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Find Extended Stay Hotels in Shelter Island, NY

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Top Shelter Island Extended Stay Hotels | Reserve now, pay later

Property grounds
Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount

Shelter Island
10.0 out of 10, Exceptional, (52)
"The house was amazing ,clean and full of good energy.it had everything we needed for peaceful, relaxing getaway serenity now! "
United States
moshe A.
$1,165 nightly
The price is $1,331
Nov 12 - Nov 13
Total with taxes and fees
Work and Play Special! Extended Stay Discount
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (704)
"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 24 - Nov 25
Total with taxes and fees
Shorewood Inn
Exterior
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (286)
"Staff was friendly, helpful and courteous. I loved the various options of sitting areas within the premises. "
United States
Noemi
$182 nightly
The price is $208
Dec 1 - Dec 2
Total with taxes and fees
Zey Hotel
Standard Studio, 1 King Bed, Non Smoking | 1 bedroom, premium bedding, free WiFi, bed sheets
The Niantic Inn

The Niantic Inn

2.5 star property
Niantic
9.0 out of 10, Wonderful, (119)
"Great place"
United States
Kancheng
$129 nightly
The price is $148
Nov 11 - Nov 12
Total with taxes and fees
The Niantic Inn
Free WiFi, bed sheets
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (3)
"Great stay! Very clean and new. Comfy beds, great location "
United States
Lisa
$195 nightly
The price is $223
Nov 11 - Nov 12
Total with taxes and fees
North Fork Cottages & RV Resort
Ocean View 2 Queens | 1 bedroom, premium bedding, pillowtop beds, blackout drapes
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.2 out of 10, Wonderful, (67)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
$166 nightly
The price is $190
Nov 24 - Nov 25
Total with taxes and fees
Offshore Montauk
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (874)
"Great place to stay. "
United States
James
$120 nightly
The price is $138
Nov 24 - Nov 25
Total with taxes and fees
Kenny's Tipperary Inn
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1261)
"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
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
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.
$172 nightly
The price is $194
Nov 11 - Nov 12
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (374)
"From the front desk receptionist to checking out, everything was perfect. "
United States
Eileen
$118 nightly
The price is $135
Dec 3 - Dec 4
Total with taxes and fees
The Bentley Hotel Southampton
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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Expand your search

Most booked related extended stays in Shelter Island in 2025

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Vacation homes with a kitchen

Frequently asked questions

What are the best long-term hotels in Shelter Island?
With a dryer, a queen bed and other useful amenities, Waterfront House With Dock And Private Beach is ideal for an extended stay in Shelter Island. Another great pick is Resort Style Home - Family Friendly. Book in here and make use of a nearby laundromat, a barbecue grill and more. Both long-term hotels also offer a kitchenette or full kitchen where you can prepare healthy home-cooked meals. Use the cash you save on expensive takeouts for cool things like visiting big-name attractions.
What are the best extended stay hotels with kitchens in Shelter Island?
Cook your own delicious meals at one of our long-term stays with a kitchen, such as Waterfront House With Dock And Private Beach. Also offering a nearby beach and animal viewing activities, it's a perfect pick for an extended break with a group of friends or the family. You can also settle in for a few weeks or more at Resort Style Home - Family Friendly. As well as kitchen facilities, you'll have access to a swimming pool and animal viewing activities.
Can I find extended stay hotels with pools in Shelter Island?
Choose Lovely Shelter Island Cottage With Panoramic Bay Views for a memorable vacation by the pool. From a kitchen to an oven and a deck, it comes with the amenities you need to make your visit extra comfy. Kicking back poolside is also a big priority at Resort Style Home - Family Friendly. Start your day with a nice, refreshing dip and then fry up some eggs and bacon in your kitchen. A patio and a swimming pool are other things you'll find at this extended stay in Shelter Island.Anytime is a fabulous time to experience Shelter Island, which has an oceanic climate. But if you'd love to spend your days making a splash in the water, head there in the summer months when temperatures are between 68 ºF and 73 ºF.
Why book an extended stay hotel in Shelter Island through Expedia?
From our competitive offers to our members and rewards programs, you'll save big when you lock in your extended stay in Shelter Island with Expedia. Click on your travel dates to discover our range of long-term rentals, then fine-tune your search using the filters to find the perfect retreat. Our extended stay hotels in Shelter Island feature conveniences like kitchens, refrigerators and laundries to help make your long-term stay comfortable. Whether you're seeking a room for a night or a property with discounted weekly rates, Expedia can help you find the right place.
What can I expect from an extended stay hotel?
Featuring amenities such as kitchens, refrigerators, dining areas and laundries, extended stay hotels in Shelter Island can be a comfortable and economical alternative to a standard hotel room. Whip up your own tasty meals and save cash on laundromat bills. Sometimes offering discounted weekly rates, extended stay hotels range from modest studios to luxurious and large options with two or three rooms. They also have many of the same amenities you'd expect in a standard hotel, like restaurants or 24/7 guest services. If you're seeking flexibility, privacy and a home away from home for a few weeks or more, an extended stay hotel is an excellent choice.

Top Shelter Island Hotel Reviews

Sea Crest Resort

Sea Crest Resort

10/10 Excellent
"Check in was easy and seamless. The property and rooms are really charming, comfortable and the view is gorgeous! I can’t wait to come back here!"
Catherine 1-night trip
Posted 7 days ago
Sea Crest Resort

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