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Search B&B in Shelter Island Heights

April 2025

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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 40 B&B in Shelter Island Heights with updated reviews, rates, and availability.

The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (146)
"It’s okay for a night or two not a first or second choice however. The cosmetic upgrade for this property is okay in comparison to the cost of the stay. The doors only have a button lock on some cottages and seems like the original handle, it was loose and the key was sticking. Though I was accommodated with a different cottage that had a padlock as well, there was a visible mold and moisture issue causing the laminate floors to bubble. Some groundskeeping opportunities with pathways and the...
The price is SAR 777
SAR 1,081 total
includes taxes & fees
30 Apr - 1 May
The Sagaponack
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Our stay for just one evening was excellent. The bed was so comfortable. Had no aches in the morning. Forgot to ask the type/name if you can let me know. Very clean which is so important and smelled nice. Food and service excellent as well. Will stay again when in area. Thanks for everything. Lisa and Tom. "
The price is SAR 671
SAR 772 total
includes taxes & fees
28 Apr - 29 Apr
Inn at Harbor Hill Marina
The Captain Stannard
LED TV

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (219)
"Wonderful welcome and impeccable property. We will plan to go again!"
The price is SAR 739
SAR 820 total
includes taxes & fees
28 Apr - 29 Apr
The Captain Stannard
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (116)
"Place was great! Love the area and place was also very clean and quiet. Great stay and would definitely come back."
The price is SAR 1,242
SAR 1,419 total
includes taxes & fees
28 Apr - 29 Apr
Harpoon House
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.6 out of 10, Exceptional, (68)
"Excellent experienced bed-and-breakfast host. And she goes above and beyond! I left my wedding ring in the bathroom and she called me immediately and sent it overnight back to me. Highly recommend!"
Carole's Place B & B
Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (68)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is SAR 1,407
SAR 1,768 total
includes taxes & fees
28 Apr - 29 Apr
Mill House Inn
The Scranton Seahorse Inn
Staircase

The Scranton Seahorse Inn

3.0 star property
9.0 out of 10, Wonderful, (236)
"Amazing and too short. Loveliest little B&B with one of the best breakfasts I've ever had. Incredibly clean with updated bathroom(s). So quiet, even though almost full. Will be going back, regularly!"
The Scranton Seahorse Inn
Westbrook Inn B&B
Front of property

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (150)
"Westbrook Inn is a very quaint and clean Inn, much attention to detail and very warm and friendly atmosphere, will definitely be coming back!"
The price is SAR 772
SAR 857 total
includes taxes & fees
28 Apr - 29 Apr
Westbrook Inn B&B
The 1708 House
Exterior

The 1708 House

3.0 star property
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay here. The house is stunning, the service is fabulous. The best bed ever to sleep in! Great location and a fabulous breakfast. Thank you. "
The 1708 House
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (88)
"Very reasonably priced, clean, friendly, but basic."
The price is SAR 1,527
SAR 1,782 total
includes taxes & fees
11 May - 12 May
The Huntting Inn
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (77)
"Charming in every aspect. Highly recommend, Hosts are wonderful people."
The price is SAR 1,055
SAR 1,171 total
includes taxes & fees
28 Apr - 29 Apr
The Homestead
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
West Neck Guesthouse
Vine & Sand
Seasonal outdoor pool

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (7)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand
The Hedges Inn
Room One: Large Queen Guestroom | Egyptian cotton sheets, premium bedding, in-room safe

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (68)
"Super friendly staff, very accommodating! We can’t wait to return. "
The Hedges Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is SAR 1,561
SAR 1,783 total
includes taxes & fees
12 May - 13 May
East Hampton Art House Bed & Breakfast
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
Stirling House Bed & Breakfast
Property grounds

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
Stirling House Bed & Breakfast
James Pharmacy Bed & Breakfast
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (15)
"Great and historic. "
The price is SAR 1,134
SAR 1,709 total
includes taxes & fees
28 Apr - 29 Apr
James Pharmacy Bed & Breakfast
Arbor View House B&B
1 bedroom, Frette Italian sheets, premium bedding, pillowtop beds

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (13)
"This house was old but beautiful and decorated nicely inside. "
Arbor View House B&B
Historical Bed and breakfast<br>
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

Historical Bed and breakfast<br>

8.6 out of 10, Excellent, (4)
"Very great house , Owner was amazing and was very easy to contact and gave us early check in . Would definitely do it agian"
Historical Bed and breakfast<br>
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.
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Other property types in Shelter Island Heights

Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1162)
"Above and beyond what we expected for an off-season stay! Beautifully maintained property, gorgeous view from our room's balcony, kind and helpful staff. Will definitely be back in the near future."
The price is SAR 567
SAR 722 total
includes taxes & fees
12 May - 13 May
Montauk Manor
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (371)
"Perfect for a quick getaway. The location can’t be beat. Loved the beach-themed decor also."
The price is SAR 574
SAR 697 total
includes taxes & fees
28 Apr - 29 Apr
Montauk Oceanside Suites
Windward Shores Ocean Resort
Ocean View 2BD Corner King and Queen | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (282)
"Condo was great, family of 5 , clean, no hassle"
The price is SAR 535
SAR 693 total
includes taxes & fees
28 Apr - 29 Apr
Windward Shores Ocean Resort
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.

Frequently asked questions

Searching for B&Bs in Shelter Island Heights?
If you want to find a place to stay with fewer rooms than the traditional hotel and a cozy 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 the right choice for your stay?
With attentive service, opportunities to meet guests from other places, and tasty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Shelter Island Heights?
Check out these B&Bs in Shelter Island Heights: SEVEN - Shelter Island Guest House: 5 rooms. Enjoy the designer toiletries and patio area. West Neck Guesthouse: 6 rooms.
What's the best time of year to book my B&B in Shelter Island Heights?
When you’re dreaming of a stay in 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 temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.
What is there to do in Shelter Island Heights?
Travelers 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 might 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?
Planning your excursions in and around Shelter Island Heights is easier with these transportation options. Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) away from the city center. You can also search for flights into 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.