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Vacation rentals in Jamesport

Vacation rentals in Jamesport

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Jamesport

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Romantic Winery Luxury Apartment on a Vineyard!
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bath
    Romantic Winery Luxury Apartment on a Vineyard!

    Spend a relaxing few days at our romantic vineyard & winery in our newly finished 650 sq. ft. luxury apartment in beautiful Jamesport. Perfect for a romantic getaway in the heart of wine country. Everything has been designed for your comfort. Complimentary with apartment: a bottle of Pellegrino and meat & cheese platter; 2 glasses of wine and a thin-crust Neapolitan-style homemade pizza.

    What guests are saying:

    “Maryann & Sal's apartment above the tasting room at their winery is the absolute perfect spot for a weekend getaway to visit the North Fork Wine Trail. The location is great, very close to many other wineries, great restaurants, and a short drive to downtown Greenport where there a lot of nice shops, restaurants, and things to do. The apartment itself is lovely, spacious, and sparkling clean. Maryann and Sal leave a lot of nice touches...nice lotions in the bathroom, coffee in the kitchen, etc. There is also a beautiful view of their vineyard from the living room. Maryann and Sal are very nice, easy to work with, and quick to respond. They went above and beyond during our stay and helped my now fiance arrange a surprise proposal with champagne and flowers in the gazebo in their vineyard! It is an absolutely lovely place, we highly recommend, and we will definitely be back!”

  • Kirby Cottage in the heart of Wine Country
    SUPERHOSTEntire cottage · 6 guests · 4 beds · 1 bath
    Kirby Cottage in the heart of Wine Country

    This Kirby Cottage is in the heart of the Peconic Bay, providing private beach access to all members on the block. For over 60 years, my family has summered here, creating memories, making friends, and enjoying new experiences. Make it a family trip, a girls trip, or a romantic time with your significant other, our cottage is just for you! Surrounded by Wineries, Tanger Outlets, Hampton Bays, Water Parks, Aquariums, and much more, there is always something for everyone to do!

    What guests are saying:

    “Wonderful host and gorgeous block. Kirby lane has becoming memory lane the minute we got there. The backyard was neat facing open lot and the patio is good size for the 6 of us. The front porch was our morning work station and the private beach at the end of road was our afternoon retreat. Kitchen was fully equipped so only needed to bring your own food and condiments if you plan on cooking like we did. Close to vineyards and town although they weren’t reopened yet. If you are looking for small town, private block beach setting in Long Island, this is a wonderful place.”

  • Aqua - Superior King
    SUPERHOSTHotel room · 2 guests · 1 bed · 1 private bath
    Aqua - Superior King

    Located in the heart of Long Island’s wine country, Aqua by American Beech is just 1 ½ hours from Manhattan and within 3 miles of Jamesport Vineyard, Paumanok Vineyard and Sherwood House Vineyards, in are located. more than 50 wineries to enjoy and guests are in close proximity to all Hamptons and North Fork villages and enjoy priority reservations at the American Beech Restaurant in Greenport. The guest has to pay taxes and resort fee, $15 per night at the check in.

    What guests are saying:

    “My partner & I really needed to get away for the weekend. Given the current circumstances I was looking for a quite place in a great location to get away from Brooklyn, Aqua exceeded our expectations. The location is perfect and the outdoor space is very generous with comfy places to relax or tan. I will definitely be coming back here when the weather is warmer. The rooms doors open up to a beautiful social area with enough space to follow social distancing guidelines. I felt everything was cleaned properly and Javier sanitized our keys in front of us which put us at ease. 10/10 !”

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Popular amenities for Jamesport vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Jamesport

Private studio apartment
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Roomy Hamptons Apartment with Pool - Pet friendly!
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BEACH COTTAGE  with POOL in Hampton Bays
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BEACH COTTAGE with POOL in Hampton Bays
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MATTITUCK,The North Fork's #1 Winery & Beach Town!
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MATTITUCK,The North Fork's #1 Winery & Beach Town!
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Quiet Canoe Lake Cottage getaway
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Quiet Canoe Lake Cottage getaway
Price:$407 CAD/night
Cozy secluded get-a-way Cottage!
SUPERHOSTEntire guest suite
Cozy secluded get-a-way Cottage!
Price:$305 CAD/night
CHARMING OCEAN BUNGALOW
SUPERHOSTEntire guest suite
CHARMING OCEAN BUNGALOW
Price:$291 CAD/night
Victorian Home 1 Block from Beach
SUPERHOSTPrivate room
Victorian Home 1 Block from Beach
Price:$204 CAD/night
Renovated Cottage, steps to the Beach & Wine Trail
SUPERHOSTEntire cottage
Renovated Cottage, steps to the Beach & Wine Trail
Price:$478 CAD/night
Hamptons Waterfront- Great Location!
SUPERHOSTEntire house
Hamptons Waterfront- Great Location!
Price:$715 CAD/night
On Jamesport Vineyard, Enjoy a Glass of Wine and Jazz in the Vines
Entire house
On Jamesport Vineyard, Enjoy a Glass of Wine and Jazz in the Vines
Price:$8,074 CAD/night
Premier Waterfront Cottage 2
SUPERHOSTEntire house
Premier Waterfront Cottage 2
Price:$521 CAD/night
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