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Browse Select South Jamesport Cottages

Poppys Private Beach Paradise: Wading River, North

10.0 out of 10, Exceptional, (3)
"On Long Island for a wedding. We enjoyed the stay, it was clean and bright. Property manager was VERY responsive. Would highly recommend!!! "
Poppys Private Beach Paradise: Wading River, North

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (171)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country

Pace's Place Close to North Fork Vineyards

10.0 out of 10, Exceptional, (36)
"If you’re looking for a quick visit to the winery’s this is the perfect place. Beautifully decorated, very responsive host and location is ideal!"
Pace's Place Close to North Fork Vineyards

Walk to Love Lane! Immaculately renovated private cottage.

10.0 out of 10, Exceptional, (14)
"Great private location. Awesome if you have a dog. Easy to get to everything."
Walk to Love Lane! Immaculately renovated private cottage.

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (5)
"My husband and I stayed here for a weekend in September and loved every minute. Cottage was well decorated, very clean and had everything you would need. We loved the outdoor shower and the host was so accommodating and thoughtful. Highly recommend and hope to return soon. "
Charming and Bright Cottage with Salt Water Pool

Southold Cottage w/ Patio & Grill - Walk to Beach!

Southold Cottage w/ Patio & Grill - Walk to Beach!

Town walking distance-Bridgehampton Cottage

9.4 out of 10, Exceptional, (10)
"Great last minute stay with our pup. House offered ability to have our dog and a back yard for him to play."
Town walking distance-Bridgehampton Cottage

Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays

2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent Host, great stay, beautiful property and set up and very modern."
Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays

Beachfront Romance: Rustic Home w/ Private Beach

9.2 out of 10, Wonderful, (46)
"We were looking for a small and private beach house getaway for the weekend and found this hidden gem. Our property manager, Debbie, made herself available throughout our stay to answer all of our questions. Everything needed for our comfort weekend was provided. We strongly recommend this place for those who are looking to get away from the hustle and bustle of city life. We will be returning! "
Beachfront Romance: Rustic Home w/ Private Beach

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"We enjoyed our stay. The location was great and the owner was available for questions. "
Location and views! Located directly on Shinnecock Bay!

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

10.0 out of 10, Exceptional, (24)
"A five star review is not enough for this beautiful property! It is so well appointed, with everything you can possibly imagine to make your stay nothing less than perfect! It is an immaculate place that is decorated beautifully and the moment you open the door here you know you’ve chosen a charming and beautiful place to stay. The owner, Bill, was readily available prior to arriving to answer any questions we had. Even after we were here, he was in communication with us, which is always a...
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Cozy Cottage on the North Fork Close to Vineyards & Beaches

9.8 out of 10, Exceptional, (36)
"Such a cute cottage and perfect location. We loved the cottage decor and cleanliness. (I’m picky) Wineries and towns were close by and easily accessible. All communication was timely and helpful. Would stay again. "
Cozy Cottage on the North Fork Close to Vineyards & Beaches

Hamptons Vacation Rental w/ Seasonal Pool!

10.0 out of 10, Exceptional, (5)
"My family enjoyed staying at this lovely property. The backyard was especially great! My kids splashed in the heated pool and jumped on the trampoline every day! The location was ideal and very close to the beach. We would definitely return. "
Hamptons Vacation Rental w/ Seasonal Pool!

Peconic Sound Beach Home: Backyard & Vineyards

9.6 out of 10, Exceptional, (9)
"My family had a lovely stay at the peconic sound beach home. The location was amazing, close to a beautiful beach down the block, the home was clean and well appointed-the perfect beach house. Communication was excellent and we will definitely stay again!"
Peconic Sound Beach Home: Backyard & Vineyards

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (65)
"Me and my fiancée had a great time while staying at Mark and Eunyoung’a place. Location and property are great. However, what made the place special were hospitality and positivity of Mark. Thank you! "
Fairy Tale Guest Cottage in Magic Garden by Pool

1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum.

1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum.

Southampton Beach & Town Cottage

10.0 out of 10, Exceptional, (3)
"Great house, great location, great hosts. Highly recommend."
Southampton Beach & Town Cottage

Renovated 2 BR Guest House-Perfect for Apple, Pumpkin Picking & Vineyard Trips!

9.8 out of 10, Exceptional, (10)
"What a great little get away weekend in a beautiful cottage in the middle of wine country. Great host a lovely accommodations"
Renovated 2 BR Guest House-Perfect for Apple, Pumpkin Picking & Vineyard Trips!

Lovely Cottage in the Heart of Long Island Wine country

10.0 out of 10, Exceptional, (21)
"We love coming here-Eileen makes it so easy and we can’t get enough of the overall coziness and warmth of the place. Perfect for a quiet getaway!"
Lovely Cottage in the Heart of Long Island Wine country

Walk to Breakwater Beach in Heart of Wine Country

9.6 out of 10, Exceptional, (9)
"Very Nice house!. Clean and close to all the wineries. The beach was residents only parking and we did not have a pass. Was not a walk to it either. Maybe could have got a pass for the day, but we got there late and just drove in and out. We found out that a lot of the beaches in North Fork require Resident parking Passes. We really enjoyed our stay and found it very Relaxing.Thank you Carl for a nice home to hang out for a few days.."
Walk to Breakwater Beach in Heart of Wine Country
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

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court

5 bedroom Private Family Get Away w/ Heated Pool

10.0 out of 10, Exceptional, (13)
"We were a group age 3 to 75! The house was clean, well stocked and things for everyone’s interest. Our host, Carrie, was kind and responsive. It will be a beautiful memory of spending time with our children and grandchildren. "
5 bedroom Private Family Get Away w/ Heated Pool
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.