Jamesport, NY Vacation Homes from ￥38,237

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

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

In two months

In three months

In four months

Our top choices for Jamesport vacation homes

A hot tub with a checkered roof structure and surrounding greenery.

1. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

￥289,519 total

includes taxes & fees

Oct 29 - Oct 30

A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

￥212,109 total

includes taxes & fees

Nov 8 - Nov 9

A house with a covered outdoor seating area, a well-maintained lawn, and a sunset in the background.

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

Mattituck

Vanessa S.

￥197,385 total

includes taxes & fees

Oct 31 - Nov 1

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

4. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Mattituck

william p.

￥208,189 total

includes taxes & fees

Nov 11 - Nov 12

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

5. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Judith M.

￥154,202 total

includes taxes & fees

Oct 28 - Oct 29

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

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

Southampton

Justin

￥101,262 total

includes taxes & fees

Nov 4 - Nov 5

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.

￥90,152 total

includes taxes & fees

Nov 7 - Nov 8

A cozy room with a white sofa, a small table, and a window with blinds.

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

Westhampton Beach

Matt S.

￥96,602 total

includes taxes & fees

Nov 10 - Nov 11

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

9. Cozy beach hose minutes from Hamptons

Calverton

Robin M.

￥103,587 total

includes taxes & fees

Oct 28 - Oct 29

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

10. The SandPiper

Pipes Cove

Manuela C.

￥38,237 total

includes taxes & fees

Nov 10 - Nov 11

A compass sign with "AQUA VISTA GREENPORT" inscribed on it.

11. Aqua Vista

Pipes Cove

Kerri L.

￥40,127 total

includes taxes & fees

Nov 9 - Nov 10

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

12. 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.

￥233,441 total

includes taxes & fees

Oct 28 - Oct 29

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.

￥190,625 total

includes taxes & fees

Oct 28 - Oct 29

A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

14. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

￥174,027 total

includes taxes & fees

Oct 29 - Oct 30

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

15. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

￥244,819 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Southampton

Melissa

￥458,144 total

includes taxes & fees

Oct 29 - Oct 30

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

17. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Westhampton Beach

Matthew M.

￥423,685 total

includes taxes & fees

Oct 28 - Oct 29

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

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

Pipes Cove

Callie E.

￥57,668 total

includes taxes & fees

Nov 2 - Nov 3

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

19. Beach Block Hideaway

Pipes Cove

Teresa C.

￥70,893 total

includes taxes & fees

Nov 3 - Nov 4

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

20. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

￥184,244 total

includes taxes & fees

Nov 9 - Nov 10

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Jamesport Hotel Reviews

Home2 Suites by Hilton Long Island Brookhaven

10/10 Excellent

"Great room decent breakfast cleaning crew was great"

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."

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"

Find out more about Jamesport

Jamesport Vacation Homes information

Number of reviews	312
Accommodation	895 Vacation Homes
Lowest Price	￥38,237
Highest Price	￥458,144

Explore a world of travel with Expedia

More ways to book

Book Vacation Homes in Jamesport on Expedia.com

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. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

5. Elegant 5-Bedroom Hamptons Home with Private Pool