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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
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Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Compare 28 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, (158)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
$388 nightly
The price is $444
Jun 30 - Jul 1
Total includes taxes and fees
The Sagaponack
Harpoon House
Porch

Harpoon House

3.0 star property
8.2 out of 10, Very Good, (120)
"Great location"
$429 nightly
The price is $491
Jun 29 - Jun 30
Total includes taxes and fees
Harpoon House
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
10.0 out of 10, Exceptional, (35)
"Great location and excellent breakfast!"
Carole's Place B & B
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! "
$314 nightly
The price is $358
Jul 7 - Jul 8
Total includes taxes and fees
West Neck Guesthouse
Stirling House Bed & Breakfast
Beach/ocean view

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
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 Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (11)
"Lovely B&B run by a lovely couple"
The Farmhouse Bed and Breakfast
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (10)
"Beautiful bed and breakfast with gorgeous views. Close to shops and restaurants but far enough to be private and quiet. Will definitely be coming back"
Harbor Knoll Bed & Breakfast
The Jahmtons Guest Room
Outdoor pool, a heated pool

The Jahmtons Guest Room

8.6 out of 10, Excellent, (27)
"Really like the place. Nice setting, friendly owners, adorable dogs, comfortable room, and an amazing welcome."
$180 nightly
The price is $206
Jul 7 - Jul 8
Total includes taxes and fees
The Jahmtons Guest Room
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
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
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

$794 nightly
The price is $907
Jun 30 - Jul 1
Total includes taxes and fees
Large Room w use of pool/tennis in Spacious home
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
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
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
Fordham House
Exterior

Fordham House

3.0 star property
10.0 out of 10, Exceptional, (16)
Fordham House
North Fork Guest House
Exterior

North Fork Guest House

3.5 star property
9.8 out of 10, Exceptional, (10)
North Fork 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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Frequently asked questions

What is the nightly rate for a B&B in South Jamesport?
Prices for B&Bs in South Jamesport often vary, but you can find a great deal from $206 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at South Jamesport B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in South Jamesport?
The best time to book a B&B in South Jamesport is during the vibrant spring months of March to May. This period marks the peak season, drawing visitors who are eager to relish the blossoming landscapes and partake in outdoor activities. The temperate climate, typically ranging from the mid-40s to mid-70s Fahrenheit, creates an friendly space for those looking to explore the beautiful beaches and charming local vineyards.

May, in particular, shines as a popular month for travelers, offering a delightful blend of warm weather and lively events. This is an ideal time for leisurely strolls along the shore or engaging in wine tastings, allowing visitors to immerse themselves in the region's unique offerings while enjoying the stunning views of the Long Island Sound.

For those seeking a more budget-friendly experience, consider visiting in December. This month presents a quieter ambiance, superb for cozy getaways and enjoying the festive holiday spirit in a charming coastal setting.
What is the difference between a South Jamesport B&B and a hotel?
Every South Jamesport B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at South Jamesport B&Bs.