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Our top choices for Greenport holiday rentals
1. North Fork Resort
North Fork Resort
2. Cliffside Resort Condominiums
Cliffside Resort Condominiums
3. Windward Shores Ocean Resort
Windward Shores Ocean ResortFind holiday rentals that suit your style
Top Greenport Hotel Reviews
The Homestead
The Homestead10/10 Excellent
Inn at Harbor Hill Marina
Inn at Harbor Hill Marina10/10 Excellent
The Captain Stannard
The Captain Stannard10/10 Excellent
The 1770 House Restaurant & Inn
The 1770 House Restaurant & Inn10/10 Excellent
Westbrook Inn B&B
Westbrook Inn B&B8/10 Good
Canoe Place Inn and Cottages
Canoe Place Inn and Cottages10/10 Excellent
The Roundtree, Amagansett
The Roundtree, Amagansett10/10 Excellent
The Menhaden
The Menhaden10/10 Excellent
The Bentley Hotel Southampton
The Bentley Hotel Southampton10/10 Excellent
Marina Bay Cottages
Marina Bay Cottages10/10 Excellent
The Shoals Suites and Slips
The Shoals Suites and Slips10/10 Excellent
The Hampton Maid
The Hampton Maid10/10 Excellent
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, apart-hotels, 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 favorite 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 depends 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 £69 per night. Entering your travel dates in the search wizard you might find 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?
New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Greenport is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.
How many holiday rentals are there in Greenport?
With 97 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.