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
$368 nightly
The price is $420 total per night
$420 total
Jul 26 - Jul 27
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.
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
$210 nightly
The price is $238 total per night
$238 total
Jul 23 - Jul 24
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
'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.
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
$535 nightly
The price is $605 total per night
$605 total
Aug 5 - Aug 6
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
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.
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.
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.
2 mins/350 ft walk to West Beach, relaxing 3-BR sleeps 8 cottage with large yard

2 mins/350 ft walk to West Beach, relaxing 3-BR sleeps 8 cottage with large yard

Westbrook CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Waterfront! Charming 4BR Cottage on the Niantic River!

Waterfront! Charming 4BR Cottage on the Niantic River!

Waterford CT
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
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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
    $711 nightly
    The price is $812 total per night from Jul 27 to Jul 28
    $812 total
    Jul 27 - Jul 28
    Total with taxes and fees
    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd Old Saybrook CT
    $102 nightly
    The price is $117 total per night from Jul 28 to Jul 29
    $117 total
    Jul 28 - Jul 29
    Total with taxes and fees
    8/10 Very Good! (1,006 reviews)
    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway Montauk NY
    $1,205 nightly
    The price is $1,377 total per night from Jul 29 to Jul 30
    $1,377 total
    Jul 29 - Jul 30
    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
230 Cottages
Lowest Price
$117
Highest Price
$1,377
Popular accommodation
North Fork Resort, 1-bedroom cottage with Grove Beach 🏖️ access., 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk, Fairy Tale Guest Cottage in Magic Garden by Pool, Cozy cottage on Fort Pond Lake., Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, 2 mins/350 ft walk to West Beach, relaxing 3-BR sleeps 8 cottage with large yard, Waterfront! Charming 4BR Cottage on the Niantic River!

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