A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Shelter Island Heights vacation rentals

Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (275 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
$349 nightly
The price is $399
Jul 29 - Jul 30
Total with taxes and fees
Cliffside Resort Condominiums
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (39 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$372 nightly
The price is $425
Jul 29 - Jul 30
Total with taxes and fees
North Fork Resort
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$508 nightly
The price is $580
Jul 29 - Jul 30
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Beach

Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (7 reviews)
"Everything was so nice and clean. Location was great, walking distance from everything. My children had an amazing time. I would book this again in the summer."
United States
Jessica0610@gmail.com A.
$594 nightly
The price is $679
Jul 29 - Jul 30
Total with taxes and fees
Beach Block Hideaway
Sun loungers, beach towels

The SandPiper

The SandPiper
Pipes Cove
9.8 out of 10, Exceptional, (44 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
$566 nightly
The price is $647
Aug 16 - Aug 17
Total with taxes and fees
The SandPiper
1 bedroom, bed sheets

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"⭐⭐⭐⭐⭐ 100/10 – An unforgettable romantic getaway! We had an amazing stay at this glamping site and spent two wonderful, romantic days here. The atmosphere was peaceful, cozy, and incredibly relaxing. Surrounded by nature, we enjoyed the fresh air, breathtaking sunsets, and quiet evenings that created memories we’ll always cherish. Everything was clean, comfortable, and thoughtfully prepared. The staff was exceptionally kind, welcoming, and always ready to help, which made our stay even more...
United States
Malika
$260 nightly
The price is $298
Jul 30 - Jul 31
Total with taxes and fees
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Beach

Harbor Heights

Harbor Heights
Pipes Cove
9.8 out of 10, Exceptional, (19 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
$566 nightly
The price is $647
Aug 12 - Aug 13
Total with taxes and fees
Harbor Heights
1 bedroom, bed sheets

Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Safari Tent Glamping,S6-CedarPt, East Hampton, NY
East Hampton
9.2 out of 10, Wonderful, (5 reviews)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
United States
Lorraine
$260 nightly
The price is $298
Jul 29 - Jul 30
Total with taxes and fees
Safari Tent Glamping,S6-CedarPt, East Hampton, NY
Sun loungers, beach towels

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
$680 nightly
The price is $777
Aug 26 - Aug 27
Total with taxes and fees
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
1 bedroom, bed sheets

Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
$260 nightly
The price is $298
Jul 29 - Jul 30
Total with taxes and fees
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
Sun loungers, beach towels

Aqua Vista

Aqua Vista
Pipes Cove
9.8 out of 10, Exceptional, (39 reviews)
"great anf friendly, clean"
United States
Sophia
$680 nightly
The price is $777
Aug 12 - Aug 13
Total with taxes and fees
Aqua Vista
1 bedroom, desk, iron/ironing board, travel crib

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay"
United States
JM B.
$217 nightly
The price is $246
Aug 12 - Aug 13
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Beach nearby

Freeboard at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.2 out of 10, Wonderful, (9 reviews)
"Great location and a nice room!"
United States
Angela M.
$245 nightly
The price is $277
Jul 29 - Jul 30
Total with taxes and fees
Freeboard at Soundview · Beach+Ocean+Sunrise
1 bedroom, bed sheets

Safari Tent Glamping,D28-CedarPt, East Hampton, NY

Safari Tent Glamping,D28-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"First time glamping with my boys and had a great time."
United States
Massimo P.
$271 nightly
The price is $310
Jul 29 - Jul 30
Total with taxes and fees
Safari Tent Glamping,D28-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S11-CedarPt, East Hampton, NY

Safari Tent Glamping,S11-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Our tent was spacious and the bed was very comfortable with an incredible view of the harbor. Dave and Lee were very gracious and helpful. We especially enjoyed the Camp Store and the delicious omelets. Plus - how quiet and peaceful it was!"
United States
Lee
$260 nightly
The price is $298
Jul 29 - Jul 30
Total with taxes and fees
Safari Tent Glamping,S11-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,D30-CedarPt, East Hampton, NY

Safari Tent Glamping,D30-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Live music, small bar, pizza and friendly staff."
United States
Bibek
$271 nightly
The price is $310
Jul 29 - Jul 30
Total with taxes and fees
Safari Tent Glamping,D30-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S2-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Comfortable bed and beautiful surroundings"
United States
Matthew
$260 nightly
The price is $298
Jul 29 - Jul 30
Total with taxes and fees
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
$260 nightly
The price is $298
Jul 30 - Jul 31
Total with taxes and fees
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S8-CedarPt, East Hampton, NY

Safari Tent Glamping,S8-CedarPt, East Hampton, NY
East Hampton
9.4 out of 10, Exceptional, (3 reviews)
"From the friendly staff and ease at check-in, to the super comfortable amenities, and the water view from your tent that you just can't beat, this place and this experience were absolutely amazing. I will be back!"
United States
Christopher
$260 nightly
The price is $298
Jul 30 - Jul 31
Total with taxes and fees
Safari Tent Glamping,S8-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S1-CedarPt, East Hampton, NY

Safari Tent Glamping,S1-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"We loved it and will be back!!"
United States
Bonnie
$260 nightly
The price is $298
Jul 29 - Jul 30
Total with taxes and fees
Safari Tent Glamping,S1-CedarPt, East Hampton, NY
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.
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Top Shelter Island Heights Hotel Reviews

Budget Host East End

Budget Host East End

10/10 Excellent
"n/a n/a n/a n/a n/a n/a n/a n/a"
Sergey 1-night trip
Posted 5 hours ago
Budget Host East End

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 $246 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.

Explore a world of travel with Expedia

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?

The Hampton Sack a cheerful relaxing beach cottage: Visitors like this Shelter Island Heights vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.