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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Our top choices for Shelter Island cottages

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

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

9.8 out of 10, Exceptional, (97)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (29)
"Always a pleasure staying here!"
The price is HK$933
HK$1,876 total
includes taxes & fees
21 Sept - 22 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
Direct waterfront renovated cottage.
Exterior

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (79)
"Beautiful location on water, comfortable cottage "
Direct waterfront renovated cottage.
Fabulous Waterfront Property in the Heart of Wine Country
Exterior

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (181)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Exterior

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

10.0 out of 10, Exceptional, (80)
"This was a great property and close to many things to see and visit. The welcome note and goodies were much appreciated. Great communication from the host!!!"
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (8)
"My friends and I had a great weekend here. The property is accurately described as listed. It was just enough space for a weekend. There were 3 of us. We used the fold down couch as the 3rd bed which was a good bed. Communication with the host was excellent. The property inside and out was great. We sat outside in the backyard for a while. The walk over the bridge to the Niantic boardwalk wasn’t too long when the weather is good. And we sat outside at Fat Tuna which was within walking distance...
The price is HK$1,521
HK$2,973 total
includes taxes & fees
30 Sept - 1 Oct
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Sweet Cottage in Beach Community
Property grounds

Sweet Cottage in Beach Community

9.8 out of 10, Exceptional, (16)
"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."
Sweet Cottage in Beach Community
Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct
Exterior

Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct

Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct
Cozy cottage on Fort Pond Lake.
Exterior

Cozy cottage on Fort Pond Lake.

10.0 out of 10, Exceptional, (18)
"The lake house was a perfect retreat, perfectly located to town, train, trails and beach. We can’t wait to visit again !"
Cozy cottage on Fort Pond Lake.
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Outdoor dining

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

10.0 out of 10, Exceptional, (64)
"Loved the salt marsh with all the birds. The views at the beach were amazing! Scott and Mary-Jo were wonderful! I would definitely stay again!"
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Terrace/patio

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

9.8 out of 10, Exceptional, (74)
"We stayed at this property last year and again this year. You can’t beat the location and the house is perfect for a group of family or friends. We had a lovely time and look forward to another stay in the future!"
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Southampton cozy cottage by the beach
Exterior

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Exterior

Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.

10.0 out of 10, Exceptional, (2)
"The little cottage in quaint Jamesport was perfect! Felt like you were back in simpler times and able to walk to near restaurants/ beach. Joe was always responsive with all questions. Hope to visit again soon! "
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Cottage on Beach front Estate with Dockage .Walk to Village
Terrace/patio

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (71)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village
Luxury Tiny Home In Niantic
Exterior

Luxury Tiny Home In Niantic

10.0 out of 10, Exceptional, (4)
"It was great. "
Luxury Tiny Home In Niantic
Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday
Terrace/patio

Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday

9.6 out of 10, Exceptional, (44)
"A lovely beach cottage with bay views and easy walking access to the Atlantic beaches.The place was cozy and clean with expansive open views across reserve land to the bay.A bit tricky to find off the highway at night but we eventually got our bearings!"
Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday
Adorable Cottage with Cottage porch, walk to water & town
Exterior

Adorable Cottage with Cottage porch, walk to water & town

8.8 out of 10, Excellent, (6)
"Very nice and comfortable property "
Adorable Cottage with Cottage porch, walk to water & town
Lovely Cottage in the Heart of Long Island Wine country
Exterior

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (27)
"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"
Lovely Cottage in the Heart of Long Island Wine country
Hidden gem! Southampton beach cottage
Smart TV

Hidden gem! Southampton beach cottage

10.0 out of 10, Exceptional, (1)
Hidden gem! Southampton beach cottage
Ritz - East Hampton Cottage On The Water
Exterior

Ritz - East Hampton Cottage On The Water

10.0 out of 10, Exceptional, (8)
"We enjoyed our time in the Ritz. It’s a great cottage surrounded by waterfront activities. The host was accommodating and welcoming."
Ritz - East Hampton Cottage On The Water
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 Hotel Reviews

Find out more about Shelter Island

Find out more about Shelter Island

Shelter Island Cottages information

Number of reviews
Accommodation
228 Cottages
Lowest Price
HK$933
Highest Price
HK$1,521

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