Vacation rentals in Shelter Island Heights
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Top-rated vacation rentals in Shelter Island Heights
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Shelter Island
4.97 out of 5 average rating, 189 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Relaxation begins on the 6 minute ferry ride to this magical island. Summerfield is a spectacular, grand compound that has it all. Huge main house great for groups, 4700ft w/ privacy for all overlooking serene nature reserve. Star gaze in the bubbling hot tub, grill outside after a swim, play in the rec room with movie theater, pool table or ping pong,or watch TV by the fire! Open plan layout, gourmet kitchen, heated gunite pool, separate guest house. Prime location close to beach + restaurants.
Jan. 27 – Feb. 3
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat
May 12 – 19
Apartment in Greenport
4.95 out of 5 average rating, 122 reviewsUpscale Newly Constructed Apartment
Upscale 2- story building offers 3 bedrooms, 2 baths spacious apartment in the heart of Greenport. A vaulted ceiling in the great room (kitchen, dining & living room) with large windows and hardwood floors with plenty of natural light. Utilities included. CAC, Laundry. Less than a mile to a public beach, public transportation, restaurants, shops and Mitchell park. Off street parking for 2-3 cars. It is a week minimum during the peak season ( memorial day weekend until labor day weekend)
Dec. 26 – Jan. 2
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Popular amenities for Shelter Island Heights vacation rentals
Other great vacation rentals in Shelter Island Heights
Guest suite in Shelter Island
4.89 out of 5 average rating, 28 reviewsPrivate two-bedroom stay on Shelter Island
Jun. 5 – 12
Guesthouse in Shelter Island
4.95 out of 5 average rating, 22 reviewsLovely Island Cottage
Nov. 26 – Dec. 3
Home in Shelter Island
4.92 out of 5 average rating, 73 reviewsFamily Friendly Island Home
Oct. 25 – Nov. 1
Home in Shelter Island
5.0 out of 5 average rating, 50 reviewsCASA GYPSEA - a chic and peaceful 3 bedroom house
Jan. 31 – Feb. 7
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Jul. 22 – 29
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
Jan. 12 – 19
Guest suite in Greenport
5.0 out of 5 average rating, 45 reviewsPrivate Suite in Greenport Historical District
Aug. 23 – 30
Home in Greenport
5.0 out of 5 average rating, 18 reviewsThe Corwin House
Apr. 24 – May 1
Home in Shelter Island
4.88 out of 5 average rating, 68 reviewsCharming 4BR Cottage on Shelter Island
May 27 – Jun. 3
Home in Greenport
5.0 out of 5 average rating, 10 reviewsThe Sandy Shack - Coastal Escape
Mar. 7 – 14
Home in Shelter Island
4.97 out of 5 average rating, 76 reviewsModern, spacious SI home with pool
Mar. 9 – 16
Cottage in Shelter Island
4.96 out of 5 average rating, 90 reviews3 Bedroom Cottage Gem
Jun. 18 – 25
Quick stats about vacation rentals in Shelter Island Heights
Total rentals | 290 properties |
---|---|
Rentals with a pool | 90 properties have a pool |
Pet-friendly rentals | 100 properties allow pets |
Family-friendly rentals | 210 properties are a good fit for families |
Total number of reviews | 8.5K reviews |
Nightly prices starting at | $136 CAD before taxes and fees |
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