Photo by Nina Dinoff

Search Jamesport Cottages

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cottages in Jamesport

Fairy Tale Guest Cottage in Magic Garden by Pool
Charming single-story house with a front entrance, porch, and well-manicured lawn.

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Situated in a lush environment, this two-story house features a wooden door and windows, surrounded by trees and shrubs, with a garden in the foreground.

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

9.8 out of 10, Exceptional, (92)
"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 on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Stroll through the serene surroundings of this charming home, where a lawn and well-manicured curb create a peaceful atmosphere.

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (90)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
$641 nightly
The price is $732
Sep 1 - Sep 2
Total includes taxes and fees
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Charming and Bright Cottage with Salt Water Pool
Relax in this stylish living room with a sofa set, coffee table, and side table, perfect for unwinding.

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (7)
"What a beautiful cottage. Clean and bright. Would definitely stay again!"
Charming and Bright Cottage with Salt Water Pool
Lovely Cottage in the Heart of Long Island Wine country
Cozy cabin with a front porch, surrounded by a deck and a fenced yard, perfect for outdoor dining and relaxation.

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (26)
"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
CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE
Relax on the ocean-view deck with a wooden railing, surrounded by lush greenery and a small table for dining or relaxation.

CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE

10.0 out of 10, Exceptional, (13)
"We had a wonderful stay here while visiting for a wedding. the bedrooms were both upstairs, FYI which I wasn't aware of from the listing but we made it work. The grounds were beautiful and lots of birds to enjoy. "
CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE
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. "
$1,074 nightly
The price is $1,227
Aug 14 - Aug 15
Total includes taxes and fees
Southampton cozy cottage by the beach
Cottage on Beach front Estate with Dockage .Walk to Village
Relax on the deck with a view of the calm lake, surrounded by lush trees and a well-manicured lawn.

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (70)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village
Hamptons Vacation Rental w/ Seasonal Pool!
Situated in a lush backyard, this cabin features a cozy front porch and a gravel path leading to the entrance.

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Enjoy a serene beach experience with calm waves gently lapping at the shore.

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

9.6 out of 10, Exceptional, (39)
"Really enjoyed our stay here and had a wonderful time exploring the area."
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Location and views! Located directly on Shinnecock Bay!
Relax in a comfortable living area with a flat-screen TV, sofa, and dining table.

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (27)
"Cute beach bungalow vibe. The outdoor space, grill, and firepit made this property worthwhile! Lori's a wonderful, accomodating host."
Location and views! Located directly on Shinnecock Bay!
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Escape to a secluded cabin surrounded by lush greenery and a serene natural environment.

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

10.0 out of 10, Exceptional, (11)
"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
Situated in a lush environment, this charming house features a front porch and well-maintained gardens.

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
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!
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Relax on the porch with a view of lush greenery, featuring a wicker sofa and a small table.

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)!
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!
Walk to Love Lane! Immaculately renovated private cottage.
Stroll through the serene front yard, lined with lush greenery and a meandering stone pathway, leading to a charming home with a distinctive black star decoration.

Walk to Love Lane! Immaculately renovated private cottage.

10.0 out of 10, Exceptional, (18)
"My wife and I stayed for the weekend for our Anniversary and this was the perfect location. Quaint and quite hideout with tons to do nearby."
Walk to Love Lane! Immaculately renovated private cottage.
Hidden gem! Southampton beach cottage
Relax in a spacious living area with a leather sofa, dining table, and kitchenette.

Hidden gem! Southampton beach cottage

$627 nightly
The price is $716
Aug 7 - Aug 8
Total includes taxes and fees
Hidden gem! Southampton beach cottage
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Charming single-story home with a gabled roof and inviting front porch.

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

10.0 out of 10, Exceptional, (27)
"This is great property - perfectly renovated and close to everything including a nice North Fork beach in walking distance. Our host Bill communicates well and has thought of everything - house is well appointed and tastefully renovated with AirCon and washer/dryer. Sheets and Towels are clean and high quality! A beautiful, lush and grassy yard awaits your kids and the fire pit is perfect. Bill, our host was very nice in providing suggestions on where to go and what to do - some very nice...
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Orient Village — Historic Bayfront Cottage — 2025 Season
Enjoy stunning views of the shoreline from this elevated deck, perfect for a relaxing day by the sea.

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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jamesport Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Our stay was everything we were looking for, waterfront, easy on/off the beach from our room, lounge chairs and umbrellas on the beach and nearby pool. Sunsets were amazing, lobster rolls in the piano bar were incredible. One day there was an issue with the kitchen and they brough complimentary spread to the pool area. July is expensive but it was definitely worth it. We live on Long Island and didn't have to deal with flying issues. Just a 2 hour drive and 4 days of relaxing sun....."
Brian 3-night trip
Posted 1 day ago
Sound View Greenport