---
title: "Shelter Island Heights Vacation Rentals from $88: Search Short-Term Rentals | Expedia.com"
description: "Find the best deals on Shelter Island Heights vacation rentals with Expedia.com. We offer a huge selection of top vacation homes for rental in New York. Book your next vacation with us!"
canonical: "https://www.expedia.com/Shelter-Island-Heights-Vacation-Rentals.d183716.Travel-Guide-VacationRentals"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-13T03:01:31Z
---

Plan your trip

- [Shelter Island Heights Travel Guide](https://www.expedia.com/Shelter-Island-Heights.dx183716)
- [Hotels in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)
- [Flights to Shelter Island Heights](https://www.expedia.com/Cheap-Flights-To-Shelter-Island-Heights.d183716.Travel-Guide-Flights)
- [Things to do in Shelter Island Heights](https://www.expedia.com/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)
- [Car Rentals in Shelter Island Heights](https://www.expedia.com/Car-Rentals-In-Shelter-Island-Heights.d183716.Car-Rental-Guide)
- [Shelter Island Heights Vacation Packages](https://www.expedia.com/Shelter-Island-Heights.d183716.Destination-Travel-Guides)

# Shelter Island Heights Vacation Rentals
![A pebbled beach with a sunset and a distant bridge.](https://images.trvl-media.com/place/183716/f3da51ab-d07a-4450-8713-bade86cd14f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, December 13 – 14, 2026](https://www.expedia.com/Hotel-Search?regionId=183716&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&sort=VACATION%5FRENTAL)

[View in a map](https://www.expedia.com/Hotel-Search?regionId=183716&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Shelter Island Heights vacation rentals

### [1\. North Fork Resort](https://www.expedia.com/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

![A modern house with a deck, outdoor seating, and a fire pit.](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/3b082ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Greenport
- Guest rating: 9.6/10 (Exceptional, 73 reviews)
- Price: $302 nightly, $345 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Shelter Island Heights vacation rentals
- Review: Everything was perfect 💞, by Altynai

### [2\. Cliffside Resort Condominiums](https://www.expedia.com/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

![A balcony with a view of the ocean, a lawn, and a house in the background.](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e8d62ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenport
- Guest rating: 9/10 (Wonderful, 299 reviews)
- Price: $301 nightly, $344 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Shelter Island Heights vacation rentals
- Review: Great condo. Very nice location and grounds., by William

### [3\. Montauk Manor](https://www.expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![A spacious hallway with high ceilings, arched columns, and chandeliers.](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montauk
- Guest rating: 9.2/10 (Wonderful, 1425 reviews)
- Price: $156 nightly, $178 total, Nov 30 - Dec 1, Total with taxes and fees, for Our top choices for Shelter Island Heights vacation rentals
- Review: We’ve been to Montauk Manor many times. The inside pool area is updated and nice to use. Gavin a restaurant there is quite convenient. The units are comfortable and lovely with fully stocked kitchens., by barbara

### [4\. Windward Shores Ocean Resort](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Napeague
- Guest rating: 8.8/10 (Excellent, 333 reviews)
- Price: $170 nightly, $194 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Shelter Island Heights vacation rentals
- Review: Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏, by Banessa

### [5\. Montauk Oceanside Suites](https://www.expedia.com/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/bb08fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Downtown Montauk
- Guest rating: 8.4/10 (Very good, 461 reviews)
- Price: $146 nightly, $166 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Shelter Island Heights vacation rentals
- Review: The room was very clean and well taken care of., by Mitchell

### [6\. The Surf Club](https://www.expedia.com/Montauk-Hotels-The-Surf-Club.h4207128.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/f6f11f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montauk
- Guest rating: 8.6/10 (Excellent, 305 reviews)
- Price: $668 nightly, $763 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Shelter Island Heights vacation rentals
- Review: Staff are nice, by na

### [7\. Offshore Spa & Residences](https://www.expedia.com/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

![A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fd0f941b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Downtown Montauk
- Guest rating: 8.4/10 (Very good, 5 reviews)
- Price: $310 nightly, $354 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Shelter Island Heights vacation rentals
- Review: "What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being..., by Frank

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://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=183716&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## Find vacation rentals that suit your style

[Apartments](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island%20Heights,%20New%20York,%20United%20States%20of%20America&regionId=183716&latLong=41.083988,-72.355919&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APARTMENT)

[Aparthotels](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island%20Heights,%20New%20York,%20United%20States%20of%20America&regionId=183716&latLong=41.083988,-72.355919&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APART%5FHOTEL)

[Cottages](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island%20Heights,%20New%20York,%20United%20States%20of%20America&regionId=183716&latLong=41.083988,-72.355919&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=COTTAGE)

[Condos](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island%20Heights,%20New%20York,%20United%20States%20of%20America&regionId=183716&latLong=41.083988,-72.355919&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CONDO)

[Villas](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island%20Heights,%20New%20York,%20United%20States%20of%20America&regionId=183716&latLong=41.083988,-72.355919&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=VILLA)

[Houseboats](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island%20Heights,%20New%20York,%20United%20States%20of%20America&regionId=183716&latLong=41.083988,-72.355919&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=HOUSE%5FBOAT)

## Top Shelter Island Heights Hotel Reviews

### [Silver Sands Motel & Beach Bungalows](https://www.expedia.com/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![A wooden pathway leading to beach chairs and umbrellas, surrounded by lush greenery and a view of the sea.](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/ff9196d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenport
- Review: We had a lovely stay., by Nicole, June 22, 2024, rated 10/10 Excellent

### [The Harbor Front Inn](https://www.expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![The entrance to The Harbor Front Inn with a double door and the address number 209.](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/0715a258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenport
- Review: everything was excellent. The only comment I would have is that the hallways smelled funny. Maybe if they could put a more fresh aroma and that’ll be great. Staff, everything was awesome., by Maureen, October 22, 2023, rated 10/10 Excellent

### [Zey Hotel](https://www.expedia.com/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![A two-story house with a balcony, outdoor seating area, and a variety of plants.](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenport
- Review: It’s a nice hotel, it has a funky vibe to it and it’s very clean and the rooms are excellent. I definitely recommend it’s the perfect couple gate away hotel. Definitely coming back!!, by Jennifer, April 30, 2022, rated 10/10 Excellent

### [The Chequit](https://www.expedia.com/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information)

![An outdoor patio area with string lights, tables, chairs, and a fire pit.](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/e8baba10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: The Heights
- Review: We went for a nice weekend getaway and we were not disappointed. The room was really nice, the coffee shop was perfect for a morning latte and cup of coffee. We went to the bar and restaurant both days and the staff were absolutely amazing and professional and provided quality service. The food and drinks were amazing. We wanted peace and tranquility and that’s exactly what we got., by Joseph, November 8, 2026, rated 10/10 Excellent

### [House on Chase Creek](https://www.expedia.com/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information)

![A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/ae8f0ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: The Heights
- Review: Beautiful view and excellent location. A short walk to the ferry to Greenport and a short drive to preserves. Owner more than accommodating. I will visit again., by Damon, March 8, 2022, rated 10/10 Excellent

### [The Shoals Suites and Slips](https://www.expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Southold
- Review: The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing., by William, November 12, 2026, rated 10/10 Excellent

### [The Menhaden](https://www.expedia.com/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

![A rooftop deck with outdoor seating, fire pits, and a view of a body of water.](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenport
- Review: Quick anniversary night get away! Location was great, rooftop was amazing, and staff was super helpful! Made our stay special and memorable! Cant wait to go back for 2 nights!! Or more!, by Anonymous traveler, September 8, 2021, rated 10/10 Excellent

### [Cliffside Resort Condominiums](https://www.expedia.com/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

![A balcony with a view of the ocean, a lawn, and a house in the background.](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e8d62ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 61475 Route 48 (North Road), Greenport, NY, 11944, US
- Location: Greenport
- Star rating: 3/5
- Guest rating: 9/10 (299 reviews)
- Review: We really enjoyed the room and the location. Our only criticism is that we were not able to access our room until 5:00 and we had to check out by 10 am in the morning. We basically lost at least half a day., by Jeannine, July 19, 2023, rated 10/10 Excellent

### [American Beech Hotel](https://www.expedia.com/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

![A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenport
- Review: Great stay and service., by Jose, March 13, 2024, rated 10/10 Excellent

### [Sound View Greenport](https://www.expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![A spacious room with wicker furniture, large windows, and a view of the sea.](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Greenport
- Review: Our stay was amazing! We had the best beach view! It was relaxing and one of the best getaways we’ve been on. If you want to connect to Netflix, HBO max, etc… bring a laptop or a console like Xbox, etc, bring a usb cord and wala you could connect. Thank you! We will be back!, by Marilyn, October 15, 2021, rated 10/10 Excellent

### [Sag Harbor Inn](https://www.expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

![A waterfront property with a large house, multiple boats docked, and lush greenery.](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sag Harbor
- Review: My stay was perfect. This family run hotel is outstanding, and great value for the money. Room (facing pool) was large, quiet and in perfect condition. Small private terrace with lounge chairs a big plus. Bathroom is large and modern with 5 star amenities (I appreciate that). Entire hotel feels like it was recently renovated. Will definitely stay here again!, by Anonymous traveler, April 30, 2021, rated 10/10 Excellent

### [The Bentley Hotel Southampton](https://www.expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![A hotel room with two beds, a large abstract mural on the wall, a window with a view of trees, and a dresser with drawers.](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/14413438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Southampton
- Review: This is a super elevated motel vibe. Area is janky but accommodations were excellent., by Jennifer, April 30, 2025, rated 10/10 Excellent

### [Inn at Harbor Hill Marina](https://www.expedia.com/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information)

![A spacious dining area with multiple tables and chairs, large windows with a marina view, and a modern kitchen with white cabinetry.](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/5439c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Niantic
- Review: This is a perfectly located hidden gem in a quaint beach town. The service and accommodations were exceptional. Highly recommended!, by NianticQuaint, September 6, 2020, rated 10/10 Excellent

### [Faraway Sag Harbor](https://www.expedia.com/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information)

![A pool area with umbrellas, potted plants, and a pathway leading to a building.](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/823969b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sag Harbor
- Review: Great location! On the bay but walking distance to town, by Victoria, April 30, 2025, rated 10/10 Excellent

### [Hyatt Place Long Island East End](https://www.expedia.com/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information)

![A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/df127760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Riverhead
- Review: Hyatt Place East End was a very nice stay. Clean facilty, nice breakfast included, 2 pools. Would have like to see out door bar by the pool open., by Karen, August 18, 2024, rated 10/10 Excellent

### [Montauk Manor](https://www.expedia.com/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![A spacious hallway with high ceilings, arched columns, and chandeliers.](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 236 Edgemere St., Montauk, NY, 11954, US
- Location: Montauk
- Star rating: 3.5/5
- Guest rating: 9.2/10 (1425 reviews)
- Review: Always such a pleasure at the Manor., by Vincent, February 28, 2026, rated 10/10 Excellent

### [Saybrook Point Resort & Marina](https://www.expedia.com/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

![A marina at sunset with boats docked, a fire feature on the deck, and a chair.](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/fce2d4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Old Saybrook Center
- Review: Loved the service and the relaxing and beautiful resort with history!, by Robin, July 2, 2025, rated 10/10 Excellent

### [The Captain Stannard](https://www.expedia.com/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.Hotel-Information)

![A living room with a stone fireplace, grey sofas, and a coffee table.](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/497076d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Westbrook Center
- Review: The Captain Stannard house is a true gem in Westbrook. There are many restaurants, shops, parks, and beaches close by. The property has a private yard and a large rear porch for relaxation. My room was impeccably clean and spacious for being the smallest one in the house. Dianne was incredibly sweet and went out of her way to help all the guests., by Julie, May 27, 2024, rated 10/10 Excellent

## Find out more about Shelter Island Heights

### Everything you need to know about Shelter Island Heights vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shelter Island Heights vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

### Shelter Island Heights vacation 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 low season months. For more hustle and bustle, you may prefer to visit Shelter Island Heights in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $88 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

## Frequently Asked Questions

### Are there vacation rentals in Shelter Island Heights?

Yes, you can find vacation rentals close to the most popular attractions in Shelter Island Heights, or you can select a more remote option if you'd like a relaxing place to 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's the top vacation rental that Shelter Island Heights has to offer?

[Unobstructed Ocean Views ! A Beautiful Montauk Getaway ](https://www.expedia.com/Montauk-Hotels-Ocean-Views-And-Newly-Renovated-Beautiful-Montauk-Getaway.h71737371.Hotel-Information): Visitors like this Shelter Island Heights vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

### How many vacation rentals are there in Shelter Island Heights?

With 32 Expedia vacation rentals, you're sure 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 vacation rental in Shelter Island Heights like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Shelter Island Heights. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.

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- [Southampton Hotels](https://www.expedia.com/Southampton-Hotels.d6782.Travel-Guide-Hotels)
- [Montauk Hotels](https://www.expedia.com/Montauk-Hotels.d10637.Travel-Guide-Hotels)
- [B&B in Greenport](https://www.expedia.com/Greenport-Bed-And-Breakfast.d110728-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Hotels near Sunset Beach](https://www.expedia.com/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels)
- [Hotel Wedding Venues Hotels in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Hotels-Wedding-Hotels.0-0-d183716-tWeddingHotels.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Hotels-Romantic-Hotel.0-0-d183716-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Southold Hotels](https://www.expedia.com/Southold-Hotels.d183719.Travel-Guide-Hotels)
- [Bridgehampton Hotels](https://www.expedia.com/Bridgehampton-Hotels.d6130684.Travel-Guide-Hotels)
- [Hyatt Hotels in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Hotels-Hyatt-Hotels.0-0-d183716--bHyattHotels.Travel-Guide-Filter-Hotels)
- [Beach Hotels in Hamptons](https://www.expedia.com/Hamptons-Hotels-Beach-Hotel.0-0-d6056452-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Resorts & Hotels with Spas in Greenport](https://www.expedia.com/Greenport-Hotels-Spa-Hotel.0-0-d110728-tSpaHotel.Travel-Guide-Filter-Hotels)
- [B&B in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Orient Hotels](https://www.expedia.com/Orient-Hotels.d6326191.Travel-Guide-Hotels)
- [Greenport Hotels](https://www.expedia.com/Greenport-Hotels.d110728.Travel-Guide-Hotels)
- [Family Hotels in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Hotels-Family-Hotel.0-0-d183716-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Hampton Bays Hotels](https://www.expedia.com/Hampton-Bays-Hotels.d183681.Travel-Guide-Hotels)
- [Shelter Island Hotels](https://www.expedia.com/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)
- [Historic Hotels in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Hotels-Historic-Hotel.0-0-d183716-tHistoricHotel.Travel-Guide-Filter-Hotels)
- [Marriott Hotels & Resorts in Hamptons](https://www.expedia.com/Hamptons-Hotels-Marriott-Hotels-Resorts.0-0-d6056452--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Cottages in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Cottages.d183716-aaCottages.Travel-Guide-Accommodation)
- [Shelter Island Heights Hotels](https://www.expedia.com/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)
- [East Hampton Hotels](https://www.expedia.com/East-Hampton-Hotels.d1524.Travel-Guide-Hotels)
- [4 Star Hotels in Shelter Island Heights](https://www.expedia.com/4Star-Shelter-Island-Heights-Hotels.s40-0-d183716.Travel-Guide-Filter-Hotels)
- [Sag Harbor Hotels](https://www.expedia.com/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)
- [Cabin Rentals in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Cabins.d183716-aaCabins.Travel-Guide-Accommodation)
- [Beach Hotels in Greenport](https://www.expedia.com/Greenport-Hotels-Beach-Hotel.0-0-d110728-tBeachHotel.Travel-Guide-Filter-Hotels)
- [B&B in Hamptons](https://www.expedia.com/Hamptons-Bed-And-Breakfast.d6056452-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Apartments in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Apartments.d183716-aaApartments.Travel-Guide-Accommodation)
- [Riverhead Hotels](https://www.expedia.com/Riverhead-Hotels.d5993.Travel-Guide-Hotels)
- [Amagansett Hotels](https://www.expedia.com/Amagansett-Hotels.d73561.Travel-Guide-Hotels)
- [Hotels with a Pool in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Hotels-Hotel-With-Pool.0-0-d183716-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Flights to East Hampton](https://www.expedia.com/Cheap-Flights-To-East-Hampton.d1524.Travel-Guide-Flights)
- [Flights to Hamptons](https://www.expedia.com/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights)
- [Flights from New York (JFK) to East Hampton (HTO)](https://www.expedia.com/lp/flights/jfk/hto/new-york-to-east-hampton)
- [Flights to Shelter Island Heights](https://www.expedia.com/Cheap-Flights-To-Shelter-Island-Heights.d183716.Travel-Guide-Flights)
- [Flights from New York (NYC) to East Hampton (HTO)](https://www.expedia.com/lp/flights/nyc/hto/new-york-to-east-hampton)
- [Flights from East Hampton](https://www.expedia.com/lp/airports/hto/flights-from-east-hampton-airport)
- [Flights to Greenport](https://www.expedia.com/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)
- [Flights to Shelter Island](https://www.expedia.com/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)
- [Flights from Boston (BOS) to East Hampton (HTO)](https://www.expedia.com/lp/flights/bos/hto/boston-to-east-hampton)
- [Flights from MacArthur](https://www.expedia.com/lp/airports/isp/flights-from-macarthur-airport)
- [East Hampton Main Beach](https://www.expedia.com/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction)
- [Shinnecock Nation Cultural Center and Museum](https://www.expedia.com/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction)
- [Visit Montauk](https://www.expedia.com/Montauk.dx10637)
- [Cooper's Beach](https://www.expedia.com/Coopers-Beach-Southampton.d6326842.Vacation-Attraction)
- [Visit Sag Harbor](https://www.expedia.com/Sag-Harbor.dx154327)
- [67 Steps Beach](https://www.expedia.com/67-Steps-Beach-Greenport.d553248626388140598.Vacation-Attraction)
- [Visit Hampton Bays](https://www.expedia.com/Hampton-Bays.dx183681)
- [Visit Shelter Island](https://www.expedia.com/Shelter-Island.dx157359)
- [Visit Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights.dx183716)
- [Visit Greenport](https://www.expedia.com/Greenport.dx110728)
- [Car rental Greenport](https://www.expedia.com/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide)
- [Car rental Shelter Island Heights](https://www.expedia.com/Car-Rentals-In-Shelter-Island-Heights.d183716.Car-Rental-Guide)
- [Car rental Southampton](https://www.expedia.com/Car-Rentals-In-Southampton.d6782.Car-Rental-Guide)
- [Car rental Shelter Island](https://www.expedia.com/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)
- [Car rental East Hampton](https://www.expedia.com/Car-Rentals-In-East-Hampton.d1524.Car-Rental-Guide)
- [Enterprise Rental Cars in Shelter Island](https://www.expedia.com/Enterprise-Car-Rentals-In-Shelter-Island.d157359-c15.Car-Rental-Guide-Suppliers)
- [Water Mill Vacation Rentals](https://www.expedia.com/Water-Mill-Vacation-Rentals.d3000351347.Travel-Guide-VacationRentals)
- [Suffolk County Vacation Rentals](https://www.expedia.com/Destinations-In-Suffolk-County.d553248635083916458.Vacation-Rental-Destinations)
- [Westhampton Beach Vacation Rentals](https://www.expedia.com/Westhampton-Beach-Vacation-Rentals.d6084385.Travel-Guide-VacationRentals)
- [Montauk Vacation Rentals](https://www.expedia.com/Montauk-Vacation-Rentals.d10637.Travel-Guide-VacationRentals)
- [Fishers Island Vacation Rentals](https://www.expedia.com/Fishers-Island-Vacation-Rentals.d1208.Travel-Guide-VacationRentals)
- [Amagansett Vacation Rentals](https://www.expedia.com/Amagansett-Vacation-Rentals.d73561.Travel-Guide-VacationRentals)
- [Jamesport Vacation Rentals](https://www.expedia.com/Jamesport-Vacation-Rentals.d6323751.Travel-Guide-VacationRentals)
- [Peconic Vacation Rentals](https://www.expedia.com/Peconic-Vacation-Rentals.d144477.Travel-Guide-VacationRentals)
- [East Hampton Vacation Rentals](https://www.expedia.com/East-Hampton-Vacation-Rentals.d1524.Travel-Guide-VacationRentals)
- [Long Island Vacation Rentals](https://www.expedia.com/Long-Island-Vacation-Rentals.d602887.Travel-Guide-VacationRentals)
- [Wading River Vacation Rentals](https://www.expedia.com/Wading-River-Vacation-Rentals.d183729.Travel-Guide-VacationRentals)
- [North Fork Vacation Rentals](https://www.expedia.com/North-Fork-Vacation-Rentals.d553248635074841663.Travel-Guide-VacationRentals)
- [Southampton Vacation Rentals](https://www.expedia.com/Southampton-Vacation-Rentals.d6782.Travel-Guide-VacationRentals)
- [Bridgehampton Vacation Rentals](https://www.expedia.com/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals)
- [Hamptons Vacation Rentals](https://www.expedia.com/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)
- [Southold Vacation Rentals](https://www.expedia.com/Southold-Vacation-Rentals.d183719.Travel-Guide-VacationRentals)
- [Hampton Bays Vacation Rentals](https://www.expedia.com/Hampton-Bays-Vacation-Rentals.d183681.Travel-Guide-VacationRentals)
- [Greenport Vacation Rentals](https://www.expedia.com/Greenport-Vacation-Rentals.d110728.Travel-Guide-VacationRentals)
- [Calverton Vacation Rentals](https://www.expedia.com/Calverton-Vacation-Rentals.d6173386.Travel-Guide-VacationRentals)
- [Sag Harbor Vacation Rentals](https://www.expedia.com/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals)
- [East Quogue Vacation Rentals](https://www.expedia.com/East-Quogue-Vacation-Rentals.d6125932.Travel-Guide-VacationRentals)
- [Riverhead Vacation Rentals](https://www.expedia.com/Riverhead-Vacation-Rentals.d5993.Travel-Guide-VacationRentals)
- [Mattituck Vacation Rentals](https://www.expedia.com/Mattituck-Vacation-Rentals.d6223780.Travel-Guide-VacationRentals)
- [Westhampton Vacation Rentals](https://www.expedia.com/Westhampton-Vacation-Rentals.d6140695.Travel-Guide-VacationRentals)
- [Quogue Vacation Rentals](https://www.expedia.com/Quogue-Vacation-Rentals.d183707.Travel-Guide-VacationRentals)
- [East Marion Vacation Rentals](https://www.expedia.com/East-Marion-Vacation-Rentals.d6069914.Travel-Guide-VacationRentals)
- [Rocky Point Vacation Rentals](https://www.expedia.com/Rocky-Point-Vacation-Rentals.d6287456.Travel-Guide-VacationRentals)
- [Shelter Island Vacation Rentals](https://www.expedia.com/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)
- [Noyack Vacation Rentals](https://www.expedia.com/Noyack-Vacation-Rentals.d6217344.Travel-Guide-VacationRentals)
- [Cutchogue Vacation Rentals](https://www.expedia.com/Cutchogue-Vacation-Rentals.d183659.Travel-Guide-VacationRentals)
- [Things to do in Shelter Island Heights](https://www.expedia.com/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)
- [Things to do in Greenport](https://www.expedia.com/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)
- [Things to do in East Hampton](https://www.expedia.com/Things-To-Do-In-East-Hampton.d1524.Travel-Guide-Activities)
- [Things to do in Shelter Island](https://www.expedia.com/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)
- [Things to do in Montauk](https://www.expedia.com/Things-To-Do-In-Montauk.d10637.Travel-Guide-Activities)
- [Things to do in Hamptons](https://www.expedia.com/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities)
- [Things to do in Sag Harbor](https://www.expedia.com/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)
- [Things to do in Southampton](https://www.expedia.com/Things-To-Do-In-Southampton.d6782.Travel-Guide-Activities)

## Other language versions

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  nl-NL: https://www.expedia.nl/Shelter-Island-Heights-Vakantiehuizen.d183716.Reisgids-Vakantiehuizen
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