A pebbled beach with a sunset and a distant bridge.

Bed and Breakfast in Shelter Island Heights

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Shelter Island Heights bed & breakfast

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

1. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (291 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is NZ$480
includes taxes & fees
3 Nov - 4 Nov
The Sagaponack
A living room with a stone fireplace, grey sofas, and a coffee table.

2. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (284 reviews)
"Had a great stay. Everything was fantastic."
United States
Deborah
The price is NZ$416
includes taxes & fees
11 Oct - 12 Oct
The Captain Stannard
A staircase with a white railing, a white chandelier, and framed artwork on the walls.

3. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (199 reviews)
"Wonderful place great location I definitely recommend!"
United States
Yuliya V
The price is NZ$496
includes taxes & fees
6 Oct - 7 Oct
Harpoon House
A dining area with a wooden table, chairs, and a view of greenery through large windows.

4. Carole's Place B & B

Carole's Place B & B
3.0 star property
East Quogue
9.8 out of 10, Exceptional, (88 reviews)
"I really enjoyed our stay here!"
United States
carolyn
The price is NZ$346
includes taxes & fees
23 Oct - 24 Oct
Carole's Place B & B
A beach with a lifeguard tower, sandy dunes, and the ocean.

5. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (131 reviews)
"Good location"
Canada
Josie
The price is NZ$748
includes taxes & fees
2 Nov - 3 Nov
The Huntting Inn
A house with a sloped roof, large windows, and a pathway leading to the entrance.

6. Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (90 reviews)
"Proximity to East Hampton stores - so close you can walk to most things, biggest asset of this property. Room was nice, bedding excellent."
United States
Rhett
The price is NZ$836
includes taxes & fees
12 Oct - 13 Oct
Mill House Inn
A patio area with outdoor seating, a gazebo, and flags.

7. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful property overlooking the water with delicious breakfast every morning. Loved our stay there!"
United States
Margarita
The price is NZ$367
includes taxes & fees
1 Nov - 2 Nov
Inn at Harbor Hill Marina
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

8. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65 reviews)
"The hosts were really nice and the breakfast is excellent!"
United States
IVAN
The price is NZ$920
includes taxes & fees
2 Nov - 3 Nov
East Hampton Art House Bed & Breakfast
A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

9. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (204 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
The price is NZ$586
includes taxes & fees
8 Oct - 9 Oct
Westbrook Inn B&B
A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.

10. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (109 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is NZ$463
includes taxes & fees
7 Oct - 8 Oct
The Homestead
A deck with a wicker sofa and cushions, surrounded by a white fence and trees.

11. Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
The price is NZ$1,439
includes taxes & fees
6 Oct - 7 Oct
Large Room w use of pool/tennis in Spacious home
A beach chair with a striped cushion and a bag with a floral design.

12. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.8 out of 10, Exceptional, (83 reviews)
"The staff was warm, welcoming, knowledgeable & helpful! The food was superb! The room was impeccable from cleanliness to the amenities provided! We absolutely loved our stay and cannot wait to return. "
United States
Lauren
The price is NZ$1,019
includes taxes & fees
6 Oct - 7 Oct
The Hedges Inn
Interior

13. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (251 reviews)
"The owner Michael and staff were awesome. Michael makes delicious breakfast. We will definitely stay again. Andersens"
United States
Vicki
The price is NZ$557
includes taxes & fees
2 Nov - 3 Nov
The Scranton Seahorse Inn
A dark blue SUV parked on a paved area with trees in the background.

14. Luxury B&B: Pool, Tennis, Free Local Rides

Luxury B&B: Pool, Tennis, Free Local Rides
Southampton
The price is NZ$928
includes taxes & fees
6 Oct - 7 Oct
Luxury B&B: Pool, Tennis, Free Local Rides
A spacious living room with a large sofa, a coffee table, and a television mounted on the wall.

15. Garden Oasis B&B w/ Pool & Bikes in Southampton

Garden Oasis B&B w/ Pool & Bikes in Southampton
Southampton
The price is NZ$1,749
includes taxes & fees
1 Nov - 2 Nov
Garden Oasis B&B w/ Pool & Bikes in Southampton
A bedroom with a bed, a window with blinds, a headboard, a painting of a landscape, and a nightstand with a vase of flowers.

16. B&B Near Shinnecock: Pool, Tennis, Beach Access

B&B Near Shinnecock: Pool, Tennis, Beach Access
Southampton
The price is NZ$862
includes taxes & fees
6 Oct - 7 Oct
B&B Near Shinnecock: Pool, Tennis, Beach Access
A dark-colored SUV parked on a paved surface with a wooded area in the background.

17. Lux Southampton B&B: Pool, Tennis, Gym & Bikes

Lux Southampton B&B: Pool, Tennis, Gym & Bikes
Southampton
The price is NZ$852
includes taxes & fees
6 Oct - 7 Oct
Lux Southampton B&B: Pool, Tennis, Gym & Bikes
A spacious living room with a large sofa, a coffee table, a fireplace, and a television mounted on the wall.

18. Private B&B w/ Pool, Gym, Tennis & Biocharger

Private B&B w/ Pool, Gym, Tennis & Biocharger
Southampton
The price is NZ$1,034
includes taxes & fees
6 Oct - 7 Oct
Private B&B w/ Pool, Gym, Tennis & Biocharger
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shelter Island Heights Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room for us, but they did not. Nonetheless, it was still a perfect stay. We played tennis and the courts were beautiful. The on-site restaurant was very yummy as well! I definitely recommend coming during the off season, as it is way less crowded in town and very relaxing."
Sarah 3-night trip
Posted 5 hours ago
Montauk Yacht Club

Find out more about Shelter Island Heights

Shelter Island Heights B&B information

Number of reviews
1,080
Accommodation
46 B&B
Lowest Price
NZ$346
Highest Price
NZ$1,749

Frequently asked questions

Searching for B&Bs in Shelter Island Heights?
If you want to find somewhere to stay with a small number of rooms and an intimate environment, a B&B might be a great fit for your trip to Shelter Island Heights. During your time in Shelter Island Heights, you might want to spend some time strolling along the water at Sunset Beach and Crescent Beach.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to socialise with other guests and of course a scrumptious breakfast, B&Bs provide a one-of-a-kind setting.
What are the top B&Bs in Shelter Island Heights?
Here are some well-liked B&Bs in the area: West Neck Guesthouse: 6 rooms. 0.6 mi (1 km) from the heart of Shelter Island Heights. The Sagaponack: 10.8 mi (17.4 km) from the city centre. Harpoon House: 9 rooms. Situated 13.7 mi (22 km) from the heart of Shelter Island Heights. Enjoy the bars and unique decor. The Hedges Inn: 12 rooms. Located 12.4 mi (19.9 km) from the core of Shelter Island Heights. Enjoy the free cooked breakfast and designer toiletries.
When is the best time to book my B&B in Shelter Island Heights?
When you're dreaming of a trip to Shelter Island Heights, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.
What is there to do in Shelter Island Heights?
Travellers looking to spend some time in nature enjoy Shelter Island Heights for its island views and beaches. Spend some time exploring Sunset Beach and Crescent Beach if you're hoping to see some of the area's natural features. You should put Shelter Island Country Club and Sylvester Manor on your list if you want to see more of the area.
How can I get to and around Shelter Island Heights?
You can plan your excursions in and around Shelter Island Heights ahead of time with these transportation options. Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) away from the heart of the city. Otherwise, you can search for flights to Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.