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

Greenport West Vacation Rentals

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Our top choices for Greenport West vacation rentals

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (281 reviews)
"Great place!"
United States
Christine
The price is CA $427
CA $612 total
includes taxes & fees
Sep 9 - Sep 10
Cliffside Resort Condominiums

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (45 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $483
CA $551 total
includes taxes & fees
Sep 9 - Sep 10
North Fork Resort

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 CA $792
CA $1,389 total
includes taxes & fees
Sep 9 - Sep 10
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

4. Aqua Vista

Aqua Vista
Pipes Cove
9.8 out of 10, Exceptional, (40 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is CA $272
CA $532 total
includes taxes & fees
Sep 8 - Sep 9
Aqua Vista

5. 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, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is CA $341
CA $717 total
includes taxes & fees
Sep 8 - Sep 9
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

6. 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)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is CA $431
CA $624 total
includes taxes & fees
Sep 8 - Sep 9
American Beech in Greenport - Petite King Room 7

7. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (21 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
The price is CA $411
CA $712 total
includes taxes & fees
Sep 3 - Sep 4
Harbor Heights

8. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (47 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is CA $690
CA $1,073 total
includes taxes & fees
Aug 26 - Aug 27
The SandPiper

9. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (8 reviews)
"Everything was so nice and clean. Location was great, walking distance from everything. My children had an amazing time. I would book this again in the summer."
United States
Jessica0610@gmail.com A.
The price is CA $411
CA $761 total
includes taxes & fees
Sep 8 - Sep 9
Beach Block Hideaway

10. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (51 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $161
CA $310 total
includes taxes & fees
Sep 8 - Sep 9
1-bedroom cottage with Grove Beach 🏖️ access.

11. 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 CA $300
CA $449 total
includes taxes & fees
Aug 24 - Aug 25
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

12. Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is CA $270
CA $412 total
includes taxes & fees
Aug 13 - Aug 14
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

13. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is CA $270
CA $429 total
includes taxes & fees
Aug 13 - Aug 14
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

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

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is CA $217
CA $412 total
includes taxes & fees
Aug 12 - Aug 13
The Stern at Soundview · Beach+Ocean+Sunrise

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

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (16 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is CA $272
CA $621 total
includes taxes & fees
Aug 12 - Aug 13
Adorable Cottage, 5 min walk to water & town

16. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"yes the house had everything we needed"
United States
patricia m.
The price is CA $1,286
CA $2,060 total
includes taxes & fees
Sep 10 - Sep 11
Beachfront Greenport Villa

17. 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, (26 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is CA $279
CA $494 total
includes taxes & fees
Sep 1 - Sep 2
The gardners Cottage 1 mile from long Island Sound - pet friendly

18. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (56 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is CA $1,217
CA $2,134 total
includes taxes & fees
Sep 9 - Sep 10
Work and Play Special! Extended Stay Discount

19. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
The price is CA $220
CA $502 total
includes taxes & fees
Aug 24 - Aug 25
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
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

Find out more about Greenport West

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenport West. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

The Hampton Sack a cheerful relaxing beach cottage: Visitors like this Greenport West vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Greenport West?

Expedia has 45 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.