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Jamesport Holiday Rentals

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Holiday Rentals in Jamesport

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is NZ$382
includes taxes & fees
19 Nov - 20 Nov
North Fork Cottages & RV Resort

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays
10.0 out of 10, Exceptional, (12)
"This is a simple house with a great view right on the water. The beds and bedding were comfortable. Despite being on the water, it has a nice yard and little beach area. "
United States
Coleman H.
The price is NZ$2,123
includes taxes & fees
19 Nov - 20 Nov
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

South Shore Studio in Mastic

2.0 star property
Mastic
10.0 out of 10, Exceptional, (1)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is NZ$338
includes taxes & fees
19 Nov - 20 Nov
South Shore Studio in Mastic

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

Rocky Point
10.0 out of 10, Exceptional, (23)
"Pet friendly "
United States
Steven
The price is NZ$936
includes taxes & fees
22 Nov - 23 Nov
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Modern Vacation home. Close to The Hamptons

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is NZ$971
includes taxes & fees
22 Nov - 23 Nov
Modern Vacation home. Close to The Hamptons

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is NZ$800
includes taxes & fees
19 Nov - 20 Nov
Seabreeze #3: Cozy Cottage by the beach

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

Greenport
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is NZ$977
includes taxes & fees
1 Dec - 2 Dec
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Canoe Place Waterfront Residences

4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is NZ$4,252
includes taxes & fees
23 Nov - 24 Nov
Canoe Place Waterfront Residences

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

Water Mill
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is NZ$9,645
includes taxes & fees
19 Nov - 20 Nov
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
Calverton
8.6 out of 10, Excellent, (8)
"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "
United States
David D.
The price is NZ$1,170
includes taxes & fees
20 Nov - 21 Nov
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Hottub, ⛳️, htd pool, Sauna, Basketball

Mastic
10.0 out of 10, Exceptional, (27)
"Stayed here for my wedding weekends and absolutely loved the house! Very spacious and beautiful yard! Had so much fun "
United States
Tiffany I.
The price is NZ$2,045
includes taxes & fees
19 Nov - 20 Nov
Hottub, ⛳️, htd pool, Sauna, Basketball

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

Hampon Bays
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is NZ$2,238
includes taxes & fees
23 Nov - 24 Nov
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
The price is NZ$487
includes taxes & fees
19 Nov - 20 Nov
American Beech in Greenport - Petite King Room 7

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

2.0 star property
Southampton
9.0 out of 10, Wonderful, (4)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is NZ$1,027
includes taxes & fees
24 Nov - 25 Nov
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

4-bedroom beach house minutes from Hamptons

2.0 star property
Calverton
The price is NZ$1,086
includes taxes & fees
19 Nov - 20 Nov
4-bedroom beach house minutes from Hamptons

Beautifully farmhouse

Southold
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveller
The price is NZ$2,067
includes taxes & fees
19 Nov - 20 Nov
Beautifully farmhouse

Immaculate Waterfront 2 bedroom!

Hampton Bays
10.0 out of 10, Exceptional, (5)
"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 NZ$1,130
includes taxes & fees
20 Nov - 21 Nov
Immaculate Waterfront 2 bedroom!

Sag Harbor Water View w Dock 1.5ml from town

Bay Point
The price is NZ$11,248
includes taxes & fees
20 Nov - 21 Nov
Sag Harbor Water View w Dock 1.5ml from town

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

Sag Harbor
The price is NZ$11,344
includes taxes & fees
22 Nov - 23 Nov
Spacious 5-bedroom house with water views and 2 houses from the bay.

Work and Play Special! Extended Stay Discount

Shelter Island
10.0 out of 10, Exceptional, (52)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is NZ$2,342
includes taxes & fees
19 Nov - 20 Nov
Work and Play Special! Extended Stay Discount
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 favorite 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 depends 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 NZ$404 per night. Entering your travel dates in the search wizard you might find 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. 

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?

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available : This holiday home rental outside of Jamesport is located near the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Splish Splash Water Park, or get outside and enjoy nature at Meschutt Beach. In the wider area, you’ll find Jason's Vineyard and Clovis Point.

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.