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Jamesport Holiday Rentals

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Holiday Rentals in Jamesport

What Heat Wave? HamptonsGetaway: July 2025 Shorter Stays Available

10.0 out of 10, Exceptional, (86)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
The price is AU$6,485
includes taxes & fees
10 July - 11 July
What Heat Wave? HamptonsGetaway: July 2025 Shorter Stays Available

Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

2.0 star property
7.6 out of 10, Good, (5)
"We had a fantastic stay! The home was exactly as described — clean and very comfortable. The location was perfect. We loved being close to town. Communication was smooth and easy — Frank was quick to respond. We’d absolutely stay here again and recommend it to anyone visiting the area! "
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi

Sag Harbor Water View w Dock

The price is AU$11,340
includes taxes & fees
17 July - 18 July
Sag Harbor Water View w Dock

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

The price is AU$9,544
includes taxes & fees
1 July - 2 July
Spacious 5-bedroom house with water views and 2 houses from the bay.

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

10.0 out of 10, Exceptional, (1)
"Great location to see all the eastern LI towns. The house is well appointed and nicely decorated. Easy communication with the host. "
The price is AU$1,924
includes taxes & fees
20 July - 21 July
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Stunning Southampton Village Modern Home

The price is AU$26,282
includes taxes & fees
29 June - 30 June
Stunning Southampton Village Modern Home

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is AU$3,588
includes taxes & fees
5 July - 6 July
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Contemporary w Spacious Open Design for dates in August/LDW

2.0 star property
The price is AU$4,045
includes taxes & fees
27 June - 28 June
Contemporary w Spacious Open Design for dates in August/LDW

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
The price is AU$2,414
includes taxes & fees
30 June - 1 July
Charming Village home in the heart of Southampton

Minutes from the beach, brand new 4 bedroom

The price is AU$2,264
includes taxes & fees
3 July - 4 July
Minutes from the beach, brand new 4 bedroom

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
The price is AU$631
includes taxes & fees
30 June - 1 July
American Beech in Greenport - Petite King Room 7

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is AU$738
includes taxes & fees
22 July - 23 July
American Beech in Greenport NY - King Suite 1

American Beech - King Suite 2

10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
The price is AU$672
includes taxes & fees
30 June - 1 July
American Beech - King Suite 2

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
The price is AU$860
includes taxes & fees
1 July - 2 July
American Beech - Deluxe King Suite 14

American Beech - Deluxe King 5

8.6 out of 10, Excellent, (4)
"I thoroughly enjoyed my stay. I was upgraded before arriving at the hotel and was very pleased with my stay. The staff were kind and accommodating, I will definitely return."
The price is AU$738
includes taxes & fees
22 July - 23 July
American Beech - Deluxe King 5

American Beech in Greenport - Deluxe King Suite 11

The price is AU$701
includes taxes & fees
30 June - 1 July
American Beech in Greenport - Deluxe King Suite 11

American Beech in Greenport - Deluxe King 4

The price is AU$715
includes taxes & fees
30 June - 1 July
American Beech in Greenport - Deluxe King 4

American Beech in Greenport - Deluxe King 6

2.0 out of 10, (1)
"Not as advertised. Very disappointed "
The price is AU$734
includes taxes & fees
7 July - 8 July
American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King Suite 12

The price is AU$701
includes taxes & fees
30 June - 1 July
American Beech in Greenport - Deluxe King Suite 12

American Beech in Greenport - King Suite 3

The price is AU$662
includes taxes & fees
30 June - 1 July
American Beech in Greenport - King Suite 3
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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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 5 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 Splish Splash Water Park, or get outside and enjoy nature at Meschutt 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.