A river with a cityscape in the background, a small island, and a rocky outcrop in the foreground.

Holiday Homes in South Jamesport

  • 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
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 South 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 AU$2,330
includes taxes & fees
6 Oct - 7 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 AU$1,718
includes taxes & fees
13 Oct - 14 Oct
Beachfront Jacuzzi All Year - Black Swan Home
Roger’s Beach

3. 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 AU$927
includes taxes & fees
1 Oct - 2 Oct
Prime location, walk to all, cozy cottage Westhampton Beach
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

4. 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 AU$1,359
includes taxes & fees
4 Oct - 5 Oct
Elegant 5-Bedroom Hamptons Home with Private Pool
A spacious living area with a fireplace, a wooden staircase, and large windows.

5. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.0 out of 10, Very good, (10 reviews)
"Had such a nice weekend. Came for a friends wedding, on Labor Day weekend, the price was unmatched!! A few steps from the water. Down the street from the venue. Huge house. Beautiful kitchen. Very clean. Host was very communicative and accommodating. AC in every single room. Perfect weekend."
United States
Monika
The price is AU$1,053
includes taxes & fees
6 Oct - 7 Oct
Cozy beach hose minutes from Hamptons
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

6. 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 AU$449
includes taxes & fees
18 Oct - 19 Oct
The SandPiper
A rocky beach with clear water and a forested hillside in the background.

7. 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 AU$1,874
includes taxes & fees
31 Oct - 1 Nov
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.

8. 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 AU$452
includes taxes & fees
7 Oct - 8 Oct
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.

9. 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 AU$2,168
includes taxes & fees
1 Oct - 2 Oct
Cozy Hamptons Escape 3BR Minutes From Beach!
A beach with people relaxing, a pier extending into the water, and a clear sky.

10. 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 AU$585
includes taxes & fees
13 Oct - 14 Oct
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

11. 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 AU$1,511
includes taxes & fees
1 Oct - 2 Oct
Minutes from the beach, brand new 4 bedroom
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

12. 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 AU$2,070
includes taxes & fees
1 Oct - 2 Oct
Near the Hamptons - Private Pool, Jacuzzi Retreat
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 AU$431
includes taxes & fees
6 Oct - 7 Oct
American Beech in Greenport - Petite King Room 7
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 AU$801
includes taxes & fees
13 Oct - 14 Oct
Immaculate Waterfront 2 bedroom!
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

15. 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 AU$906
includes taxes & fees
13 Oct - 14 Oct
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A wooden pathway leading to a beach with scattered rocks and greenery.

16. 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 AU$709
includes taxes & fees
11 Oct - 12 Oct
Beach Block Hideaway
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

17. 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 AU$2,305
includes taxes & fees
26 Oct - 27 Oct
Amazing Southampton Home with Private Heated Pool
A modern living room with a grey sofa, round coffee table, and a white fireplace.

18. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is AU$3,832
includes taxes & fees
1 Oct - 2 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

19. 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 AU$696
includes taxes & fees
6 Oct - 7 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A wooden house with a front porch, white railings, and a double door.

20. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is AU$4,043
includes taxes & fees
1 Oct - 2 Oct
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
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 South Jamesport Hotel Reviews

The Hampton Maid

The Hampton Maid

10/10 Excellent
"Muy lindo lugar!! El staff muy ayento y el restaurante super delicioso!! El cafe de la mañana uff 👍👍👍"
Armida 2-night trip
Posted 10 hours ago
The Hampton Maid

Find out more about South Jamesport

South Jamesport Holiday Homes information

Number of reviews
338
Accommodation
948 Holiday Homes
Lowest Price
AU$431
Highest Price
AU$4,043