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

Jamesport Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Jamesport vacation rentals

A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

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.
The price is ￥25,626
￥54,080 total
includes taxes & fees
Oct 5 - Oct 6
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

2. Jacuzzi & Heated Pool - Villa Luz Private Home

Jacuzzi & Heated Pool - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ￥13,686
￥259,193 total
includes taxes & fees
Sep 24 - Sep 25
Jacuzzi & Heated Pool - Villa Luz Private Home
A modern building with large windows overlooking a beach.

3. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (20 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.
The price is ￥22,181
￥194,030 total
includes taxes & fees
Sep 27 - Sep 28
Beachfront Jacuzzi All Year - Black Swan Home
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

4. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥10,225
￥67,703 total
includes taxes & fees
Sep 27 - Sep 28
Walk to Beach | Seabreeze Cottage #4
A modern house with a deck, outdoor seating, and a fire pit.

5. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (57 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ￥44,527
￥50,872 total
includes taxes & fees
Oct 18 - Oct 19
North Fork Resort
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

6. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 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.
The price is ￥70,790
￥154,026 total
includes taxes & fees
Sep 29 - Sep 30
Elegant 5-Bedroom Hamptons Home with Private Pool

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (293 reviews)
"Great place!"
United States
Christine
The price is ￥45,705
￥69,671 total
includes taxes & fees
Sep 28 - Sep 29
Cliffside Resort Condominiums
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

8. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ￥38,541
￥84,293 total
includes taxes & fees
Sep 28 - Sep 29
Charming Accommodations in the Hamptons
A spacious living room with a large sofa, a round coffee table, and a television. A kitchen with a refrigerator and cabinets is visible in the background.

9. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveler
The price is ￥10,225
￥68,961 total
includes taxes & fees
Sep 27 - Sep 28
Steps to the beach | Seabreeze Cottage #3

10. 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.
The price is ￥30,428
￥46,807 total
includes taxes & fees
Sep 25 - Sep 26
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
A covered patio with a table and chairs, large windows, and a view of greenery.

11. 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)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is ￥55,059
￥92,381 total
includes taxes & fees
Sep 27 - Sep 28
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
A living room with a beige sofa, two woven ottomans, a framed car picture, and a door leading outside.

12. Prime location, walk to all, cozy cottage WHB

Prime location, walk to all, cozy cottage WHB
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.
The price is ￥55,059
￥102,628 total
includes taxes & fees
Oct 2 - Oct 3
Prime location, walk to all, cozy cottage WHB
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

13. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is ￥157,310
￥205,247 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Hamptons Escape 3BR Minutes From Beach!
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

14. 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.
The price is ￥86,521
￥147,918 total
includes taxes & fees
Sep 24 - Sep 25
Immaculate Waterfront 2 bedroom!
A campsite with several tents and a picnic table.

15. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is ￥30,428
￥46,807 total
includes taxes & fees
Sep 25 - Sep 26
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

16. 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.
The price is ￥21,237
￥35,947 total
includes taxes & fees
Oct 1 - Oct 2
South Shore Studio in Mastic
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

17. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (52 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is ￥22,830
￥50,370 total
includes taxes & fees
Oct 18 - Oct 19
The SandPiper
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

18. 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, (28 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 ￥44,597
￥86,361 total
includes taxes & fees
Sep 24 - Sep 25
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

19. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (45 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥22,810
￥48,527 total
includes taxes & fees
Oct 7 - Oct 8
Aqua Vista
A wooden pathway leading to a beach with scattered rocks and greenery.

20. 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.
The price is ￥38,541
￥76,026 total
includes taxes & fees
Oct 4 - Oct 5
Beach Block Hideaway
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jamesport Hotel Reviews

The Hampton Maid

The Hampton Maid

8/10 Good
"Very clean, quite and good environment."
Nadiatul 1-night trip
Posted 4 hours ago
The Hampton Maid

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:

  • View our selection of featured holiday rentals in Jamesport
  • Use the map to find apartments and other holiday homes in the Jamesport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jamesport while they last

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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental outside of Jamesport offers an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.