Shelter Island Heights Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Shelter Island Heights vacation rentals

Beach nearby, sun loungers, beach towels

Cottage in East Lyme

Beach Cottage, private beach and pass
10.0 out of 10, Exceptional, (9 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
$353 nightly
The price is $399
Mar 4 - Mar 5
Total with taxes and fees
Beach Cottage, private beach and pass
Exterior

Mobile Home in East Lyme

Cozy Lakefront Tiny House
10.0 out of 10, Exceptional, (3 reviews)
"It was a peaceful and quant "
United States
Patricia M.
$213 nightly
The price is $242
Mar 4 - Mar 5
Total with taxes and fees
Cozy Lakefront Tiny House
1 bedroom, desk, iron/ironing board, travel crib

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (37 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
$159 nightly
The price is $180
Mar 4 - Mar 5
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV, fireplace, books

Vacation Home in Waterford

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
10.0 out of 10, Exceptional, (11 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
$343 nightly
The price is $385
Mar 4 - Mar 5
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
1 bedroom, free WiFi, bed sheets

Mobile Home in East Lyme

Lakefront Boho Tiny House
10.0 out of 10, Exceptional, (4 reviews)
"Every thing was amazing "
United States
Annaliaa C.
$230 nightly
The price is $260
Mar 10 - Mar 11
Total with taxes and fees
Lakefront Boho Tiny House
Beach nearby

Apartment in Old Lyme

The Anchor at Soundview · Beach+Ocean+Sunrise
8.0 out of 10, Very Good, (2 reviews)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
$201 nightly
The price is $225
Mar 4 - Mar 5
Total with taxes and fees
The Anchor at Soundview · Beach+Ocean+Sunrise
Smart TV, books

Vacation Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5 reviews)
"Communication was excellent. "
United States
Katy C.
$420 nightly
The price is $472
Mar 4 - Mar 5
Total with taxes and fees
Rogers Lake House (87) · CT College+Beach+USCGA
Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets

Cottage in Greenport

North Fork Cottages & RV Resort
3.0 star property
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$288 nightly
The price is $329
Apr 1 - Apr 2
Total with taxes and fees
North Fork Cottages & RV Resort
Interior

Cottage in Waterford

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
10.0 out of 10, Exceptional, (16 reviews)
"Convenient location. The property had everything we needed for a one-night stay. "
United States
Jane E.
$266 nightly
The price is $301
Mar 4 - Mar 5
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Property grounds

Cabin in Killingworth

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
10.0 out of 10, Exceptional, (55 reviews)
"Amazing property, we loved everything about it, highly recommended, will stay again "
United States
Rick
$719 nightly
The price is $814
Mar 4 - Mar 5
Total with taxes and fees
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Individually decorated, individually furnished, iron/ironing board

Aparthotel in Napeague

Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (309 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
$167 nightly
The price is $190
Mar 4 - Mar 5
Total with taxes and fees
Windward Shores Ocean Resort
Lobby

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1,299 reviews)
"Nice pool, great restaurant "
United States
April
$133 nightly
The price is $152
Mar 17 - Mar 18
Total with taxes and fees
Montauk Manor
1 bedroom, free WiFi, bed sheets

Apartment in East Quogue

Hamptons apartment getaway
6.0 out of 10, (3 reviews)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
United States
Hilary K.
$250 nightly
The price is $286
Mar 4 - Mar 5
Total with taxes and fees
Hamptons apartment getaway
Exterior detail

Apartment in Clinton

Shoreline Oasis
9.2 out of 10, Wonderful, (7 reviews)
"Everything was as advertised or better. Lovely quiet area near beautiful beaches and great restaurants. We had a terrific experience. "
United States
Tom S.
$229 nightly
The price is $260
Mar 31 - Apr 1
Total with taxes and fees
Shoreline Oasis
Dining

Vacation Home in East Hampton North

Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool
$682 nightly
The price is $727
Mar 15 - Mar 16
Total with taxes and fees
Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool
1 bedroom, desk, iron/ironing board, travel crib

Apartment in Westbrook Center

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
$256 nightly
The price is $288
Mar 4 - Mar 5
Total with taxes and fees
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Dining

Vacation Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
$430 nightly
The price is $487
Mar 4 - Mar 5
Total with taxes and fees
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Terrace/patio

Vacation Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$174 nightly
The price is $199
Mar 4 - Mar 5
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Terrace/patio

Apartment in East Lyme

Direct Lakefront - Stunning Views and Panoramic Sunsets
$335 nightly
The price is $380
Mar 4 - Mar 5
Total with taxes and fees
Direct Lakefront - Stunning Views and Panoramic Sunsets
Beach

Vacation Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$478 nightly
The price is $541
Mar 4 - Mar 5
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Great room clean and comfortable."
Jeffrey 3-night trip
Posted 4 days ago
Saybrook Point Resort & Marina

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 $152 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?

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: Visitors like this Shelter Island Heights vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Shelter Island Heights?

With 33 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.