A coastal landscape with a sandy beach, clear blue water, and a distant lighthouse.

Greenport West Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Greenport West vacation rentals

A balcony with a view of the ocean, a lawn, and a house in the background.

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ￥26,764
￥48,146 total
includes taxes & fees
Nov 15 - Nov 16
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is ￥48,915
￥55,886 total
includes taxes & fees
Nov 22 - Nov 23
North Fork Resort
A modern living room with a sofa, coffee table, and dining area.

3. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is ￥65,557
￥120,671 total
includes taxes & fees
Nov 10 - Nov 11
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A two-story house with a white staircase, a covered patio with outdoor furniture, and a fenced yard.

4. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is ￥13,465
￥36,257 total
includes taxes & fees
Nov 9 - Nov 10
Harbor Heights
A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

5. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (52 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥14,962
￥38,146 total
includes taxes & fees
Nov 9 - Nov 10
Aqua Vista
A covered patio with outdoor furniture, a door, and a view of a residential area.

6. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is ￥13,539
￥36,455 total
includes taxes & fees
Nov 10 - Nov 11
The SandPiper
A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

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

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥20,552
￥54,789 total
includes taxes & fees
Nov 9 - Nov 10
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A sunlit room with large windows overlooking a beach, featuring a wooden table and chairs, and a small round table with a chair.

8. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful home, great views and host!"
United States
Kate R.
The price is ￥76,958
￥143,828 total
includes taxes & fees
Nov 10 - Nov 11
Beachfront Greenport Villa
A small, single-story house with a gabled roof, a front door, and a number "401" on the door.

9. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is ￥30,711
￥66,935 total
includes taxes & fees
Dec 6 - Dec 7
Beach Block Hideaway
A patio area with wicker chairs and a table, surrounded by gravel and plants.

10. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is ￥31,341
￥45,706 total
includes taxes & fees
Nov 18 - Nov 19
American Beech in Greenport - Petite King Room 7
A modern dining area with a wooden table, white chairs, and a chandelier.

11. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (9 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is ￥37,054
￥85,572 total
includes taxes & fees
Nov 12 - Nov 13
Northfork Townhouse walk to all
A living room with a fireplace, a television mounted above it, a dining area with a table and chairs, and a staircase with wooden railings.

12. Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (15 reviews)
"The place was as advertised and in great walking distance to everything in town! "
United States
Liz H.
The price is ￥38,479
￥87,566 total
includes taxes & fees
Nov 12 - Nov 13
Renovated Townhouse walk to all
A modern living room with a sectional sofa, a large chandelier, and a collection of framed artwork on the walls.

13. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is ￥82,589
￥162,914 total
includes taxes & fees
Nov 9 - Nov 10
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A greenhouse with a checkered floor, a table with a lamp, and a potted plant.

14. American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is ￥36,262
￥51,926 total
includes taxes & fees
Nov 11 - Nov 12
American Beech in Greenport - Deluxe King 6
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

15. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ￥35,435
￥78,271 total
includes taxes & fees
Nov 16 - Nov 17
Charming Accommodations in the Hamptons
A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

16. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is ￥45,130
￥84,307 total
includes taxes & fees
Nov 8 - Nov 9
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

17. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥20,902
￥35,890 total
includes taxes & fees
Nov 10 - Nov 11
1-bedroom cottage with Grove Beach 🏖️ access.
A small cabin with a porch, surrounded by trees and a fenced area.

18. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
The price is ￥35,435
￥78,271 total
includes taxes & fees
Nov 18 - Nov 19
Lovely studio with AC in charming Sag Harbor
Room

19. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (332 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
United States
Banessa
The price is ￥20,751
￥27,989 total
includes taxes & fees
Nov 9 - Nov 10
Windward Shores Ocean Resort
A wooden interior with a staircase, a blue sofa, and a fireplace.

20. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Breakwater Estate: Heated Saltwater Pool, Sleeps 12
Mattituck
10.0 out of 10, Exceptional, (39 reviews)
"House has so much character, I rent 7-8 weeks per year and every home is different.This house is the most organized I have ever been in but also the most character.Every room brings you to different place, the furniture is beautiful. Home is spacious.Grounds are larger than most in the Hamptons. Pool is spectacular!"
United States
Frank T.
The price is ￥89,626
￥203,470 total
includes taxes & fees
Nov 10 - Nov 11
Breakwater Estate: Heated Saltwater Pool, Sleeps 12
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 Greenport West Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Extremely professional & friendly staff, spacious, clean & comfortable rooms, lobby & property well maintained, fresh delicious complimentary breakfast with many choices. Definitely recommend."
Joanmarie 1-night trip
Posted 11 hours ago
Hyatt Place Long Island East End

Find out more about Greenport West

Search for holiday rentals in Greenport West on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenport West using one of the methods below:

  • View our selection of featured holiday rentals in Greenport West
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Look no further and take a look at our great range of rental properties in Greenport West!

Frequently asked questions

Can I find a vacation rental in Greenport West?

Yes, we have vacation rentals in Greenport West near Norman E. Klipp Marine Park, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Greenport West?

New Madison beach house - Ocean front- Great views- booking Summer 2026: Visitors like this Greenport West vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Greenport West?

Expedia has 46 vacation rentals for your stay in Greenport West.

What’s there to see and do in Greenport West?

Family-friendly attractions include Norman E. Klipp Marine Park, whereas 67 Steps Beach is a spot to enjoy the outdoors. Other places in town to visit include Kontokosta Winery and Safe Harbor Stirling.

What are vacation rentals like in Greenport West?

Vacation rentals are private properties you can stay in for several days or longer in Greenport West. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.