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
$286 nightly
The price is $327 total per night
$327 total
Jun 7 - Jun 8
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 a picnic area, a gift shop, and barbecue grills.
Pool
Pet friendly
'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, barbecue grills, and a garden.
Kitchen
Washer
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
$207 nightly
The price is $235 total per night
$235 total
Jun 7 - Jun 8
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Air conditioning
Fairy Tale Guest Cottage in Magic Garden by Pool

Fairy Tale Guest Cottage in Magic Garden by Pool

Bridgehampton NY
At this cottage, guests have access to an outdoor pool and a garden.
Pool
Free WiFi
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Waterford CT
$297 nightly
The price is $336 total per night
$336 total
Jun 8 - Jun 9
Total with taxes and fees
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, a garden, and barbecue grills.
Kitchen
Washer
NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access

Clinton CT
$276 nightly
The price is $313 total per night
$313 total
Jun 7 - Jun 8
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Washer
Dryer
The gardners Cottage 1 mile from long Island Sound - pet friendly

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

Clinton CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Dryer
Cozy & Warm Getaway Cottage in Beach Community

Cozy & Warm Getaway Cottage in Beach Community

Niantic CT
At this cottage, guests have access to a gym, laundry facilities, and a garden. This smoke-free cottage also has 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 Pridwin Hotel

    The Pridwin Hotel

    81 Shore Road Shelter Island Heights NY
    $548 nightly
    The price is $627 total per night from Jun 9 to Jun 10
    $627 total
    Jun 9 - Jun 10
    Total with taxes and fees
    9.6/10 Exceptional! (86 reviews)
    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway Montauk NY
    $722 nightly
    The price is $824 total per night from Jun 7 to Jun 8
    $824 total
    Jun 7 - Jun 8
    Total with taxes and fees
    8.4/10 Very Good! (790 reviews)
    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd Old Saybrook CT
    $94 nightly
    The price is $108 total per night from Jun 7 to Jun 8
    $108 total
    Jun 7 - Jun 8
    Total with taxes and fees
    8/10 Very Good! (1,005 reviews)

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
230 Cottages
Lowest Price
$108
Highest Price
$824
Popular accommodation
North Fork Resort, 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., 1-bedroom cottage with Grove Beach 🏖️ access., Fairy Tale Guest Cottage in Magic Garden by Pool, Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk, Cozy cottage near downtown Clinton, Marina & Hammonasset Park, NEW Coastal Cottage 2 Miles to Beach + Lake Access, The gardners Cottage 1 mile from long Island Sound - pet friendly, Cozy & Warm Getaway Cottage in Beach Community

More to Explore