Compare Shelter Island Heights Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Shelter Island Heights

North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
$268 nightly
The price is $306 total per night
$306 total
Oct 22 - Oct 23
Total with taxes and fees
North Fork Resort features free WiFi in public areas, a seasonal outdoor pool, and laundry facilities. If you decide to drive, there's free parking. Additional amenities include a gift shop, a picnic area, and barbecue grills.
Pool
Pet friendly
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
$184 nightly
The price is $208 total per night
$208 total
Oct 21 - Oct 22
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Air conditioning
Cozy cottage on Fort Pond Lake.

Cozy cottage on Fort Pond Lake.

Montauk NY
At this cottage, guests have access to features like local meal delivery service. This smoke-free cottage also has barbecue grills.
Kitchen
Pet friendly
Cottage on Beach front Estate Walk to Village

Cottage on Beach front Estate Walk to Village

greenport NY
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Kitchen
Washer
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Cutchogue NY
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

greenport NY
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Clinton CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Fabulous Waterfront Property in the Heart of Wine Country

Fabulous Waterfront Property in the Heart of Wine Country

Peconic NY
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Direct waterfront renovated cottage.

Direct waterfront renovated cottage.

Madison CT
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Shelter Island Heights
View all properties
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.

Hotel Options in Shelter Island Heights

    The Chequit

    The Chequit

    23 Grand Ave Shelter Island Heights NY
    $163 nightly
    The price is $186 total per night from Nov 1 to Nov 2
    $186 total
    Nov 1 - Nov 2
    Total with taxes and fees
    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway Montauk NY
    $403 nightly
    The price is $460 total per night from Nov 10 to Nov 11
    $460 total
    Nov 10 - Nov 11
    Total with taxes and fees
    8.2/10 Very Good! (871 reviews)
    Water's Edge Resort & Spa

    Water's Edge Resort & Spa

    1525 Boston Post Road Westbrook CT
    $218 nightly
    The price is $250 total per night from Nov 12 to Nov 13
    $250 total
    Nov 12 - Nov 13
    Total with taxes and fees

Cottages

Book a cottage in Shelter Island Heights
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Shelter Island Heights. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Shelter Island Heights better.

Cottage apartments in Shelter Island Heights range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Shelter Island Heights
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Shelter Island Heights and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Shelter Island Heights cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Shelter Island Heights. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Shelter Island Heights Cottages essential information

Accommodation
208 Cottages
Lowest Price
$186
Highest Price
$460
Popular accommodation
North Fork Resort, 1-bedroom cottage with Grove Beach 🏖️ access., Cozy cottage on Fort Pond Lake., Cottage on Beach front Estate Walk to Village, Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., Cozy cottage near downtown Clinton, Marina & Hammonasset Park, Fabulous Waterfront Property in the Heart of Wine Country, Direct waterfront renovated cottage.

More to Explore