Title: Holiday Rentals Shelter Island Heights from £121: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Shelter Island Heights](https://expedia.co.uk/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)[Shelter Island Heights Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shelter-Island-Heights.d183716.Car-Hire-Guide)[Shelter Island Heights Holidays](https://expedia.co.uk/Shelter-Island-Heights.d183716.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/4941e2fd68ce17b39e6de73e44df4c4b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Erisa Dilo # Search Holiday Rentals in Shelter Island Heights ### Change your mind Book hotels with free cancellation ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=183716&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=183716&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=183716&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=183716&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Shelter Island Heights ![Ocean View 2BD Corner King and Queen | Living area | TV](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/27ca1ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View 2BD Corner King and Queen | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/5974dc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windward Shores Ocean Resort Amagansett 8.8/10 Excellent (296) "Very nice & affordable " [](https://www.expedia.co.uk/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) ![Front of property – evening/night](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/37cdbc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Manor Montauk 9.2/10 Wonderful (1253) "Beautiful grounds, excellent staff" £121 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Apartment | Private kitchen | Fridge, microwave, stovetop](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4604b12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen | Fridge, microwave, stovetop](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4c252ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen | Fridge, microwave, stovetop](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/e03ad839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | 1 bedroom, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/de9e44d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Oceanside Suites Downtown Montauk 8.6/10 Excellent (414) "We loved it, suite size was great! " £123 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water Edge, First Floor, Corner | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e745edd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/w1446h1293x1y0-077b519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cliffside Resort Condominiums Greenport 9.0/10 Wonderful (241) "Great view of the water and nice amenities with the beach and pool." £222 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/1ba7bf71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/c514c91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Ocean View | 1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/f8e91815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtside Two Bedroom | 1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/1c56664c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Surf Club Montauk 8.6/10 Excellent (278) "Very close walk to the beach great for little ones " [](https://www.expedia.co.uk/Montauk-Hotels-The-Surf-Club.h4207128.Hotel-Information) ![Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/59e33701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | 1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/9880dce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/6b2173cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/14ba9bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Resort Montauk 9.0/10 Wonderful (235) "Great place to stay for small family " £146 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Montauk-Hotels-Driftwood-Resort.h4207142.Hotel-Information) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/20bccc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel cot, free WiFi, bed sheets](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/95829c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/2c2582eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/9341740d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill Montauk 8.8/10 Excellent (28) "This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!... [](https://www.expedia.co.uk/Montauk-Hotels-Oceanfront.h26554014.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/05048f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, ping pong, books, stereo](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/70e808a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/67d18d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/dc64ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping Southampton 9.8/10 Exceptional (32) "Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!" [](https://www.expedia.co.uk/Southampton-Hotels-Delightful-Southampton-Retreat-With-Heated-Pool-Jacuzzi.h101877657.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/c1c14546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/9a2f74fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/b0e8e3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun-loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/618fa7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor Bridgehampton 9.6/10 Exceptional (15) "We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! " £308 includes taxes & fees 8 Oct - 9 Oct [](https://www.expedia.co.uk/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/ec09d195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/c0b20841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/41a9fc7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/c5a2aa07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk Waterford 10/10 Exceptional (9) "This listing was perfect for our stay. Close to the water, beautifully styled, and plenty of items to cook and clean.Thanks so much, Erin!" £250 includes taxes & fees 5 Nov - 6 Nov [](https://www.expedia.co.uk/Waterford-Hotels-Charming-3-Bedroom-Cottage-With-WiFi.h108765994.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/728215df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/a7476bfb.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!" £197 includes taxes & fees 8 Oct - 9 Oct [](https://www.expedia.co.uk/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104810000/104804300/104804253/69c78126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/105000000/104810000/104804300/104804253/c8232312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, electric kettle, toaster](https://images.trvl-media.com/lodging/105000000/104810000/104804300/104804253/3a51fa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104810000/104804300/104804253/e5e7798f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy houseboat escape surrounded by breath taking views across from Rocky Neck! Old Lyme 10/10 Exceptional (14) "Such a fun, beautiful and unique stay. Would love to stay again!" £228 includes taxes & fees 8 Oct - 9 Oct [](https://www.expedia.co.uk/Old-Lyme-Hotels-Cozy-Houseboat-Escape-Surrounded-By-Breath-Taking-Views-Across-From-Rocky-Neck.h104804253.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) ![Interior](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/43458864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33090000/33088400/33088314/ec9d9a0c.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) ### Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town! Montauk 9.8/10 Exceptional (96) "Very Nice stay there for business would go back for pleasure" [](https://www.expedia.co.uk/Montauk-Hotels-Newly-Renovated-Montauk-Oceanfront-Condo-Steps-To-Beach.h33088314.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) ![Living area](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/66e0afe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/71000000/70110000/70101200/70101127/ef304302.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) ### Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play! Westbrook Center 10/10 Exceptional (7) "We enjoyed our time in Westbrook! Hosts were more than accomodating and helpful throughout our stay - thank you! House is cute, the perfect size for a small group, and in a good location (walking distance to many shops and restaurants). Private beach access is easy to get to (beach area is small, but it worked!)" [](https://www.expedia.co.uk/Westbrook-Hotels-Perfect-Shoreline-Stay-Walk-To-Beach.h70101127.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/ec19dfea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/9f7825c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/de3f6f4f.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/55000000/54250000/54242900/54242867/03847a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairy Tale Guest Cottage in Magic Garden by Pool Bridgehampton 10/10 Exceptional (75) "We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. " [](https://www.expedia.co.uk/Bridgehampton-Hotels-Fairy-Tale-Guest-Cottage-In-Magic-Garden-By-Pool.h54242867.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/4c400fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/c5a193ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/ad085255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/270-800f5613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MONTAUK MANOR-DELUXE STUDIO APARTMENT MONTAUK 9.8/10 Exceptional (74) "We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! " [](https://www.expedia.co.uk/Montauk-Hotels-MONTAUK-MANOR-DELUXE-STUDIO-APARTMENT.h32522969.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ca104a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/b05e12cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ae5634ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/850fe737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom! Hampton Bays 9.6/10 Exceptional (137) "Perfect property to hangout and stay entertained for hours" [](https://www.expedia.co.uk/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.Hotel-Information) ![On the beach, sun-loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33500000/33492900/33492827/1e7208b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33500000/33492900/33492827/3c58e4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33492900/33492827/572bf9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33500000/33492900/33492827/13c2a30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready Montauk 10/10 Exceptional (105) "Very walkable charming stay in beautiful area that supports larger group. Carter is very responsive and friendly. " [](https://www.expedia.co.uk/Montauk-Hotels-Private-Montauk-Setting-Walk-To-Beach-Town-Large-Pool-Jacuzzi-Kid-Friendly.h33492827.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/691fdd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/5b4c06e7.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/107000000/106150000/106148000/106147914/909788b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/b6de66d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stern at Soundview · Beach+Ocean+Sunrise Old Lyme 10/10 Exceptional (3) "I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! " £126 includes taxes & fees 8 Oct - 9 Oct [](https://www.expedia.co.uk/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/w6016h4012x0y0-a337bac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/86cffcb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/3adfb5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/a9e385d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen East Hampton 10/10 Exceptional (95) "We loved our stay - it was nice to be a short walk away from the bay and the pool was great. The home was very clean and comfortable." [](https://www.expedia.co.uk/East-Hampton-Hotels-Mid-Century-Holiday-Retreat-Private-Beach.h34146658.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22®ionId=183716&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Heights-Holiday-Rentals.d183716.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Heights-Holiday-Rentals.d183716.Travel-Guide-HolidayRentals) ## Top Shelter Island Heights Hotel Reviews ![The Pridwin Hotel](//images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49_y.jpg) ### The Pridwin Hotel 10/10 Excellent "The staff was amazing" [](https://expedia.co.uk/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Clean room!!" [](https://expedia.co.uk/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Relaxing wonderful staff!" [](https://expedia.co.uk/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Sleep Inn & Suites Niantic](//images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg) ### Sleep Inn & Suites Niantic 10/10 Excellent "The room was clean and check inandout was a breeze. " [](https://expedia.co.uk/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Nice views on sunset" [](https://expedia.co.uk/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Water's Edge Resort & Spa](//images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Beautiful grounds, well maintained property. Our room was clean and comfortable. Definitely want to come back and extend our stay with family and friends. It’s a beautiful escape on the East Coast " [](https://expedia.co.uk/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "Beach view is perfect " [](https://expedia.co.uk/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.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 "I will go there forever now being that it's just it if the way but close enough to kokomos" [](https://expedia.co.uk/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Offshore Montauk](//images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154_y.jpg) ### Offshore Montauk 10/10 Excellent "The staff is excellent and very accommodating. Great place in a great location. Would stay here again." [](https://expedia.co.uk/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ## Find out more about Shelter Island Heights **Everything you need to know about** **Shelter Island Heights** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shelter Island Heights holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shelter Island Heights holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Shelter Island Heights holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Shelter Island Heights. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shelter Island Heights holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shelter Island Heights holiday rentals we have selected for you start as low as £121 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Shelter Island Heights rentals** At Expedia, we put the best Shelter Island Heights holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Shelter Island Heights rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shelter Island Heights holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shelter Island Heights. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Are there holiday rentals in Shelter Island Heights? > Yes, there are holiday rentals close to the most popular sights in Shelter Island Heights, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Shelter Island Heights. Make sure you have time to check out the golf courses and entertainment choices during your trip. ### What are some of the best holiday rentals that Shelter Island Heights has to offer? > [Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping](https://www.expedia.co.uk/Southampton-Hotels-Delightful-Southampton-Retreat-With-Heated-Pool-Jacuzzi.h101877657.Hotel-Information): This holiday home rental outside of Shelter Island Heights offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. ### How many holiday rentals are there in Shelter Island Heights? > With 34 Expedia holiday rentals, you're guaranteed to find just the right place for your Shelter Island Heights stay. ### What’s there to see and do in Shelter Island Heights? > Sunset Beach and Crescent Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Shelter Island Country Club and Sylvester Manor. ### What’s a holiday rental in Shelter Island Heights like? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shelter Island Heights. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering. ### Expedia's Latest Trends Hotels - [5 Star Hotels in Warners](https://expedia.co.uk/5Star-Warners-Hotels.s50-0-d6128620.Travel-Guide-Filter-Hotels) - [Niagara Falls Accommodation](https://expedia.co.uk/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels) - [Southampton Accommodation](https://expedia.co.uk/Southampton-Hotels.d6782.Travel-Guide-Hotels) - [Yonkers Accommodation](https://expedia.co.uk/Yonkers-Hotels.d7789.Travel-Guide-Hotels) - [Medford Accommodation](https://expedia.co.uk/Medford-Hotels.d9554.Travel-Guide-Hotels) - [Albany Accommodation](https://expedia.co.uk/Albany-Hotels.d603260.Travel-Guide-Hotels) - [Hyde Park Hotels with Parking](https://expedia.co.uk/Hyde-Park-Hotels-Hotel-With-Free-Parking.0-0-d117834-thotelwithfreeparking.Travel-Guide-Filter-Hotels) - [Ithaca Beach Resorts & Hotels](https://expedia.co.uk/Ithaca-Hotels-Beach-Hotels.0-0-d6056124-tBeachHotels.Travel-Guide-Filter-Hotels) - [Ithaca Accommodation](https://expedia.co.uk/Ithaca-Hotels.d6056124.Travel-Guide-Hotels) - [Montauk Accommodation](https://expedia.co.uk/Montauk-Hotels.d10637.Travel-Guide-Hotels) - [East Meadow Accommodation](https://expedia.co.uk/East-Meadow-Hotels.d9522.Travel-Guide-Hotels) Flights - [Flights to BGM](https://expedia.co.uk/Cheap-Flights-To-Ithaca.d6056124.Travel-Guide-Flights) - [Flights to BGM](https://expedia.co.uk/Cheap-Flights-To-Deposit.d183661.Travel-Guide-Flights) - [Flights to SYR](https://expedia.co.uk/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights) - [Flights to ALB](https://expedia.co.uk/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights) - [Flights to MSV](https://expedia.co.uk/Cheap-Flights-To-Andes.d3000421996.Travel-Guide-Flights) - [Flights to NYC](https://expedia.co.uk/Cheap-Flights-To-Yonkers.d7789.Travel-Guide-Flights) Cars - [Car rental in Syracuse](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Syracuse.d601764.Car-Hire-Guide) - [Enterprise Car Rentals In Shirley](https://expedia.co.uk/Enterprise-Car-Rentals-In-Shirley.d10444-c15.Car-Rental-Guide-Suppliers) Packages - [Belfast City Breaks](https://expedia.co.uk/Belfast.d6340809.Holidays-City-Breaks) - [Montauk City Breaks](https://expedia.co.uk/Montauk.d10637.Holidays-City-Breaks) - [Niagara Falls City Breaks](https://expedia.co.uk/Niagara-Falls.d602721.Holidays-City-Breaks) - [Corfu City Breaks](https://expedia.co.uk/Corfu.d55653.Holidays-City-Breaks) General - [Visit Warners](https://expedia.co.uk/Warners.dx6128620) - [Visit Southampton](https://expedia.co.uk/Southampton.dx6782) - [Visit Montauk](https://expedia.co.uk/Montauk.dx10637) - [Visit Syracuse](https://expedia.co.uk/Syracuse.dx601764) - [Visit Niagara Falls](https://expedia.co.uk/Niagara-Falls.dx602721) - [Visit Amagansett](https://expedia.co.uk/Amagansett.dx73561) - [Visit Long Beach](https://expedia.co.uk/Long-Beach.dx6122876) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)