Greenport Vacation Rentals from ￥25,650: Search Short-Term Rentals

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Our top choices for Greenport vacation rentals

1. Cliffside Resort Condominiums

Greenport

Christine

￥59,841 total

includes taxes & fees

Oct 25 - Oct 26

A modern house with a deck, outdoor seating, and a fire pit.

2. North Fork Resort

Greenport

Harold

￥46,825 total

includes taxes & fees

Oct 26 - Oct 27

A beach with people relaxing on chairs and sunbathing.

3. Harbor Heights

Pipes Cove

Steven R.

￥45,013 total

includes taxes & fees

Oct 5 - Oct 6

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

4. The SandPiper

Pipes Cove

Julian V.

￥47,622 total

includes taxes & fees

Oct 18 - Oct 19

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

5. Aqua Vista

Pipes Cove

Kerri L.

￥47,622 total

includes taxes & fees

Oct 7 - Oct 8

A beach with people relaxing, a pier extending into the water, and a clear sky.

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

Pipes Cove

Callie E.

￥63,162 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor dining area with hanging lights, palm trees, and a bar.

7. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

￥45,645 total

includes taxes & fees

Oct 4 - Oct 5

A wooden pathway leading to a beach with scattered rocks and greenery.

8. Beach Block Hideaway

Pipes Cove

Teresa C.

￥76,552 total

includes taxes & fees

Oct 4 - Oct 5

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.

9. Renovated Townhouse walk to all

Greenport

Melissa A.

￥101,975 total

includes taxes & fees

Sep 29 - Sep 30

A modern dining area with a wooden table, white chairs, and a chandelier.

10. Northfork Townhouse walk to all

Greenport

Beth R.

￥115,003 total

includes taxes & fees

Sep 29 - Sep 30

A modern living room with a sofa, coffee table, and dining area.

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

Greenport

Jeannette M.

￥130,457 total

includes taxes & fees

Oct 7 - Oct 8

A wooden deck with lounge chairs and a potted plant, overlooking a beach and ocean.

12. Beachfront Greenport Villa

Greenport

Kate R.

￥170,979 total

includes taxes & fees

Sep 29 - Sep 30

An outdoor seating area with wicker furniture, a fire feature, and glasses of red wine.

13. American Beech in Greenport - Deluxe King 6

Greenport

Jeffrey

￥51,215 total

includes taxes & fees

Oct 1 - Oct 2

A tent with a wooden frame, two red chairs, and a table.

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

East Hampton

Christina V.

￥48,506 total

includes taxes & fees

Oct 1 - Oct 2

15. Windward Shores Ocean Resort

Napeague

Gaurang J

￥25,650 total

includes taxes & fees

Oct 12 - Oct 13

A tented accommodation with two beds, a small table, a chair, and a cabinet.

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

East Hampton

Brian

￥50,302 total

includes taxes & fees

Oct 1 - Oct 2

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

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

Clinton

JM B.

￥35,468 total

includes taxes & fees

Oct 26 - Oct 27

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

18. Charming Accommodations in the Hamptons

Sag Harbor

￥78,887 total

includes taxes & fees

Sep 29 - Sep 30

A rocky shoreline with a beach and ocean in the background.

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

Old Lyme

"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."

Janine

￥40,856 total

includes taxes & fees

Sep 30 - Oct 1

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

20. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook

Becky W.

￥72,325 total

includes taxes & fees

Oct 1 - Oct 2

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Top Greenport Hotel Reviews

The Atlantic Hotel

10/10 Excellent

"Nice clean hotel in town"

North Fork Resort

8/10 Good

"We enjoyed our stay. The cabin was clean a few areas of feedback is that the hot water was lackluster. We had many periods of no hot water. The light fixture was very bright in the sitting area. It would’ve been nice if they had a light dimmer so we didn’t have to unscrew the bulbs. One bulb made the room shine. We were impressed that during the storm we received a phone call asking us if we wanted to relocate to another cabin that was not near trees and in the open area. We appreciate that they took the time to extend the offer. We were also impressed that they came around to pick up the fallen branches and used leaf blower to blow off the leaves and sticks on our porch. We would consider reserving in the summer a week to explore the area. Thank you."

Zey Hotel

8/10 Good

"We got off the Orient Point ferry late in evening and were welcomed so warmly by the host! Its like stepping back to a lovely time with the cozy living room on 2 floors and elegant furnishings. The complimentary coffee and lemon water. We loved the cozy feel of the living room that we just picked up muffins from a bakery and ate them with the coffee there. The ONLY reason we gave 4 stars, not 5 is the room had no sound barrier abd we heard next door t.v. on til almost midnight. We loved our stay other than that.0"

Find out more about Greenport

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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?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental near Greenport 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?

With 93 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 East End Seaport Maritime Museum and Railroad Museum of Long Island. 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.

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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. Harbor Heights

4. The SandPiper

5. Aqua Vista

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

7. American Beech in Greenport - Petite King Room 7

8. Beach Block Hideaway

9. Renovated Townhouse walk to all

10. Northfork Townhouse walk to all

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

12. Beachfront Greenport Villa

13. American Beech in Greenport - Deluxe King 6

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

15. Windward Shores Ocean Resort

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

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

18. Charming Accommodations in the Hamptons

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

20. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Find vacation rentals that suit your style

Top Greenport Hotel Reviews

The Atlantic Hotel

Hyatt Place Long Island East End

North Fork Resort

Ocean Vista Resort

Saybrook Point Resort & Marina

Zey Hotel

Silver Sands Motel & Beach Bungalows

Oyster Estate

American Beech Hotel

Find out more about Greenport

Frequently asked questions

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