Compare Shelter Island Heights Cottage Rentals

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Featured Cottages in Shelter Island Heights

North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
$283 nightly
The price is $323 total per night
$323 total
Sep 13 - Sep 14
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. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include barbecue grills, a gift shop, and a picnic area.
Pool
Pet friendly
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
$209 nightly
The price is $237 total per night
$237 total
Sep 28 - Sep 29
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
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
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Kitchen
Washer
Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays NY
$457 nightly
The price is $488 total per night
$488 total
Sep 9 - Sep 10
Total with taxes and fees
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
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, barbecue grills, and a garden.
Kitchen
Washer
The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton CT
$291 nightly
The price is $329 total per night
$329 total
Sep 8 - Sep 9
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Dryer
2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

Westbrook CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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
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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
    $184 nightly
    The price is $210 total per night from Oct 5 to Oct 6
    $210 total
    Oct 5 - Oct 6
    Total with taxes and fees
    The Pridwin Hotel

    The Pridwin Hotel

    81 Shore Road Shelter Island Heights NY
    $586 nightly
    The price is $669 total per night from Sep 7 to Sep 8
    $669 total
    Sep 7 - Sep 8
    Total with taxes and fees
    West Neck Guesthouse

    West Neck Guesthouse

    31 W Neck Rd Shelter Island Heights NY
    $314 nightly
    The price is $358 total per night from Sep 7 to Sep 8
    $358 total
    Sep 7 - Sep 8
    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
216 Cottages
Lowest Price
$210
Highest Price
$669
Popular accommodation
North Fork Resort, 1-bedroom cottage with Grove Beach 🏖️ access., Cozy cottage on Fort Pond Lake., 4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill, Seabreeze #3 Cozy Cottage steps to the beach, Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, The gardners Cottage 1 mile from long Island Sound - pet friendly, 2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard, 'The Gate House'on Beach front Estate with Dockage. Walk to Village .

More to Explore