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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 27 B&B in South Jamesport with updated reviews, rates, and availability.

The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (140)
"This property was nice. It was clean and comfortable. The bed could have been better there was a sip in the mattress. But we enjoyed our stay and the staff was courteous."
The price is AED 566
AED 793 total
includes taxes & fees
30 Mar - 31 Mar
The Sagaponack
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (115)
"Place was great! Love the area and place was also very clean and quiet. Great stay and would definitely come back."
The price is AED 643
AED 734 total
includes taxes & fees
30 Mar - 31 Mar
Harpoon House
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.6 out of 10, Exceptional, (67)
"We stayed with Carole for two nights, and we absolutely loved her place! The location was perfect for us—central and convenient. From the moment we arrived, we felt right at home. She has created such a warm and cozy space, and her hospitality made all the difference. We truly appreciated her kindness and how welcoming she was. Without a doubt, we’ll be staying with her again the next time we visit Long Island!"
The price is AED 496
AED 567 total
includes taxes & fees
1 Apr - 2 Apr
Carole's Place B & B
The 1708 House
Exterior

The 1708 House

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AED 931
AED 1,087 total
includes taxes & fees
13 Apr - 14 Apr
The 1708 House
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
Interior entrance

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 Jahmtons Guest Room
Outdoor pool, a heated pool

The Jahmtons Guest Room

9.0 out of 10, Wonderful, (25)
"Nice home. We were attending a wedding in Quogue, and this location was convenient. Wayne is a great host."
The price is AED 459
AED 650 total
includes taxes & fees
2 Apr - 3 Apr
The Jahmtons Guest Room
Stirling House Bed & Breakfast
Dock

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. "
The price is AED 1,230
AED 1,405 total
includes taxes & fees
31 Mar - 1 Apr
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, (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>
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 753
AED 1,091 total
includes taxes & fees
29 Mar - 30 Mar
Large Room w use of pool/tennis in Spacious home
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (9)
"We stayed here for our mini moon and couldn't have asked for a better weekend! We loved hanging out at the inn and getting to know Leueen and the other guests. The inn is walking distance to the main streets and the train. Will definitely visit again!"
Harbor Knoll Bed & Breakfast
The Farmhouse Bed and Breakfast
Garden

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (10)
"Lovely B&B run by a lovely couple"
The Farmhouse Bed and Breakfast
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
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
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 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
Shorecrest Bed and Breakfast
Garden

Shorecrest Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (18)
"We had a really nice, two night stay! The breakfasts were delicious and accommodations were really nice!"
Shorecrest 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
Fordham House
Exterior

Fordham House

3.0 star property
10.0 out of 10, Exceptional, (16)
"Fantastic couple runs this B&B. Very nice, helpful and accommodating!!!!!!! Beautiful House, Great Breakfast, Nice Area & Wonderful Hosts!"
Fordham 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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Other property types in South Jamesport

Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
The price is AED 636
AED 887 total
includes taxes & fees
13 Apr - 14 Apr
Cliffside Resort Condominiums
10 Bedroom Hampton House with a regulation size Pickleball
Pool

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Outdoor pool, a heated pool

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (19)
"Perfect spot for a girls weekend! Property/house as advertised, and the house was fully stocked with all amenities. Thanks for a wonderful stay!! "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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 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. The 1708 House: 7 rooms. Situated 10.4 mi (16.7 km) from the heart of South Jamesport. Enjoy the free full breakfast and fireplace in the lobby. Carole’s Place B & B: 2 rooms. 6.4 mi (10.3 km) from the heart of downtown. Enjoy the free full breakfast and outdoor pool. SEVEN - Shelter Island Guest House: 5 rooms. Located 14.7 mi (23.7 km) from the core of South Jamesport. Enjoy the designer toiletries and patio area.
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 Clovis Point 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.