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Jamesport Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Jamesport

Beach nearby
Cliffside Resort Condominiums

Aparthotel in Greenport

3.0 star property
9.0 out of 10, Wonderful, (249)
"Great stay - beautiful place"
United States
Rebecca
Cliffside Resort Condominiums
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Holiday Home in Shirley

10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is HK$2,581
HK$4,861 total
includes taxes & fees
2 Dec - 3 Dec
Modern Vacation home. Close to The Hamptons
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Holiday Home in Westhampton Beach

10.0 out of 10, Exceptional, (195)
"My family and I thoroughly enjoyed our stay! The house is very spacious and the outdoor area/pool are beautiful. Check-in was a breeze and the host was very friendly and responsive to all our questions about the home as well as offering wonderful suggestions for restaurants and beaches in the area. Would definitely recommend for a family vacation!"
United States
livinann
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Property grounds
Walk to Beach 2BR Near Dining & Shopping

Apartment in Rocky Point

6.6 out of 10, (25)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
The price is HK$631
HK$1,823 total
includes taxes & fees
2 Dec - 3 Dec
Walk to Beach 2BR Near Dining & Shopping
Smart TV, fireplace, video games, stereo
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Cottage in Center Moriches

10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
TV, fireplace, video library, stereo
Stunning Hampton Holiday Family Fantasy for your Team

Holiday Home in East Hampton

9.8 out of 10, Exceptional, (74)
"Outstanding house, beautifully maintained and well stocked, with great location."
United States
Jason C.
Stunning Hampton Holiday Family Fantasy for your Team
Outdoor pool, a heated pool
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Holiday Home in Sag Harbor

10.0 out of 10, Exceptional, (89)
"House that has everything you need for a wonderful getaway! Excellent communication with the property owner. Thank you Jay for everything and your hospitality! "
United States
Maria R.
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Oven, stovetop, dishwasher
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Holiday Home in Calverton

2.0 star property
8.6 out of 10, Excellent, (8)
"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 HK$2,404
HK$5,174 total
includes taxes & fees
2 Dec - 3 Dec
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Pool
10 Bedroom Hampton House with a regulation size Pickleball court

Holiday Home in Hampton Bays

10.0 out of 10, Exceptional, (32)
"Location of this property is impeccable."
United States
Stephen M.
10 Bedroom Hampton House with a regulation size Pickleball court
Terrace/patio
Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

Holiday Home in Hampton Bays

10.0 out of 10, Exceptional, (1)
"Awesome house, very convenient to the beach and town. Beautiful yard and pool for grilling and hanging. Would love to come back again!"
United States
Brendan O.
Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays
Exterior
Private One Bedroom Apartment with full kitchen, living room and full bath.

Apartment in Ridge

9.4 out of 10, Exceptional, (9)
"Tammy was a lovely host. She provided very detailed instructions on how to get to the Vrbo, parking location, and access in advance. Vrbo was just as pictured too! "
United States
Kristyn R.
Private One Bedroom Apartment with full kitchen, living room and full bath.
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Holiday Home in 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 HK$973
HK$9,651 total
includes taxes & fees
7 Dec - 8 Dec
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Outdoor pool, a heated pool
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Holiday Home in Southampton

9.8 out of 10, Exceptional, (32)
"This place was so nice and so close to so many fun places! "
United States
Daniella L.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Fridge, microwave, oven, stovetop
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Holiday Home in Eastport

9.6 out of 10, Exceptional, (34)
"We had a amazing stay and plan to come back next July again"
United States
Gina G.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Outdoor pool, a heated pool
A Quiet Place in the Hamptons

Holiday Home in East Quogue

9.6 out of 10, Exceptional, (38)
"Fantastic house for the extended family ! We loved the pool , enjoyed bbq grilling and hanging out together! "
United States
Anonymous traveller
A Quiet Place in the Hamptons
Terrace/patio
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Camping in East Hampton

8.6 out of 10, Excellent, (4)
"Had a nice peaceful evening eating our pizza and relaxing while watching the sunset. Nice way to celebrate our 30th, back to the woods❤️"
United States
Ellen
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
Sun-loungers, beach towels
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Cottage in Calverton

9.4 out of 10, Exceptional, (42)
"The description and photos are accurate. The beach is close."
United States
L A.
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Outdoor pool, a heated pool
5 bedroom Private Family Get Away w/ Heated Pool

Holiday Home in Westhampton Beach

10.0 out of 10, Exceptional, (18)
"Family friendly. Lovely pool. Nice area"
United States
Ruth
5 bedroom Private Family Get Away w/ Heated Pool
Property grounds
Work and Play Special! Extended Stay Discount

Holiday Home in Shelter Island

10.0 out of 10, Exceptional, (53)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
Work and Play Special! Extended Stay Discount
Terrace/patio
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Holiday Home in Hampton Bays

9.6 out of 10, Exceptional, (143)
"Absolutely incredible location! The host was super responsive and accommodating. My mother is in a wheelchair and she was able to easily enjoy the stunning views. Hot tub, kayaks and paddle boards were the icing on top. Great restaurants two minutes away. We will be back"
United States
Katie s.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Clean and quiet."
Christopher 2-night trip
Posted 22 hours ago
The Bentley Hotel Southampton

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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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.

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 Tiana 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.