A pebbled beach at sunset with a calm sea and a clear sky.

Jamesport Holiday Rentals

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Our top choices for Jamesport holiday rentals

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (255 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is AU$366
includes taxes & fees
14 June - 15 June
Cliffside Resort Condominiums

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (22 reviews)
"Great stay & great staff!"
United States
James
The price is AU$466
includes taxes & fees
16 June - 17 June
North Fork Resort

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
The price is AU$881
includes taxes & fees
15 June - 16 June
Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is AU$1,212
includes taxes & fees
12 June - 13 June
Charming Accommodations in the Hamptons

Town walking distance-Bridgehampton Cottage

Town walking distance-Bridgehampton Cottage
Bridgehampton
9.4 out of 10, Exceptional, (10 reviews)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
United States
Jim M.
The price is AU$2,573
includes taxes & fees
19 June - 20 June
Town walking distance-Bridgehampton Cottage

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
The price is AU$2,057
includes taxes & fees
13 June - 14 June
Black Swan Beachfront Home with Jacuzzi year round

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 AU$758
includes taxes & fees
29 June - 30 June
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
The price is AU$1,923
includes taxes & fees
12 June - 13 June
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is AU$2,696
includes taxes & fees
12 June - 13 June
Cozy 5 Bedroom With Wi-fi And Air Condition

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
The price is AU$4,463
includes taxes & fees
7 July - 8 July
East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

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 AU$2,196
includes taxes & fees
12 June - 13 June
Cozy Hamptons Escape 3BR Minutes From Beach!

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (29 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is AU$2,193
includes taxes & fees
12 June - 13 June
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Hamptons Vacation Rental w/ Salt Water Pool

Hamptons Vacation Rental w/ Salt Water Pool
3.0 star property
Hampton Bays
Hamptons Vacation Rental w/ Salt Water Pool

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
Southampton
10.0 out of 10, Exceptional, (23 reviews)
"Great property as advertised!!"
United States
robert b.
US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is AU$460
includes taxes & fees
1 July - 2 July
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
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 AU$4,650
includes taxes & fees
15 June - 16 June
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Water Mill
10.0 out of 10, Exceptional, (45 reviews)
"Amazing home and property in a great location!! Catherine was a wonderful and attentive host, making our stay thoroughly enjoyable. We look forward to staying here again in the near future. "
United States
Jesse M.
The price is AU$11,661
includes taxes & fees
15 June - 16 June
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Villa Luz Home for US Open visitors w private pool

Villa Luz Home for US Open visitors w private pool
Hampon Bays
9.6 out of 10, Exceptional, (24 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AU$2,733
includes taxes & fees
14 June - 15 June
Villa Luz Home for US Open visitors w private pool

West Hamptons 5BR 5Baths Heated pool

West Hamptons 5BR 5Baths Heated pool
Hamptons
The price is AU$3,522
includes taxes & fees
28 June - 29 June
West Hamptons 5BR 5Baths Heated pool

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
Tennis & Sea Escape - Hydrangeas in the Hamptons
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

Everything you need to know about Jamesport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jamesport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jamesport holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jamesport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamesport. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamesport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamesport holiday rentals we have selected for you start as low as AU$366 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jamesport rentals

At Expedia, we put the best Jamesport holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jamesport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jamesport holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamesport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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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?

Near the Hamptons - Private Pool, Jacuzzi Retreat: This holiday home rental outside of Jamesport offers an outdoor pool, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals will I find in Jamesport?

With 7 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.