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Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Shelter Island Heights cottages

Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1)
$387 nightly
The price is $442
Jan 4 - Jan 5, 2026
Total with taxes and fees
Seabreeze #3: Cozy Cottage by the beach
Exterior
1-bedroom cottage with Grove Beach 🏖️ access.

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.2 out of 10, Wonderful, (36)
"Very clean rustic cabin. The host was very accommodating. Fresh flowers and fruit were a nice touch from the host"
United States
Deb P.
$173 nightly
The price is $196
Jan 6 - Jan 7, 2026
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cottage in Waterford

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
2.0 star property
10.0 out of 10, Exceptional, (14)
"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."
United States
Jorie M.
$259 nightly
The price is $294
Dec 21 - Dec 22
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Terrace/patio
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
$509 nightly
The price is $582
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Exterior
Seabreeze #4: Charming Cottage Footsteps to the Beach

Cottage in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
$396 nightly
The price is $452
Jan 7 - Jan 8, 2026
Total with taxes and fees
Seabreeze #4: Charming Cottage Footsteps to the Beach
Exterior
My Humble Abode 2BR Beachside Home | TennisPoolPKG

Cottage in Napeague

My Humble Abode 2BR Beachside Home | TennisPoolPKG
10.0 out of 10, Exceptional, (1)
$1,345 nightly
The price is $1,507
Jan 14 - Jan 15, 2026
Total with taxes and fees
My Humble Abode 2BR Beachside Home | TennisPoolPKG
Exterior
Luxurious 3 BR Cottage w/ Ocean View Balcony

Cottage in Napeague

Luxurious 3 BR Cottage w/ Ocean View Balcony
10.0 out of 10, Exceptional, (3)
"Had a great weekend. Right on beach. Beautiful."
United States
Steven B.
$1,871 nightly
The price is $2,097
Jan 15 - Jan 16, 2026
Total with taxes and fees
Luxurious 3 BR Cottage w/ Ocean View Balcony
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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Top Shelter Island Heights Hotel Reviews

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

10/10 Excellent
"everything was well remodeled and comfortable."
Robert 2-night trip
Posted 4 days ago
Best Western Niantic - New London/Mystic Area

Find out more about Shelter Island Heights

Shelter Island Heights Cottages information

Number of reviews
22
Accommodation
209 Cottages
Lowest Price
$294
Highest Price
$2,097

Frequently asked questions

How much do cottages in Shelter Island Heights cost?
Rates for cottages in Shelter Island Heights range between $294 and $2,097 per night. No matter your budget, you'll find an ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Shelter Island Heights?
You can choose from 209 cottages in Shelter Island Heights. Whether you're traveling with the little ones or organizing a weekend escape with your closest amigos, Expedia can help you find the ideal space to enjoy the surrounding nature.
Why book your cottage in Shelter Island Heights with Expedia?
Expedia has some excellent cottages in Shelter Island Heights, so get set for a memorable stay close to nature. If you're on a budget, select how much you're willing to spend and the star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect digs whatever your escape looks like.
How can I find cheap cottages in Shelter Island Heights?
Expedia can help you easily track down cheap cottages in Shelter Island Heights. To book your perfect stay in a few quick keystrokes, try out our handy filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Shelter Island Heights near my cottage?
Once you've unpacked and settled in, head out and explore the cool things Shelter Island Heights has for you to experience. Sylvester Manor is a great attraction to add to your travel itinerary.

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