Book Holiday Homes in Glen Head

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Featured Holiday Homes in Glen Head

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich
The price is AU$289 per night from 26 Oct to 27 Oct
AU$289
26 Oct - 27 Oct
includes taxes & fees
With a stay at this vacation home in Greenwich, you'll be within a 15-minute drive of Houston Preserve and E. Gaynor Brennan Golf Course.
Opens in a new window2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
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
The price is AU$275 per night from 17 Nov to 18 Nov
AU$275
17 Nov - 18 Nov
includes taxes & fees
Located in Brentwood, this vacation home is within a 5-minute drive of Hauppauge Industrial Park and Nissequogue River.
Opens in a new windowCozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Your Quiet Home Away from Home – 3BR Oasis with  Amenities

Your Quiet Home Away from Home – 3BR Oasis with Amenities

Hauppauge, NY
With a stay at this vacation home in Hauppauge, you'll be within a 15-minute drive of Stony Brook University and Hauppauge Industrial Park.
Opens in a new windowYour Quiet Home Away from Home – 3BR Oasis with Amenities
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1 BLK from the Beach! The High Tide Studio #1

1 BLK from the Beach! The High Tide Studio #1

2 out of 5
Far Rockaway
With a stay at this vacation home in Far Rockaway (Queens), you'll be within a 15-minute drive of Rockaway Beach and Five Towns Shopping Center.
Opens in a new window1 BLK from the Beach! The High Tide Studio #1
Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor
The price is AU$743 per night from 4 Nov to 5 Nov
AU$743
4 Nov - 5 Nov
includes taxes & fees
A stay at this vacation home places you in the heart of Cold Spring Harbor, within a 15-minute walk of Cold Spring Harbor State Park and Cold Spring Harbor Whaling ...
Opens in a new windowCaptain's Cottage - Cold Spring Harbor Water Views
The High Tide Studio #6

The High Tide Studio #6

2 out of 5
Far Rockaway
With a stay at this vacation home in Far Rockaway (Queens), you'll be within a 15-minute drive of Rockaway Beach and Five Towns Shopping Center.
Opens in a new windowThe High Tide Studio #6
Charming 1-bedroom house with WiFi, AC in delightful Uniondale

Charming 1-bedroom house with WiFi, AC in delightful Uniondale

Uniondale
The price is AU$258 per night from 26 Oct to 27 Oct
AU$258
26 Oct - 27 Oct
includes taxes & fees
With a stay at this vacation home in Uniondale, you'll be within a 5-minute drive of Hofstra University and Nassau Veterans Memorial Coliseum.
Opens in a new windowCharming 1-bedroom house with WiFi, AC in delightful Uniondale
The High Tide Two Bedroom Suite #8

The High Tide Two Bedroom Suite #8

2 out of 5
Far Rockaway
With a stay at this vacation home in Far Rockaway (Queens), you'll be within a 15-minute drive of Rockaway Beach and Five Towns Shopping Center.
Opens in a new windowThe High Tide Two Bedroom Suite #8
The High Tide Studio #5

The High Tide Studio #5

2 out of 5
Far Rockaway
With a stay at this vacation home in Far Rockaway (Queens), you'll be within a 15-minute drive of Rockaway Beach and Five Towns Shopping Center.
Opens in a new windowThe High Tide Studio #5
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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.

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

Holiday houses in Glen Head 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 Glen Head 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 Glen Head adventures, obvs.

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

Glen Head Holiday Homes essential information

Accommodation
850 Holiday Homes
Lowest Price
AU$258
Highest Price
AU$743
Popular accommodation
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock., Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. , Your Quiet Home Away from Home – 3BR Oasis with Amenities, 1 BLK from the Beach! The High Tide Studio #1, Captain's Cottage - Cold Spring Harbor Water Views, The High Tide Studio #6, Charming 1-bedroom house with WiFi, AC in delightful Uniondale, The High Tide Two Bedroom Suite #8, The High Tide Studio #5

Top trending hotels in Glen Head

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$347 per night from 23 Nov to 24 Nov
AU$347
23 Nov - 24 Nov
includes taxes & fees
A stay at Sheraton New York Times Square Hotel places you in the heart of New York, steps from Broadway and Broadway Theatre.
Opens in a new windowSheraton New York Times Square Hotel
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$463 per night from 23 Nov to 24 Nov
AU$463
23 Nov - 24 Nov
includes taxes & fees
With a stay at Hyatt Grand Central New York, you'll be centrally located in New York, steps from Grand Central Terminal and 6 minutes by foot from 5th ...
Opens in a new windowHyatt Grand Central New York
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
145 W 44th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$343 per night from 23 Nov to 24 Nov
AU$343
23 Nov - 24 Nov
includes taxes & fees
A stay at Millennium Hotel Broadway Times Square places you in the heart of New York, steps from Times Square and Broadway.
Opens in a new windowMillennium Hotel Broadway Times Square
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Hyatt Centric Times Square New York

Hyatt Centric Times Square New York

4.5 out of 5
135 W 45th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$495 per night from 25 Nov to 26 Nov
AU$495
25 Nov - 26 Nov
includes taxes & fees
A stay at Hyatt Centric Times Square New York places you in the heart of New York, steps from Times Square and Broadway.
Opens in a new windowHyatt Centric Times Square New York
Don't see what you're looking for?
See all available properties in Glen Head
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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.