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Vacation rentals in Jamesport

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Jamesport vacation rentals

Other great vacation rentals in Jamesport

Guest favorite
A vibrant display at Jamesport Farm Brewery features colorful pumpkins and seasonal flowers arranged amidst hay bales. A welcoming sign is positioned at the center, with a ‘No Alcohol Beyond This Point’ notice nearby. Lush greenery surrounds the setup, enhancing the inviting atmosphere.
Cottage in North Fork
4.92 out of 5 average rating, 53 reviews

Beautiful cottage on East End

AshleyRating, 5 stars6 months ago
Vincent’s place was great for my husband, myself, our baby and my parents to stay when visiting Jamesport for a wedding. Beautiful cottage, close to everything, and Vincent was very easy to communicate with. Would stay here again
Top guest favorite
A stylish seating area is depicted, featuring an elegant chair paired with a textured pouf. A plant in a cylindrical pot adds a touch of greenery, while a partially open glass-paneled door leads to another room. Warm, natural light enhances the inviting ambiance.
Home in North Fork
4.91 out of 5 average rating, 22 reviews

Floresta House ~ Charming, Cozy, Family Friendly!

AnneRating, 5 stars4 months ago
Great hosts!!! They were always there if we needed, even shoveled snow first thing in the morning for us! House was better than we expected, plenty of room, beds so comfy and so close to everything! Just an overall very nice experience! We will be back!
Guest favorite
A bright and airy dining area features a round marble table surrounded by four contemporary chairs. Large windows provide ample natural light, highlighting views of the outdoor space and nearby water. Elegant wood beams accent the ceiling, adding warmth to the interior.
Home in North Fork
5 out of 5 average rating, 12 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 month ago
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!
Guest favorite
The spacious front porch features multiple seating areas, including outdoor sofas arranged around a central coffee table. A serene view of surrounding greenery is visible, with sunlight enhancing the welcoming atmosphere of this inviting outdoor space.
Home in North Fork
5 out of 5 average rating, 37 reviews

Restored Farmhouse + Pool in Heart of Wine Country

KymberleeRating, 5 stars9 months ago
Absolutely loved our time on the farm. As someone who grew up out on the North Fork it was a return home with the most beautiful surroundings. Post Labor Day, the pool was still open (and warm)! The sun was shining during our bike rides to the incredibly close beach, and we had fresh veggies from the farm stand, right out front, every day. Such a treat, cannot wait to stay again and make some more great memories with family and friends.
Guest favorite
A fire pit is centered on a grassy area, with vibrant flames flickering amidst burning wood. In the background, a sunset casts warm hues across the sky, while an open field stretches out softly, enhancing the serene outdoor setting.
Camper/RV in North Fork
4.9 out of 5 average rating, 82 reviews

Slide out camper on century old working farm

SeanRating, 5 stars8 months ago
I had a great stay. Very easy check in and check out, no problems at all. Host was friendly and responsive and had no issues with my late night arrival or early morning departure. Would absolutely stay here again.
Top guest favorite
A spacious wooden deck is showcased, featuring a grill and a large umbrella providing shade over a seating area with cushions. Potted plants are arranged around the space, enhancing the natural surroundings. Sunlight filters through the greenery, creating a serene outdoor environment.
Cottage in Hampton Bays
5 out of 5 average rating, 32 reviews

walk to bay, woods cottage

StephanieRating, 5 stars7 months ago
We had the most wonderful and peaceful fall weekend at Brooke’s cozy cottage to celebrate our anniversary, and it was truly unforgettable! The cottage itself is beautifully decorated and felt like a warm home away from home. Brooke went above and beyond to make our stay special, leaving us complimentary champagne and wine to kick off our celebration. The location was perfect for enjoying the crisp fall air and stunning foliage, providing the peaceful retreat we were hoping for. We can’t recommend this place enough and will definitely be back for another stay!
Top guest favorite
A peaceful outdoor area features a grassy lawn bordered by trees. A hammock can be seen gently swaying between two trees in the background. A fire pit sits in the foreground, with flames flickering, inviting relaxation and outdoor gatherings.
Home in North Fork
4.98 out of 5 average rating, 48 reviews

Le Petit Cottage, Southold, NY

CarolynRating, 5 stars4 weeks ago
Le Petit Cottage was an ideal stay. We enjoyed the location and David was very responsive and helpful. Would definitely stay there again.
Guest favorite
A sandy beach area is depicted with vibrant blue adirondack chairs and a striped umbrella providing shade. A kayak rests on the sandy shore, while a dog wearing a bandana sits happily in the foreground, overlooking the calm water.
Home in North Fork
5 out of 5 average rating, 16 reviews

Hang by the (Chel)SEA

JillRating, 5 stars1 week ago
Spent to my birthday here with my husband, dogs and toddler. Had my gender reveal birthday cake, outback under the sunset. Truly magical.✨ The backyard was ideal. Was able to tie the dogs to the deck with a 20 foot leash. It kept them contained to the backyard & away from beach goers on foot and other dogs. The dunes kept the backyard private you’re not staring at your neighbors. Felt so secluded. I also have some mobility issues and you couldn’t ask for an easier way to enjoy the beach & get your toes in the sand. The house & deck are spacious and easy to navigate with a walker. Was able to add extra days to our stay. Would 100% stay here again.

Quick stats about vacation rentals in Jamesport

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Jamesport?

    Experience the best of Jamesport with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Jamesport?

    Yes! Work meets play with ease at over 10 house rentals in Jamesport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Jamesport?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly house rentals in Jamesport?

    Four-legged friends are welcome in Jamesport. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in Jamesport have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Jamesport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Jamesport have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Jamesport. Enjoy a tailored experience with all the comforts you desire.

  • Are there Jamesport house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Jamesport, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Jamesport?

    Jamesport has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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