Jamesport Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Jamesport vacation rentals

10.0 out of 10, Exceptional, (1 review)
The price is ¥8,564
¥70,266 total
includes taxes & fees
Jan 29 - Jan 30
Seabreeze #3: Cozy Cottage by the beach

Vacation Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3 reviews)
"good experience"
United States
Anonymous traveler
The price is ¥92,622
¥181,308 total
includes taxes & fees
Feb 9 - Feb 10
Beautifully farmhouse
4.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is ¥186,739
¥226,150 total
includes taxes & fees
Jan 31 - Feb 1
Canoe Place Waterfront Residences
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ¥23,355
¥197,459 total
includes taxes & fees
Jan 28 - Jan 29
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is ¥39,364
¥84,479 total
includes taxes & fees
Feb 8 - Feb 9
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is ¥47,662
¥101,545 total
includes taxes & fees
Jan 29 - Jan 30
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ¥18,370
¥30,866 total
includes taxes & fees
Jan 28 - Jan 29
American Beech in Greenport - Petite King Room 7
6.8 out of 10, (27 reviews)
"This is an adequate place to stay. That's about it"
United States
Maureen T.
The price is ¥8,408
¥31,132 total
includes taxes & fees
Jan 28 - Jan 29
Walk to Beach 2BR Near Dining & Shopping
9.6 out of 10, Exceptional, (23 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ¥15,283
¥205,470 total
includes taxes & fees
Jan 28 - Jan 29
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
10.0 out of 10, Exceptional, (1 review)
The price is ¥46,710
¥132,172 total
includes taxes & fees
Feb 16 - Feb 17
Beach cottage, private road, private beach, private mooring, private parking.
10.0 out of 10, Exceptional, (1 review)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is ¥58,855
¥116,518 total
includes taxes & fees
Feb 1 - Feb 2
4-bedroom beach house minutes from Hamptons
The price is ¥21,798
¥98,734 total
includes taxes & fees
Feb 1 - Feb 2
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace

Apartment in Mastic

South Shore Studio in Mastic
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is ¥20,840
¥35,099 total
includes taxes & fees
Jan 28 - Jan 29
South Shore Studio in Mastic
9.0 out of 10, Wonderful, (10 reviews)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is ¥55,351
¥131,192 total
includes taxes & fees
Jan 31 - Feb 1
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is ¥61,594
¥110,583 total
includes taxes & fees
Feb 25 - Feb 26
Modern Vacation home. Close to The Hamptons
The price is ¥69,181
¥140,770 total
includes taxes & fees
Feb 2 - Feb 3
Newly Renovated Sag Harbor Beach House with Pool

Vacation Home in Hampton Bays

Immaculate Waterfront 2 bedroom!
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is ¥50,170
¥97,006 total
includes taxes & fees
Jan 29 - Jan 30
Immaculate Waterfront 2 bedroom!
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ¥11,578
¥73,548 total
includes taxes & fees
Feb 3 - Feb 4
Seabreeze #4: Charming Cottage Footsteps to the Beach
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is ¥69,467
¥171,254 total
includes taxes & fees
Jan 28 - Jan 29
Minutes from the beach, brand new 4 bedroom

Vacation Home in Greenport

Northfork Townhouse walk to all
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is ¥42,375
¥88,978 total
includes taxes & fees
Jan 28 - Jan 29
Northfork Townhouse walk to all
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

Top Jamesport Hotel Reviews

Find out more about Jamesport

Search for holiday rentals in Jamesport on Expedia! You can easily find your home rentals, villas, holiday apartments in Jamesport using one of the methods below:

  • View our selection of featured holiday rentals in Jamesport
  • Use the map to find apartments and other holiday homes in the Jamesport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jamesport while they last

Look no further and take a look at our great range of rental properties in Jamesport!

Frequently asked questions

Are there vacation rentals in Jamesport?

Yes, we have vacation rentals near the most popular sights in Jamesport, or you can go with a more remote option if you're looking for a relaxing stay. Jamesport is known for its beaches and wineries.

What are some of the best vacation home rentals that Jamesport has to offer?

The SandPiper : This vacation home rental outside of Jamesport is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Jamesport?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Jamesport stay.

What can I see and do in Jamesport?

While exploring the area, visit family-friendly sights like Safari Adventure, or get outside and enjoy nature at Meschutt Beach. In the larger area, you’ll find Jason's Vineyard and Jamesport Vineyards.

What are vacation rentals like in Jamesport?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Jamesport. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for small groups.