Holiday homes by the sea in Shelter Island Heights

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B&B and Vacation Rentals
B&B and Vacation Rentals
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FACILITIES

  • Pets Allowed
  • Wi-Fi
  • Non Smoking Only

REVIEWS

  • 9+ Exceptional
  • 8+ Fabulous
  • 7+ Very Good

DISTANCE FROM CENTRE

  • Less than 1 km
  • Less than 3 km
  • Less than 5 km

Holiday rental deals in Shelter Island Heights

We have selected the best holiday accommodation by the sea in Shelter Island Heights. Bluepillow allows you to save money, by finding the best rates on the main vacation rental websites in Shelter Island Heights

  • Fordham House

    • Hotel
    10 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 14.2 mi (22.8 km) from ...
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  • The Shoals Suites and Slips

    • Hotel
    8.9 Fabulous (58)
    When you stay at The Shoals Suites and Slips in Southold, you'll be near the bay, within a 5-minute drive of The Old Field Vineyards and Mattebella Vineyards. This hotel is 16.5 mi (26.5 km) from Wolffer ...
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  • Cliffside Resort Condominiums

    • Hotel
    8.8 Fabulous (553)
    When you stay at Cliffside Resort Condominiums in Greenport, you'll be near the beach, within a 5-minute drive of Kontokosta Winery and Stony Brook Eastern Long Island Hospital. This beach condo is 15.4 ...
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  • West Neck Guesthouse

    • Hotel
    7.4 Very Good (72)
    When you stay at West Neck Guesthouse in Shelter Island Heights, you'll be near the beach, within a 15-minute walk of Shelter Island Country Club and Sunset Beach. This bed & breakfast is 11.7 mi (18.8 ...
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  • 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. ...
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  • 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 ...
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  • French Country Cottage

    • Hotel
    9.8 Exceptional (26)
    French Country Cottage is situated in East Marion and offers a tennis court and a terrace. The air-conditioned accommodation is 4.2 km from Greenport, and guests benefit from complimentary WiFi and private ...
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  • 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 ...
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  • Charming Greenport Gem 1, 1 Mile to Ferry!

    • 6 Guests · 2Bedrooms
    6.7 Pleasant (6)
    Charming Greenport Gem 1, 1 Mile to Ferry! is situated in Greenport. The accommodation is 42 km from the Splish Splash and has free WiFi throughout the property. ...
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  • Quaint DT Greenport Apt - 2 Mi to Shelter Island!

    • 2 Guests · 1Bedroom
    9.7 Exceptional (105)
    Situated in Greenport, Quaint DT Greenport Apt - 2 Mi to Shelter Island! features accommodation with a patio and free WiFi. The Splish Splash is within 43 km of the apartment. ...
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  • 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 ...
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  • 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 ...
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  • Greenport Home with Furnished Patio, Walk Downtown!

    • 8 Guests · 3Bedrooms
    9.8 Exceptional (30)
    Situated in Greenport, Greenport Home with Furnished Patio, Walk Downtown! features accommodation with a patio and free WiFi. This holiday home is 42 km from Splish Splash. ...
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  • 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 ...
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  • 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 ...
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  • Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

    • 6 Guests · 2Bedrooms
    9.8 Exceptional (52)
    Located in Greenport, this condo is in the city center and on the beach. Greenport Farmers' Market and Wolffer Estates Vineyard are worth checking out if shopping is on the agenda, while those wishing ...
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  • 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 ...
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  • Cottage fields of Lavender by the Sea 5min Greenport Shelter Isl

    • 6 Guests · 3Bedrooms
    10 Exceptional (4)
    Boasting air-conditioned accommodation with a balcony, Cottage fields of Lavender by the Sea 5min Greenport Shelter Isl is located in East Marion. It is situated 44 km from Montauk Point Lighthouse and ...
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  • Victorian Seasons 1 Bedroom Carriage House Duplex

    • 2 Guests · 1Bedroom
    10 Exceptional (4)

    Welcome to the Victorian Seasons One bedroom Carriage House Duplex. Nestled between wildlife preserves and protected land, Victorian Seasons is a significantly important historic site that dates ...
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  • Greenport Village Vacationer's Delight

    • 7 Guests · 3Bedrooms
    9 Exceptional (4)
    Situated in Greenport, within 41 km of Splish Splash, Greenport Village Vacationer's Delight offers accommodation with free WiFi, air conditioning and a garden. This holiday home features accommodation ...
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Bed and breakfast offers in Shelter Island Heights by the sea

Are you looking for an accommodation in Shelter Island Heights and do you want to save money? Choose from 6 Bed & Breakfasts in Shelter Island Heights

  • House on Chase Creek

    • Hotel
    9.2 Exceptional (212)
    Set in Shelter Island Heights, House on Chase Creek offers accommodation with free WiFi, air conditioning and access to a garden with a terrace. There is a private bathroom with shower in all units, along ...
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  • 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 ...
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  • 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 ...
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  • 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. ...
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  • 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. ...
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  • West Neck Guesthouse

    • Hotel
    7.4 Very Good (72)
    Situated in Shelter Island Heights, West Neck Guesthouse features free WiFi, and guests can enjoy free bikes and a garden. Every unit has a private bathroom and bath, air conditioning, a flat-screen TV ...
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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?

Hotels in Shelter Island Heights, our top selection just for you

Are you looking for hotels in Shelter Island Heights? Here is a selection of the best hotels in Shelter Island Heights

  • The Pridwin Hotel

    • Hotel
    8 Fabulous (95)
    Located on Crescent Beach, this Shelter Island hotel boasts an outdoor pool overlooking the bay, a private beach, free WiFi and rooms with cable TV. The North Ferry is 2 miles away. Rooms at The Pridwin ...
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  • American Beech Hotel

    • Hotel
    8.8 Fabulous (301)
    American Beech Hotel has free bikes, garden, a restaurant and bar in Greenport. This 4-star hotel offers free WiFi. The property is allergy-free and is situated 42 km from Splish Splash. ...
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  • The Harbor Front Inn

    • Hotel
    8.9 Fabulous (774)
    Offering a seasonal outdoor swimming pool and a fitness centre, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available. Beach access is 1.9 ...
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  • Sound View Greenport

    • Hotel
    8.3 Fabulous (816)
    Set on the North Fork in Greenport, 157 km from New York City, Sound View Greenport features a seasonal outdoor pool and views of the Long Island Sound. Guests can enjoy a drink at the bar. All the rooms ...
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  • Southold Beach Motel

    • Hotel
    8.3 Fabulous (253)
    Located in Southold, Southold Beach Motel is on the beach. The area's natural beauty can be seen at Horton Point Park and Shell Beach, while Railroad Museum of Long Island and East End Seaport Maritime ...
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  • Zey Hotel

    • Hotel
    9.2 Exceptional (786)
    With a stay at Zey Hotel in Greenport, you'll be near the beach, just a 3-minute walk from Greenport Farmers' Market and 5 minutes by foot from Camera Obscura. This boutique hotel is 13.8 mi (22.3 km) ...
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  • The Menhaden

    • Hotel
    9.2 Exceptional (120)
    Located in Greenport, The Menhaden is near the beach, within a 5-minute walk of Camera Obscura and East End Seaport Maritime Museum. This hotel is 13.5 mi (21.7 km) from Wolffer Estates Vineyard and 0.1 ...
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  • The Blue Inn At North Fork

    • Hotel
    8.5 Fabulous (417)
    When you stay at The Blue Inn At North Fork in East Marion, you'll be near the beach, within a 5-minute drive of Kontokosta Winery and Camera Obscura. This hotel is 2.6 mi (4.1 km) from Greenport Carousel ...
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  • The Shoals Suites and Slips

    • Hotel
    8.9 Fabulous (58)
    When you stay at The Shoals Suites and Slips in Southold, you'll be near the bay, within a 5-minute drive of The Old Field Vineyards and Mattebella Vineyards. This hotel is 16.5 mi (26.5 km) from Wolffer ...
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  • Shelter Island House

    • Hotel
    8.3 Fabulous (145)
    Located in Shelter Island Heights, Shelter Island House is next to a golf course and near the beach. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced ...
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  • The Chequit

    • Hotel
    8.6 Fabulous (13)
    With a stay at The Chequit in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sunset Beach. This hotel is 12 mi (19.3 km) from Wolffer Estates ...
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  • Greenporter Hotel

    • Hotel
    8.8 Fabulous (3)
    Located in Greenport, Greenporter Hotel is in a shopping district, within a 5-minute walk of Railroad Museum of Long Island and Camera Obscura. This hotel is 13.6 mi (21.8 km) from Wolffer Estates Vineyard ...
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  • Hotel Moraine

    • Hotel
    Located in Greenport, 39 km from Splish Splash, Hotel Moraine provides accommodation with free bikes, free private parking, a seasonal outdoor swimming pool and a fitness centre. A sun terrace, an on-site ...
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  • The Shoals

    • Hotel
    8.5 Fabulous (46)
    Located in Southold, this aparthotel is near the beach. The Old Field Vineyards and Greenport Carousel are worth checking out if an activity is on the agenda, while those wishing to experience the area's ...
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  • The Chequit

    • Hotel
    8.4 Fabulous (5)
    Located near the beach, The Chequit is in The Heights, a neighborhood in Shelter Island Heights. East End Seaport Maritime Museum and Railroad Museum of Long Island are cultural highlights, and some of ...
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  • Dering Harbor Inn

    • Hotel
    4.6 Pleasant (24)
    Dering Harbor Inn is located on the waterfront and in an area with good shopping. Sylvester Manor and Havens House are notable landmarks, and the area's natural beauty can be seen at Mashomack Preserve ...
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  • THE PRIDWIN

    • Hotel
    The North Ferry is 2 miles and the South Ferry is 5 miles from the property-The Shelter Island Yacht Club-Sylvester Manor Educational Farm and Shelter Island Country Club are 2 miles away The Pridwin is ...
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  • Silver Sands Motel & Beach Bungalows

    • Hotel
    Set in Greenport, 41 km from Splish Splash, Silver Sands Motel & Beach Bungalows offers accommodation with a garden, free private parking, a restaurant and a bar. With free WiFi, this 4-star hotel offers ...
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  • Sunset Beach Hotel

    • Hotel
    Situated in Shelter Island Heights, Sunset Beach Hotel offers 3-star accommodation with a terrace, a restaurant and a bar. The accommodation features nightclub and a concierge service. At the hotel, the ...
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The best hotels with swimming pool in Shelter Island Heights

Book your relaxing holiday, by choosing the best deals at hotels with swimming pools in Shelter Island Heights

  • Southold Beach Motel

    • Hotel
    8.3 Fabulous (253)
    Located in Southold, Southold Beach Motel is on the beach. The area's natural beauty can be seen at Horton Point Park and Shell Beach, while Railroad Museum of Long Island and East End Seaport Maritime ...
    Check Availability

  • The Gallery Hotel

    • Hotel
    9.2 Exceptional (786)
    Located in Greenport, The Gallery Hotel is near the beach. 67 Steps Beach and Norman E. Klipp Marine Park reflect the area's natural beauty and area attractions include Railroad Museum of Long Island and ...
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  • Sound View Greenport

    • Hotel
    8.3 Fabulous (816)
    Set on the North Fork in Greenport, 157 km from New York City, Sound View Greenport features a seasonal outdoor pool and views of the Long Island Sound. Guests can enjoy a drink at the bar. All the rooms ...
    Check Availability

  • The Harbor Front Inn

    • Hotel
    8.9 Fabulous (774)
    Offering a seasonal outdoor swimming pool and a fitness centre, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available. Beach access is 1.9 ...
    Check Availability

  • American Beech Hotel

    • Hotel
    8.8 Fabulous (301)
    American Beech Hotel has free bikes, garden, a restaurant and bar in Greenport. This 4-star hotel offers free WiFi. The property is allergy-free and is situated 42 km from Splish Splash. ...
    Check Availability

  • The Pridwin Hotel

    • Hotel
    8 Fabulous (95)
    Located on Crescent Beach, this Shelter Island hotel boasts an outdoor pool overlooking the bay, a private beach, free WiFi and rooms with cable TV. The North Ferry is 2 miles away. Rooms at The Pridwin ...
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  • Greenporter Hotel

    • Hotel
    8.8 Fabulous (3)
    Featuring a 1950’s retro décor, the rooms at Greenporter Hotel rooms have modern amenities like a flat-screen cable TV and a refrigerator. On weekends a continental breakfast with bagels, cereals, oatmeal, ...
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  • The Menhaden

    • Hotel
    9.2 Exceptional (120)
    Located in Greenport, The Menhaden is near the beach, within a 5-minute walk of Camera Obscura and East End Seaport Maritime Museum. This hotel is 13.5 mi (21.7 km) from Wolffer Estates Vineyard and 0.1 ...
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  • The Blue Inn At North Fork

    • Hotel
    8.5 Fabulous (417)
    When you stay at The Blue Inn At North Fork in East Marion, you'll be near the beach, within a 5-minute drive of Kontokosta Winery and Camera Obscura. This hotel is 2.6 mi (4.1 km) from Greenport Carousel ...
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  • The Chequit

    • Hotel
    8.6 Fabulous (13)
    With a stay at The Chequit in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sunset Beach. This hotel is 12 mi (19.3 km) from Wolffer Estates ...
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  • Hotel Moraine

    • Hotel
    Located in Greenport, Hotel Moraine is within a 5-minute drive of Kontokosta Winery and 67 Steps Beach. This beach hotel is 2.1 mi (3.4 km) from Greenport Carousel and 2.2 mi (3.5 km) from Safe Harbor ...
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  • Shelter Island House

    • Hotel
    8.3 Fabulous (145)
    Located in Shelter Island Heights, Shelter Island House is next to a golf course and near the beach. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced ...
    Check Availability

  • The Chequit

    • Hotel
    8.4 Fabulous (5)
    Located near the beach, The Chequit is in The Heights, a neighborhood in Shelter Island Heights. East End Seaport Maritime Museum and Railroad Museum of Long Island are cultural highlights, and some of ...
    Check Availability

  • THE PRIDWIN

    • Hotel
    The North Ferry is 2 miles and the South Ferry is 5 miles from the property-The Shelter Island Yacht Club-Sylvester Manor Educational Farm and Shelter Island Country Club are 2 miles away The Pridwin is ...
    Check Availability

  • Dering Harbor Inn

    • Hotel
    4.6 Pleasant (24)
    Dering Harbor Inn is located on the waterfront and in an area with good shopping. Sylvester Manor and Havens House are notable landmarks, and the area's natural beauty can be seen at Mashomack Preserve ...
    Check Availability

  • The Shoals Suites & Slips

    • Hotel
    8.9 Fabulous (58)
    The Shoals Suites & Slips is offering accommodation in Southold. This 4-star hotel has air-conditioned rooms with a private bathroom. Parking is free for guests, there is no extra charge. ...
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  • Silver Sands Motel & Beach Bungalows

    • Hotel
    Set in Greenport, 41 km from Splish Splash, Silver Sands Motel & Beach Bungalows offers accommodation with a garden, free private parking, a restaurant and a bar. With free WiFi, this 4-star hotel offers ...
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  • Sunset Beach Hotel

    • Hotel
    Situated in Shelter Island Heights, Sunset Beach Hotel offers 3-star accommodation with a terrace, a restaurant and a bar. The accommodation features nightclub and a concierge service. At the hotel, the ...
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Shelter Island Heights: where to stay

Where to stay in Shelter Island Heights? Accommodations? If you are a lone traveller, a small or large family or even a group, in Shelter Island Heights you can find many types of accommodation.
The accommodation in this area have had positive reviews from the tourists a total of 14,714 times, 9,974 reviews with a score of 10.0 Excellent and 2,157 reviews with a score of 8.0 Very Good.
In Shelter Island Heights you can find 549 apartments, 37 hotels, 42 b&bs, 503 independent homes, 50 villas, 5 farmhouses and much more.
Every need can be fulfilled thanks to the multitude of services that are available for you. Pets Allowed, Pool, Kitchen, Spa and Parking are the best features in the accommodation in Shelter Island Heights.

Shelter Island Heights and the best offers per the best accommodation

Shelter Island Heights is a touristic destination where the accommodation has an average cost of 606 pounds per night.

What to do in Shelter Island Heights

In Shelter Island Heights, the best accommodation near the sea can also be found near the major interest points.

Only a few km from the sea you can find 658 accommodation options available at the best price: 549 Apartments, 42 B&Bs, 37 Hotels, and much more. Below you can find the best apartments near the beaches.
A Shelter Island Heights, furthermore, much of the best accommodation is close to the best beaches in the area: 148 Apartments, B&Bs, Hotels, and much more.

Shelter Island Heights: What's the weather like?

Shelter Island Heights: are you wondering about the weather you might find during your holiday? Befor organizing a holiday we always think about the wheather we might find when we get there. In Shelter Island Heights the average yearly temperature is 14°C. During the hottest month, which in this case is July, the temperature can get up to 25°C.
Instead the coldest month is January, reaching a minimum temperature of 2°C.

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