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 covered outdoor area with a hot tub, wooden deck, and snow-covered trees.

1. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

AED 5,698 total

includes taxes & fees

28 Oct - 29 Oct

A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

AED 4,307 total

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a bed, a nightstand, a desk, and a window with blinds.

3. Hamptons LUX Estate | Pool, Hot Tub, Game Room

East Quogue

AED 3,684 total

includes taxes & fees

1 Nov - 2 Nov

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

4. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Mattituck

william p.

A deck with a canopy, outdoor furniture, and a grill.

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

Mattituck

Glenn F.

AED 4,603 total

includes taxes & fees

24 Oct - 25 Oct

A modern living room with a stone fireplace, two sofas, a coffee table, and a chandelier.

6. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Judith M.

AED 3,596 total

includes taxes & fees

25 Oct - 26 Oct

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

7. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

AED 2,111 total

includes taxes & fees

25 Oct - 26 Oct

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

8. 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 living room with a beige sofa, two woven ottomans, a framed car picture, and a door leading outside.

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

Westhampton Beach

Matt S.

AED 2,279 total

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with grey cabinets, a stainless steel refrigerator, and a dining area with a black sofa and a small table.

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

east quogue

Andrew S.

AED 2,900 total

includes taxes & fees

24 Oct - 25 Oct

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

11. Cozy beach hose minutes from Hamptons

Calverton

Robin M.

AED 2,378 total

includes taxes & fees

26 Oct - 27 Oct

A covered patio with outdoor furniture, a door, and a view of a residential area.

12. The SandPiper

Pipes Cove

Manuela C.

AED 936 total

includes taxes & fees

10 Nov - 11 Nov

A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

13. 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.

14. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

AED 4,547 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

25 Oct - 26 Oct

A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

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 small, single-story house with a gabled roof, a front door, and a number "401" on the door.

17. Beach Block Hideaway

Pipes Cove

Teresa C.

AED 1,653 total

includes taxes & fees

3 Nov - 4 Nov

A modern living room with a sofa, armchairs, a coffee table, and a TV.

18. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

AED 4,314 total

includes taxes & fees

2 Nov - 3 Nov

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

19. 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 5,466 total

includes taxes & fees

25 Oct - 26 Oct

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...

Southampton

Melissa

AED 10,614 total

includes taxes & fees

25 Oct - 26 Oct

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Top Jamesport Hotel Reviews

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"The most relaxing weekend I've had in a long while. Will go again!"

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

Zey Hotel

10/10 Excellent

"The hotel had a good vibe and energy! Lots of artwork and was very charming. It has a bed and breakfast feel to it. The parking is behind the hotel and free and convenient. It’s right on Main Street and walking distance to all restaurants and bars. The staff especially James was warm and friendly and accommodating. We had a great time checking out all the cool lounge areas in the hotel. The room was clean and charming as well. Would definitely stay here again the next time we visit Greenport"

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. Hamptons LUX Estate | Pool, Hot Tub, Game Room

4. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

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