Bed and Breakfast in Shelter Island, NY

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Shelter Island, NY bed and breakfast
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12 Bed and Breakfasts and Inn in Shelter Island, NY

Best Shelter Island, NY bed and breakfasts with air conditioning

Seven Resort Style Inn Near Beach - Shelter Island, NY
9.9 96 reviews
Shelter Island, NY
28/07 – 31/07
£630/nighttotal: £1890 (3 )

Seven Resort Style Inn Near Beach

1 2
B&B , Shelter Island Heights
This charming bed and breakfast is located in Shelter Island Heights, just a short walk from the beach and within 1.6 kilometres of attractions like the Shelter Island Country Club and the Perlman Music Program. The establishment is highly rated by guests, receiving excellent marks for its location, cleanliness, and overall experience.
The guesthouse offers one bedroom with a private bathroom, suitable for up to two guests. You can enjoy a range of amenities, including a swimming pool, a terrace, a garden, a bar, a fitness centre, a tennis court, and free parking.
Long Island Sound Views | Free Breakfast & Pool - Shelter Island, NY
9.6 107 reviews
Shelter Island, NY
28/07 – 31/07
£395/nighttotal: £1185 (3 )

Long Island Sound Views | Free Breakfast & Pool

1 2
B&B , Southold
This apartment is located in Greenport, on the waterfront, with direct access to a private beach and is situated on a 22.5-hectare property close to the Mashomack Preserve, offering 18 kilometres of coastline. The apartment features a king-sized bed, a sitting area, a private balcony overlooking the beach, and access to an outdoor pool, yoga classes, and a restaurant, all within the 14-acre property.
Seven On Shelter - Luxury King Guest Room - Shelter Island, NY
10 4 reviews
Shelter Island, NY
28/07 – 31/07
£586/nighttotal: £1758 (3 )

Seven On Shelter - Luxury King Guest Room

1 2
B&B , Shelter Island Heights
SEVEN on Shelter Island, an award-winning guesthouse in Shelter Island Heights, is situated a short distance from Shelter Island's beaches and other attractions.
This newly restored inn offers two-guest accommodation with features including Cold Spring Apothecary toiletries, walk-in showers, goose-down comforters, and shared communal spaces, plus flat-screen TVs and readily available hosts.
The Greenport Suite—private Entry + Near The Beach - Shelter Island, NY
9.8 346 reviews
Shelter Island, NY
28/07 – 31/07
£278/nighttotal: £834 (3 )

The Greenport Suite—private Entry + Near The Beach

1 2
B&B , Greenport
This private suite is situated in Greenport Village, just a few blocks from the bay beaches, the harbour, and public transport, with the area's renowned wineries within a short drive or cycle ride. It has received excellent ratings for user experience, location, and cleanliness.
The suite features a comfortable bedroom, a modern bathroom, and a spacious entrance hall, suitable for a maximum of two guests. Amenities include a coffee machine, a kettle, a mini fridge, fresh towels, clean linen, high-quality toiletries, Wi-Fi, an iron, and a hairdryer, as well as a private patio for outdoor relaxation.

Best Shelter Island, NY bed and breakfasts with breakfast included

Harbor Knoll Bed And Breakfast - Shelter Island, NY
9.7 30 reviews
Shelter Island, NY
28/07 – 31/07
£562/nighttotal: £1686 (3 )

Harbor Knoll Bed And Breakfast

1 2
B&B , Greenport
Harbor Knoll Bed and Breakfast is situated in Greenport, a short distance from the town's beaches and within easy reach of attractions like Splish Splash, just 26 miles away. The property enjoys excellent ratings for location, cleanliness, and overall guest satisfaction.
The guest house offers comfortable accommodation with a choice of rooms featuring a private bathroom and a floor area of 21 square meters. Guests can enjoy a variety of amenities, including a swimming pool, a tennis court, a garden, a terrace, and a bar, as well as free Wi-Fi and parking.
Arbor View House Bed And Breakfast - Shelter Island, NY
9.3 34 reviews
Shelter Island, NY
30/06 – 07/07
£489/nighttotal: £3423 (7 )

Arbor View House Bed And Breakfast

1 2
B&B , East Marion
Arbor View House Bed and Breakfast is situated in East Marion, Long Island, just a short distance from Island End Golf and Country Club, the Railroad Museum of Long Island, and Hortons Point Lighthouse. The property has received excellent ratings for its location, cleanliness, and overall experience.
The guest house offers a single bedroom with a private bathroom, accommodating up to two guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, terrace, garden, spa, fitness centre, and tennis court, alongside a delicious breakfast and free Wi-Fi.
A Walk In The Woods Bed And Breakfast - Shelter Island, NY
9.8 16 reviews
Shelter Island, NY
28/07 – 31/07
£312/nighttotal: £936 (3 )

A Walk In The Woods Bed And Breakfast

1 2
B&B , Southold
This charming bed and breakfast is situated just a mile from Cedar Beach and five miles from Pindar Vineyards, offering easy access to the beautiful Long Island Sound and its surrounding attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The guest house has one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a private terrace, a garden, free Wi-Fi, and a complimentary breakfast, providing a relaxing and enjoyable stay.
Seven Resort Style Inn Near Beach - Shelter Island, NY
9.9 96 reviews
Shelter Island, NY
28/07 – 31/07
£630/nighttotal: £1890 (3 )

Seven Resort Style Inn Near Beach

1 2
B&B , Shelter Island Heights
This charming bed and breakfast is located in Shelter Island Heights, just a short walk from the beach and within 1.6 kilometres of attractions like the Shelter Island Country Club and the Perlman Music Program. The establishment is highly rated by guests, receiving excellent marks for its location, cleanliness, and overall experience.
The guesthouse offers one bedroom with a private bathroom, suitable for up to two guests. You can enjoy a range of amenities, including a swimming pool, a terrace, a garden, a bar, a fitness centre, a tennis court, and free parking.

Frequently asked questions about bed and breakfast in Shelter Island, NY

  • What are the must-see sights for first-time visitors on a day trip to Shelter Island, NY region?

    For a first-time visit, you should definitely check out the historic Mashomack Preserve for some beautiful nature walks. If you're looking for some history, the Shelter Island Historical Society Museum is a must-see, and don't forget to take a stroll along the waterfront and enjoy the views of the Shelter Island Harbour.
  • What are the best bed and breakfasts in Shelter Island, NY?

    Among the B&Bs in Shelter Island, NY, Master Suite At Redhouse, Sunny Country Cottage With Pool and Dogwood Dreams are the most popular ones.

  • What weather can travelers expect when exploring nature in Shelter Island, NY?

    Shelter Island has a classic temperate climate, so you can expect warm summers with average temperatures around 25 degrees Celsius and mild winters with average temperatures around 5 degrees Celsius. You'll want to pack for all types of weather, as it can be quite unpredictable.
  • What are the best bed and breakfasts with a pool in Shelter Island, NY?

  • What outdoor activities can visitors enjoy in and around Shelter Island, NY?

    There's plenty to do outdoors in Shelter Island! You can go for a swim at Crescent Beach, rent a kayak and explore the Shelter Island Harbour, or take a bike ride along the scenic County Road 48 which circles the island. If you're feeling adventurous, you can even go for a hike at the Mashomack Preserve.
  • What are the best bed and breakfasts for families and kids in Shelter Island, NY?

    The best B&Bs for families and kids in Shelter Island, NY are Master Suite At Redhouse, West Neck Guesthouse and Seven On Shelter - Queen Guest Room.

  • What local breakfast specialties can you enjoy in Shelter Island, NY region?

    For breakfast, Shelter Island has some great local spots. You can enjoy fresh seafood at the Duryea's Lobster Deck, or try the classic American breakfast at the Sunrise Cafe. Don't forget to try the Shelter Island Doughnuts, they are a local favourite.
  • What are the best pet friendly bed and breakfasts in Shelter Island, NY?

  • What are the best bed and breakfasts with parking in Shelter Island, NY?

    Master Suite At Redhouse, Dogwood Dreams and Casual Island Getaway - Walk To The Beach are the best B&Bs with parking in Shelter Island, NY.

Destinations nearby

Best Shelter Island, NY bed and breakfasts with a garden

House On Chase Creek - Shelter Island, NY
9.4 81 reviews
Shelter Island, NY
28/07 – 31/07
£330/nighttotal: £990 (3 )

House On Chase Creek

1 2
B&B , Shelter Island Heights
This guesthouse is situated in The Heights, a short distance from Shelter Island Country Club and Sunset Beach, both within 1.6 kilometres. It has received excellent ratings from previous guests.
The accommodation provides a tranquil outdoor space to relax, perfect for those visiting Shelter Island Heights for a golf getaway. Guests can enjoy free self-parking, Wi-Fi in public areas, and air conditioning.

Find the Best B&Bs with a Swimming Pool in Shelter Island, NY

Take a dip whenever you fancy, with on-site swimming pools at these B&Bs in Shelter Island, NY making every stay more refreshing.

The Pridwin- Waterview Room - Shelter Island, NY
10 1 review
Shelter Island, NY
30/06 – 07/07
£984/nighttotal: £6888 (7 )

The Pridwin- Waterview Room

1 2
B&B , Shelter Island Heights
This charming bed and breakfast is situated in Shelter Island Heights, just a short drive from the Shelter Island Lighthouse and a short walk from the village shops and restaurants. The peaceful waterfront setting offers breathtaking views of Crescent Beach and the Shelter Island Sound.
This cosy guesthouse has one bedroom and one bathroom, accommodating up to two guests. Enjoy a king-size bed, air conditioning, a swimming pool, a fitness centre, parking, and free Wi-Fi.

Find the Best Seaside Bed and Breakfasts in Shelter Island, NY

Take in the relaxing maritime atmosphere at shoreside bed and breakfasts a short distance from the coast in Shelter Island, NY.

Candlelite Inn Queen, Detached Private Bath - Shelter Island, NY
9.8 33 reviews
Shelter Island, NY
30/06 – 07/07
£354/nighttotal: £2478 (7 )

Candlelite Inn Queen, Detached Private Bath

1 2
B&B , Shelter Island

Explore 5-Star B&Bs in Shelter Island, NY

These upscale B&Bs in Shelter Island, NY set the standard for luxury, offering premium facilities and an exceptional level of service throughout.

The Pridwin- Private Studio Style Cottage. - Shelter Island, NY
Shelter Island, NY
30/06 – 07/07
£1379/nighttotal: £9653 (7 )

The Pridwin- Private Studio Style Cottage.

1 2
B&B , Shelter Island Heights

Our Favourite Bed and Breakfasts with Parking in Shelter Island, NY

These B&Bs in Shelter Island, NY include free on-site spaces to make your arrival entirely stress-free.

Arbor View House Bed And Breakfast - Shelter Island, NY
9.3 34 reviews
Shelter Island, NY
30/06 – 07/07
£489/nighttotal: £3423 (7 )

Arbor View House Bed And Breakfast

1 2
B&B , East Marion
House On Chase Creek - Shelter Island, NY
9.4 81 reviews
Shelter Island, NY
28/07 – 31/07
£330/nighttotal: £990 (3 )

House On Chase Creek

1 2
B&B , Shelter Island Heights
A Walk In The Woods Bed And Breakfast - Shelter Island, NY
9.8 16 reviews
Shelter Island, NY
28/07 – 31/07
£312/nighttotal: £936 (3 )

A Walk In The Woods Bed And Breakfast

1 2
B&B , Southold
Zey Hotel - Shelter Island, NY
8.5 257 reviews
Shelter Island, NY
28/07 – 31/07
£257/nighttotal: £771 (3 )

Zey Hotel

1 2
B&B , Greenport

Guest-Favourite B&Bs with a Jacuzzi in Shelter Island, NY

Whether you prefer a jacuzzi or a hot tub, these B&Bs in Shelter Island, NY feature private facilities.

A Walk In The Woods Bed And Breakfast - Shelter Island, NY
9.8 16 reviews
Shelter Island, NY
28/07 – 31/07
£312/nighttotal: £936 (3 )

A Walk In The Woods Bed And Breakfast

1 2
B&B , Southold

Compare Bed and Breakfasts with a Spa in Shelter Island, NY

Unwinding after a day in Shelter Island, NY is effortless in a bed and breakfast with an on-site spa.

A Walk In The Woods Bed And Breakfast - Shelter Island, NY
9.8 16 reviews
Shelter Island, NY
28/07 – 31/07
£312/nighttotal: £936 (3 )

A Walk In The Woods Bed And Breakfast

1 2
B&B , Southold
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