Compare Greenport Vacation Rentals

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Greenport Rentals

North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
1.13 mi from city center
$283 nightly
The price is $323 total per night
$323 total
Sep 9 - Sep 10
Total with taxes and fees
North Fork Resort features free WiFi in public areas, a seasonal outdoor pool, and laundry facilities. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include barbecue grills, a gift shop, and a picnic area.
Pool
Pet friendly
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
1.56 mi from city center
$370 nightly
The price is $423 total per night
$423 total
Sep 27 - Sep 28
Total with taxes and fees
Guests of Cliffside Resort Condominiums enjoy features like a private beach, free WiFi in public areas, and a seasonal outdoor pool. If you plan to drive, free parking is available. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a vending machine.
Pool
Kitchen
Aqua Vista

Aqua Vista

Greenport, NY
0.37 mi from city center
$337 nightly
The price is $385 total per night
$385 total
Sep 8 - Sep 9
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

greenport NY
0.85 mi from city center
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
The SandPiper

The SandPiper

Greenport, NY
0.37 mi from city center
$316 nightly
The price is $360 total per night
$360 total
Sep 10 - Sep 11
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT
12.94 mi from city center
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Kitchen
Washer
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
13.55 mi from city center
$209 nightly
The price is $237 total per night
$237 total
Sep 28 - Sep 29
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Air conditioning
Beach House

Beach House

East Lyme CT
15.42 mi from city center
Guests of this vacation home enjoy a hot tub, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills and a garden.
Hot Tub
Kitchen
New Madison beach house - Ocean front- Great views- booking Summer 2026

New Madison beach house - Ocean front- Great views- booking Summer 2026

Madison CT
18.9 mi from city center
At this vacation home, guests have access to features like laundry facilities. This beach vacation home also has barbecue grills.
Kitchen
Washer
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway Amagansett NY
18.1 mi from city center
$179 nightly
The price is $205 total per night
$205 total
Oct 4 - Oct 5
Total with taxes and fees
Guests of Windward Shores Ocean Resort enjoy outdoor tennis courts, free WiFi in public areas, and a seasonal outdoor pool. Free parking is included with your stay. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this beach aparthotel include free newspapers, a terrace, and laundry facilities.
Pool
Kitchen
Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway Montauk NY
18.59 mi from city center
$192 nightly
The price is $219 total per night
$219 total
Oct 5 - Oct 6
Total with taxes and fees
Guests staying at Driftwood Resort enjoy access to a private beach, a gym, and free WiFi in public areas. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this beach condo building include a seasonal outdoor pool, an arcade/game room, and express check-in.
Pool
Kitchen
Rustic Lakeside Cabin at White Gate Farm

Rustic Lakeside Cabin at White Gate Farm

East Lyme CT
20.16 mi from city center
Guests staying at this cabin have access to a garden and barbecue grills.
Kitchen
Pet friendly
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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.

Greenport Large Group Rentals

How to Book Vacation Rentals in Greenport



🏠 What is the best price for Greenport vacation rentals?

Greenport vacation rentals range in price, starting at $205 per night.


🏠 What types of vacation rentals in Greenport can I rent?

Orbitz offers a wide range of Greenport rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Greenport condo rentals.


🏠 Is it free to cancel my Greenport vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Greenport vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Greenport. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Greenport?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Greenport apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Greenport?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Greenport package deals will get you even more savings.

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