The Best Hotels Closest to Sylvester Manor in Shelter Island Heights for 2026

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Our top choices for Sylvester Manor hotels

A serene landscape with a calm body of water reflecting trees with autumn foliage.

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

A sign for 'House on Chase Creek' with a duck illustration.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

1. House on Chase Creek

The Heights, 0.8 mi from Sylvester Manor

Tracey

$185 nightly

$211 total

Nov 2 - Nov 3

Total with taxes and fees

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A large, white building with multiple windows and a prominent tree in the foreground.

A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

2. The Chequit

The Heights, 1 mi from Sylvester Manor

Patrick

$165 nightly

$188 total

Nov 5 - Nov 6

Total with taxes and fees

A lakeside patio with outdoor seating and a view of the water.

A grassy area with trees and a view of a body of water.

A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.

3. Silver Sands Motel & Beach Bungalows

2.3 mi from Sylvester Manor

Keith

$230 nightly

$262 total

Nov 5 - Nov 6

Total with taxes and fees

A waterfront property with a large house, multiple boats docked, and lush greenery.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

A hotel lobby with a sofa, chairs, tables, and a large window.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

4. Sag Harbor Inn

5.5 mi from Sylvester Manor

Terri

$219 nightly

$250 total

Nov 1 - Nov 2

Total with taxes and fees

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

A storefront with a sign reading "THE SHOALS".

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

5. The Shoals Suites and Slips

3.3 mi from Sylvester Manor

Masayo

$210 nightly

$237 total

Nov 4 - Nov 5

Total with taxes and fees

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

A bar area with wooden bar stools and a bookshelf.

6. The Harbor Front Inn

2.2 mi from Sylvester Manor

Antrii

$188 nightly

$215 total

Nov 11 - Nov 12

Total with taxes and fees

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

A restaurant with a signboard listing its hours of operation.

A bar area with stools, a shelf with glasses, and decorative plants.

7. Zey Hotel

2.3 mi from Sylvester Manor

Renee

$164 nightly

$187 total

Nov 5 - Nov 6

Total with taxes and fees

A modern house with a deck, outdoor seating, and a fire pit.

A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.

A tented accommodation with a bed, television, and a small table with a chair.

A modern living room with a sofa, a dining table, and a kitchen area in the background.

8. North Fork Resort

2.9 mi from Sylvester Manor

Altynai

$275 nightly

$314 total

Oct 22 - Oct 23

Total with taxes and fees

A spacious room with wicker furniture, large windows, and a view of the sea.

A coastal building with large windows, a deck, and a view of the sea at sunset.

A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

A beach bar with wooden chairs and a small table, overlooking the sea.

9. Sound View Greenport

3.3 mi from Sylvester Manor

Christine

$172 nightly

$196 total

Nov 16 - Nov 17

Total with taxes and fees

A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.

A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

10. The Menhaden

2.2 mi from Sylvester Manor

Daniel

$369 nightly

$416 total

Nov 8 - Nov 9

Total with taxes and fees

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

A spacious living room with a fireplace, comfortable seating, and large windows.

A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

11. Faraway Sag Harbor

5.6 mi from Sylvester Manor

Thomas

$406 nightly

$464 total

Nov 16 - Nov 17

Total with taxes and fees

An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

A bathtub surrounded by candles and flower petals.

12. A Room At The Beach

9.7 mi from Sylvester Manor

Samantha

$296 nightly

$338 total

Oct 22 - Oct 23

Total with taxes and fees

A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

A dining area with a round table, chairs, a vase, and a painting on the wall.

A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

13. Oyster Estate

2.2 mi from Sylvester Manor

Allison

$248 nightly

$284 total

Nov 18 - Nov 19

Total with taxes and fees

14. East Hampton House Resort

11.6 mi from Sylvester Manor

Tina

$168 nightly

$192 total

Nov 4 - Nov 5

Total with taxes and fees

A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

15. Journey East Hampton

11.9 mi from Sylvester Manor

Erika

$262 nightly

$300 total

Nov 3 - Nov 4

Total with taxes and fees

A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

A large, modern house with a swimming pool, surrounded by lush greenery and trees.

A sliding glass door leading to an outdoor area with a pool and a wooden deck.

A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

16. East Hampton Art House Bed & Breakfast

9.5 mi from Sylvester Manor

IVAN

$452 nightly

$517 total

Nov 2 - Nov 3

Total with taxes and fees

An outdoor dining area with trees and tables under string lights.

A white house with a sign reading "The 1770 House Restaurant & Inn."

A restaurant with wooden beams, tables with white tablecloths, and a bar area.

A garden pathway leading to a white picket fence and a building with an American flag.

17. The 1770 House Restaurant & Inn

11.2 mi from Sylvester Manor

Lisa

$423 nightly

$550 total

Oct 22 - Oct 23

Total with taxes and fees

A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.

18. American Beech Hotel

2.2 mi from Sylvester Manor

Mary

$286 nightly

$327 total

Oct 25 - Oct 26

Total with taxes and fees

A dining area with a fireplace, bookshelves, and a view of the bar area.

A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

An outdoor wedding setup with white chairs, a table with floral arrangements, and a white canopy.

A room with two armchairs, a small table with a vase of flowers, and a patterned rug.

19. Bridgehampton Inn

9.8 mi from Sylvester Manor

Leslie

$299 nightly

$342 total

Oct 22 - Oct 23

Total with taxes and fees

20. Cliffside Resort Condominiums

3.1 mi from Sylvester Manor

William

$266 nightly

$304 total

Nov 12 - Nov 13

Total with taxes and fees

View all properties

Compare popular hotels close to Sylvester Manor

Property	Star rating	Guest rating
House on Chase Creek	9.4 Exceptional 87 reviews	View
The Chequit	9.2 Wonderful 70 reviews	View
Silver Sands Motel & Beach Bungalows	10.0 Exceptional 179 reviews	View
Sag Harbor Inn	9.4 Exceptional 681 reviews	View
The Shoals Suites and Slips	9.4 Exceptional 347 reviews	View

Top Sylvester Manor Hotel Reviews

Work and Play Special! Extended Stay Discount

8/10 Good

"Suited our needs just fine. Was a little smaller than we needed, but had everything we needed to be comfortable. Host was quick to respond to our needs during our stay. Price was on point to other properties on shelter island. Location to south ferry a plus."

Sound View Greenport

8/10 Good

"Great ocean sounds through the pen window!"

The Harbor Front Inn

8/10 Good

"The room was clean and the staff is always wonderful. Parking was a nightmare because of the festival which had nothing to do with the hotel. My only issue is the breakfast , I wish it had a little more so I don’t have to go down the street to get something to eat . Honestly it’s not even an issue we will continue to stay here because it is a very nice hotel"

The Menhaden

10/10 Excellent

"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."

Spacious 4-bedroom house in charming Shelter Island with AC

8/10 Good

"Great but would benefit from actual window treatment as there are none for privacy in bathroom and light in bedrooms. The lighting fixtures are also a bit scarce so at night it feels like being in a hospital with all the built-in ceiling lights… great place otherwise!"

House on Chase Creek

10/10 Excellent

"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"

Shelter Island Retreat With Pool, Home Theater, Close To Beach & Pet Friendly

10/10 Excellent

"This is a very comfortable, well appointed and well equipped house. It is perfect for a family or group of friends to enjoy recreation and creature comforts. We fully enjoyed the pool and pool house as we luckily had perfect days and nights to enjoy it all. Tara could not have been more helpful and accommodating host!"

Waterfront House With Dock And Private Beach

10/10 Excellent

"Beautiful waterfront view and aShort walk to the beach- perfect Shelter Island getaway!"

Chic Shelter Island A-Frame with Private Pool, Stylish Interiors, and...

10/10 Excellent

"Had a wonderful stay and will definitely be back. The property was immaculate inside and out, and the host was very responsive."

Other attractions near Sylvester Manor

Shelter Island Whale's Tail

10.0/10 (1 review)

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

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Shelter Island Historical Society

8.0/10 (1 review)

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

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Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

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Shelter Island Country Club

10.0/10 (3 reviews)

Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.

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Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

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Menhadden Lane Beach

8.8/10 (3 reviews)

Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?

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Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.

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Crescent Beach

9.4/10 (13 reviews)

Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

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Frequently asked questions

What are the top-rated hotels near Sylvester Manor?

Discover the top-rated hotels in Shelter Island Heights near Sylvester Manor, perfect for an unforgettable getaway.Greenport renovated farmhouseGreenport renovated farmhouse boasts an impressive review rating of 10 and is located just 3.6 miles from Sylvester Manor. This historic farmhouse offers travelers a unique and romantic experience, complete with a charming patio and a cozy fireplace for relaxing evenings. Guests can explore nearby beaches and enjoy activities like paddleboating, kayaking, and even winery tours. The full kitchen is equipped with modern appliances, making it ideal for those who love to cook and dine in.American Beech - Luxury 2 Bedroom Apartment 10Rated a perfect 10 by travelers, the American Beech - Luxury 2 Bedroom Apartment 10 is situated just 3.0 miles from Sylvester Manor. This luxurious apartment features a private patio and a warm fireplace, providing a cozy ambiance for travelers. Complimentary breakfast adds to the appeal, making it an excellent choice for travelers seeking comfort and convenience during their stay.Fordham HouseFordham House, a lovely 3-star hotel, is located 3.5 miles from Sylvester Manor and has earned a review rating of 10. Guests can enjoy a complimentary full breakfast on weekends, as well as free self-parking. The hotel features premium bedding and designer toiletries, ensuring a comfortable stay. Its nearby beaches makes it a perfect spot for those looking to enjoy the beauty of Shelter Island Heights.

What hotels are within walking distance to Sylvester Manor?

Discover the perfect stay near Sylvester Manor with a selection of top-rated hotels that combine comfort and convenience.West Neck GuesthouseWest Neck Guesthouse is a charming 3.5-star hotel located just a 17-minute walk from Sylvester Manor, making it an ideal choice for travelers looking to explore the area. With a review rating of 8.0, travelers appreciate the cozy atmosphere and the convenience of amenities like free daily breakfast and a kitchenette in every room. The hotel also features a beautiful garden and offers complimentary bicycles for a leisurely ride around Shelter Island Heights.

How much is a hotel near Sylvester Manor?

Staying near Sylvester Manor is a treat, with plenty of hotels from $187 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.

What are the most popular family-friendly hotels near Sylvester Manor?

Finding the perfect family-friendly stay near Sylvester Manor is easy with these top-rated hotels that cater to travelers of all ages.Greenport renovated farmhouseGreenport renovated farmhouse is a delightful retreat just 3.6 miles from Sylvester Manor, with an exceptional review rating of 10. This family-friendly hotel features amenities designed for families, including a fully equipped kitchen, games for children, and a travel crib. Guests can also enjoy the lovely patio and garden, perfect for outdoor family activities. With access to nearby paddleboating and beaches, this farmhouse becomes a wonderful home base for family adventures.The Pridwin HotelThe Pridwin Hotel is just 2.0 miles from Sylvester Manor and boasts a remarkable review rating of 9.4 alongside a 4-star designation. This family-friendly hotel provides a range of amenities for younger travelers, including a pool with a gate, daily housekeeping, and a kids' menu at the on-site restaurant. Families can also take advantage of free breakfast and enjoy the beautiful beachfront area, making it a perfect spot for a memorable family getaway.Sound View GreenportLocated 4.9 miles from Sylvester Manor, Sound View Greenport is a charming 4-star hotel rated 8.4 by travelers. This hotel is ideal for families, offering connecting rooms, free cribs, and an accessible pool. Guests can indulge in delicious meals at the beachfront restaurant and enjoy free breakfast daily. With a beautiful terrace and direct beach access, families can create lasting memories in a picturesque setting.

Which hotels near Sylvester Manor offer the best views?

Explore the best hotels near Sylvester Manor that offer stunning views and top-rated accommodations.The Pridwin HotelLocated just 2.0 miles from Sylvester Manor, The Pridwin Hotel offers a delightful stay with a review rating of 9.4 and a 4-star designation. Guests can enjoy ocean views from many areas, including the restaurant and spa. Onsite amenities include a pool, a full-service spa with hydrotherapy treatments, and free breakfast daily. The hotel also provides easy access to the beach and a ferry terminal shuttle, enhancing the overall traveler experience.Sound View GreenportSound View Greenport is a charming 4-star hotel situated 4.9 miles from Sylvester Manor, with a review rating of 8.4. Guests enjoy stunning ocean views from the restaurant and various rooms. With a lovely beachfront terrace, self-parking, and outdoor tennis, this hotel is perfect for those who appreciate scenic beauty and recreational activities. The hotel also features a poolside bar and a fully equipped kitchen in select rooms for added convenience.Hotel MoraineHotel Moraine, rated 9.8 by travelers, is located just 4.7 miles from Sylvester Manor. This beautiful retreat boasts breathtaking sea views and a private beach, making it an idyllic choice for those seeking relaxation. Guests can take advantage of amenities such as a pool, free daily breakfast, and yoga classes onsite. The hotel also offers easy access to nearby kayaking and winery tours, ensuring a memorable stay.

What are the best affordable hotels near Sylvester Manor?

For travelers seeking affordable stays near the beautiful Sylvester Manor, there are several top-rated options that won't break the bank.Greenport renovated farmhouseJust 3.6 miles from Sylvester Manor, the Greenport renovated farmhouse offers a perfect blend of comfort and charm, with a perfect review rating of 10. Families will appreciate the onsite amenities like a kitchen with modern appliances and a patio for relaxing evenings. Guests can also enjoy nearby activities such as paddleboating and beach outings, making it an ideal retreat for family fun.American Beech - Luxury 2 Bedroom Apartment 10Located only 3.0 miles from Sylvester Manor, the American Beech - Luxury 2 Bedroom Apartment 10 has a stunning review rating of 10. This apartment is perfect for families or couples, offering free breakfast to start your day right. The cozy fireplace and inviting patio create a romantic atmosphere, ensuring a memorable stay for travelers.Fordham HouseFordham House, a charming 3-star hotel just 3.5 miles from Sylvester Manor, boasts a perfect review rating of 10. Ideal for families, it offers free weekend breakfasts and self-parking, along with premium bedding for a restful night. Guests can also enjoy nearby beaches and designer toiletries, adding a touch of luxury to their affordable getaway.

What are the best boutique hotels near Sylvester Manor?

For those seeking a top-rated boutique hotel experience near Sylvester Manor, look no further. These charming accommodations offer a unique blend of style and comfort, perfect for your getaway.Zey HotelZey Hotel is a delightful 3.5-star boutique hotel located just 3.2 miles from Sylvester Manor, rated 9.2 by travelers. This adults-only retreat features a lovely terrace and free daily breakfast, making it an excellent choice for couples or solo travelers looking for a serene escape. Guests can enjoy complimentary beach access nearby, as well as comfortable rooms equipped with premium bedding, minibars, and free toiletries. With a focus on personalized service, the concierge is available to assist with local recommendations.

Are there any hotels with pools close to Sylvester Manor?

For a refreshing stay near Sylvester Manor, check out these top-rated hotels with pools that offer a blend of comfort and fun.Sound View GreenportSound View Greenport, a 4-star hotel situated 4.9 miles from Sylvester Manor, has a favorable review rating of 8.4. This hotel features a lovely pool with a poolside bar and umbrellas, perfect for unwinding. Guests can indulge in beachfront dining, enjoy complimentary breakfast, and relax on the sand beach, creating a memorable vacation experience.Hotel MoraineHotel Moraine is a luxurious choice just 4.7 miles from Sylvester Manor, with an impressive review rating of 9.8. Guests can enjoy a beautiful pool equipped with sun loungers and umbrellas, along with accessible features for everyone. Additional amenities include free breakfast, beach towels, and onsite yoga classes, making it perfect for a relaxing getaway.Greenporter HotelLocated only 2.8 miles from Sylvester Manor, Greenporter Hotel offers a delightful experience with a review rating of 9.2. The hotel features a shared pool with secure facilities and sun loungers, ensuring a comfortable and relaxing atmosphere. Guests can also enjoy a hot tub, early check-in options, and access to nearby winery tours, ideal for a charming retreat.

What are the best pet-friendly hotels near Sylvester Manor?

For travelers seeking top-rated pet-friendly hotels near Sylvester Manor, these options offer a welcoming stay for both you and your furry friends.Hotel MoraineHotel Moraine, just 4.7 miles from Sylvester Manor, is a superb choice for pet owners, offering amenities that include pet-friendly rooms and service animals allowed. Rated 9.8 by travelers, this hotel also features a stunning sea view, free breakfast, and a beautiful beachfront area. Guests can enjoy a range of activities like kayaking, motorboating, and yoga classes right on-site.The Harbor Front InnThe Harbor Front Inn is a charming 3.5-star hotel located only 2.9 miles from Sylvester Manor. With a review rating of 8.8, this inn welcomes pets with open arms, providing in-room pet accommodations. Guests can relax on the terrace or take a dip in the pool, while other amenities include complimentary breakfast and 24-hour access to fitness facilities, making it an ideal choice for a comfortable stay.American Beech HotelAmerican Beech Hotel, situated 3.1 miles from Sylvester Manor, is another excellent option for travelers with pets, featuring in-room pet accommodations and food and water bowls for your furry companions. This 3.5-star hotel boasts a review rating of 8.8 and offers complimentary breakfast, a beautiful garden, and easy access to nearby beaches, ensuring travelers have a memorable and enjoyable stay.

Can I book a fully refundable hotel close to Sylvester Manor?

Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Sylvester Manor", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.

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Find hotels near Sylvester Manor, Shelter Island Heights from $187

Check prices for these dates

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Our top choices for Sylvester Manor hotels

1. House on Chase Creek

2. The Chequit

3. Silver Sands Motel & Beach Bungalows

4. Sag Harbor Inn

5. The Shoals Suites and Slips

6. The Harbor Front Inn

7. Zey Hotel

8. North Fork Resort

9. Sound View Greenport

10. The Menhaden

11. Faraway Sag Harbor

12. A Room At The Beach

13. Oyster Estate

14. East Hampton House Resort

15. Journey East Hampton

16. East Hampton Art House Bed & Breakfast

17. The 1770 House Restaurant & Inn

18. American Beech Hotel

19. Bridgehampton Inn

20. Cliffside Resort Condominiums

Compare popular hotels close to Sylvester Manor

Top Sylvester Manor Hotel Reviews

Work and Play Special! Extended Stay Discount

Sound View Greenport

The Harbor Front Inn

The Menhaden

Spacious 4-bedroom house in charming Shelter Island with AC

House on Chase Creek

Shelter Island Retreat With Pool, Home Theater, Close To Beach & Pet Friendly

Waterfront House With Dock And Private Beach

Chic Shelter Island A-Frame with Private Pool, Stylish Interiors, and...

Other attractions near Sylvester Manor

Shelter Island Whale's Tail

Shelter Island Historical Society

Havens House

Shelter Island Country Club

Gardiner's Bay Country Club

Menhadden Lane Beach

Mashomack Preserve

Crescent Beach

Frequently asked questions

Explore a world of travel with Expedia