Greenport Vacation Rentals from $225: 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.

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Our top choices for Greenport vacation rentals

1. Cliffside Resort Condominiums

Greenport

Christine

$385 nightly

Sep 9 - Sep 10

Total with taxes and fees

2. North Fork Resort

Greenport

Lisa

$339 nightly

Sep 8 - Sep 9

Total with taxes and fees

3. Aqua Vista

Pipes Cove

Molly G.

$329 nightly

Sep 1 - Sep 2

Total with taxes and fees

4. American Beech in Greenport - Petite King Room 7

Greenport

Parent From The Heart, Inc. E.

$393 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Pipes Cove

Callie E.

$452 nightly

Sep 7 - Sep 8

Total with taxes and fees

6. Harbor Heights

Pipes Cove

Nigel

$449 nightly

Sep 3 - Sep 4

Total with taxes and fees

7. The SandPiper

Pipes Cove

Marie H.

$680 nightly

Aug 26 - Aug 27

Total with taxes and fees

8. Beach Block Hideaway

Pipes Cove

Jessica0610@gmail.com A.

$480 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Greenport

Jeannette M.

$878 nightly

Sep 9 - Sep 10

Total with taxes and fees

10. Beachfront Greenport Villa

Greenport

patricia m.

$1,393 nightly

Sep 10 - Sep 11

Total with taxes and fees

11. American Beech in Greenport - Deluxe King 6

Greenport

Jeffrey

$450 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

East Hampton

"⭐⭐⭐⭐⭐ 100/10 – An unforgettable romantic getaway! We had an amazing stay at this glamping site and spent two wonderful, romantic days here. The atmosphere was peaceful, cozy, and incredibly relaxing. Surrounded by nature, we enjoyed the fresh air, breathtaking sunsets, and quiet evenings that created memories we’ll always cherish. Everything was clean, comfortable, and thoughtfully prepared. The staff was exceptionally kind, welcoming, and always ready to help, which made our stay even more...

Malika

$285 nightly

Aug 16 - Aug 17

Total with taxes and fees

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

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

Clinton

JM B.

$199 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

East Hampton

Jennifer

$259 nightly

Aug 13 - Aug 14

Total with taxes and fees

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

East Hampton

Brian

$270 nightly

Aug 13 - Aug 14

Total with taxes and fees

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

Old Lyme

Lylian

$280 nightly

Aug 12 - Aug 13

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

17. Work and Play Special! Extended Stay Discount

Shelter Island

Nava S.

$1,323 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Westbrook Center

Donovan V.

$396 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

19. Windward Shores Ocean Resort

Napeague

Joseph

$320 nightly

Sep 7 - Sep 8

Total with taxes and fees

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Top Greenport Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"It was a very nice hotel. The room was clean and comfortable, the staff was friendly, and the location was convenient. We had a great stay and really enjoyed our time there."

Saybrook Point Resort & Marina

8/10 Good

"I have stayed here many times over the past years...I was not knocked out by the overall stay. They call themselves a resort and in a way they are but I question their ability to provide excellent service. On my arrival rgere was no bellman so thr shift manager helped me. When I checked in I was supposed to get a room with garden view and a queen bed. The first room that they gave me was windowless and very small. I was paying 800 a night for my room.and it was a mandatory 2 mights. Room service breakfast was 50 dollars and a drink( bloody mary) and a diet coke was 36. As for the pool there are no chairs because people can use a pool membership even if they weren't staying. I paid for it but there was no chair. The house phone doesn't work. I reported it to the front desk but nothing happen. The nicest and most helpful person was the bell man and the Friday manager. The feeling of comfort a attention seems to be taking a bavk seat By the way I also hosted a dinner at fresh salt...the restaurant on premise...that was perfect and the service was excellent. Maybe the desk should be trained by the resto front of house"

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

Everything you need to know about Greenport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenport. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greenport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $225 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greenport rentals

At Expedia, we put the best Greenport vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenport vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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 96 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.

Greenport Vacation Rentals

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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

Pier Blue Inn Old Saybrook - Essex

Find out more about Greenport

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