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Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

B&B in South Jamesport

The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (186)
"Great stay!"
The price is AED 606
AED 839 total
includes taxes & fees
14 Oct - 15 Oct
The Sagaponack
Harpoon House
Porch

Harpoon House

3.0 star property
8.4 out of 10, Very Good, (141)
"Cute spot"
The price is AED 1,183
AED 1,352 total
includes taxes & fees
4 Oct - 5 Oct
Harpoon House
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (58)
"Small B&B with a charming old school vibe. Second time we’ve stayed there and we will return."
The price is AED 551
AED 629 total
includes taxes & fees
5 Oct - 6 Oct
Carole's Place B & B
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (11)
"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
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, (37)
"Great property! Close to beach and super clean. "
The price is AED 1,313
AED 1,500 total
includes taxes & fees
17 Oct - 18 Oct
West Neck Guesthouse
The Jahmtons Guest Room
Pool

The Jahmtons Guest Room

8.6 out of 10, Excellent, (31)
"Very cozy room and nice people who owned the house. We only met Wayne but he was very cordial and kind. The dogs were wonderful as well :)"
The price is AED 496
AED 768 total
includes taxes & fees
11 Oct - 12 Oct
The Jahmtons Guest Room
Stirling House Bed & Breakfast
Beach/ocean view

Stirling House Bed & Breakfast

3.0 star property
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 !"
Stirling House Bed & Breakfast
Arbor View House B&B
Exterior

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House 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
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (11)
"It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. "
Harbor Knoll Bed & Breakfast
Head of Pond House
Exterior

Head of Pond House

3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful place with a very kind host. Highly recommend this place!"
Head of Pond House
Historical Bed and breakfast<br>
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

Historical Bed and breakfast<br>

8.8 out of 10, Excellent, (5)
"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>
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Exterior

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
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Interior

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

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
Large Room w use of pool/tennis in Spacious home
Outdoor dining

Large Room w use of pool/tennis in Spacious home

The price is AED 2,099
AED 3,028 total
includes taxes & fees
3 Oct - 4 Oct
Large Room w use of pool/tennis in Spacious home
Cozy and Stylish 1 Bedroom Guest Suite
Microwave, oven, stovetop, dishwasher

Cozy and Stylish 1 Bedroom Guest Suite

10.0 out of 10, Exceptional, (2)
"The place was clean and the hostess was very accommodating. The only drawback is it is in the basement and overhead you could hear the dogs."
Cozy and Stylish 1 Bedroom Guest Suite
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Interior

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

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...
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
SEVEN - Shelter Island Guest House
Kayaking

SEVEN - Shelter Island Guest House

2.5 star property
9.8 out of 10, Exceptional, (57)
"It was a beautiful place! Under construction however, Beth was Amazing! Amelia was so hospitable. Close to everything and it certainly helped that the weather was spectacular! Will definitely go back another time!"
SEVEN - Shelter Island Guest House
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 South Jamesport Hotel Reviews

Baron's Cove

Baron's Cove

10/10 Excellent
"Parking was free and really easy. Great proximity to the main street of town—you can easily walk, but it's not too close where it gets loud at night. The front staff and cleaning team were all lovely and super helpful. We loved the coffee bar in the mornings. "
Katherine 3-night trip
Posted 1 day ago
Baron's Cove

Frequently asked questions

Searching for B&Bs in South Jamesport?
If you're looking for something a little more offbeat than your standard hotel, a stay at a bed and breakfast could be a great option for your trip. If your ideal vacation to South Jamesport includes spending lots of time outside, South Jamesport Park is a good spot to enjoy the scenery.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to meet guests from other places, and breakfast served on site, B&Bs provide a truly one-of-a-kind setting.
What are the best B&Bs in South Jamesport?
Here are some B&Bs in the area: The Sagaponack: 16.6 mi (26.8 km) from the heart of South Jamesport.Harpoon House: 9 rooms. 10.3 mi (16.6 km) from the downtown core. Enjoy the bars and unique décor. West Neck Guesthouse: 6 rooms. Situated 15 mi (24.1 km) from the heart of South Jamesport. Vine & Sand: 4 rooms. 10.5 mi (17 km) from the heart of downtown. Enjoy the free buffet breakfast and designer toiletries. Stirling House Bed & Breakfast: 3 rooms. Located 16.3 mi (26.3 km) from the core of South Jamesport. Enjoy the free full breakfast and designer toiletries.
When should I stay at a B&B in South Jamesport?
When you're dreaming of a escape to South Jamesport, be sure to take into account the year-round temperatures. 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 39°F. Average annual precipitation for South Jamesport is 56 inches.
What is there to do in South Jamesport?
When you want to explore some things to do in South Jamesport, consider a visit to South Jamesport Park. Jamesport Vineyards and Harbes Family Farm are also some sites to visit if you want to see more of the area.
How can I get to and around South Jamesport?
Mapping out your trip in and around South Jamesport is easy with these transportation options. Fly into Westhampton, NY (FOK-Francis S. Gabreski), which is located 7.3 mi (11.8 km) from the heart of the city. Otherwise, look for flights into Shirley, NY (WSH-Brookhaven Calabro), which is 17.2 mi (27.7 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.