Jamesport, NY Vacation Homes from AED 936

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

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Our top choices for Jamesport vacation 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

Hampon Bays

Annie B.

AED 5,771 total

includes taxes & fees

8 Nov - 9 Nov

A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

AED 4,401 total

includes taxes & fees

27 Oct - 28 Oct

A rocky beach with clear water and a forested hillside in the background.

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

Mattituck

Glenn F.

AED 4,603 total

includes taxes & fees

24 Oct - 25 Oct

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

Hampton Bays

Judith M.

AED 6,567 total

includes taxes & fees

6 Nov - 7 Nov

A wooden interior with a staircase, a blue sofa, and a fireplace.

5. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Mattituck

william p.

A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

6. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

AED 2,098 total

includes taxes & fees

15 Nov - 16 Nov

7. Prime location, walk to all, cozy cottage WHB

Westhampton Beach

Matt S.

AED 2,279 total

includes taxes & fees

26 Oct - 27 Oct

A sandy beach path leading to a body of water, surrounded by dense green foliage and a clear sky.

8. Hamptons Retreat Enjoy the Fall Foilage and the Quiet Beaches

east quogue

Andrew S.

AED 2,475 total

includes taxes & fees

22 Oct - 23 Oct

A spacious living area with a fireplace, a wooden staircase, and large windows.

9. Cozy beach hose minutes from Hamptons

Calverton

Robin M.

AED 2,309 total

includes taxes & fees

27 Oct - 28 Oct

A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

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

Southampton

Justin

AED 2,195 total

includes taxes & fees

25 Oct - 26 Oct

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

11. The SandPiper

Pipes Cove

Manuela C.

AED 936 total

includes taxes & fees

10 Nov - 11 Nov

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

12. Aqua Vista

Pipes Cove

Kerri L.

AED 936 total

includes taxes & fees

9 Nov - 10 Nov

A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

13. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

AED 4,427 total

includes taxes & fees

22 Oct - 23 Oct

A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

14. Near the Hamptons - Private Pool, Jacuzzi Retreat

Calverton

"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...

Theresa M.

AED 5,946 total

includes taxes & fees

25 Oct - 26 Oct

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

Southampton

Okito H.

AED 4,075 total

includes taxes & fees

22 Oct - 23 Oct

A beach with people relaxing, a pier extending into the water, and a clear sky.

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

Pipes Cove

"We had a wonderful stay in Greenport! The location was absolutely perfect, and one of the things we loved most was being able to walk to town and the beautiful harbor. Everything was so conveniently located, from the charming shops and wonderful restaurants to the lovely waterfront, making it easy to enjoy everything Greenport has to offer without needing to drive. We would happily stay here again and highly recommend this place to anyone looking for a wonderful Greenport getaway!"

Nino

AED 1,303 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

17. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

AED 5,753 total

includes taxes & fees

22 Oct - 23 Oct

A wooden house with a front porch, white railings, and a double door.

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

Southampton

Melissa

AED 10,727 total

includes taxes & fees

22 Oct - 23 Oct

A wooden pathway leading to a beach with scattered rocks and greenery.

19. Beach Block Hideaway

Pipes Cove

Teresa C.

AED 1,653 total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a grey sofa, round coffee table, and a white fireplace.

20. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Westhampton Beach

Matthew M.

AED 11,876 total

includes taxes & fees

1 Nov - 2 Nov

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Top Jamesport Hotel Reviews

Budget Host East End

8/10 Good

"Very fri"

Hilton Garden Inn Riverhead

10/10 Excellent

"This hotel was so conveniently located on a main road, right off the 495, near so many restaurants and stores and a few minute drive to the wineries and farms. The property was spotless and very nice and accommodating. We had a 2 queen room for a family of 4 and it was perfectly spacious. We have small kids so we used the pool and hot tub. The pool was a little too cold for my liking but my kids had a blast. The hotel was great all around. I am sure we will be back again next fall!"

The Harbor Front Inn

8/10 Good

"The room was clean and the staff is always wonderful. Parking was a nightmare because of the festival which had nothing to do with the hotel. My only issue is the breakfast , I wish it had a little more so I don’t have to go down the street to get something to eat . Honestly it’s not even an issue we will continue to stay here because it is a very nice hotel"

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jamesport vacation homes

1. Jacuzzi year-round - Villa Luz Private Home

2. Beachfront Jacuzzi All Year - Black Swan Home

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

4. Elegant 5-Bedroom Hamptons Home with Private Pool