An aerial view of a harbor with boats, a ship, and a dock extending into the water.

Greenport Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Greenport vacation rentals

Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (24 reviews)
"Great stay & great staff!"
United States
James
The price is AED 1,557
AED 1,779 total
includes taxes & fees
29 Jun - 30 Jun
North Fork Resort
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (258 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is AED 1,228
AED 1,562 total
includes taxes & fees
29 Jun - 30 Jun
Cliffside Resort Condominiums
Terrace/patio

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 AED 841
AED 1,263 total
includes taxes & fees
23 Jun - 24 Jun
American Beech in Greenport - Petite King Room 7
Dining

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 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 AED 1,273
AED 2,524 total
includes taxes & fees
22 Jun - 23 Jun
Northfork Townhouse walk to all
Property grounds

Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (12 reviews)
"yes the house had everything we needed"
United States
patricia m.
The price is AED 2,711
AED 4,545 total
includes taxes & fees
22 Jun - 23 Jun
Beachfront Greenport Villa
Smart TV, fireplace

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (12 reviews)
"The place was as advertised and in great walking distance to everything in town! "
United States
Liz H.
The price is AED 1,256
AED 2,505 total
includes taxes & fees
22 Jun - 23 Jun
Renovated Townhouse walk to all
Fridge, microwave, oven, stovetop

New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town
Greenport
10.0 out of 10, Exceptional, (3 reviews)
"This was a great house for a large group! It was clean, and the backyard was perfect for our group to enjoy. The host was quick to respond to any questions we had. "
United States
Alexis P.
The price is AED 3,912
AED 6,068 total
includes taxes & fees
15 Jul - 16 Jul
New Construction Greenport Pool House - 3 Blocks from Town
Property grounds

American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is AED 1,796
AED 2,514 total
includes taxes & fees
19 Jul - 20 Jul
American Beech in Greenport - Deluxe King 6
Apartment | Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (241 reviews)
"Very close to beach"
United States
Rabia
The price is AED 1,107
AED 1,385 total
includes taxes & fees
22 Jun - 23 Jun
Driftwood Resort
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (316 reviews)
"Nice homey room"
United States
Andrew
The price is AED 1,573
AED 1,897 total
includes taxes & fees
8 Jul - 9 Jul
Windward Shores Ocean Resort
Exterior

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Exterior

Unit 1724: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

Unit 1724: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Napeague
Unit 1724: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Exterior

Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West

Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
10.0 out of 10, Exceptional, (2 reviews)
"We love everything about this place. This was our 2nd time staying here and plan on coming back. The kitchen was redone and is beautiful. The location is perfect. It's close to the restaurants and shops in Montauk and Amagansett. The back deck is so roomy and comfortable. Sitting out there, listening to the ocean is heaven. We highly recommend this. "
United States
DiAnn E.
The price is AED 2,575
AED 4,234 total
includes taxes & fees
2 Jul - 3 Jul
Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West
Exterior

Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Napeague
10.0 out of 10, Exceptional, (2 reviews)
"First time in the area, and we hope to return. "
United States
Amy E.
The price is AED 3,566
AED 5,663 total
includes taxes & fees
8 Jul - 9 Jul
Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Exterior

Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle

Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle
Napeague
10.0 out of 10, Exceptional, (1 review)
The price is AED 4,202
AED 6,547 total
includes taxes & fees
19 Jul - 20 Jul
Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle
Dining

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is AED 801
AED 4,220 total
includes taxes & fees
28 Jun - 29 Jun
BlackBerry Private home with jacuzzi yearlong
Private kitchen

Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
Spacious house in East Hampton with heated pool + WFH
Fridge, microwave, oven, stovetop

Brand New in the Heart of East Hampton Village with Pool

Brand New in the Heart of East Hampton Village with Pool
East Hampton
10.0 out of 10, Exceptional, (34 reviews)
"Great location and house was spotless! "
United States
Heather R.
The price is AED 8,081
AED 12,128 total
includes taxes & fees
12 Jul - 13 Jul
Brand New in the Heart of East Hampton Village with Pool
Dining

Beautiful home near Ocean Beach Park.

Beautiful home near Ocean Beach Park.
New London
10.0 out of 10, Exceptional, (19 reviews)
"A wonderful setting for a family, holiday gathering. Spacious, beautiful, spotless home. Lovely decorations, great views, fantastic kitchen, cozy gathering spaces, comfortable bedrooms, fun game room, and welcoming host."
United States
Martha F.
The price is AED 4,408
AED 7,883 total
includes taxes & fees
15 Jul - 16 Jul
Beautiful home near Ocean Beach Park.
Smart TV, fireplace, books

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (12 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 649
AED 1,704 total
includes taxes & fees
22 Jun - 23 Jun
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
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 Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!"
robyn 2-night trip
Posted 3 hours ago
Sound View 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?

Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street: This vacation home near Greenport is located on the waterfront and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 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 95 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.