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Greenport Vacation Rentals

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Vacation Rentals in Greenport

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$176 nightly
The price is $201
Nov 30 - Dec 1
Total with taxes and fees
North Fork Cottages & RV Resort

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

Greenport
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
$479 nightly
The price is $547
Dec 1 - Dec 2
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Charming Northfork Townhouse- walk to all

Greenport
10.0 out of 10, Exceptional, (5)
"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.
$595 nightly
The price is $606
Dec 3 - Dec 4
Total with taxes and fees
Charming Northfork Townhouse- walk to all

Northfork Townhouse- walk to all/ newly renovated

Greenport
9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
$645 nightly
The price is $657
Dec 1 - Dec 2
Total with taxes and fees
Northfork Townhouse- walk to all/ newly renovated

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
$243 nightly
The price is $278
Nov 30 - Dec 1
Total with taxes and fees
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Deluxe King 6

Greenport
2.0 out of 10, (1)
"Not as advertised. Very disappointed "
United States
Jeffrey
$302 nightly
The price is $345
Nov 30 - Dec 1
Total with taxes and fees
American Beech in Greenport - Deluxe King 6

Lakefront Boho Tiny House

East Lyme
10.0 out of 10, Exceptional, (3)
"this place was amazing i would come again"
United States
Tatyanna R.
$189 nightly
The price is $215
Dec 1 - Dec 2
Total with taxes and fees
Lakefront Boho Tiny House

Cozy Lakefront Tiny House

East Lyme
10.0 out of 10, Exceptional, (2)
"The bed and pillows were very comfortable. The outside space was very relaxing. Kevin’s place was perfect! We had questions and he replied back right away. We definitely want to go back. "
United States
Rebecca K.
$186 nightly
The price is $211
Dec 2 - Dec 3
Total with taxes and fees
Cozy Lakefront Tiny House

Floating Nest on Private River. Serene Views & Ultimate Relaxation

Old Lyme
$332 nightly
The price is $376
Nov 28 - Nov 29
Total with taxes and fees
Floating Nest on Private River. Serene Views & Ultimate Relaxation

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
$172 nightly
The price is $195
Dec 7 - Dec 8
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise

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

Waterford
10.0 out of 10, Exceptional, (10)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
$319 nightly
The price is $361
Dec 16 - Dec 17
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton
9.2 out of 10, Wonderful, (36)
"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "
United States
michelle
$148 nightly
The price is $167
Dec 1 - Dec 2
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

2.0 star property
Waterford
10.0 out of 10, Exceptional, (13)
"The property was amazing. The house was very clean and the game room was really fun. It was a very cute place and the backyard was perfect for sitting outside in the afternoon. The beds were really soft and comfortable as well."
United States
Jorie M.
$288 nightly
The price is $326
Dec 1 - Dec 2
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme
9.4 out of 10, Exceptional, (53)
"Great stay, charming cottage, hope to return"
United States
Ellen C.
$222 nightly
The price is $252
Nov 30 - Dec 1
Total with taxes and fees
Insta-worthy Couples Retreat: Perfect for romantic getaway!

Rogers Lake House (87) · CT College+Beach+USCGA

Old Lyme
10.0 out of 10, Exceptional, (3)
"We were very comfortable during our stay. The amenities at the house and in the vicinity were great. Our hosts were very responsive in answering our questions. We watched the World Series on the large screen TV in the den. All the family members we had stay with us during the week had ample space to sleep and stretch out. We loved the Yoga studio too. Many thanks!"
United States
Nicole B.
$356 nightly
The price is $403
Dec 8 - Dec 9
Total with taxes and fees
Rogers Lake House (87) · CT College+Beach+USCGA

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
$390 nightly
The price is $446
Nov 29 - Nov 30
Total with taxes and fees
Seabreeze #3: Cozy Cottage by the beach

Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

Amagansett
10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
$699 nightly
The price is $784
Nov 30 - Dec 1
Total with taxes and fees
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays
10.0 out of 10, Exceptional, (12)
"This is a simple house with a great view right on the water. The beds and bedding were comfortable. Despite being on the water, it has a nice yard and little beach area. "
United States
Coleman H.
$1,085 nightly
The price is $1,240
Dec 7 - Dec 8
Total with taxes and fees
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Killingworth
10.0 out of 10, Exceptional, (51)
"Amazing property, we loved everything about it, highly recommended, will stay again "
United States
Rick
$617 nightly
The price is $698
Dec 8 - Dec 9
Total with taxes and fees
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Charming 2-bedroom house with WiFi, AC in lovely Waterford

Waterford
10.0 out of 10, Exceptional, (1)
"The home was very clean and welcoming."
United States
Michelle M.
$326 nightly
The price is $369
Nov 29 - Nov 30
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in lovely Waterford
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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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 $195 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.

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.

How many vacation rentals are there in Greenport?

With 98 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.