Greenport Vacation Rentals from ￥35,916: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Greenport has to offer?

The Hampton Sack a cheerful relaxing beach cottage : This vacation home rental near Greenport 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Greenport vacation rentals

1. Cliffside Resort Condominiums

Greenport

Christine

￥70,022 total

includes taxes & fees

Sep 9 - Sep 10

2. North Fork Resort

Greenport

Lisa

￥57,239 total

includes taxes & fees

Sep 14 - Sep 15

3. Aqua Vista

Pipes Cove

Molly G.

￥59,945 total

includes taxes & fees

Sep 8 - Sep 9

4. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

￥71,568 total

includes taxes & fees

Sep 9 - Sep 10

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

Pipes Cove

Callie E.

￥82,311 total

includes taxes & fees

Sep 9 - Sep 10

6. Harbor Heights

Pipes Cove

Nigel

￥61,219 total

includes taxes & fees

Sep 13 - Sep 14

7. The SandPiper

Pipes Cove

Marie H.

￥77,070 total

includes taxes & fees

Aug 26 - Aug 27

8. Beach Block Hideaway

Pipes Cove

maureen f.

￥87,413 total

includes taxes & fees

Sep 8 - Sep 9

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

Greenport

Jeannette M.

￥187,298 total

includes taxes & fees

Sep 14 - Sep 15

10. Beachfront Greenport Villa

Greenport

patricia m.

￥240,222 total

includes taxes & fees

Sep 10 - Sep 11

11. American Beech in Greenport - Deluxe King 6

Greenport

Jeffrey

￥81,947 total

includes taxes & fees

Sep 7 - Sep 8

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

East Hampton

Christina V.

￥51,704 total

includes taxes & fees

Aug 20 - Aug 21

1 bedroom, desk, iron/ironing board, travel crib

13. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

￥35,916 total

includes taxes & fees

Sep 8 - Sep 9

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

East Hampton

Jennifer

￥47,450 total

includes taxes & fees

Aug 16 - Aug 17

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

East Hampton

Brian

￥53,708 total

includes taxes & fees

Aug 19 - Aug 20

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

Old Lyme

Lylian

￥51,719 total

includes taxes & fees

Sep 9 - Sep 10

Coffee/tea maker, fridge, microwave, oven

17. Work and Play Special! Extended Stay Discount

Shelter Island

Nava S.

￥227,613 total

includes taxes & fees

Sep 13 - Sep 14

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

Westbrook Center

Donovan V.

Iron/ironing board, WiFi (free), individually decorated

19. Windward Shores Ocean Resort

Napeague

Gaurang J

￥48,349 total

includes taxes & fees

Sep 14 - Sep 15

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Greenport Hotel Reviews

The Shoals Suites and Slips

10/10 Excellent

"The hotel was very clean with a lovely environment. The staff (especially at the front desk) were helpful, friendly, polite and very knowledgeable about recommendations for the area. The property was well maintained and the views were beautiful and very accessible to many activities in the area. Looking forward to return in the near future."

Budget Host East End

8/10 Good

"My daughter and I spent the night last night 7/12/26 in River Head and found the room clean and tidy, beds comfortable and we enjoyed the pool which was also very clean and well maintained. However, we could not get our TV to work and tried to call the front desk several times yet no one answered. We also noted a guest in Rm 205 left his room door open all day with the TV blaring all thru the night! When we used the pool we were in room 202 and there was a front door w/3 locks and a back door w/3 locks so we locked all 3 of the front door and when we went to open the back door on the pool side neither key we were given would work so had to call mgt. Other guests on our side stated they encountered the same issue and had to call mgt. Why doesn't this hotel use Electronic Keys like other hotels? This is a major safety concern! Otherwise we enjoyed our stay."

North Fork Resort

10/10 Excellent

"The property was so clean, charming, and exceeded all expectations. The whole staff was so lovely and helped solve every issue above and beyond! We got locked out of our room and the front desk was closed but there was an after hours number that we were able to call and they virtually unlocked our door. So make sure you ask for that! And when our firewood took too long to be delivered, Vanessa generously offered to extend our stay an hour and refunded us for the logs. Melissa and Christine also were great and helpful at answering our questions! So special and we would stay again!"

The Bentley Hotel Southampton

10/10 Excellent

"Peace, My Bentley hotel experience was superb! The staff is very hospitable, friendly, helpful, courteous and professional. The suite was very nice. I love the fact that you have to go through two securely locked, solid doors in order to get inside. I also loved the lay out, including the fact that there is a outdoor sitting area in the back which is connect to a big backyard. Although I did not get a chance to utilize much of the amenities, because I only stay one night, I plan on utilizing them the next time I visit. (smile)"

The Menhaden

10/10 Excellent

"Definitely stay here! A perfect location, walkable to so many cute restaurants and shops. Beautiful water view from the rooftop. Most comfortable bed and gorgeous, clean room. And the icing on the cake (almost literally!) is the snack room on each floor with fresh baked cookies, fresh juices, chips, candies and more. They make a wonderful espresso martini at the bar too. We hope to be back!"

Find out more about Greenport

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

View our selection of featured holiday rentals in Greenport
Use the map to find apartments and other holiday homes in the Greenport neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Greenport while they last

Look no further and take a look at our great range of rental properties in Greenport!

Frequently asked questions

Can I find a vacation rental in Greenport?

Yes, we give you a choice of vacation rentals in Greenport near Greenport Carousel, or you can select a more remote option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Greenport. Make sure you have time to check out the waterfront and festivals during your trip.

What are some of the best vacation home rentals that Greenport has to offer?

The Hampton Sack a cheerful relaxing beach cottage: This vacation home rental near Greenport 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?

With 97 Expedia vacation rentals, you're sure to find just the right place for your Greenport stay.

What can I see and do in Greenport?

Enjoy the outdoors at 67 Steps Beach and Norman E. Klipp Marine Park, or simply take in cultural attractions like Railroad Museum of Long Island and East End Seaport Maritime Museum. While here, Greenport Carousel and Kontokosta Winery are other places worth a visit.

What are vacation rentals like in Greenport?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Greenport. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenport vacation rentals

1. Cliffside Resort Condominiums

2. North Fork Resort

3. Aqua Vista

4. American Beech in Greenport - Petite King Room 7

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

6. Harbor Heights

7. The SandPiper

8. Beach Block Hideaway

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

10. Beachfront Greenport Villa

11. American Beech in Greenport - Deluxe King 6

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

13. 1-bedroom cottage with Grove Beach 🏖️ access.

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

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

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

17. Work and Play Special! Extended Stay Discount

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

19. Windward Shores Ocean Resort

Find vacation rentals that suit your style

Top Greenport Hotel Reviews

The Shoals Suites and Slips

Budget Host East End

Hampton's Vacation Inn

North Fork Resort

Pier Blue Inn Old Saybrook - Essex

Water's Edge Resort & Spa

The Harbor Front Inn

The Bentley Hotel Southampton

The Menhaden

Find out more about Greenport

Frequently asked questions

Go further with the Expedia app