Photo by tom owens

Search the Best Cabins in Shelter Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Cabin Rentals in Shelter Island

We don't have any properties that match your exact search
See all properties in Shelter Island

Recommended hotels in Shelter Island

Exterior
Work and Play Special! Extended Stay Discount
Work and Play Special! Extended Stay Discount
10.0 out of 10, Exceptional, (52)
"We've booked this property multiple times and always had a wonderful time. The hosts are responsive and helpful and the house is always clean and put together. We will definitely be returning. "
United States
Tessa W.
$1,165 nightly
The price is $1,331
Nov 6 - Nov 7
Total with taxes and fees
Work and Play Special! Extended Stay Discount
Front of property
Montauk Blue Hotel
Montauk Blue Hotel
2.0 star property
9.2 out of 10, Wonderful, (177)
"It is aperfect no-frills hotel right on the beach at an extremely reasonable price, walkable to great dining, shopping and more"
United States
Tod
$115 nightly
The price is $132
Nov 9 - Nov 10
Total with taxes and fees
Montauk Blue Hotel
Exterior
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.8 out of 10, Good, (1011)
"It was a nice clean hotel. "
Canada
Rhona
$89 nightly
The price is $103
Dec 1 - Dec 2
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
Exterior
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2.0 star property
8.0 out of 10, Very Good, (1000)
"Great place to stay!"
United States
Nancy
$83 nightly
The price is $96
Nov 9 - Nov 10
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Front of property
Kenny's Tipperary Inn
Kenny's Tipperary Inn
2.0 star property
8.4 out of 10, Very Good, (870)
"Love this place. "
United States
Susan
$120 nightly
The price is $138
Nov 18 - Nov 19
Total with taxes and fees
Kenny's Tipperary Inn
Exterior
Offshore Montauk
Offshore Montauk
2.0 star property
9.4 out of 10, Exceptional, (65)
"Beautiful views, quiet and clean. All around a great experience!"
United States
Benjamin
$210 nightly
The price is $240
Dec 4 - Dec 5
Total with taxes and fees
Offshore Montauk
Exterior
Clinton Motel
Clinton Motel
2.5 star property
8.6 out of 10, Excellent, (289)
"Clean and neat place "
United States
john
$78 nightly
The price is $90
Nov 5 - Nov 6
Total with taxes and fees
Clinton Motel
Property entrance
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (526)
"Beautiful view and room. Staff friendly and accommodating. Excellent location. "
United States
John
$173 nightly
The price is $198
Dec 4 - Dec 5
Total with taxes and fees
The Harbor Front Inn
Front of property - evening/night
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1260)
"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay. "
United States
Lydia
$156 nightly
The price is $178
Dec 1 - Dec 2
Total with taxes and fees
Montauk Manor
Property grounds
Hamlet Inn
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (434)
"A solid inexpensive stay in the Hamptons. Staff are very accommodating, they helped guide us when there was an upcoming storm. Room was comfortable and clean. "
United States
Michelle
$131 nightly
The price is $147
Nov 5 - Nov 6
Total with taxes and fees
Hamlet Inn
Exterior detail
The Stern at Soundview · Beach+Ocean+Sunrise
The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect for a weekend beach getaway. Very small but accurately portrayed in the pictures. It was clean and the host was very helpful and responsive. "
United States
Olivia C.
$171 nightly
The price is $193
Nov 5 - Nov 6
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook
Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
7.2 out of 10, Good, (457)
"the so-called breakfast was absolute minimum only thing available was make your own waffle"
United States
Brian
$72 nightly
The price is $82
Nov 11 - Nov 12
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
Terrace/patio
Shorewood Inn
Shorewood Inn
2.5 star property
8.6 out of 10, Excellent, (703)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
$93 nightly
The price is $106
Nov 18 - Nov 19
Total with taxes and fees
Shorewood Inn
Lunch, dinner, brunch served; American cuisine, beach views
Sound View Greenport
Sound View Greenport
4.0 star property
8.6 out of 10, Excellent, (585)
"Beautiful Long Island Sound and sunset views."
United States
Stuart
$178 nightly
The price is $204
Nov 5 - Nov 6
Total with taxes and fees
Sound View Greenport
Restaurant
Zey Hotel
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (283)
"Funky decor, nice seating areas, great location"
United States
Nicholas G
$182 nightly
The price is $208
Dec 1 - Dec 2
Total with taxes and fees
Zey Hotel
Front of property
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (219)
"Great quick stay"
United States
Jasmine T
$203 nightly
The price is $229
Nov 12 - Nov 13
Total with taxes and fees
The Shoals Suites and Slips
Outdoor pool, a heated pool
New and Modern Bridgehampton Accommodations
New and Modern Bridgehampton Accommodations
2.0 star property
9.6 out of 10, Exceptional, (15)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
United States
Alyssa M.
$380 nightly
The price is $434
Nov 10 - Nov 11
Total with taxes and fees
New and Modern Bridgehampton Accommodations
Front of property - evening/night
Inn at Harbor Hill Marina
Inn at Harbor Hill Marina
3.5 star property
9.4 out of 10, Exceptional, (1002)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
$159 nightly
The price is $183
Dec 1 - Dec 2
Total with taxes and fees
Inn at Harbor Hill Marina
Free WiFi, bed sheets
North Fork Cottages & RV Resort
North Fork Cottages & RV Resort
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great stay! Very clean and new. Comfy beds, great location "
United States
Lisa
$195 nightly
The price is $223
Nov 5 - Nov 6
Total with taxes and fees
North Fork Cottages & RV Resort
Exterior
Liberty Inn
Liberty Inn
2.0 star property
7.4 out of 10, Good, (639)
"The room was very clean. We stayed two nights and the maid service was excellent. "
United States
Kelcey
$76 nightly
The price is $88
Dec 4 - Dec 5
Total with taxes and fees
Liberty Inn
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shelter Island Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"It was clean and the staff was very nice they "
Fran 1-night trip
Posted 2 days ago
The Bentley Hotel Southampton

Find out more about Shelter Island

Shelter Island Cabin Rentals information

Number of reviews
9,039
Accommodation
3 Cabin Rentals
Lowest Price
$82
Highest Price
$1,331

Frequently asked questions

What are the best cabins near Shelter Island?
Choose one of our 36 cabins in Shelter Island and you'll be rewarded with striking scenery, outdoor fun and memories to treasure. Rustic Lakeside Cabin At White Gate Farm offers a more leisurely pace of life. Treehouse - Countryside - Farm Animals is another great choice if you're craving time out in Mother Nature.
Are there cheap cabins near Shelter Island?
Whether you want to stay near the water or on the top of a mountain, we've got a great selection of cheap cabins near Shelter Island to suit your budget and taste. Priced from $82 to $1,331 a night, your ideal cabin rental is waiting here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Shelter Island?
Stay in a mountain cabin near Shelter Island and treat yourself to wondrous views, outdoor activities and an experience that's hard to forget. Rustic Lakeside Cabin At White Gate Farm is a standout. Nestled high in the hills, you'll find amenities like a microwave oven and a kitchen here. Mohegan Cabin Estate is another popular option. It comes with winery tours, a microwave oven and stunning natural surroundings.
What are the best pet-friendly cabins near Shelter Island?
Pack up your pooch's favorite toy and head for a pet-friendly cabin near Shelter Island. Leading the pack is Rustic Lakeside Cabin At White Gate Farm. With useful amenities like children's activities and on-site watersports, you and your furry pal will enjoy a stay worth howling about. Snoopy can also come along for the journey at Remote Long Island Lakefront Cabin W. This getaway features a deck, a queen bed and more.
What are the best cabins with pools near Shelter Island?
Don your swimsuit and enjoy a refreshing dip whenever you want when you opt for one of our cabin rentals with a pool near Shelter Island. Cabin - Water Mill Wooded Escape ranks high among travelers. A swimming pool and fitness facilities are among the other amenities that await you here. Or, take some time out at Spacious And New Deluxe Cabin In Family Campground In Northeastern Ct. As well as a pleasant pool, this cabin comes with on-site watersports and a swimming pool.
Can I find beach cabins near Shelter Island?
Get a big dose of sunshine and salty air at Rustic Lakeside Cabin At White Gate Farm. One of our leading Shelter Island beach cabin rentals, it comes with on-site watersports and beach sun loungers. You can also spend easygoing days by the sea at Lagoon Lodge: North Fork, Charming 3br. Clothes washing facilities and children's activities will help make your break extra special.
What are the best weekend cabin rentals in Shelter Island?
Whether you're organizing a quick trip with your sweetheart or your entire family, we'll help you locate the ideal weekend cabin getaway. One awesome option? Rustic Lakeside Cabin At White Gate Farm. Featuring on-site watersports and a private beach, you'll appreciate being close to nature here. Remote Long Island Lakefront Cabin W is another fantastic place where you can hit pause on life. Spend a couple of nights at this retreat which offers a patio and a fireplace.
What are the best cabin prices near Shelter Island?
Whether you're traveling on a budget or want to splurge on your next getaway, you'll find what you're looking for with Expedia. At the moment, you can score a Shelter Island cabin from as little as $82 per night.
Can I find log cabins in Shelter Island?
Begin your day with a piping hot coffee in your cozy log cabin and then spend hours fishing and shore fishing. Sound perfect to you? Then head for The Retreat Log Cabin. Another wooden escape featuring ample warmth and charm is Log Cabin, 5 Min To Casino With Pond. Activities like canoeing and snowboarding will add to your experience here.
What are the highest-rated cabins in Shelter Island?
Expedia travelers can't get enough of Remote Long Island Lakefront Cabin W. This excellent option features a host of useful amenities including a patio and a fireplace. It won't take you very long to see why Treehouse - Countryside - Farm Animals is also a hit with vacationers. Conveniences like a patio and a fireplace will help make your stay even more memorable.
Why should I book a cabin near Shelter Island?
For a nature-filled escape at a great price, you can't beat a cabin. Visualize yourself waking up to the sounds of chirping birds and having breakfast on your deck surrounded by beautiful vistas. Lock in a cabin near Shelter Island and say "see ya" to the hectic pace of the city. Whether they're up a mountain or down by the beach, cabins offer a relaxing, rustic experience for anyone needing a break.

Explore a world of travel with Expedia