sleeps 8 Montauk 10/10 Exceptional (26) "Amazing location, wonderful and thoughtful hosts, and clean/beautiful beach condo. It was perfect for our family getaway!" [](https://www.expedia.ca/Montauk-Hotels-Amazing-Location-2-Bedroom-Townhouse-Sleeps-8.h27022209.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/ee3ffaa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/3676e074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/eb892682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/43458864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town! Montauk 9.8/10 Exceptional (95) "Very Nice stay there for business would go back for pleasure" [](https://www.expedia.ca/Montauk-Hotels-Newly-Renovated-Montauk-Oceanfront-Condo-Steps-To-Beach.h33088314.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34020000/34014100/34014048/c2c0b2c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34014100/34014048/858928fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34020000/34014100/34014048/a96da20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34020000/34014100/34014048/631c9476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Mansion INDOOR + OUTDOOR POOLS Montauk 9.6/10 Exceptional (99) "This place was very nice. Would stay there again. Montauk Manor is always a nice getaway!" [](https://www.expedia.ca/Montauk-Hotels-Montauk-Mansion-INDOOR-OUTDOOR-POOLS.h34014048.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96390000/96385700/96385611/9ac078d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96390000/96385700/96385611/w916h683x47y0-9d1705cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96390000/96385700/96385611/w1024h678x0y2-40899b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/97000000/96390000/96385700/96385611/w1024h676x0y4-a29f9824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New Waterfront - Chic & Sophisticated Culloden Shores 9.8/10 Exceptional (6) "This condo was perfect for our Labor Day vacation. Great location. Easy access to beaches and restaurants. Clean and perfect size for our family of 4. We will certainly return. Steve the host was extremely responsive and answered all my questions." [](https://www.expedia.ca/Montauk-Hotels-Brand-New-Waterfront-Chic-Sophisticated.h96385611.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27140000/27132100/27132040/3c1d5a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27132100/27132040/be3864cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27140000/27132100/27132040/6b842241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27140000/27132100/27132040/88bd74e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE Montauk 9.8/10 Exceptional (71) "Wonderful location and place to stay." [](https://www.expedia.ca/Montauk-Hotels-PERFECT.h27132040.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33496200/33496179/9eb42915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33496200/33496179/4ce11de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33500000/33496200/33496179/7d6d2cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/34000000/33500000/33496200/33496179/236c153f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views Greenport 10/10 Exceptional (80) "Property was amazing " [](https://www.expedia.ca/Greenport-Hotels-Waterfront-Condo-C204-At-The-Cliffside-Resort-With-Amazing-Water-Sunset-Views.h33496179.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/70000000/69750000/69747200/69747110/4703cec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69750000/69747200/69747110/657eda42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69750000/69747200/69747110/92333eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69750000/69747200/69747110/7714ad9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly renovated Waterfront condo with amazing views, private beach, pool & more Montauk 10/10 Exceptional (30) "We will definitely book again. The views, the location, everything was perfect." [](https://www.expedia.ca/Montauk-Hotels-Newly-Renovated-Waterfront-Condo-With-Amazing-Views.h69747110.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78570000/78564500/78564419/9af0095f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78570000/78564500/78564419/b6e92e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78570000/78564500/78564419/38b8bd80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/79000000/78570000/78564500/78564419/08956d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Montauk Sunset in Gated Community - Perfect for Families! Montauk 10/10 Exceptional (10) "My son and I had a great time staying here. Very clean, close to the water and short drive to everything in Montauk" [](https://www.expedia.ca/Montauk-Hotels-Spectacular-Montauk-Sunset-In-Gated-Community-Perfect-For-Families.h78564419.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/36000000/35150000/35141800/35141702/a09605c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/36000000/35150000/35141800/35141702/d664cbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35150000/35141800/35141702/a80632ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35150000/35141800/35141702/5a22f03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Montauk Condo with Stunning Bay View and Pool Montauk 8.8/10 Excellent (18) "Great location and even better view - Chris made the process easy from start to finish. " [](https://www.expedia.ca/Montauk-Hotels-Serene-Montauk-Condo-With-Stunning-Bay-View-And-Pool.h35141702.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95190000/95182600/95182516/ee179f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/96000000/95190000/95182600/95182516/w2048h1535x0y0-8c22189e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95190000/95182600/95182516/918919cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/96000000/95190000/95182600/95182516/3ec4e56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo on the Sound w/Beautiful Sunsets! Montauk 10/10 Exceptional (2) "The condo was great and perfect for a getaway! Erica was very responsive and this was a great waterfront stay. Thanks, Erica!" [](https://www.expedia.ca/Montauk-Hotels-Condo-On-The-Sound-WBeautiful-Sunsets.h95182516.Hotel-Information) ![House, 2 Queen Beds (Unit 5 Dbl Queen - Bungalows at Commo) | Property grounds](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066963/1aae7a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Queen Beds (Unit 5 Dbl Queen - Bungalows at Commo) | Private kitchen](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066963/398b2da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Queen Beds (Unit 5 Dbl Queen - Bungalows at Commo) | Beach](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066963/161506f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Queen Beds (Unit 5 Dbl Queen - Bungalows at Commo)](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066963/f8fd3da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 5 Dbl Queen - Bungalows at Common Ground Montauk [](https://www.expedia.ca/Montauk-Hotels-Bungalows-At-Common-Ground-Unit-5-Dbl-Queen.h68066963.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066956/97853c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066956/09aea787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066956/905ded26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066956/34541ba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 2 Dbl Queen - Bungalows at Common Ground Montauk [](https://www.expedia.ca/Montauk-Hotels-Bungalows-At-Common-Ground-Unit-2-Dbl-Queen.h68066956.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/115000000/114550000/114540100/114540078/07725400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114550000/114540100/114540078/50763395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114550000/114540100/114540078/1e907fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114550000/114540100/114540078/3780d104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy waterfront condo with WiFi, AC in charming Montauk Montauk [](https://www.expedia.ca/Montauk-Hotels-Cozy-Waterfront-Condo-With-WiFi.h114540078.Hotel-Information) ![House, 2 Queen Beds (Unit 12 Deluxe Dbl Queen - Bungalows )](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066942/a224035b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Queen Beds (Unit 12 Deluxe Dbl Queen - Bungalows ) | Marina](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066942/6dc98f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Queen Beds (Unit 12 Deluxe Dbl Queen - Bungalows ) | Beach](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066942/2331b3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Queen Beds (Unit 12 Deluxe Dbl Queen - Bungalows ) | Private kitchen](https://images.trvl-media.com/lodging/69000000/68070000/68067000/68066942/8013b870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 12 Deluxe Dbl Queen - Bungalows at Common Ground Montauk [](https://www.expedia.ca/Montauk-Hotels-Bungalows-At-Common-Ground-Unit-12-Deluxe-Dbl-Queen.h68066942.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/49000000/48580000/48572900/48572815/c7cbd13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/49000000/48580000/48572900/48572815/03454c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48580000/48572900/48572815/4ab0eed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48580000/48572900/48572815/dc0f9234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6 Westbrook Center [](https://www.expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-And-Spa-W-Indoor-And-Outdoor-Pool-And-Beach-Condo-Sleeps-6.h48572815.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=2025-10-08&endDate=2025-10-09®ionId=157359&adults=2&lodging=CONDO&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%2FShelter-Island-Condos.d157359-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Condos.d157359-aaCondos.Travel-Guide-Accommodation) ## Top Shelter Island Hotel Reviews ![Quality Inn Old Saybrook - Westbrook](//images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "Clean, quiet, friendly staff." [](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Montauk Manor](//images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg) ### Montauk Manor 10/10 Excellent "Great" [](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Great water front hotel. Perfect location for a stay in greenport. Ask for water view rooms!" [](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "Wonderful room with sliding doors to private porch with direct ocean view. " [](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Kenny's Tipperary Inn](//images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg) ### Kenny's Tipperary Inn 10/10 Excellent "Super friendly staff! Rooms and grounds were much nicer than I was expecting absolutely best value! " [](https://expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Wonderful hotel and location " [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Ocean Surf Resort](//images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/7bd2ac6b_y.jpg) ### Ocean Surf Resort 10/10 Excellent "Quiet beach hotel. Walkable to town for restaurants and bars. Great location. Clean safe and comfortable " [](https://expedia.ca/Montauk-Hotels-Ocean-Surf-Resort.h12001193.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Clean and beautiful view" [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Loved it" [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## Find out more about Shelter Island ## Shelter Island Condo Rentals information | Number of reviews | 704 | | --- | --- | | Accommodation | 48 Condo Rentals | | Lowest Price | CA $264 | | Highest Price | CA $994 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Greenport](https://www.expedia.ca/3Star-Greenport-Hotels.s30-0-d110728.Travel-Guide-Filter-Hotels) - 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[Hotels & Resorts for Couples in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Couples-Resorts-Hotels.0-0-d183716-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Pet-Friendly-Hotel.0-0-d183716-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Spa-Hotel.0-0-d183716-tSpaHotel.Travel-Guide-Filter-Hotels) - [Shelter Island Heights Hotels](https://www.expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels) - [Resorts in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Resort-Hotels.d183716-aaResortHotels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Silver Beach Hotels](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Cheap-Hotels.0-0-d183719-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Romantic-Hotel.0-0-d183719-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Southold Hotels](https://www.expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels) - [Motels in Southold](https://www.expedia.ca/Southold-Motels.d183719-aaMotels.Travel-Guide-Accommodation) - [Hotels near Sunset Beach](https://www.expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels) - [The Heights Hotels](https://www.expedia.ca/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels near Wades Beach](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels) - [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights) - [Flights from Southold](https://www.expedia.ca/lp/flights/183719/flights-from-southold) - [Flights from North Haven](https://www.expedia.ca/lp/flights/553248634998589872/flights-from-north-haven) - [Flights from East Marion](https://www.expedia.ca/lp/flights/6069914/flights-from-east-marion) - [Flights from Orient](https://www.expedia.ca/lp/flights/6326191/flights-from-orient) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Visit East Marion](https://www.expedia.ca/East-Marion.dx6069914) - [Visit Pipes Cove](https://www.expedia.ca/Greenport-Pipes-Cove.dx553248635976473295) - [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction) - [Visit North Haven](https://www.expedia.ca/North-Haven.dx553248634998589872) - [Orient Vacations](https://www.expedia.ca/Orient.d6326191.Destination-Travel-Guides) - [Visit Bay Point](https://www.expedia.ca/Sag-Harbor-Bay-Point.dx553248635976471151) - [Visit Sag Harbor](https://www.expedia.ca/Sag-Harbor.dx154327) - [Shelter Island Heights Vacations](https://www.expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) - [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) - [Car rental Orient](https://www.expedia.ca/Car-Rentals-In-Orient.d6326191.Car-Rental-Guide) - [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities) - [Things to do in Sag Harbor](https://www.expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities) - [Things to do in Shelter Island Heights](https://www.expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities) - [Book Condo Rentals in Shelter Island on Expedia.com](https://www.expedia.com/Shelter-Island-Condos.d157359-aaCondos.Travel-Guide-Accommodation)