Jamesport Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Jamesport vacation rentals

Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets

Cottage in Greenport

North Fork Cottages & RV Resort
3.0 star property
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ￥33,019
￥37,725 total
includes taxes & fees
Apr 1 - Apr 2
North Fork Cottages & RV Resort
Condo | Terrace/patio

Aparthotel in Greenport

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is ￥27,599
￥38,454 total
includes taxes & fees
Mar 25 - Mar 26
Cliffside Resort Condominiums
Exterior detail

Vacation Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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 ￥71,542
￥133,425 total
includes taxes & fees
Mar 16 - Mar 17
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Property grounds

Cottage in Aquebogue

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
The price is ￥90,846
￥127,686 total
includes taxes & fees
Mar 15 - Mar 16
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Terrace/patio

Vacation Home in Mastic

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
10.0 out of 10, Exceptional, (28 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is ￥77,898
￥184,914 total
includes taxes & fees
Mar 16 - Mar 17
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Smart TV, books

Vacation Home in Rocky Point

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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 ￥42,692
￥85,177 total
includes taxes & fees
Mar 16 - Mar 17
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Fridge, microwave, oven, stovetop

Vacation Home in Shirley

Modern Vacation home. Close to The Hamptons
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 ￥39,771
￥82,567 total
includes taxes & fees
Mar 16 - Mar 17
Modern Vacation home. Close to The Hamptons
Interior

Vacation Home in Hampton Bays

Cozy Hamptons Escape 3BR Minutes From Beach!
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 ￥191,160
￥245,155 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Hamptons Escape 3BR Minutes From Beach!
Living area

Vacation Home in Wainscott

Cozy 5 Bedroom With Wi-fi And Air Condition
The price is ￥237,994
￥310,675 total
includes taxes & fees
Mar 26 - Mar 27
Cozy 5 Bedroom With Wi-fi And Air Condition
1 bedroom, free WiFi, bed sheets

Apartment in East Quogue

Hamptons apartment getaway
6.0 out of 10, (3 reviews)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
United States
Hilary K.
The price is ￥23,895
￥46,594 total
includes taxes & fees
Mar 26 - Mar 27
Hamptons apartment getaway
1 bedroom, free WiFi, bed sheets

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 ￥21,506
￥35,494 total
includes taxes & fees
Mar 16 - Mar 17
South Shore Studio in Mastic
Property grounds

Vacation Home in Southampton

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is ￥181,747
￥252,264 total
includes taxes & fees
Mar 15 - Mar 16
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Terrace/patio

Vacation Home in Hampton Bays

Black Swan Beachfront Home with Jacuzzi year round
9.6 out of 10, Exceptional, (15 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ￥50,020
￥179,891 total
includes taxes & fees
Mar 26 - Mar 27
Black Swan Beachfront Home with Jacuzzi year round
Smart TV, fireplace, computer monitors, printers

Vacation Home in Westhampton Beach

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
10.0 out of 10, Exceptional, (2 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is ￥228,675
￥349,351 total
includes taxes & fees
Mar 15 - Mar 16
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Interior

Vacation Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
The price is ￥215,055
￥363,817 total
includes taxes & fees
Mar 26 - Mar 27
Sag Harbor Water View w Dock 1.5ml from town
Sun loungers, beach towels

Vacation Home in Calverton

Cozy beach hose minutes from Hamptons
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 ￥68,285
￥128,200 total
includes taxes & fees
Mar 16 - Mar 17
Cozy beach hose minutes from Hamptons
Smart TV, books

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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 ￥52,569
￥103,739 total
includes taxes & fees
Mar 16 - Mar 17
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Interior

Vacation Home in Southampton

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.2 out of 10, Wonderful, (11 reviews)
"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."
United States
Harry V.
The price is ￥68,285
￥148,091 total
includes taxes & fees
Mar 15 - Mar 16
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Dining

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 ￥51,773
￥102,287 total
includes taxes & fees
Mar 26 - Mar 27
Immaculate Waterfront 2 bedroom!
Smart TV, fireplace, table tennis, books

Vacation Home in Water Mill

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
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 ￥430,110
￥863,956 total
includes taxes & fees
Mar 15 - Mar 16
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
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

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"The bar and amenities and food were good"
oriana 2-night trip
Posted 21 hours ago
Hilton Garden Inn Riverhead

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:

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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?

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!: This vacation home rental outside of Jamesport is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Ponquogue 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.