Holiday homes by the sea in Shelter Island
Choose the right place for you
FACILITIES
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Pets Allowed
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Wi-Fi
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Non Smoking Only
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Holiday rental deals in Shelter Island
We have selected the best holiday accommodation by the sea in Shelter Island. Bluepillow allows you to save money, by finding the best rates on the main vacation rental websites in Shelter Island
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Shelter Island - United States
The Cliffside Resort Condominiums
- Hotel
11.4 Exceptional (634)With beautiful views of the sunsets over Long Island Sound, this Greenport resort features spacious grounds and a private beach. Free Wi-Fi is available in all areas. ... -
Shelter Island - United States
Fordham House
- Hotel
13.3 Exceptional (48)Located in Greenport, Fordham House is near the beach, within a 5-minute walk of Eastern Long Island Hospital and Stony Brook Eastern Long Island Hospital. This bed & breakfast is 0.5 mi (0.9 km) from ... -
Shelter Island - United States
Victorian Seasons Stirling
- Hotel
With a stay at Victorian Seasons Stirling in Greenport, you'll be near the beach, within a 15-minute walk of Kontokosta Winery and Greenport Farmers' Market. This beach guesthouse is 1 mi (1.6 km) from ... -
Shelter Island - United States
Lagoon Lodge North Fork Charming 3Br Waterfront wifi on beach G
- 8 Guests 3Bedrooms
13.1 Exceptional (24)Located in East Marion in the New York State region, Lagoon Lodge North Fork Charming 3Br Waterfront wifi on beach G has a balcony. ... -
Shelter Island - United States
Charming Greenport Gem 1, 1 Mile to Ferry!
- 6 Guests 2Bedrooms
13.3 Exceptional (15)Charming Greenport Gem 1, 1 Mile to Ferry! is situated in Greenport. Free WiFi is available throughout the property and Splish Splash is 42 km away. ... -
Shelter Island - United States
Bright 2nd-Floor Apt - half Mi to Greenport Harbor!
- 2 Guests 1Bedroom
9.6 Exceptional (57)Located in Greenport in the New York State region, Bright 2nd-Floor Apt - half Mi to Greenport Harbor! features a patio. Free WiFi is available throughout the property and Splish Splash is 43 km away. ... -
Shelter Island - United States
Cottage fields of Lavender by the Sea 5min Greenport Shelter Isl
- 6 Guests 3Bedrooms
13.3 Exceptional (6)Cottage fields of Lavender by the Sea 5min Greenport Shelter Isl is located in East Marion, 44 km from Splish Splash, in an area where skiing can be enjoyed. ... -
Shelter Island - United States
Sensational, newly remodeled waterfront Greenport condo
- 4 Guests 2Bedrooms
10 Exceptional (5)Located in Greenport, this condo is on the waterfront. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced at Greenport Carousel and Kontokosta Winery. ... -
Shelter Island - United States
Greenport Village Vacationer's Delight
- 7 Guests 3Bedrooms
12 Exceptional (6)Situated in Greenport, 41 km from Splish Splash, Greenport Village Vacationer's Delight features air-conditioned accommodation with a patio and free WiFi. This holiday home features a garden. ... -
Shelter Island - United States
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
- 6 Guests 2Bedrooms
13.1 Exceptional (207)Located in Greenport, this condo is in a rural area and on the beach. Railroad Museum of Long Island and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions include ... -
Shelter Island - United States
Spacious apartment, 3 blocks to downtown and steps to fishing pier.
- 4 Guests 2Bedrooms
10 Exceptional (62)Located in Greenport, this apartment is in the city center and near the beach. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced at Greenport Carousel ... -
Shelter Island - United States
Private & Spacious Five Room Suite<br>Steps To Bay Beach and walk to Village.
- 4 Guests 2Bedrooms
10 Exceptional (145)Located near the beach, this apartment is in Pipes Cove, a neighborhood in Greenport. Sylvester Manor and Havens House are local landmarks, and some of the area's attractions include Railroad Museum of ... -
Shelter Island - United States
First Floor 1905 Victorian home in the heart of Greenport Village
- 6 Guests 2Bedrooms
9.8 Exceptional (68)Located in Greenport, this apartment is near the beach. Sylvester Manor and Havens House are local landmarks, and the area's natural beauty can be seen at 67 Steps Beach and Norman E. Klipp Marine Park. ... -
Shelter Island - United States
Perfect Getaway Apartment For Couples or Single Travelers
- 2 Guests 1Bedroom
9.8 Exceptional (15)Located in East Marion, this apartment is on the waterfront. The area's natural beauty can be seen at Truman's Beach and Norman E. Klipp Marine Park, while East End Seaport Maritime Museum and Railroad ... -
Shelter Island - United States
Beautiful Soundfront condominium
- 6 Guests 2Bedrooms
6 Pleasant (1)This condo is located in Greenport. Horton Point Park and Sylvester Manor are local landmarks, and the area's natural beauty can be seen at 67 Steps Beach and Norman E. Klipp Marine Park. Railroad Museum ... -
Shelter Island - United States
Shelter Island Hidden Waterfront
- 8 Guests 1Bedroom
10 Exceptional (8)Shelter Island Hidden Waterfront is set in Shelter Island. The air-conditioned accommodation is 2.1 km from Wades Beach, and guests can benefit from complimentary WiFi and private parking available on ... -
Shelter Island - United States
'Treetop' Harborview Studio, with Balcony, in the Heart of Shelter Island
- 2 Guests 1Bedroom
Located in Shelter Island Heights, this apartment is in the city center and on the waterfront. Sylvester Manor and Havens House are local landmarks, and the area's natural beauty can be seen at Sunset ... -
Shelter Island - United States
Charming Studio on Shelter Island
- 2 Guests 1Bedroom
Located in Shelter Island, this apartment is near the beach. Mashomack Nature Preserve and Sunset Beach reflect the area's natural beauty and area attractions include Shelter Island Whale's Tail and East ... -
Shelter Island - United States
Water front Home Sailors rest Boat Dock w Jacuzzi
- 7 Guests 3Bedrooms
Boasting a spa bath, Water front Home Sailors rest Boat Dock w Jacuzzi is set in East Marion. The air-conditioned accommodation is 2.4 km from Greenport. ... -
Shelter Island - United States
Beach house Sailors Delight Vineyards, Farm Stands, North Fork P
- 10 Guests 4Bedrooms
Boasting air-conditioned accommodation with a balcony, Beach house Sailors Delight Vineyards, Farm Stands, North Fork P is located in East Marion. It is set 44 km from Splish Splash and provides a 24-hour ...
Bed and breakfast offers in Shelter Island by the sea
Are you looking for an accommodation in Shelter Island and do you want to save money? Choose from 6 Bed & Breakfasts in Shelter Island
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Shelter Island - United States
House on Chase Creek
- Hotel
11.6 Exceptional (235)Set in Shelter Island Heights, House on Chase Creek offers 4-star accommodation with a garden and a terrace. The property has sea and lake views. The bed and breakfast offers rooms with air conditioning, ... -
Shelter Island - United States
Shorecrest Bed and Breakfast
- Hotel
11.7 Exceptional (83)Offering a private beach area, Shorecrest Bed and Breakfast is located in Greenport. Free WiFi access is available. Each room here will provide guests with a flat-screen cable TV and offer a garden or ... -
Shelter Island - United States
West Neck Guesthouse
- Hotel
10.1 Exceptional (72)Situated in Shelter Island Heights, West Neck Guesthouse features free bikes and garden. This bed and breakfast features free private parking and a housekeeping service. The bed and breakfast has family ... -
Shelter Island - United States
Seven - a boutique B&B on Shelter Island
- Hotel
9.8 Exceptional (63)Just 450 metres to the beach, this bed and breakfast is located in Shelter Island Heights. A free breakfast is served each morning. Cable TVs are provided in each room at Seven - a boutique B&B on Shelter ... -
Shelter Island - United States
The Stirling House Waterfront Inn Greenport
- Hotel
9.7 Exceptional (20)This Greenport bed and breakfast is located on the water and offers free Wi-Fi and individually decorated rooms equipped with electric fireplaces. Island’s End Golf & Country Club is 2 miles away. ... -
Shelter Island - United States
A Walk in the Woods Bed and Breakfast
- Hotel
8.5 Fabulous (35)Relax on the large wrap-around front porch of this Long Island, New York bed and breakfast. Free Wi-Fi and daily breakfast are offered. Cedar Beach is 1 mile away. ...
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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Farmstays in Shelter Island -
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Hotels in Shelter Island
Shelter Island: the best offers for the best accommodation and holiday homes
How much doeas it cost to stay in Shelter Island? The more economical accommodation in Shelter Island has an average cost of 651 Canadian dollars per night.
If you want to organize a holiday in Shelter Island during the low season, where you can enjoy the destination without the hectic turism, January is the best month. The week with the highes amount of accommodation available at the best price is from 01-06 to 01-13.
If instead you are looking for the high season, the highest amount of accommodation available with the lowest price is in the month of September, during the week that spans from 08-31 to 09-07.
What to do in Shelter Island
The weather forcast in Shelter Island
Shelter Island: during the year, the average temperature throughout the year is around 14°C. The coldest period of the year is in the month of January where the temperature can drop to 2°C. The hottest month of the year is instead in July where the maximum temperature can reach 25°C.
