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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Cottages in Jamesport

Our top choices for Jamesport cottages

'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Property grounds

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (97)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!
Property grounds

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (96)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is AED 1,146
AED 2,337 total
includes taxes & fees
1 Oct - 2 Oct
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!
Southampton cozy cottage by the beach
Beach

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Sun loungers, beach towels

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.6 out of 10, Exceptional, (40)
"Really enjoyed our stay here and had a wonderful time exploring the area."
The price is AED 1,128
AED 2,182 total
includes taxes & fees
22 Sep - 23 Sep
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Pet-friendly Apt w/ Hot Tub Near the Hamptons!
Apartment (1 Bedroom) | Interior

Pet-friendly Apt w/ Hot Tub Near the Hamptons!

3.0 star property
Pet-friendly Apt w/ Hot Tub Near the Hamptons!
Fairy Tale Guest Cottage in Magic Garden by Pool
Exterior

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (72)
"In the Hamptons working a Vintage market so I barely got to enjoy this incredibly gorgeous home, but it was perfect for just me and the host were absolutely delightful so friendly and accommodating they even let me sleep in which I haven’t had a chance to do in sometime so that was much appreciated I rested better than I have in months in this sweet cottage on a beautiful property. They made sure I was taken care of while giving me speciation enjoy some much needed quiet time. It’s a stunning...
Fairy Tale Guest Cottage in Magic Garden by Pool
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Exterior

Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.

10.0 out of 10, Exceptional, (1)
"The little cottage in quaint Jamesport was perfect! Felt like you were back in simpler times and able to walk to near restaurants/ beach. Joe was always responsive with all questions. Hope to visit again soon! "
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Cottage on Beach front Estate with Dockage .Walk to Village
Terrace/patio

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (71)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village
Lovely Cottage in the Heart of Long Island Wine country
Exterior

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (27)
"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"
Lovely Cottage in the Heart of Long Island Wine country
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Terrace/patio

Lovely North Fork Beach Cottage (2 BR/2 bath)!

10.0 out of 10, Exceptional, (115)
"Lovely cottage on the Peconic Bay. We enjoyed our stay; found more than everything we needed. "
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Hidden gem! Southampton beach cottage
Smart TV

Hidden gem! Southampton beach cottage

10.0 out of 10, Exceptional, (1)
Hidden gem! Southampton beach cottage
Hamptons Vacation Rental w/ Seasonal Pool!
Cottage (3 Bedrooms) | Interior

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Exterior

Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!

10.0 out of 10, Exceptional, (12)
"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 Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Town walking distance-Bridgehampton Cottage
Exterior

Town walking distance-Bridgehampton Cottage

9.4 out of 10, Exceptional, (10)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
Town walking distance-Bridgehampton Cottage
Baiting Hollow Cozy Cottage w/Walk-to beach, Wineries, farmstands. horsefarms!
Beach nearby, sun loungers

Baiting Hollow Cozy Cottage w/Walk-to beach, Wineries, farmstands. horsefarms!

9.0 out of 10, Wonderful, (10)
"Great location near good dining options (Cooperage, Desmond's), vineyards, walk to beach. Comfortable bed. It's a cabin in the woods so damp and musty smell, like a cabin in the woods."
Baiting Hollow Cozy Cottage w/Walk-to beach, Wineries, farmstands. horsefarms!
Amazing Rocky Point Retreat Overlooking the Sound!
House (3 Bedrooms) | Interior

Amazing Rocky Point Retreat Overlooking the Sound!

3.0 star property
Amazing Rocky Point Retreat Overlooking the Sound!
Charming Rocky Point Home ~ 1 Mi to Beach!
House (3 Bedrooms) | Interior

Charming Rocky Point Home ~ 1 Mi to Beach!

3.0 star property
Charming Rocky Point Home ~ 1 Mi to Beach!
Orient Village — Historic Bayfront Cottage — 2025 Season
Terrace/patio

Orient Village — Historic Bayfront Cottage — 2025 Season

10.0 out of 10, Exceptional, (22)
"Beautiful place with great views and a private beach! Great food and nature nearby, and very accommodating host!"
Orient Village — Historic Bayfront Cottage — 2025 Season
Hampton Cottage.
Exterior

Hampton Cottage.

10.0 out of 10, Exceptional, (4)
"we had a great stay at this property. the house was perfect. great value for the price. it is new and modern and extremely clean. the area itself was also nice. on a dead end street so nice and secluded. the host also included many amenities for guests to use which was a plus. would definitely stay here again. "
Hampton Cottage.
Walk to Breakwater Beach in Heart of Wine Country
Property grounds

Walk to Breakwater Beach in Heart of Wine Country

9.8 out of 10, Exceptional, (12)
"Light filled, beautifully appointed home that was more than we expected. Gorgeous multiple outdoor areas. Seamless entry and exit. Would happily visit again. "
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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Top Jamesport Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great location ,beautiful hotel,nice staff"
ROBERT 1-night trip
Posted 9 days ago
The Harbor Front Inn
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound"
christine 2-night trip
Posted 2 weeks ago
Sound View Greenport

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