Glen Head Holiday Rentals

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

Our top choices for Glen Head holiday rentals

Family Home near NY Beach, Private Workspace by Zen Living

Family Home near NY Beach, Private Workspace by Zen Living
Glen Head
8.6 out of 10, Excellent, (7)
"Property was clean and had everything we needed for a quick weekend trip. Host was super quick to respond and checked in. "
United States
Jenna G.
The price is NZ$1,213
includes taxes & fees
27 Dec - 28 Dec
Family Home near NY Beach, Private Workspace by Zen Living

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
Kings Park
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is NZ$308
includes taxes & fees
21 Dec - 22 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 3-bedroom modern family retreat!

Charming 3-bedroom modern family retreat!
Huntington
9.6 out of 10, Exceptional, (8)
"Great location & thoughtful amenities."
United States
Joshua
The price is NZ$991
includes taxes & fees
18 Dec - 19 Dec
Charming 3-bedroom modern family retreat!

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, (73)
"Location was perfect!"
United States
Linda J P.
The price is NZ$891
includes taxes & fees
6 Jan - 7 Jan 2026
Captain's Cottage - Cold Spring Harbor Water Views

Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC

Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC
East Meadow
10.0 out of 10, Exceptional, (11)
"Very easy check in process, great communication with host, close to so many venues and the beach is just a short drive away!!"
United States
Joanne P.
The price is NZ$274
includes taxes & fees
17 Dec - 18 Dec
Zen Oasis - Pvt. Entry Studio Bed+Bath by NUMC

Charming Studio with WiFi, AC in delightful Uniondale

Charming Studio with WiFi, AC in delightful Uniondale
Uniondale
9.6 out of 10, Exceptional, (33)
"The entire place was great along with the host Julie and her husband who are great host. Very responsive and reply in a quickly manor to assist with anything that you need regarding your stay. My girlfriend and I had a great stay! I would recommend and stay again."
United States
Chris
The price is NZ$292
includes taxes & fees
19 Dec - 20 Dec
Charming Studio with WiFi, AC in delightful Uniondale

Relax and rejuvenate in this Hideaway Apartment close to public transportation .

Relax and rejuvenate in this Hideaway Apartment close to public transportation .
North Baldwin
9.8 out of 10, Exceptional, (60)
"Great little place. Verbelle was an excellent host, and the apartment was very nicely set up. When we return to Long Island we would definitely stay there again. "
United States
Joe T.
The price is NZ$554
includes taxes & fees
16 Dec - 17 Dec
Relax and rejuvenate in this Hideaway Apartment close to public transportation .

Charming 2-bedroom rental centrally located

Charming 2-bedroom rental centrally located
Uniondale
9.6 out of 10, Exceptional, (23)
"Easy check-in, nicely appointed, quiet, and conveniently located near Grand Boulevard, Lonsdale Quay, Lynn Canyon, Grouse Mountain, and West Vancouver."
United States
James E.
The price is NZ$725
includes taxes & fees
20 Dec - 21 Dec
Charming 2-bedroom rental centrally located

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (79)
"It was great"
United States
Natalie
The price is NZ$238
includes taxes & fees
18 Dec - 19 Dec
Stamford Suites

Long Beach NY Luxury Gem! Now booking 2026 - Discounts Available - Near Allegria

Long Beach NY Luxury Gem! Now booking 2026 - Discounts Available - Near Allegria
Long Beach
7.2 out of 10, Good, (19)
"No shades, stunk of dog, bed had stains.gross "
United States
Joni
The price is NZ$2,081
includes taxes & fees
16 Dec - 17 Dec
Long Beach NY Luxury Gem! Now booking 2026 - Discounts Available - Near Allegria

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
9.6 out of 10, Exceptional, (23)
"This was a great place! The host George and his wife were incredibly helpful and so nice, making the stay even better. I would absolutely recommend this spot to anyone and definitely plan to be back again!"
United States
Alexus C.
The price is NZ$459
includes taxes & fees
21 Dec - 22 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

NY Luxury Home Suites

NY Luxury Home Suites
2.0 star property
Manhattan
10.0 out of 10, Exceptional, (5)
"Excellent service, awesome location and amazing view Super happy "
Canada
Joshua
The price is NZ$288
includes taxes & fees
12 Jan - 13 Jan 2026
NY Luxury Home Suites

"Serene Retreat near JFK: Private Balcony, Yard, and Pool Access"

"Serene Retreat near JFK: Private Balcony, Yard, and Pool Access"
Valley Stream
9.6 out of 10, Exceptional, (118)
"Quiet . Great location "
United States
Carol
The price is NZ$298
includes taxes & fees
17 Dec - 18 Dec
"Serene Retreat near JFK: Private Balcony, Yard, and Pool Access"

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, (528)
"Staff was very friendly Shower and tub were very nice "
United States
Michael
The price is NZ$463
includes taxes & fees
4 Jan - 5 Jan 2026
The Beekman Tower, Trademark Collection by Wyndham

Radio City Apartments

Radio City Apartments
3.5 star property
Manhattan
9.0 out of 10, Wonderful, (4883)
"good location, friendly staff"
United States
Pamela
Radio City Apartments

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport
Elmont
9.4 out of 10, Exceptional, (45)
"Nice and cozy place Farida is very nice. Thank you "
Canada
Jeremy
The price is NZ$471
includes taxes & fees
16 Dec - 17 Dec
It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

Luxury Studio Suite. Walking distance to UBS Arena

Luxury Studio Suite. Walking distance to UBS Arena
Elmont
9.8 out of 10, Exceptional, (18)
"This was a great place to stay if attending an event at the USB Arena, was there to see Grace Potter and Chris Stapleton. Was an easy walk back to the place without dealing with parking lot traffic. Would definitely stay again for any other event. Place was clean and had everything we needed, would recommend! "
United States
Rachel
The price is NZ$559
includes taxes & fees
16 Dec - 17 Dec
Luxury Studio Suite. Walking distance to UBS Arena

Sophisticated Suite Near JFK Airport

Sophisticated Suite Near JFK Airport
2.0 star property
Inwood
9.8 out of 10, Exceptional, (6)
"I liked the property never nice the host was cool too. Definitely would stay again "
United States
Demaurie
The price is NZ$421
includes taxes & fees
16 Dec - 17 Dec
Sophisticated Suite Near JFK Airport

Chic studio in vibrant New York

Chic studio in vibrant New York
Manhattan
7.4 out of 10, Good, (3)
"The property was great but the shower did not heat up! We had to boil water but other than that it was great! "
United States
Peter
The price is NZ$468
includes taxes & fees
13 Jan - 14 Jan 2026
Chic studio in vibrant New York

Elegant Suite near JFK Airport

Elegant Suite near JFK Airport
2.0 star property
Inwood
10.0 out of 10, Exceptional, (5)
"The property is exactly as described. It was very clean and the AC worked wonderfully which was great because the area was hot. The bed was very comfortable and overall my stay was great! I would definitely stay here again."
United States
Ryan
The price is NZ$513
includes taxes & fees
16 Dec - 17 Dec
Elegant Suite near JFK Airport
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

Everything you need to know about Glen Head holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Glen Head holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Glen Head holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Glen Head holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glen Head. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Glen Head holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Glen Head holiday rentals we have selected for you start as low as NZ$221 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Glen Head rentals

At Expedia, we put the best Glen Head holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Glen Head rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Glen Head holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glen Head. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Glen Head?

Yes, there are holiday rentals close to the most popular sights in Glen Head, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Glen Head has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside Glen Head is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Glen Head?

With 3 Expedia holiday rentals, you're guaranteed 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 Planting Fields Arboretum State Historic Park. Long Island University Post Campus and NYIT Old Westbury Campus are a couple of places you'll find in the wider area.

What’s a holiday rental in Glen Head like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Glen Head. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.