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

Jamesport Holiday Rentals

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Check prices for these dates

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

Our top choices for Jamesport holiday 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.
The price is HK$1,254
HK$2,596 total
includes taxes & fees
24 Sept - 25 Sept
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Smart TV, offices

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)
The price is HK$1,693
HK$4,924 total
includes taxes & fees
23 Sept - 24 Sept
Seabreeze #3 Cozy Cottage steps to the beach
Exterior

3. Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (21 reviews)
"The parking and room access was easy to find as the host gave excellent directions. All amenities were provided in kitchen and bath, and we loved the recessed reading nook. The rain shower was the best! We were serenaded by whip-poor-wills each night at sunset, a truly beautiful experience."
United States
Wendy
Beautiful Private Studio Apartment!
Flat-screen TV

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (50 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is HK$2,518
HK$2,877 total
includes taxes & fees
8 Sept - 9 Sept
North Fork Resort
Outdoor dining

5. 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.
The price is HK$3,346
HK$14,837 total
includes taxes & fees
24 Sept - 25 Sept
Villa Luz Family Home w/ heated pool & jacuzzi
Property grounds

6. 4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
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 HK$5,326
HK$7,336 total
includes taxes & fees
27 Aug - 28 Aug
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Terrace/patio

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (289 reviews)
"Great place!"
United States
Christine
The price is HK$2,367
HK$3,403 total
includes taxes & fees
21 Sept - 22 Sept
Cliffside Resort Condominiums
Beach nearby

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.
The price is HK$1,693
HK$4,925 total
includes taxes & fees
30 Aug - 31 Aug
Seabreeze 4 Charming Cottage footsteps to beach
Property grounds

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,684
HK$2,488 total
includes taxes & fees
24 Sept - 25 Sept
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Property grounds

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 HK$1,684
HK$2,488 total
includes taxes & fees
24 Sept - 25 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Exterior detail

11. Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
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 HK$2,351
HK$4,603 total
includes taxes & fees
7 Sept - 8 Sept
Prime location, walk to all, cozy cottage Westhampton Beach
Outdoor pool, a heated pool

12. 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.
The price is HK$5,642
HK$10,243 total
includes taxes & fees
24 Sept - 25 Sept
Elegant 5-Bedroom Hamptons Home with Private Pool
Beach

13. 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
The price is HK$1,376
HK$2,718 total
includes taxes & fees
3 Sept - 4 Sept
Harbor Heights
1 bedroom, free WiFi, bed sheets

14. 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 HK$1,058
HK$1,782 total
includes taxes & fees
8 Sept - 9 Sept
South Shore Studio in Mastic
Outdoor dining

15. 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
The price is HK$2,743
HK$4,603 total
includes taxes & fees
30 Aug - 31 Aug
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Sun-loungers, beach towels

16. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (49 reviews)
"House is exactly as advertised. Street traffic is a little noisier than expected being near the ferry."
United States
Kendric S.
The price is HK$1,528
HK$2,910 total
includes taxes & fees
10 Sept - 11 Sept
The SandPiper
Sun-loungers, beach towels

17. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (42 reviews)
"Such a wonderful stay! Christopher was such a great host, the property matched the description, was extremely clean and situated in a perfect location just a short walk from town! Would stay again & recommend to family/friends!"
United States
Anonymous traveller
The price is HK$1,528
HK$2,910 total
includes taxes & fees
8 Sept - 9 Sept
Aqua Vista
Interior

18. Hamptons Tiana Bay Oasis

Hamptons Tiana Bay Oasis
Hampton Bays
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed this newly renovated home and had a wonderful time. Beautiful pool and grounds. "
United States
Anonymous traveller
The price is HK$6,801
HK$11,634 total
includes taxes & fees
2 Sept - 3 Sept
Hamptons Tiana Bay Oasis
Beach nearby, sun-loungers, beach towels

19. 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.
The price is HK$3,910
HK$8,174 total
includes taxes & fees
24 Sept - 25 Sept
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Coffee/tea maker, fridge, microwave, oven

20. Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!
Hampton Bays
9.6 out of 10, Exceptional, (11 reviews)
"Great property with ease of access! Plenty of amenities and very kind host!"
United States
Travis A.
Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!
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

Sound View Greenport

Sound View Greenport

8/10 Good
"The hotel was lovely and right on the Long Island Sound. The view was great. The room was comfortable. For the price you will pay per night, there should have been more added touches. They should provide robes and extra towels, etc. Upon check in, no one greeted us warmly or assisted in telling us where our room was. And there was not enough parking for our car. The restaurant at the hotel was excellent. All in all, it was a nice stay, but not worth the high cost."
Leslie J 2-night trip
Posted 11 hours ago
Sound View Greenport

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 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?

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

How many holiday rentals will I find in Jamesport?

With 7 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 Safari Adventure, or get outside and enjoy nature at Meschutt 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.