A coastal town with autumn foliage, a marina, and a bridge in the background.

Holiday Homes in Eastport

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Eastport holiday homes

Roger’s Beach

1. 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, (4 reviews)
"Property was in easy walking distance from the village which made morning coffee runs a breeze. Very clean accommodations and large back yard."
United States
Matt S.
The price is AU$1,087
includes taxes & fees
19 Oct - 20 Oct
Prime location, walk to all, cozy cottage Westhampton Beach
A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 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 AU$1,640
includes taxes & fees
18 Oct - 19 Oct
Beachfront Jacuzzi All Year - Black Swan Home
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

3. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AU$2,334
includes taxes & fees
1 Nov - 2 Nov
Jacuzzi year-round - Villa Luz Private Home
A dining area with a table set for four, large windows, and a ceiling fan.

4. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is AU$866
includes taxes & fees
3 Nov - 4 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
A modern living room with a grey sofa, round coffee table, and a white fireplace.

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

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is AU$3,757
includes taxes & fees
17 Oct - 18 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A living room with a sofa, armchairs, a coffee table, and a rug.

6. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is AU$686
includes taxes & fees
1 Nov - 2 Nov
Peaceful 3BR Garden Cottage Long Island Escape
A hot tub with two chairs, a pergola, and a wooden deck.

7. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (34 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is AU$1,949
includes taxes & fees
22 Oct - 23 Oct
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
A spacious living area with a fireplace, a wooden staircase, and large windows.

8. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.2 out of 10, Very good, (11 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
The price is AU$880
includes taxes & fees
19 Oct - 20 Oct
Cozy beach hose minutes from Hamptons
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

9. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (7 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is AU$859
includes taxes & fees
22 Oct - 23 Oct
Modern Vacation home. Close to The Hamptons
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

10. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is AU$1,054
includes taxes & fees
18 Oct - 19 Oct
Tranquil Stay
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

11. 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, (29 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 AU$787
includes taxes & fees
18 Oct - 19 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

12. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AU$482
includes taxes & fees
27 Oct - 28 Oct
The Royal Suite - Ronkonkoma
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

13. 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 AU$799
includes taxes & fees
19 Oct - 20 Oct
Immaculate Waterfront 2 bedroom!
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 AU$2,004
includes taxes & fees
18 Oct - 19 Oct
Near the Hamptons - Private Pool, Jacuzzi Retreat
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

15. 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)
"The house was great. Pool was beautiful and everything was a 10 minute drive! Great place to relax"
United States
Judith M.
The price is AU$1,379
includes taxes & fees
20 Oct - 21 Oct
Elegant 5-Bedroom Hamptons Home with Private Pool
A rocky beach with clear water and a forested hillside in the background.

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

North Fork Fall Escape—Vineyards, Apple Picking & Greenport
Mattituck
9.6 out of 10, Exceptional, (7 reviews)
"Stayed with several friends for a wedding in Jamesport"
United States
Glenn F.
The price is AU$1,773
includes taxes & fees
24 Oct - 25 Oct
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
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!

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 AU$2,109
includes taxes & fees
18 Oct - 19 Oct
Cozy Hamptons Escape 3BR Minutes From Beach!
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

18. 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 AU$863
includes taxes & fees
25 Oct - 26 Oct
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

19. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is AU$420
includes taxes & fees
1 Nov - 2 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
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 Eastport Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Inn is in a rural areas, along scenic country nestled in nature-immersed Riverhead town.Close to Riverheads amazing stores and popular eatery s They offer a more personal, relaxed atmosphere, often featuring a cozy bed rather than a corporate polish.. Great for a short business trip or as a overnite . Unique Inn atmosphere."
Elizabeth 2-night trip
Posted 8 hours ago
Greenview Inn Riverhead

Find out more about Eastport

Eastport Holiday Homes information

Number of reviews
233
Accommodation
608 Holiday Homes
Lowest Price
AU$420
Highest Price
AU$3,757