Jamesport, NY Vacation Homes from AED 906

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 6,119 total

includes taxes & fees

12 Oct - 13 Oct

A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

AED 4,530 total

includes taxes & fees

12 Oct - 13 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 3,596 total

includes taxes & fees

12 Oct - 13 Oct

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

5. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

AED 2,098 total

includes taxes & fees

12 Oct - 13 Oct

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

AED 2,212 total

includes taxes & fees

13 Oct - 14 Oct

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

Westhampton Beach

Chris J.

AED 2,757 total

includes taxes & fees

19 Oct - 20 Oct

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

8. Cozy beach hose minutes from Hamptons

Calverton

Robin M.

AED 2,643 total

includes taxes & fees

19 Oct - 20 Oct

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

9. The SandPiper

Pipes Cove

Julian V.

AED 906 total

includes taxes & fees

2 Nov - 3 Nov

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

10. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

AED 4,710 total

includes taxes & fees

19 Oct - 20 Oct

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

11. 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

12 Oct - 13 Oct

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

12. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

AED 3,932 total

includes taxes & fees

12 Oct - 13 Oct

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

13. Aqua Vista

Pipes Cove

Kerri L.

AED 932 total

includes taxes & fees

9 Nov - 10 Nov

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

14. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

AED 5,732 total

includes taxes & fees

12 Oct - 13 Oct

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

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

Southampton

Melissa

AED 10,727 total

includes taxes & fees

12 Oct - 13 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

Callie E.

AED 1,414 total

includes taxes & fees

1 Nov - 2 Nov

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.

AED 9,962 total

includes taxes & fees

12 Oct - 13 Oct

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

18. Beach Block Hideaway

Pipes Cove

Teresa C.

AED 1,653 total

includes taxes & fees

3 Nov - 4 Nov

An outdoor dining area with hanging lights, palm trees, and a bar.

19. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

AED 1,125 total

includes taxes & fees

12 Oct - 13 Oct

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.

AED 4,163 total

includes taxes & fees

2 Nov - 3 Nov

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Top Jamesport Hotel Reviews

North Fork Resort

10/10 Excellent

"Lovely upscale campsite with cabins and tiny homes. We stayed in both a cabin and a tiny home and it was comfortable, elegant and the perfect size for our family. Lots to do onsite from checkers, chess in the yard, a pool, arcade and outdoor theater. Check in and out was super easy. Cannot recommend enough!"

Faraway Sag Harbor

10/10 Excellent

"We were pleased with the excellent location to Sag Harbor's Main Street and the Zagaya restaurant *upstairs. It was superb! The staff was very friendly and helpful. The rooms were small and the baths particularly small so just a heads up on that although the toiletries were really nice. The hotel has a great vibe at night with live music in the bar area on Thursday evenings. The weather was cool...absolutely gorgeous for early October so we didn't use the pool/cabanas (although it was heated). I did peek in the fitness room and it was very nice. Not enough time to check out the spa but there's always next time!"

Seven Beach Lane

10/10 Excellent

"My stay was absolutely incredible! From the moment I arrived, Jen made me feel so welcome. After an early travel day, her warmth and kindness immediately made me feel comfortable and at home. She gave me so many great recommendations and was incredibly attentive, making everything over the last two days feel completely seamless and enjoyable. As a solo traveler, I also felt incredibly safe on the property, which was so important to me. The location is amazing and within easy walking distance of town, and the property itself is extremely clean, modern, and beautiful. I absolutely loved the sauna and cold plunge, and I already can’t wait to come back. I would 100% recommend staying here to anyone visiting the area. Such a wonderful experience from beginning to end!"

Hampton Bays Hotel on Main

10/10 Excellent

"This hotel was clean, comfy and reasonably priced. Everything worked out well virtually checking in and was perfect for our one night stay. Parking was a little nerve racking since there was no parking on the premise but the street parking worked out well reading the street signs and moving the car when necessary."

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