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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for South Jamesport holiday homes

A modern building with large windows overlooking a beach.

1. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.4 out of 10, Exceptional, (19 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 £902
includes taxes & fees
13 Sept - 14 Sept
Black Swan Beachfront Home with Jacuzzi year round
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

2. 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 £1,330
includes taxes & fees
11 Sept - 12 Sept
Villa Luz Family Home w/ heated pool & jacuzzi
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 £717
includes taxes & fees
17 Sept - 18 Sept
Elegant 5-Bedroom Hamptons Home with Private Pool
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

4. 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 £686
includes taxes & fees
13 Sept - 14 Sept
Immaculate Waterfront 2 bedroom!
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

5. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (51 reviews)
"access"
United States
Timothy
The price is £289
includes taxes & fees
28 Sept - 29 Sept
The SandPiper
A wooden pathway leading to a beach with scattered rocks and greenery.

6. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is £302
includes taxes & fees
14 Sept - 15 Sept
Beach Block Hideaway
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 £1,153
includes taxes & fees
11 Sept - 12 Sept
Cozy Hamptons Escape 3BR Minutes From Beach!
A two-story building with a prominent sign reading 'Ivy Restaurant & Bar' on the front window.

8. 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 £487
includes taxes & fees
1 Oct - 2 Oct
Prime location, walk to all, cozy cottage Westhampton Beach
A beach with people relaxing, a pier extending into the water, and a clear sky.

9. 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, (30 reviews)
"We had a great stay!! "
United States
Callie E.
The price is £307
includes taxes & fees
15 Sept - 16 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
An outdoor dining area with hanging lights, palm trees, and a bar.

10. 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 £259
includes taxes & fees
21 Sept - 22 Sept
American Beech in Greenport - Petite King Room 7
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

11. 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 £428
includes taxes & fees
22 Sept - 23 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

12. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (45 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is £231
includes taxes & fees
7 Oct - 8 Oct
Aqua Vista
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

13. 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 £750
includes taxes & fees
13 Sept - 14 Sept
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

14. 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 £1,032
includes taxes & fees
11 Sept - 12 Sept
Near the Hamptons - Private Pool, Jacuzzi Retreat
A spacious living area with a fireplace, a wooden staircase, and large windows.

15. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
7.8 out of 10, Good, (8 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 £606
includes taxes & fees
11 Sept - 12 Sept
Cozy beach hose minutes from Hamptons
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

16. 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, (27 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 £407
includes taxes & fees
14 Sept - 15 Sept
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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.
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A modern living room with a sofa, armchairs, a coffee table, and a TV.

18. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is £1,043
includes taxes & fees
16 Sept - 17 Sept
Minutes from the beach, brand new 3 bedroom
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

19. 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 £1,107
includes taxes & fees
14 Sept - 15 Sept
Minutes from the beach, brand new 4 bedroom
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

20. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is £453
includes taxes & fees
20 Sept - 21 Sept
Modern Vacation home. Close to The Hamptons
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 South Jamesport Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Room was very nice and clean"
Caden 1-night trip
Posted less than an hour ago
Greenview Inn Riverhead

Find out more about South Jamesport

South Jamesport Holiday Homes information

Number of reviews
277
Accommodation
1027 Holiday Homes
Lowest Price
£231
Highest Price
£1,330