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

Jamesport Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Jamesport vacation rentals

Dining

1. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
$303 nightly
The price is $346
Sep 28 - Sep 29
Total with taxes and fees
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Living area

2. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
$525 nightly
The price is $563
Aug 30 - Aug 31
Total with taxes and fees
Seabreeze #3 Cozy Cottage steps to the beach
Terrace/patio

3. 2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.6 out of 10, Exceptional, (5 reviews)
"Great rental experience. Owners friendly and available"
United States
Patricia and Michael F.
$794 nightly
The price is $808
Sep 11 - Sep 12
Total with taxes and fees
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Outdoor dining

4. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
$1,921 nightly
The price is $2,050
Sep 7 - Sep 8
Total with taxes and fees
Villa Luz Family Home w/ heated pool & jacuzzi
Living area

5. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (51 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$286 nightly
The price is $326
Sep 27 - Sep 28
Total with taxes and fees
North Fork Resort
Condo | Terrace/patio

6. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (289 reviews)
"Great place!"
United States
Christine
$380 nightly
The price is $434
Sep 21 - Sep 22
Total with taxes and fees
Cliffside Resort Condominiums
Pool

7. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (42 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
$1,165 nightly
The price is $1,331
Aug 30 - Aug 31
Total with taxes and fees
Elegant 5-Bedroom Hamptons Home with Private Pool
Beach

8. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.4 out of 10, Exceptional, (6 reviews)
"Great stay. Would stay again. "
United States
Weston B.
$480 nightly
The price is $513
Sep 7 - Sep 8
Total with taxes and fees
Seabreeze 4 Charming Cottage footsteps to beach
Exterior detail

9. Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
$514 nightly
The price is $587
Sep 7 - Sep 8
Total with taxes and fees
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
Property grounds

10. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
$260 nightly
The price is $298
Aug 30 - Aug 31
Total with taxes and fees
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Terrace/patio

11. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (18 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
$1,677 nightly
The price is $1,801
Sep 7 - Sep 8
Total with taxes and fees
Black Swan Beachfront Home with Jacuzzi year round
Beach

12. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (23 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
$315 nightly
The price is $359
Sep 3 - Sep 4
Total with taxes and fees
Harbor Heights
Outdoor dining

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

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (10 reviews)
"great experience"
United States
Jordan
$514 nightly
The price is $587
Aug 30 - Aug 31
Total with taxes and fees
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Beach

14. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
$361 nightly
The price is $412
Sep 7 - Sep 8
Total with taxes and fees
Beach Block Hideaway
Room

15. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
$199 nightly
The price is $227
Sep 6 - Sep 7
Total with taxes and fees
South Shore Studio in Mastic
Beach

16. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
$904 nightly
The price is $1,033
Sep 14 - Sep 15
Total with taxes and fees
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Dining

17. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
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.
$823 nightly
The price is $940
Sep 1 - Sep 2
Total with taxes and fees
Immaculate Waterfront 2 bedroom!
Property grounds

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
$260 nightly
The price is $298
Aug 30 - Aug 31
Total with taxes and fees
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Beach

19. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (50 reviews)
"access"
United States
Timothy
$304 nightly
The price is $347
Sep 10 - Sep 11
Total with taxes and fees
The SandPiper
Pool

20. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (1 review)
$1,300 nightly
The price is $1,485
Sep 28 - Sep 29
Total with taxes and fees
Near the Hamptons - Private Pool, Jacuzzi Retreat
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

Shorewood Inn

Shorewood Inn

10/10 Excellent
"Fantastic little spot. Very clean, quiet and in a great location. Staff is very friendly and accommodating. Will definitely return."
Todd 1-night trip
Posted 11 hours ago
Shorewood Inn

Find out more about Jamesport

Everything you need to know about Jamesport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jamesport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jamesport vacation 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 low season months. For more hustle and bustle, you may prefer to visit Jamesport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $298 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jamesport rentals

At Expedia, we put the best Jamesport vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This vacation home rental outside of Jamesport is located by the ocean and has a fireplace, a balcony, 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. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals will I find in Jamesport?

With 7 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 Meschutt 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.