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Greenport Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Greenport holiday rentals

Terrace/patio
American Beech in Greenport - Petite King Room 7

Holiday Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$1,239
HK$1,968 total
includes taxes & fees
13 Jan - 14 Jan
American Beech in Greenport - Petite King Room 7
Smart TV, books
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is HK$2,182
HK$4,622 total
includes taxes & fees
5 Feb - 6 Feb
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Smart TV, fireplace
Northfork Townhouse- walk to all/ newly renovated

Holiday Home in Greenport

Northfork Townhouse- walk to all/ newly renovated
9.6 out of 10, Exceptional, (9 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is HK$2,105
HK$4,551 total
includes taxes & fees
13 Jan - 14 Jan
Northfork Townhouse- walk to all/ newly renovated
Dining
Charming Northfork Townhouse- walk to all

Holiday Home in Greenport

Charming Northfork Townhouse- walk to all
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 HK$2,338
HK$4,853 total
includes taxes & fees
13 Jan - 14 Jan
Charming Northfork Townhouse- walk to all
Property grounds
Beachfront Greenport Villa

Holiday Home in Greenport

Beachfront Greenport Villa
9.6 out of 10, Exceptional, (10 reviews)
"Super location - just near The beautiful village of Greenport with a sweeping view of the bay, A very happy house - super Clean, and we had everything that we needed. Meghan was a wonderful host, and answered us quickly with any question that we had. I loved the NorthFork and this home was the perfect place to stay!"
United States
Carine J.
The price is HK$2,884
HK$5,851 total
includes taxes & fees
13 Jan - 14 Jan
Beachfront Greenport Villa
Property grounds
American Beech in Greenport - Deluxe King 6

Holiday Home in Greenport

American Beech in Greenport - Deluxe King 6
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is HK$1,629
HK$2,476 total
includes taxes & fees
13 Jan - 14 Jan
American Beech in Greenport - Deluxe King 6
1 bedroom, free WiFi, bed sheets
Lakefront Boho Tiny House

Mobile Home in East Lyme

Lakefront Boho Tiny House
10.0 out of 10, Exceptional, (4 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is HK$686
HK$1,633 total
includes taxes & fees
13 Jan - 14 Jan
Lakefront Boho Tiny House
Exterior
Cozy Lakefront Tiny House

Mobile Home in East Lyme

Cozy Lakefront Tiny House
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$695
HK$1,642 total
includes taxes & fees
13 Jan - 14 Jan
Cozy Lakefront Tiny House
Smart TV, fireplace, ping pong, books
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Holiday Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is HK$32,677
HK$56,755 total
includes taxes & fees
13 Jan - 14 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is HK$593
HK$1,507 total
includes taxes & fees
19 Jan - 20 Jan
The Stern at Soundview · Beach+Ocean+Sunrise
Smart TV, fireplace, books
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Holiday Home in Waterford

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
10.0 out of 10, Exceptional, (11 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is HK$773
HK$2,864 total
includes taxes & fees
15 Jan - 16 Jan
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
1 bedroom, desk, iron/ironing board, travel cot
1-bedroom cottage with Grove Beach 🏖️ access.

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (34 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is HK$678
HK$1,465 total
includes taxes & fees
13 Jan - 14 Jan
1-bedroom cottage with Grove Beach 🏖️ access.
Private kitchen
Charming 2-bedroom house with WiFi, AC in lovely Waterford

Holiday Home in Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and welcoming."
United States
Michelle M.
The price is HK$1,169
HK$2,874 total
includes taxes & fees
13 Jan - 14 Jan
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Smart TV, books
Rogers Lake House (87) · CT College+Beach+USCGA

Holiday Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5 reviews)
"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 HK$673
HK$3,123 total
includes taxes & fees
14 Jan - 15 Jan
Rogers Lake House (87) · CT College+Beach+USCGA
Interior
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cottage in Waterford

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
2.0 star property
10.0 out of 10, Exceptional, (15 reviews)
"Cottage was perfect. Immaculate, well equipped, beautifully decorated. It had everything we needed! My family and I loved our stay here and will definitely be back."
United States
Nina B.
The price is HK$1,122
HK$2,351 total
includes taxes & fees
13 Jan - 14 Jan
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1 review)
The price is HK$429
HK$3,518 total
includes taxes & fees
13 Jan - 14 Jan
Seabreeze #3: Cozy Cottage by the beach
Smart TV, fireplace
Spacious 5-bedroom house with water views and 2 houses from the bay.

Holiday Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is HK$31,178
HK$50,191 total
includes taxes & fees
17 Jan - 18 Jan
Spacious 5-bedroom house with water views and 2 houses from the bay.
Beach nearby
The Bay Cottage · Rocky Neck Park, Beach & Niantic

Holiday Home in East Lyme

The Bay Cottage · Rocky Neck Park, Beach & Niantic
2.0 star property
9.0 out of 10, Wonderful, (4 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is HK$814
HK$2,699 total
includes taxes & fees
20 Jan - 21 Jan
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Private kitchen
Canoe Place Waterfront Residences

Condo in Hampton Bays

Canoe Place Waterfront Residences
4.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is HK$9,462
HK$11,458 total
includes taxes & fees
17 Jan - 18 Jan
Canoe Place Waterfront Residences
Beach nearby, sun-loungers, beach towels
Beach Cottage, private beach and pass

Cottage in East Lyme

Beach Cottage, private beach and pass
10.0 out of 10, Exceptional, (9 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is HK$1,326
HK$3,114 total
includes taxes & fees
23 Jan - 24 Jan
Beach Cottage, private beach and pass
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

Spark by Hilton Guilford

Spark by Hilton Guilford

10/10 Excellent
"Found the room very clean. Cold, but warmed up quickly after turning on/up heat. Nice girl at front desk. Heard snoring and walking through walls or ceiling at night. Disrupted sleep. "
Carol 1-night trip
Posted 6 days ago
Spark by Hilton Guilford

Find out more about Greenport

Search for holiday rentals in Greenport on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenport using one of the methods below:

  • View our selection of featured holiday rentals in Greenport
  • Use the map to find apartments and other holiday homes in the Greenport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greenport while they last

Look no further and take a look at our great range of rental properties in Greenport!

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?

Summer 2026 Now Available! Grab an amazing property in the heart of the Hamptons: This holiday home rental outside of Greenport is located near the beach, 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 93 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 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 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.