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Jamesport Holiday Rentals

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Check prices for these dates

Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov

Holiday Rentals in Jamesport

Beach nearby
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3.0 star property
Greenport
9.0 out of 10, Wonderful, (248)
"Location good. Room could use some renos."
United States
Laura
Cliffside Resort Condominiums
Smart TV
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

Jamesport
10.0 out of 10, Exceptional, (8)
"Found this location and seemed too good to be true when we had an unplanned trip that we were able to take. House was great and location really worked for our needs. Food and winery recommendations were spot on and getting around was easy. Thanks for helping us make some great memories in NY!"
United States
Brent M.
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
Outdoor pool, a heated pool
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Sag Harbor
10.0 out of 10, Exceptional, (89)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
United States
Kilee B.
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Terrace/patio
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays
9.6 out of 10, Exceptional, (142)
"Had a lovely time at our stay! Only regret was that we couldn’t stay longer, there were so many amenities we couldn’t take full advantage of. Such a beautiful property!"
United States
Gina K.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Property grounds
Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping

Rocky Point
6.6 out of 10, (25)
"The home is cute and cozy--located close enough to attractions and restaurants but off the beaten path."
United States
Lori M.
The price is HK$630
HK$1,821 total
includes taxes & fees
16 Nov - 17 Nov
Walk to Beach 2BR Near Dining & Shopping
Outdoor pool, a heated pool
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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
Terrace/patio
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Southampton
9.8 out of 10, Exceptional, (55)
"We had a great time together at Daniels home. Plenty of room for all of us and the playroom was a huge hit with the little kids. Daniel was very responsive and gave us a tour of the neighborhood when we got there which we greatly appreciated. Overall the week was memorable for all of us!"
United States
Beth B.
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Fridge, microwave, oven, stovetop
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Eastport
9.6 out of 10, Exceptional, (34)
"We had a lot of fun and created some nice memories"
United States
Scott T.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Outdoor pool, a heated pool
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Westhampton Beach
10.0 out of 10, Exceptional, (194)
"House was more then I can imagine , host was great , house literally have anything you forgot at home . "
United States
Isiah L.
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons

Shirley
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is HK$2,577
HK$4,863 total
includes taxes & fees
18 Nov - 19 Nov
Modern Vacation home. Close to The Hamptons
TV, fireplace, video library, stereo
Stunning Hampton Holiday Family Fantasy for your Team

Stunning Hampton Holiday Family Fantasy for your Team

East Hampton
9.8 out of 10, Exceptional, (74)
"This house was made for gatherings and has a massive cook's kitchen. Comfortable and tastefully decorated. A very lovely property."
United States
Linda C.
Stunning Hampton Holiday Family Fantasy for your Team
Terrace/patio
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$1,391
HK$2,166 total
includes taxes & fees
16 Nov - 17 Nov
American Beech in Greenport - Petite King Room 7
Outdoor dining
Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!

Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!

Hampton Bays
9.8 out of 10, Exceptional, (19)
"The house was clean and the location was magnificent. Jake was great, offered us early check in and late check out. The neighborhood was lovely, walked my pup and admired all of the beautiful homes. Definitely will stay there again. "
United States
Angela G.
Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!
Terrace/patio
Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

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.

Private One Bedroom Apartment with full kitchen, living room and full bath.

Ridge
9.4 out of 10, Exceptional, (8)
"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.
Smart TV
Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...

Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...

Peconic
10.0 out of 10, Exceptional, (2)
"This was a perfect home base for our 40th birthday weekend. Great space and location. The home was exactly as pictured. "
United States
jen k.
Newly Renovated, Stylish Peconic Retreat with Private Pool, Lush Grounds,...
Terrace/patio
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

Southampton
9.8 out of 10, Exceptional, (17)
"This House was fantastic for a our friends weekend get away. Tara at StayMarquis was incredibly welcoming and helpful, the space was clean and comfortable, and the location was perfect to walk in to town. The property itself was beautifully decorated and cozy. We would definitely stay here again. Can wait to book another stay with StayMarquis."
United States
Kathleen
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Outdoor pool, a heated pool
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays
9.4 out of 10, Exceptional, (75)
"We loved our stay. The house was roomy and very comfortable for our family of 15. The very private yard, which includes a pool, hot tub, fire pit and tennis/basketball court were a hit with everyone and helped make this family vacation very memorable!"
United States
Linda C.
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Outdoor spa tub
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead
9.6 out of 10, Exceptional, (24)
"The overall stay was very nice. The house was very nice and everything worked well. There was an issue where we were hit with a false charge by the host but it was quickly removed upon communicating. "
United States
Sean Q.
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Outdoor dining
Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom

Southampton
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
The price is HK$3,497
HK$8,621 total
includes taxes & fees
18 Nov - 19 Nov
Minutes from the beach, brand new 4 bedroom
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
"Checking in "
Pangeline 1-night trip
Posted 18 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:

  • View our selection of featured holiday rentals in Jamesport
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Look no further and take a look at our great range of rental properties in Jamesport!

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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.

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.