Glen Head Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Glen Head vacation rentals

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
9.4 out of 10, Exceptional, (40 reviews)
"I found everything to be clean and fresh. Owners were nice. I would stay there again. "
United States
Mark
The price is CA $146
CA $238 total
includes taxes & fees
May 18 - May 19
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $197
CA $281 total
includes taxes & fees
May 21 - May 22
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Lovely 2-bedroom apartment with AC in vibrant New York

Lovely 2-bedroom apartment with AC in vibrant New York
Manhattan
The price is CA $1,073
CA $1,635 total
includes taxes & fees
May 18 - May 19
Lovely 2-bedroom apartment with AC in vibrant New York

The Beekman Tower, Trademark Collection by Wyndham

The Beekman Tower, Trademark Collection by Wyndham
3.5 star property
Manhattan
8.4 out of 10, Very good, (584 reviews)
"Perfect for long stays "
United States
Navindra Eric
The price is CA $282
CA $453 total
includes taxes & fees
May 31 - Jun 1
The Beekman Tower, Trademark Collection by Wyndham

Radio City Apartments

Radio City Apartments
3.5 star property
Manhattan
9.0 out of 10, Wonderful, (5,314 reviews)
"It is always a pleasure to stay at this property"
United States
Jane
The price is CA $204
CA $239 total
includes taxes & fees
May 25 - May 26
Radio City Apartments

Superb 4-bedroom apartment 1 block from Central Park in vibrant New York City

Superb 4-bedroom apartment 1 block from Central Park in vibrant New York City
Manhattan
8.4 out of 10, Very good, (10 reviews)
"Great location right next to the subway station! We loved staying here and it’s such an amazing price for the location. "
United States
alexa c.
The price is CA $743
CA $1,269 total
includes taxes & fees
May 25 - May 26
Superb 4-bedroom apartment 1 block from Central Park in vibrant New York City

1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.8 out of 10, Excellent, (22 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is CA $124
CA $228 total
includes taxes & fees
May 31 - Jun 1
1 bedroom 1 bath private entrance

Grand Upper West Side Suite, Sleeps 8+, Steps to Central Park

Grand Upper West Side Suite, Sleeps 8+, Steps to Central Park
Manhattan
The price is CA $432
CA $879 total
includes taxes & fees
May 18 - May 19
Grand Upper West Side Suite, Sleeps 8+, Steps to Central Park

Top Notch 2-Bed/2-Bath in UES Mins to Central Park

Top Notch 2-Bed/2-Bath in UES Mins to Central Park
Manhattan
8.0 out of 10, Very good, (7 reviews)
"Great location"
United States
GERRY N.
The price is CA $851
CA $1,401 total
includes taxes & fees
May 24 - May 25
Top Notch 2-Bed/2-Bath in UES Mins to Central Park

Elegant 2-BD. Manhattan Escape Steps from Central Park

Elegant 2-BD. Manhattan Escape Steps from Central Park
Manhattan
8.2 out of 10, Very good, (24 reviews)
"The apartment had all basic necessities for kitchen and shed rooms . Quiet. "
United States
Val A.
The price is CA $1,099
CA $1,625 total
includes taxes & fees
May 31 - Jun 1
Elegant 2-BD. Manhattan Escape Steps from Central Park

2-bedroom apartment in pleasant New York with AC for relaxing stays

2-bedroom apartment in pleasant New York with AC for relaxing stays
Manhattan
The price is CA $1,031
CA $1,541 total
includes taxes & fees
May 18 - May 19
2-bedroom apartment in pleasant New York with AC for relaxing stays

Luxury 2BR Times Square • High Floor • Skyline Views • Sleeps 4

Luxury 2BR Times Square • High Floor • Skyline Views • Sleeps 4
Manhattan
9.8 out of 10, Exceptional, (42 reviews)
"We had a great stay. The apartment was spacious, clean and well maintained. Loved the large windows and views. Would definitely stay again. "
United States
Bianca L.
The price is CA $1,220
CA $1,769 total
includes taxes & fees
Jun 4 - Jun 5
Luxury 2BR Times Square • High Floor • Skyline Views • Sleeps 4

Charming 2-Bedroom Suite in Historic Mansfield Residence, Prime NYC Location

Charming 2-Bedroom Suite in Historic Mansfield Residence, Prime NYC Location
Manhattan
8.4 out of 10, Very good, (67 reviews)
"Great location walkable to many exciting NYC sites. Beds were comfortable and space was beautiful. "
United States
JAY M.
The price is CA $447
CA $728 total
includes taxes & fees
May 25 - May 26
Charming 2-Bedroom Suite in Historic Mansfield Residence, Prime NYC Location

Beautiful 2 beds Apt in Midtown NYC #201

Beautiful 2 beds Apt in Midtown NYC #201
Manhattan
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful rental in an amazing spot. Very roomy, clean, with very comfortable beds. Will be staying again next time I’m in the City!"
United States
Martin M.
The price is CA $447
CA $517 total
includes taxes & fees
May 25 - May 26
Beautiful 2 beds Apt in Midtown NYC #201

Prime Location 2BR Near Central Park, Elevator Building, Upper West Side

Prime Location 2BR Near Central Park, Elevator Building, Upper West Side
Manhattan
10.0 out of 10, Exceptional, (1 review)
The price is CA $549
CA $1,028 total
includes taxes & fees
May 25 - May 26
Prime Location 2BR Near Central Park, Elevator Building, Upper West Side

The Quin, a Hilton Club - Studio Premier - STX

The Quin, a Hilton Club - Studio Premier - STX
Manhattan
The price is CA $815
CA $1,212 total
includes taxes & fees
Jun 7 - Jun 8
The Quin, a Hilton Club - Studio Premier - STX

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (77 reviews)
"Location was perfect!"
United States
Linda J P.
The price is CA $419
CA $836 total
includes taxes & fees
May 21 - May 22
Captain's Cottage - Cold Spring Harbor Water Views

Delightful 2-bedroom apartment with AC, fitness room in vibrant New York

Delightful 2-bedroom apartment with AC, fitness room in vibrant New York
Manhattan
8.0 out of 10, Very good, (36 reviews)
"Not a big review writer but I do read a lot of them before I book. So I do feel obligated to say this place is horrible, value your money and just book a hotel room, sleep in van it will be more comfortable than this place. Don't know where to start, bathroom door are swinging doors that have a gap in it, no towels, no storage, horrible beds..."
United States
Sasa
The price is CA $481
CA $748 total
includes taxes & fees
May 24 - May 25
Delightful 2-bedroom apartment with AC, fitness room in vibrant New York

Cozy Two-Bedroom at The Historic Mansfield Residence

Cozy Two-Bedroom at The Historic Mansfield Residence
Manhattan
9.2 out of 10, Wonderful, (51 reviews)
"The place was clean and great ! Alex replied to our request very quickly. The location was amazing and provided us with the ability to do anything we wanted on our stay!"
United States
Joseph C.
The price is CA $433
CA $677 total
includes taxes & fees
May 24 - May 25
Cozy Two-Bedroom at The Historic Mansfield Residence

Chic NYC Retreat | Beside Broadway & Iconic Sights

Chic NYC Retreat | Beside Broadway & Iconic Sights
Manhattan
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $231
CA $420 total
includes taxes & fees
May 24 - May 25
Chic NYC Retreat | Beside Broadway & Iconic Sights
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Glen Head Hotel Reviews

Find out more about Glen Head

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Glen Head. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Glen Head?

Yes, we give you a choice of vacation rentals close to well known points of interest in Glen Head, or you can choose a secluded option if you'd like a relaxing place to stay. Glen Head is known for its university setting and live music. Make sure you have time to check out the churches and restaurants during your trip.

What are some of the best vacation home rentals in Glen Head?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : Visitors like this Glen Head vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Glen Head?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Glen Head stay.

What’s there to see and do in Glen Head?

While exploring the area, visit family-friendly sights like Long Island Children's Museum, or get outside and enjoy nature at Flushing Meadows-Corona Park. In the larger area, you’ll find popular places like Yankee Stadium and Citi Field.

What’s a vacation rental in Glen Head like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Glen Head. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.