Book Holiday Homes in Greenport

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Featured Holiday Homes in Greenport

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays NY
Stay at this beach holiday home in Hampton Bays. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Meschutt Beach and Good Ground Park ...
Opens in a new windowBeautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead NY
Stay at this holiday home in Riverhead. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Roanoke Vineyards and Long Island National Golf ...
Opens in a new windowSpacious home near Aquarium & heart of wine country Shopping & close to Hamptons
The SandPiper

The SandPiper

Greenport, NY
Stay at this holiday home in Greenport. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowThe SandPiper
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Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches

Clinton CT
Stay at this holiday home in Clinton. Enjoy a garden, laundry facilities and patios. Popular attractions Adam Stanton House and General Store Museum and Indian ...
Opens in a new windowLarge Charming Historic House close to Beaches
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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

Southampton NY
Stay at this family-friendly holiday home in Southampton. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Southampton Golf Range and Sebonack ...
Opens in a new windowDelightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Southampton NY
Stay at this holiday home in Southampton. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions The Hamptons Beaches and North Main Street Historic ...
Opens in a new windowBeachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
Serene Hamptons Retreat with Pool, Bocce Court & Private Beach Access

Serene Hamptons Retreat with Pool, Bocce Court & Private Beach Access

East Hampton NY
Stay at this holiday home in East Hampton. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Kaplan Meadows Sanctuary and Pollock-Krasner ...
Opens in a new windowSerene Hamptons Retreat with Pool, Bocce Court & Private Beach Access
2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS

2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS

East Lyme CT
Stay at this family-friendly holiday home in Niantic. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Amtrak Beach and Tumbleweeds are ...
Opens in a new window2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS
Aqua Vista

Aqua Vista

Greenport, NY
Stay at this holiday home in Greenport. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowAqua Vista
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Greenport vacation homes are the perfect way for you to wing it.

Holiday houses in Greenport let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Greenport in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Greenport adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greenport with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Greenport vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Greenport Holiday Homes essential information

Accommodation
1701 Holiday Homes
Lowest Price
NZ$363
Highest Price
NZ$642
Popular accommodation
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons, The SandPiper , Large Charming Historic House close to Beaches, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️, Serene Hamptons Retreat with Pool, Bocce Court & Private Beach Access, 2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS, Aqua Vista

Top trending hotels in Greenport

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is NZ$387 per night from 29 Mar to 30 Mar
NZ$387
29 Mar - 30 Mar
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowSound View Greenport
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
The price is NZ$363 per night from 13 Apr to 14 Apr
NZ$363
13 Apr - 14 Apr
includes taxes & fees
Stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowThe Harbor Front Inn
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
The price is NZ$642 per night from 2 Apr to 3 Apr
NZ$642
2 Apr - 3 Apr
includes taxes & fees
Stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on-site and daily housekeeping. Popular attractions Greenport Harbor Brewing Company ...
Opens in a new windowZey Hotel
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Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4 out of 5
1400 Silvermere Rd Greenport NY
The price is NZ$491 per night from 29 Mar to 30 Mar
NZ$491
29 Mar - 30 Mar
includes taxes & fees
Stay at this beach hotel in Greenport. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowSilver Sands Motel & Beach Bungalows
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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.

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^Subject to availability and chosen travel dates.