Compare Greenport Vacation Rentals

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Greenport Rentals

Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
1.56 mi from city center
$326 nightly
The price is $372 total per night
$372 total
Oct 26 - Oct 27
Total with taxes and fees
At Cliffside Resort Condominiums, guests have access to free WiFi in public areas, a seasonal outdoor pool, and a terrace. 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 laundry facilities, a picnic area, and a vending machine.
Pool
Kitchen
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

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

0.85 mi from city center
Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills. This beach cottage also has a garden.
Kitchen
Washer
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 out of 5
10.52 mi from city center
$356 nightly
The price is $406 total per night
$406 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at this vacation home enjoy an outdoor pool, a hot tub, and barbecue grills. Additional amenities include a garden and a water dispenser.
Pool
Hot Tub
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

2 out of 5
13.13 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Washer
Dryer
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

13.68 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and barbecue grills.
Pool
Hot Tub
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

15.05 mi from city center
$266 nightly
The price is $301 total per night
$301 total
Oct 1 - Oct 2
Total with taxes and fees
At this houseboat, guests have access to barbecue grills.
Kitchen
Free WiFi
Shoreline Oasis

Shoreline Oasis

14.91 mi from city center
$232 nightly
The price is $263 total per night
$263 total
Oct 5 - Oct 6
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

18.51 mi from city center
$638 nightly
The price is $722 total per night
$722 total
Oct 1 - Oct 2
Total with taxes and fees
At this cabin, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly cabin also has a garden.
Kitchen
Washer
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
18.1 mi from city center
$151 nightly
The price is $172 total per night
$172 total
Oct 19 - Oct 20
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
$174 nightly
The price is $199 total per night
$199 total
Oct 31 - Nov 1
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
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

20.16 mi from city center
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include local meal delivery service, barbecue grills, and a garden.
Pool
Kitchen
Rustic Lakeside Cabin at White Gate Farm

Rustic Lakeside Cabin at White Gate Farm

20.16 mi from city center
Guests staying at this cabin have access to barbecue grills and a garden.
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 $172 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.

More to Explore

More to Explore