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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Greenport West vacation rentals

Condo | Terrace/patio

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (292 reviews)
"Great place!"
United States
Christine
The price is ￥43,192
￥66,752 total
includes taxes & fees
Oct 5 - Oct 6
Cliffside Resort Condominiums
Flat-screen TV

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (56 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is ￥44,405
￥50,733 total
includes taxes & fees
Oct 18 - Oct 19
North Fork Resort
Smart TV, books

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 ￥73,263
￥136,580 total
includes taxes & fees
Oct 19 - Oct 20
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Beach

4. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (26 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is ￥22,748
￥50,009 total
includes taxes & fees
Oct 5 - Oct 6
Harbor Heights
Sun loungers, beach towels

5. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (52 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is ￥22,748
￥50,188 total
includes taxes & fees
Oct 18 - Oct 19
The SandPiper
Sun loungers, beach towels

6. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (45 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥22,748
￥48,039 total
includes taxes & fees
Oct 7 - Oct 8
Aqua Vista
Terrace/patio

7. 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 ￥37,494
￥56,103 total
includes taxes & fees
Sep 22 - Sep 23
American Beech in Greenport - Petite King Room 7
Sun loungers, beach towels

8. 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, (31 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥27,532
￥66,766 total
includes taxes & fees
Sep 28 - Sep 29
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Beach

9. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is ￥38,436
￥72,413 total
includes taxes & fees
Oct 4 - Oct 5
Beach Block Hideaway
Smart TV, fireplace

10. Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (14 reviews)
"We had a wonderful girls weekend in Greenport. The house was perfect for the three of us. Loved the location. We didn’t get to use the back area due to the weather, but it looked so inviting. Next time!"
United States
Melissa A.
The price is ￥52,947
￥106,018 total
includes taxes & fees
Oct 19 - Oct 20
Renovated Townhouse walk to all
Property grounds

11. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful home, great views and host!"
United States
Kate R.
The price is ￥111,542
￥188,556 total
includes taxes & fees
Oct 19 - Oct 20
Beachfront Greenport Villa
Dining

12. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (8 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 ￥57,183
￥111,217 total
includes taxes & fees
Oct 20 - Oct 21
Northfork Townhouse walk to all
1 bedroom, bed sheets

13. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is ￥33,717
￥51,071 total
includes taxes & fees
Sep 24 - Sep 25
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Property grounds

14. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is ￥33,717
￥51,071 total
includes taxes & fees
Sep 24 - Sep 25
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
Coffee/tea maker, fridge, microwave, oven

15. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful property. Everything so clean and welcoming. Slept so great in the comfortable beds. Pool is awesome. Everyone especially loved the outdoor shower"
United States
Kathleen Andrews K.
The price is ￥112,954
￥208,811 total
includes taxes & fees
Sep 22 - Sep 23
Work and Play Special! Extended Stay Discount
Interior

16. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is ￥25,979
￥73,983 total
includes taxes & fees
Sep 22 - Sep 23
Adorable Cottage, 5 min walk to water & town
Beach nearby

17. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.0 out of 10, Very good, (5 reviews)
"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."
United States
Janine
The price is ￥21,027
￥42,165 total
includes taxes & fees
Sep 22 - Sep 23
The Stern at Soundview · Beach+Ocean+Sunrise
Coffee/tea maker, fridge, microwave, oven

18. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ￥38,436
￥84,063 total
includes taxes & fees
Sep 22 - Sep 23
Charming Accommodations in the Hamptons
1 bedroom, desk, iron/ironing board, travel crib

19. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥19,202
￥36,649 total
includes taxes & fees
Sep 30 - Oct 1
1-bedroom cottage with Grove Beach 🏖️ access.
Coffee/tea maker, fridge, microwave, oven

20. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is ￥27,454
￥48,711 total
includes taxes & fees
Oct 7 - Oct 8
The gardners Cottage 1 mile from long Island Sound - pet friendly
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

The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"Updated motel, with a beachy feel. We booked the honeymoon suite to make use of the jetted tub, which has seen better days. Our room was in the back so it was quiet. The pool area was nice and we lounged in the sun for a while. The place is like a little hidden gem, no-frills, clean, and they make it easy to enjoy for a night in the Hamptons."
Janis 1-night trip
Posted 6 hours ago
The Atlantic Hotel

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:

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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.