Book Holiday Homes in Eastport

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Eastport

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach
With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub

Westhampton
Located in Westhampton, this vacation home is by the sea, within a 5-minute drive of Westhampton Beach Performing Arts Center and Moriches Bay.
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
Mastic Beach Surf House

Mastic Beach Surf House

Mastic Beach
Located in Mastic Beach, this vacation home is on the waterfront, a 3-minute drive from William Floyd Estate and 7 minutes from Carmans River.
Mastic Beach Surf House
Save an average of 15% on thousands of hotels when you're signed in
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Westhampton Beach
Located in Westhampton Beach, this vacation home is by the sea, within a 5-minute drive of Westhampton Beach Performing Arts Center and Quogue Community ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Gorgeous private Hamptons house with pool and volleyball court

Gorgeous private Hamptons house with pool and volleyball court

Hampton bays
Located in Hampton Bays, this vacation home is a 4-minute drive from The Hamptons Beaches and 10 minutes from Meschutt Beach.
Gorgeous private Hamptons house with pool and volleyball court
5 bedroom Private Family Get Away w/ Heated Pool

5 bedroom Private Family Get Away w/ Heated Pool

Westhampton Beach
When you stay at this vacation home in Westhampton Beach, you'll be by the sea, within a 5-minute drive of Quogue Community Hall and Westhampton Beach Performing ...
5 bedroom Private Family Get Away w/ Heated Pool
Fall in the🌅beautiful sunsets

Fall in the🌅beautiful sunsets

Hampton Bays
With a stay at this vacation home, you'll be centrally located in Hampton Bays, within a 10-minute drive of The Hamptons Beaches and Ponquogue Beach.
Fall in the🌅beautiful sunsets
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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

Southampton
With a stay at this vacation home in Southampton, you'll be within a 5-minute drive of Southampton Golf Range and North Main Street Historic District.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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
The price is AU$1,599 per night from 1 Feb to 2 Feb
AU$1,599
includes taxes & fees
1 Feb - 2 Feb
Located in Riverhead, this vacation home is a 2-minute drive from Roanoke Vineyards and 6 minutes from Long Island National Golf Club.
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Don't see what you're looking for?
See all available properties in Eastport
View all properties
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.

Eastport 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 Eastport vacation homes are the perfect way for you to wing it.

Holiday houses in Eastport 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 Eastport 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 Eastport adventures, obvs.

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

Eastport Holiday Homes essential information

Accommodation
710 Holiday Homes
Lowest Price
AU$157
Highest Price
AU$1,599
Popular accommodation
Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub , Mastic Beach Surf House, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Gorgeous private Hamptons house with pool and volleyball court, 5 bedroom Private Family Get Away w/ Heated Pool, Fall in the🌅beautiful sunsets, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Top trending hotels in Eastport

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Eastport
With a stay at this vacation home in Eastport, you'll be a 3-minute walk from Moriches Bay and within a 5-minute drive of Long Island Skydiving Center.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

2.5 out of 5
2000 North Ocean Ave., Farmingville, NY
Fully refundableReserve now, pay when you stay
The price is AU$195 per night from 26 Jan to 27 Jan
AU$195
includes taxes & fees
26 Jan - 27 Jan
Located in Farmingville, Hampton Inn Long Island-Brookhaven is connected to a shopping center, a 5-minute drive from Boomers! Medford and 6 minutes from Town ...
Hampton Inn Long Island-Brookhaven
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

2.5 out of 5
10 Aero Rd, Bohemia, NY
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 26 Jan to 27 Jan
AU$157
includes taxes & fees
26 Jan - 27 Jan
When you stay at La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport in Bohemia, you'll be near the airport and within a 5-minute drive of Bohemia Historical ...
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Save an average of 15% on thousands of hotels when you're signed in
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3 out of 5
2012 Old Country Road, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$233 per night from 21 Jan to 22 Jan
AU$233
includes taxes & fees
21 Jan - 22 Jan
With a stay at Residence Inn by Marriott New York Long Island East End in Riverhead, you'll be within a 15-minute walk of Tanger Outlet Center and Riverhead ...
Residence Inn by Marriott New York Long Island East End
Don't see what you're looking for?
See all available properties in Eastport
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.