Photo by Todd Carroll

Jamesport Holiday Rentals

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Our top choices for Jamesport holiday rentals

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is HK$32,689
HK$57,624 total
includes taxes & fees
16 Jan - 17 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$429
HK$3,519 total
includes taxes & fees
21 Jan - 22 Jan
Seabreeze #4: Charming Cottage Footsteps to the Beach

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is HK$35,089
HK$49,782 total
includes taxes & fees
18 Jan - 19 Jan
Sag Harbor Water View w Dock 1.5ml from town

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$9,019
HK$10,922 total
includes taxes & fees
16 Jan - 17 Jan
Canoe Place Waterfront Residences

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is HK$31,190
HK$50,005 total
includes taxes & fees
20 Jan - 21 Jan
Spacious 5-bedroom house with water views and 2 houses from the bay.

South Shore Studio in Mastic

South Shore Studio in Mastic
2.0 star property
Mastic
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is HK$1,053
HK$1,773 total
includes taxes & fees
16 Jan - 17 Jan
South Shore Studio in Mastic

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Hampon Bays
9.6 out of 10, Exceptional, (22 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is HK$772
HK$10,423 total
includes taxes & fees
20 Jan - 21 Jan
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is HK$1,170
HK$9,924 total
includes taxes & fees
25 Jan - 26 Jan
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
Calverton
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 HK$2,408
HK$5,183 total
includes taxes & fees
16 Jan - 17 Jan
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
Laurel
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,106
HK$6,257 total
includes taxes & fees
19 Jan - 20 Jan
Beach cottage, private road, private beach, private mooring, private parking.

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$1,084
HK$1,764 total
includes taxes & fees
19 Jan - 20 Jan
American Beech in Greenport - Petite King Room 7

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
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 HK$2,300
HK$4,668 total
includes taxes & fees
5 Feb - 6 Feb
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is HK$9,357
HK$12,214 total
includes taxes & fees
18 Jan - 19 Jan
Cozy Hamptons Escape 3BR Minutes From Beach!

Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$429
HK$3,537 total
includes taxes & fees
29 Jan - 30 Jan
Seabreeze #3: Cozy Cottage by the beach

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is HK$12,437
HK$18,726 total
includes taxes & fees
11 Feb - 12 Feb
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (25 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is HK$2,090
HK$4,125 total
includes taxes & fees
4 Feb - 5 Feb
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Newly Renovated Sag Harbor Beach House with Pool

Newly Renovated Sag Harbor Beach House with Pool
2.0 star property
Sag Harbor
The price is HK$3,577
HK$7,215 total
includes taxes & fees
27 Jan - 28 Jan
Newly Renovated Sag Harbor Beach House with Pool

4-bedroom beach house minutes from Hamptons

4-bedroom beach house minutes from Hamptons
2.0 star property
Calverton
The price is HK$3,558
HK$6,595 total
includes taxes & fees
27 Jan - 28 Jan
4-bedroom beach house minutes from Hamptons

Beautifully farmhouse

Beautifully farmhouse
Southold
10.0 out of 10, Exceptional, (3 reviews)
"good experience"
United States
Anonymous traveller
The price is HK$4,679
HK$9,158 total
includes taxes & fees
19 Jan - 20 Jan
Beautifully farmhouse
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

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
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Frequently asked questions

Are there holiday rentals in Jamesport?

Yes, there are holiday rentals close to the most popular sights in Jamesport, or you can select a more secluded option if you're looking for a relaxing stay. Jamesport is known for its beaches and wineries.

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

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This holiday home rental outside of Jamesport offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Jamesport?

With 6 Expedia holiday rentals, you're guaranteed 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 Tiana Beach. In the wider area, you’ll find Jason's Vineyard and Jamesport Vineyards.

What are holiday rentals like in Jamesport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jamesport. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for small groups.