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Our top choices for Jamesport bed & breakfast

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (218)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is HK$1,152
HK$1,628 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Sagaponack

Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is HK$3,848
HK$4,396 total
includes taxes & fees
6 Jan - 7 Jan 2026
Head of Pond House

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
The price is HK$2,603
HK$2,974 total
includes taxes & fees
23 Jan - 24 Jan 2026
Stirling House Bed & Breakfast

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
The price is HK$2,604
HK$3,375 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

The Jahmtons Guest Room

The Jahmtons Guest Room
Ridge
8.6 out of 10, Excellent, (31)
"I had such a nice and relaxing stay! The dogs were awesome and the owners very kind and easy to be around. Will definitely return when I’m back in the area. "
United States
Carolyn D.
The price is HK$1,049
HK$1,625 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Jahmtons Guest Room

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 HK$4,443
HK$6,399 total
includes taxes & fees
1 Jan - 2 Jan 2026
Large Room w use of pool/tennis in Spacious home

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Southold
10.0 out of 10, Exceptional, (1)
"Great experience. Wonderful hosts. "
United States
Mark L.
The price is HK$2,359
HK$3,059 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
The price is HK$2,441
HK$3,037 total
includes taxes & fees
1 Jan - 2 Jan 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
The price is HK$2,604
HK$3,375 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
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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Top Jamesport Hotel Reviews

Find out more about Jamesport

Jamesport B&B information

Number of reviews
434
Accommodation
28 B&B
Lowest Price
HK$1,625
Highest Price
HK$6,399

Frequently asked questions

Searching for B&Bs in Jamesport?
Whether you're on a romantic holiday and want to stay somewhere quiet, or you're travelling solo and hoping to meet fellow tourists, a B&B might be the right choice for your trip. When you want to explore some of the destination's attractions, Jason's Vineyard is worth a visit.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to socialise with other guests and tasty breakfasts, B&Bs provide a one-of-a-kind environment.
What are the best B&Bs in Jamesport?
Here are some B&Bs in the surrounding area: The Sagaponack: 16.6 mi (26.8 km) from the heart of Jamesport. Harpoon House: 9 rooms. 10.8 mi (17.4 km) from the city centre. Enjoy the bars and unique decor. Head of Pond House: 4 rooms. Situated 11.4 mi (18.4 km) from the heart of Jamesport. Enjoy the outdoor pool and patio area. Harbor Knoll Bed & Breakfast: 3 rooms. 14.9 mi (24 km) from the city centre. Enjoy the in-room pools and private garden. Vine & Sand: 4 rooms. Located 9.6 mi (15.5 km) from the core of Jamesport. Enjoy the free buffet breakfast and designer toiletries.
What's the best time of year to stay at a B&B in Jamesport?
When you're dreaming of a stay in Jamesport, 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 4°C. Average annual precipitation for Jamesport is 1430 mm.
What is there to do in Jamesport?
When you want to explore some things to do in Jamesport, consider a visit to Jason's Vineyard. Jamesport Vineyards and Martha Clara Vineyards are also some sites to visit if you want to see more of the area.
How can I get to and around Jamesport?
You can plan your excursions in and around Jamesport ahead of time with these transportation options. Fly into Westhampton, NY (FOK-Francis S. Gabreski), which is located 8.5 mi (13.7 km) away. You can also search for flights into East Hampton, NY (HTO), which is 17.2 mi (27.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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