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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Jamesport holiday homes

A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

1. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - 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 £1,261
includes taxes & fees
5 Oct - 6 Oct
Jacuzzi year-round - Villa Luz Private Home
A modern building with large windows overlooking a beach.

2. 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 £922
includes taxes & fees
5 Oct - 6 Oct
Beachfront Jacuzzi All Year - Black Swan Home
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

3. 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 £731
includes taxes & fees
5 Oct - 6 Oct
Elegant 5-Bedroom Hamptons Home with Private Pool
Roger’s Beach

4. 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, (3 reviews)
"Erica was very communicative and helpful. Very cozy with a great location."
United States
Chris J.
The price is £554
includes taxes & fees
19 Oct - 20 Oct
Prime location, walk to all, cozy cottage Westhampton Beach
A rocky beach with clear water and a forested hillside in the background.

5. North Fork Fall Escape—Vineyards, Apple Picking & Greenport

North Fork Fall Escape—Vineyards, Apple Picking & Greenport
Mattituck
9.6 out of 10, Exceptional, (7 reviews)
"Stayed with several friends for a wedding in Jamesport"
United States
Glenn F.
The price is £1,031
includes taxes & fees
24 Oct - 25 Oct
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

6. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (47 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is £192
includes taxes & fees
1 Nov - 2 Nov
Aqua Vista
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

7. 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 £1,178
includes taxes & fees
3 Oct - 4 Oct
Cozy Hamptons Escape 3BR Minutes From Beach!
A beach with people relaxing, a pier extending into the water, and a clear sky.

8. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (32 reviews)
"We had a great stay!! "
United States
Callie E.
The price is £291
includes taxes & fees
1 Nov - 2 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

9. 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 £190
includes taxes & fees
2 Nov - 3 Nov
The SandPiper
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

10. 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 £427
includes taxes & fees
13 Oct - 14 Oct
Immaculate Waterfront 2 bedroom!
A wooden pathway leading to a beach with scattered rocks and greenery.

11. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is £382
includes taxes & fees
4 Oct - 5 Oct
Beach Block Hideaway
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

12. Amazing Southampton Home with Private Heated Pool

Amazing Southampton Home with Private Heated Pool
Southampton
9.0 out of 10, Wonderful, (2 reviews)
"Very cozy house in a great location!"
United States
Serina R.
The price is £1,234
includes taxes & fees
26 Oct - 27 Oct
Amazing Southampton Home with Private Heated Pool
An outdoor dining area with hanging lights, palm trees, and a bar.

13. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is £235
includes taxes & fees
4 Oct - 5 Oct
American Beech in Greenport - Petite King Room 7
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

14. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is £458
includes taxes & fees
1 Nov - 2 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

15. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is £831
includes taxes & fees
5 Oct - 6 Oct
Minutes from the beach, brand new 4 bedroom
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

16. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (1 review)
"Upon arrival, there was a notice of non payment of almost 4000 from the electric company on the door so I was concerned I would lose electric. The grounds seemedover grown and unkept. There was no TV, no hot water in the kitchen with a brokenhot water knob which would have needed a wrench. Although it had in room air conditioners vented outside, they were taped in place with open air coming inside. One of the open areas actually had live tree vines coming inside which I pulled out. There was...
United States
Theresa M.
The price is £1,097
includes taxes & fees
4 Oct - 5 Oct
Near the Hamptons - Private Pool, Jacuzzi Retreat
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

17. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is £841
includes taxes & fees
3 Oct - 4 Oct
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A spacious living area with a fireplace, a wooden staircase, and large windows.

18. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.0 out of 10, Very good, (10 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
The price is £547
includes taxes & fees
6 Oct - 7 Oct
Cozy beach hose minutes from Hamptons
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

19. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is £725
includes taxes & fees
21 Oct - 22 Oct
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

20. 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 £385
includes taxes & fees
6 Oct - 7 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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

Zey Hotel

Zey Hotel

10/10 Excellent
"Had a great stay here. James was very welcoming and a great host. The town is great with nice shops and restaurants."
Michael 1-night trip
Posted 14 hours ago
Zey Hotel

Find out more about Jamesport

Jamesport Holiday Homes information

Number of reviews
316
Accommodation
945 Holiday Homes
Lowest Price
£190
Highest Price
£1,261