Book Holiday Homes in Massapequa

Start date: Check-in selected.
To Date
End date: Check-out

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 Massapequa

Charming Studio with WiFi, AC in delightful Uniondale

Charming Studio with WiFi, AC in delightful Uniondale

Uniondale NY
The price is NZ$308 per night from 8 Jan to 9 Jan
NZ$308
8 Jan - 9 Jan 2026
includes taxes & fees
Stay at this holiday home in Uniondale. Enjoy air conditioning. Popular attractions David S. Mack Sports and Exhibition Complex and Nassau Veterans Memorial ...
Opens in a new windowCharming Studio with WiFi, AC in delightful Uniondale
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY
The price is NZ$834 per night from 6 Jan to 7 Jan
NZ$834
6 Jan - 7 Jan 2026
includes taxes & fees
Stay at this family-friendly holiday home in Cold Spring Harbor. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their ...
Opens in a new windowCaptain's Cottage - Cold Spring Harbor Water Views
LUXURY BAY SHORE HOME

LUXURY BAY SHORE HOME

2 out of 5
17 Mowbray Ave Bay Shore NY
Stay at this holiday home in Bay Shore. Enjoy free parking. Popular attractions Gilgo State Park and Bay Shore Historical Society are located nearby.
Opens in a new windowLUXURY BAY SHORE HOME
Save an average of 15% on thousands of hotels when you're signed in
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Brentwood NY
The price is NZ$286 per night from 27 Dec to 28 Dec
NZ$286
27 Dec - 28 Dec
includes taxes & fees
Stay at this holiday home in Brentwood. Enjoy free Wi-Fi, an in-room coffee maker and housekeeping. Popular attractions Brentwood State Park and Stonebridge ...
Opens in a new windowCozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport NY
Stay at this beach holiday home in Northport. Enjoy free Wi-Fi, a beach locale and a water park. Popular attractions Cow Harbor Park and Northport Village Park ...
Opens in a new windowBeautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

Syosset NY
Stay at this holiday home in Jericho. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Broadway Mall and Cantiague Park are located nearby.
Opens in a new windowBEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Islip NY
Stay at this family-friendly holiday home in Islip. Enjoy free Wi-Fi, a water park and a garden. Popular attractions SUSA Orlin & Cohen Sports Complex and Bethpage ...
Opens in a new windowfully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
Newly Renovated Luxury Beach House Ocean Bay Park

Newly Renovated Luxury Beach House Ocean Bay Park

Ocean Beach NY
Stay at this holiday home in Bay Shore. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Ocean Beach and Sunken Forest are located ...
Opens in a new windowNewly Renovated Luxury Beach House Ocean Bay Park
BEACH HOUSE, FIVE Minutes walk to the beach,  Very Spacious

BEACH HOUSE, FIVE Minutes walk to the beach, Very Spacious

Long Beach NY
Stay at this family-friendly holiday home in Long Beach. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Long Beach and Long Beach ...
Opens in a new windowBEACH HOUSE, FIVE Minutes walk to the beach, Very Spacious
Don't see what you're looking for?
See all available properties in Massapequa
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.

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

Holiday houses in Massapequa 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 Massapequa 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 Massapequa adventures, obvs.

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

Massapequa Holiday Homes essential information

Accommodation
533 Holiday Homes
Lowest Price
NZ$268
Highest Price
NZ$834
Popular accommodation
Charming Studio with WiFi, AC in delightful Uniondale, Captain's Cottage - Cold Spring Harbor Water Views, LUXURY BAY SHORE HOME, Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. , Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC, BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time, fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc, Newly Renovated Luxury Beach House Ocean Bay Park, BEACH HOUSE, FIVE Minutes walk to the beach, Very Spacious

Top trending hotels in Massapequa

Hilton Garden Inn Queens/JFK Airport

Hilton Garden Inn Queens/JFK Airport

3 out of 5
14818 134th St Jamaica NY
Fully refundableReserve now, pay when you stay
The price is NZ$315 per night from 4 Jan to 5 Jan
NZ$315
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this hotel in Jamaica. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowHilton Garden Inn Queens/JFK Airport
The Westin Flushing Laguardia Airport

The Westin Flushing Laguardia Airport

4 out of 5
35-36 Leavitt St Flushing NY
Fully refundableReserve now, pay when you stay
The price is NZ$363 per night from 2 Jan to 3 Jan
NZ$363
2 Jan - 3 Jan 2026
includes taxes & fees
Stay at this hotel in Flushing. Popular attractions Citi Field and Flushing Meadows-Corona Park are located nearby.
Opens in a new windowThe Westin Flushing Laguardia Airport
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is NZ$268 per night from 28 Dec to 29 Dec
NZ$268
28 Dec - 29 Dec
includes taxes & fees
Stay at this golf hotel in Hauppauge. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowHyatt Regency Long Island
Save an average of 15% on thousands of hotels when you're signed in
Hotel Mint JFK Airport

Hotel Mint JFK Airport

2.5 out of 5
10-74 Beach 22nd St Far Rockaway NY
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Far Rockaway. Enjoy free Wi-Fi, 24-hour room service and a 24-hour front desk. Our guests praise the clean rooms in their ...
Opens in a new windowHotel Mint JFK Airport
Don't see what you're looking for?
See all available properties in Massapequa
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.