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 BEACH
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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
Beachfront
- 4 Guests 2Bedrooms
10 Exceptional (4)Located in Southold, this apartment is on the beach. Railroad Museum of Long Island and East End Seaport Maritime Museum are local attractions and those in the mood for shopping can visit Harbes Family ... -
Shelter Island - United States
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
- 2 Guests 1Bedroom
9.7 Exceptional (105)This apartment is located in Greenport. Railroad Museum of Long Island and East End Seaport Maritime Museum are cultural highlights, and some of the area's activities can be experienced at Greenport Carousel ...Check Availability -
Shelter Island - United States
Spacious apartment, 3 blocks to downtown and steps to fishing pier.
- 4 Guests 2Bedrooms
10 Exceptional (47)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
Greenport Home with Furnished Patio, Walk Downtown!
- 8 Guests 3Bedrooms
9.8 Exceptional (30)Situated in Greenport, 42 km from Splish Splash, Greenport Home with Furnished Patio, Walk Downtown! features air-conditioned accommodation with a patio and free WiFi. ... -
Shelter Island - United States
First Floor 1905 Victorian home in the heart of Greenport Village
- 6 Guests 2Bedrooms
10 Exceptional (47)Located in Greenport, this apartment is near the beach. Railroad Museum of Long Island and East End Seaport Maritime Museum are cultural highlights, and some of the area's landmarks include Sylvester Manor ... -
Shelter Island - United States
Porch On Front~ Greenport Village 1st floor apartment, Easy Walk To Town/Jitney
- 5 Guests 2Bedrooms
10 Exceptional (163)In the city center, this apartment is in a walkable area with good shopping. Railroad Museum of Long Island and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions ... -
Shelter Island - United States
Private & Spacious Five Room Suite<br>Steps To Bay Beach and walk to Village.
- 4 Guests 2Bedrooms
10 Exceptional (93)Located near the beach, this apartment is in Pipes Cove, a neighborhood in Greenport. Greenport Carousel and Kontokosta Winery are worth checking out if an activity is on the agenda, while those looking ... -
Shelter Island - United States
Perfect Getaway Apartment For Couples or Single Travelers
- 2 Guests 1Bedroom
9.8 Exceptional (13)Located in East Marion, this apartment is on the waterfront. The area's natural beauty can be seen at Norman E. Klipp Marine Park and 67 Steps Beach, while East End Seaport Maritime Museum and Railroad ... -
Shelter Island - United States
Greenport Village Vacationer's Delight
- 7 Guests 3Bedrooms
9 Exceptional (4)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
Lagoon Lodge North Fork Charming 3Br Waterfront wifi on beach G
- 8 Guests 3Bedrooms
7.3 Very Good (8)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
NEW LIST: Luxury Waterfront Condo-Pool, Beach Access, heart of Greenport Village
- 4 Guests 2Bedrooms
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
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 ...Check Availability -
Shelter Island - United States
Lovely second story, two bedroom unit off main St
- 6 Guests 2Bedrooms
9.8 Exceptional (24)This apartment is located in Greenport. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced at Greenport Carousel and Kontokosta Winery. East End ... -
Shelter Island - United States
Cottage fields of Lavender by the Sea 5min Greenport Shelter Isl
- 6 Guests 3Bedrooms
10 Exceptional (4)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
Charming apartment in historic home, 1 block from village
- 3 Guests 4Bedrooms
10 Exceptional (1)Located in Greenport, this apartment is in the city center and near the beach. 67 Steps Beach and Norman E. Klipp Marine Park reflect the area's natural beauty and area attractions include East End Seaport ... -
Shelter Island - United States
NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants
- 4 Guests 2Bedrooms
8.8 Fabulous (56)This apartment is located in Greenport. East End Seaport Maritime Museum and Railroad Museum of Long Island are cultural highlights, and travelers looking to shop may want to visit Greenport Farmers' Market ... -
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. East End Seaport Maritime Museum and Railroad Museum of Long Island are local attractions and those in the mood for shopping can visit Greenport Farmers' ... -
Shelter Island - United States
Cozy Greenport Apt about 1 Mi to 67 Steps Beach!
- 5 Guests 2Bedrooms
Located in Greenport, 40 km from Montauk Point Lighthouse and 42 km from Splish Splash, Cozy Greenport Apt about 1 Mi to 67 Steps Beach! provides air-conditioned accommodation with a patio and free WiFi. ... -
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 ...
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 5 Bed & Breakfasts in Shelter Island
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Shelter Island - United States
House on Chase Creek
- Hotel
9.2 Exceptional (212)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
9.5 Exceptional (64)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
Seven - a boutique B&B on Shelter Island
- Hotel
9.8 Exceptional (63)Just 500 yards 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 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: How much does accommodation cost?
How much does holiday accommodation cost in Shelter Island? On average in Shelter Island it is possible to find accommodation solutions for an average cost of 361 euros per night.
The price is the main influence for the traveller. If you are looking for accommodation in Shelter Island, it coulld be useful to know that the low season period where you will be able to find the most amount of accommodation at the best price is in the month February, particularly in the week that spans from 2/12 to 2/19.
The high season period, where you can find the right compromise between amount of accommodation and low cost fares is in the month of August, in the week that spans from 8/27 to 9/3.
At the end of you trip planning it could be useful to know that, the average cost for a weekend night is 585 euros. The weekend with the best prices is in the month of March, from 3/25 to 3/27.
Instead for a longer stay, the best weekly prices in Shelter Island cost on average 2,532 euros. The week with the best prices is in the month of February from 2/12 to 2/19.
What to do in Shelter Island
Shelter Island: Which is the ideal month for a holiday?
Shelter Island: when to go? Whether you love the heat or the cold, if you're planning a trip here, it could be useful for you to know: July, has temperatures that can reach 25°C, it's the hottest month at this touristic destination. January instead is the coldest month, where temperatures can trop to 2°C.
