Greenport Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Greenport holiday rentals

Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (251 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is HK$1,578
HK$2,143 total
includes taxes & fees
30 Apr - 1 May
Cliffside Resort Condominiums
Flat-screen TV

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is HK$1,443
HK$1,648 total
includes taxes & fees
29 Apr - 30 Apr
North Fork Cottages & RV Resort
Smart TV, books

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
Greenport
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$3,565
HK$6,643 total
includes taxes & fees
11 May - 12 May
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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 HK$2,891
HK$5,613 total
includes taxes & fees
28 Apr - 29 Apr
Northfork Townhouse walk to all
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.2 out of 10, Wonderful, (5 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$1,324
HK$2,086 total
includes taxes & fees
28 Apr - 29 Apr
American Beech in Greenport - Petite King Room 7
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 HK$7,875
HK$12,838 total
includes taxes & fees
25 May - 26 May
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 HK$1,559
HK$2,399 total
includes taxes & fees
28 Apr - 29 Apr
American Beech in Greenport - Deluxe King 6
Interior

Floating Nest on Private River. Serene Views & Ultimate Relaxation

Floating Nest on Private River. Serene Views & Ultimate Relaxation
Old Lyme
The price is HK$1,763
HK$2,942 total
includes taxes & fees
28 Apr - 29 Apr
Floating Nest on Private River. Serene Views & Ultimate Relaxation
Exterior

Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (3 reviews)
"It was a peaceful and quant "
United States
Patricia M.
The price is HK$905
HK$1,928 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Lakefront Tiny House
1 bedroom, free WiFi, bed sheets

Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (4 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is HK$905
HK$1,913 total
includes taxes & fees
29 Apr - 30 Apr
Lakefront Boho Tiny House
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, (311 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is HK$1,161
HK$1,540 total
includes taxes & fees
29 Apr - 30 Apr
Windward Shores Ocean Resort
Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (236 reviews)
"Great place to stay for small family "
United States
DongHo
The price is HK$1,220
HK$1,650 total
includes taxes & fees
17 May - 18 May
Driftwood Resort
Beach nearby, sun-loungers, beach towels

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (11 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is HK$1,763
HK$3,793 total
includes taxes & fees
14 May - 15 May
Beach Cottage, private beach and pass
Private kitchen

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

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and welcoming."
United States
Michelle M.
The price is HK$1,175
HK$2,889 total
includes taxes & fees
28 Apr - 29 Apr
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Beach nearby

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
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$969
HK$1,990 total
includes taxes & fees
28 Apr - 29 Apr
The Stern at Soundview · Beach+Ocean+Sunrise
Microwave, oven, stovetop, dishwasher

Entire Vacation Home in Waterford Connecticut

Entire Vacation Home in Waterford Connecticut
Waterford
8.8 out of 10, Excellent, (3 reviews)
"Located so perfectly close to everything we wanted to do on vacation. The house was so clean and comfortable. Communication with the owner was A++. The neighbors were even so friendly and waving/smiling. It felt as if we were home. If we come back to that area again we hope this place will be available. "
United States
Jennifer A.
The price is HK$1,489
HK$3,334 total
includes taxes & fees
28 Apr - 29 Apr
Entire Vacation Home in Waterford Connecticut
Beach nearby

The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
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$1,111
HK$3,104 total
includes taxes & fees
28 Apr - 29 Apr
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Living area

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is HK$11,706
HK$15,281 total
includes taxes & fees
28 Apr - 29 Apr
Cozy 5 Bedroom With Wi-fi And Air Condition
Outdoor dining

Coastal New England Waterfront Home, Harkness Park, Casinos

Coastal New England Waterfront Home, Harkness Park, Casinos
Waterford
10.0 out of 10, Exceptional, (128 reviews)
"Great property!"
United States
Matthew B.
The price is HK$2,312
HK$4,511 total
includes taxes & fees
28 Apr - 29 Apr
Coastal New England Waterfront Home, Harkness Park, Casinos
Property grounds

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is HK$9,912
HK$13,752 total
includes taxes & fees
28 Apr - 29 Apr
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"My husband and I stayed two nights. There was a large wedding party in the facility as well. Everyone- guests and staff- was very nice, but the reception took over the whole lobby the afternoon of the wedding and we had to literally wade through hundreds of people drinking, laughing and talking just to get from the only elevator to the exit (or the restaurant or the pool or anywhere else). For anyone but wedding guests, it was quite overwhelming. It seems the wedding business is a big part of the business there, but it should not impede other guests's right to, and expectation of, a relaxing stay."
Dinah 2-night trip
Posted 2 hours ago
Water's Edge Resort & Spa

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:

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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?

NOFO ESCAPE relax-swim-enjoy. Bachelorettes-Weddings-Family vacation: This highly rated holiday home rental in Greenport is located near skiing, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Greenport?

With 95 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.