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Greenport Holiday Rentals

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Holiday Rentals in Greenport

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (3)
"Very clean, great amenities! "
United States
Hayley
The price is AU$341
includes taxes & fees
12 Nov - 13 Nov
North Fork Cottages & RV Resort

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AU$468
includes taxes & fees
12 Nov - 13 Nov
American Beech in Greenport - Petite King Room 7

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.
The price is AU$851
includes taxes & fees
18 Nov - 19 Nov
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

American Beech in Greenport - Deluxe King 6

Greenport
2.0 out of 10, (1)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is AU$493
includes taxes & fees
1 Dec - 2 Dec
American Beech in Greenport - Deluxe King 6

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.
The price is AU$332
includes taxes & fees
13 Nov - 14 Nov
Cozy Lakefront Tiny House

Lakefront Boho Tiny House

East Lyme
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.
The price is AU$364
includes taxes & fees
18 Nov - 19 Nov
Lakefront Boho Tiny House

Floating Nest on Private River. Serene Views & Ultimate Relaxation

Old Lyme
The price is AU$581
includes taxes & fees
13 Nov - 14 Nov
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)
"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.
The price is AU$299
includes taxes & fees
13 Nov - 14 Nov
The Stern at Soundview · Beach+Ocean+Sunrise

Black Beauty: Private home with jacuzzi year-round

East Hampton
9.4 out of 10, Exceptional, (3)
"Just hubby & I. Great fireplace and deck with very clean bubbly hot tub. Comfy king-sized bed. Kitchen was clean & functional with basics. Backyard appeared larger in pictures. Rental could use extra couch in living room to comfortably fit eight ppl. The living room couch is just for sitting, appears larger in pictures. Couch is"
United States
STEPHANIE C.
The price is AU$1,363
includes taxes & fees
17 Nov - 18 Nov
Black Beauty: Private home with jacuzzi year-round

Seabreeze #4: Charming Cottage Footsteps to the Beach

Hampton Bays
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is AU$699
includes taxes & fees
18 Nov - 19 Nov
Seabreeze #4: Charming Cottage Footsteps to the Beach

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

2.0 star property
Waterford
10.0 out of 10, Exceptional, (12)
"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.
The price is AU$501
includes taxes & fees
23 Nov - 24 Nov
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

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

Waterford
10.0 out of 10, Exceptional, (10)
"Open concept home beautiful with private yard space. It was perfect for our stay"
United States
Berlyne S.
The price is AU$558
includes taxes & fees
17 Nov - 18 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Hampon Bays
9.6 out of 10, Exceptional, (22)
"What a great place for a family gathering! The backyard is to die for and the host was very helpful throughout the stay. We’ll be back!!"
United States
Lisa w.
The price is AU$1,967
includes taxes & fees
16 Nov - 17 Nov
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

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

Old Lyme
10.0 out of 10, Exceptional, (3)
"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.
The price is AU$623
includes taxes & fees
12 Nov - 13 Nov
Rogers Lake House (87) · CT College+Beach+USCGA

Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme
9.6 out of 10, Exceptional, (52)
"Great stay, charming cottage, hope to return"
United States
Ellen C.
The price is AU$410
includes taxes & fees
30 Nov - 1 Dec
Insta-worthy Couples Retreat: Perfect for romantic getaway!

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.
The price is AU$2,068
includes taxes & fees
12 Nov - 13 Nov
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

2.0 star property
Southampton
9.0 out of 10, Wonderful, (4)
"The location is great, the home is spacious, and the host is very responsive. However, the house itself could really use some sprucing up. I’d recommend replacing all the bed linens and fixing the broken lamps. "
United States
Juliana H.
The price is AU$893
includes taxes & fees
16 Nov - 17 Nov
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is AU$696
includes taxes & fees
16 Nov - 17 Nov
Seabreeze #3: Cozy Cottage by the beach

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
The price is AU$1,070
includes taxes & fees
17 Nov - 18 Nov
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
9.4 out of 10, Exceptional, (3)
"I had a great stay. The proximity to the beach is fantastic and I love that the beach is only accessible by people renting or living in the neighborhood. I was looking for a quiet getaway and I got just that. The bed was great as was the AC. Communication with owners was fantastic. I will be going back. On a personal note, the house could use some curb appeal. "
United States
Carolyn
The price is AU$299
includes taxes & fees
16 Nov - 17 Nov
The Mast 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

Find out more about Greenport

Everything you need to know about Greenport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Greenport holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenport holiday rentals we have selected for you start as low as AU$299 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greenport rentals

At Expedia, we put the best Greenport holiday 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 holiday.

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 holiday rental in Greenport?

Yes, there are holiday rentals in Greenport close to Greenport Carousel, or you can select a more secluded 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 holiday rentals that Greenport has to offer?

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food: This holiday home rental outside of Greenport is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Greenport?

With 99 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Greenport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenport. Holiday rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.