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Greenport Vacation Rentals

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Vacation Rentals in Greenport

Beach nearby
Cliffside Resort Condominiums
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (245)
"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "
United States
dean
$262 nightly
The price is $299
Nov 17 - Nov 18
Total with taxes and fees
Cliffside Resort Condominiums
Free WiFi, bed sheets
North Fork Cottages & RV Resort
North Fork Cottages & RV Resort
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great stay! Very clean and new. Comfy beds, great location "
United States
Lisa
$195 nightly
The price is $223
Nov 4 - Nov 5
Total with taxes and fees
North Fork Cottages & RV Resort
Terrace/patio
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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.
$484 nightly
The price is $553
Nov 19 - Nov 20
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Terrace/patio
American Beech in Greenport - Petite King Room 7
American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$245 nightly
The price is $280
Nov 10 - Nov 11
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Fridge, microwave, oven, stovetop
Northfork Townhouse- walk to all/ newly renovated
Northfork Townhouse- walk to all/ newly renovated
9.6 out of 10, Exceptional, (9)
"The place was as advertised and in great walking distance to everything in town! "
United States
Liz H.
$720 nightly
The price is $823
Nov 9 - Nov 10
Total with taxes and fees
Northfork Townhouse- walk to all/ newly renovated
Property grounds
American Beech in Greenport - Deluxe King 6
American Beech in Greenport - Deluxe King 6
2.0 out of 10, (1)
"Not as advertised. Very disappointed "
United States
Jeffrey
$280 nightly
The price is $320
Dec 1 - Dec 2
Total with taxes and fees
American Beech in Greenport - Deluxe King 6
1 bedroom, free WiFi, bed sheets
Lakefront Boho Tiny House
Lakefront Boho Tiny House
10.0 out of 10, Exceptional, (3)
"My husband has always wanted to try a tiny house. This place exceeded our expectations. Lovely house. Lovely lake. He was in heaven fishing and kayaking "
United States
Asha A.
$177 nightly
The price is $201
Nov 4 - Nov 5
Total with taxes and fees
Lakefront Boho Tiny House
Exterior
Cozy Lakefront Tiny House
Cozy Lakefront Tiny House
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.
$187 nightly
The price is $212
Nov 5 - Nov 6
Total with taxes and fees
Cozy Lakefront Tiny House
Interior
Floating Nest on Private River. Serene Views & Ultimate Relaxation
Floating Nest on Private River. Serene Views & Ultimate Relaxation
$332 nightly
The price is $376
Nov 4 - Nov 5
Total with taxes and fees
Floating Nest on Private River. Serene Views & Ultimate Relaxation
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise
The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect for a weekend beach getaway. Very small but accurately portrayed in the pictures. It was clean and the host was very helpful and responsive. "
United States
Olivia C.
$171 nightly
The price is $193
Nov 4 - Nov 5
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
Beach
Southampton cozy cottage by the beach
Southampton cozy cottage by the beach
8.0 out of 10, Very Good, (2)
"Great stay. Would stay again. "
United States
Weston B.
$400 nightly
The price is $457
Nov 16 - Nov 17
Total with taxes and fees
Southampton cozy cottage by the beach
Smart TV
1-bedroom cottage with Grove Beach 🏖️ access.
1-bedroom cottage with Grove Beach 🏖️ access.
9.2 out of 10, Wonderful, (36)
"Host was very friendly and accommodating"
United States
Monika M.
$164 nightly
The price is $185
Nov 4 - Nov 5
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Fridge, microwave, oven, stovetop
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
10.0 out of 10, Exceptional, (9)
"Open concept home beautiful with private yard space. It was perfect for our stay"
United States
Berlyne S.
$319 nightly
The price is $361
Nov 5 - Nov 6
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Property grounds
Rogers Lake House (87) · CT College+Beach+USCGA
Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (2)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
$356 nightly
The price is $403
Nov 10 - Nov 11
Total with taxes and fees
Rogers Lake House (87) · CT College+Beach+USCGA
On the beach
Freeboard at Soundview · Beach+Ocean+Sunrise
Freeboard at Soundview · Beach+Ocean+Sunrise
2.0 star property
9.6 out of 10, Exceptional, (7)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
United States
Dana
$171 nightly
The price is $193
Nov 4 - Nov 5
Total with taxes and fees
Freeboard at Soundview · Beach+Ocean+Sunrise
Outdoor dining
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
2.0 star property
10.0 out of 10, Exceptional, (11)
"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.
$286 nightly
The price is $324
Nov 17 - Nov 18
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
10.0 out of 10, Exceptional, (51)
"Amazing property, we loved everything about it, highly recommended, will stay again "
United States
Rick
$611 nightly
The price is $692
Nov 10 - Nov 11
Total with taxes and fees
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
On the beach
The Anchor at Soundview · Beach+Ocean+Sunrise
The Anchor at Soundview · Beach+Ocean+Sunrise
2.0 star property
8.0 out of 10, Very Good, (2)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
$171 nightly
The price is $193
Nov 5 - Nov 6
Total with taxes and fees
The Anchor at Soundview · Beach+Ocean+Sunrise
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"It was clean and the staff was very nice they "
Fran 1-night trip
Posted 5 hours ago
The Bentley Hotel Southampton

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 $185 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.

Explore a world of travel with Expedia

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?

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food: This vacation home rental near Greenport is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Greenport?

With 103 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.