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Glenwood Vacation Rentals

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Our top choices for Glenwood vacation rentals

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
$457 nightly
The price is $517
Aug 6 - Aug 7
Total with taxes and fees
Hudson Valley Retreat w/ Pool Near Greenwood Lake

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.0 out of 10, Wonderful, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
$171 nightly
The price is $193
Jul 21 - Jul 22
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
$283 nightly
The price is $295
Jul 16 - Jul 17
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (31 reviews)
"Great weekend getaway, very communicative and easy to access"
United States
Marlon R.
$172 nightly
The price is $193
Jul 16 - Jul 17
Total with taxes and fees
Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views
Vernon Township
9.6 out of 10, Exceptional, (28 reviews)
"Very nice stay really clean and beautiful views thanks a lot enjoyed snowboarding at creek for the 2 days "
United States
Jacqueline
$274 nightly
The price is $310
Jul 16 - Jul 17
Total with taxes and fees
Cozy 2BR condo w/ valley views

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (7 reviews)
"It was a great place "
United States
Jose
$229 nightly
The price is $259
Jul 20 - Jul 21
Total with taxes and fees
Cottage Suites

Modern penthouse suite in a restored grain tower with private roof deck.

Modern penthouse suite in a restored grain tower with private roof deck.
Warwick
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful stay!"
United States
Lisi M.
$475 nightly
The price is $537
Jul 21 - Jul 22
Total with taxes and fees
Modern penthouse suite in a restored grain tower with private roof deck.

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (49 reviews)
"Clean, modern, well designed, convenient to community resources "
United States
Ann B.
$224 nightly
The price is $253
Jul 29 - Jul 30
Total with taxes and fees
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Golf Front | Mountain Views | Updated | Modern

Golf Front | Mountain Views | Updated | Modern
Vernon
9.8 out of 10, Exceptional, (10 reviews)
"Perfect for my family of 5 and it was a 3 minute ride to Mountain Creek lodge. The owners were very responsive as well. Wonderful weekend overall. I’ll be renting it again next year. "
United States
ryan h.
$371 nightly
The price is $417
Aug 11 - Aug 12
Total with taxes and fees
Golf Front | Mountain Views | Updated | Modern

Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
10.0 out of 10, Exceptional, (14 reviews)
"The host was welcoming and easy to reach. It’s a lovely, fully stocked house that had everything we needed. Check-in and check-out were a breeze. Nice, quiet location."
United States
Michael M.
$426 nightly
The price is $503
Jul 20 - Jul 21
Total with taxes and fees
Amazing Home Near West Point, Shopping, Skiing and Legoland

Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225

Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225
Vernon
9.8 out of 10, Exceptional, (10 reviews)
"Nice place!!"
United States
Lukasz
$237 nightly
The price is $267
Aug 10 - Aug 11
Total with taxes and fees
Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
$285 nightly
The price is $322
Jul 20 - Jul 21
Total with taxes and fees
Villa Verde B&B, bsm, Greenwood Lake NY

The Wine House, Sitting atop of Warwick's brand new Wine Bar

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (33 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
$257 nightly
The price is $290
Jul 20 - Jul 21
Total with taxes and fees
The Wine House, Sitting atop of Warwick's brand new Wine Bar

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
Vernon Township
10.0 out of 10, Exceptional, (39 reviews)
"Great place to stay. Host was attentive to needs. Would definitely recommend to others and stay there again. "
United States
Robert L.
$293 nightly
The price is $331
Jul 26 - Jul 27
Total with taxes and fees
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Heated Pool Hot Tubs Sauna Gym Mtn Front Appalachian @ Mtn Creek #432

Heated Pool Hot Tubs Sauna Gym Mtn Front Appalachian @ Mtn Creek #432
Vernon
$239 nightly
The price is $269
Aug 10 - Aug 11
Total with taxes and fees
Heated Pool Hot Tubs Sauna Gym Mtn Front Appalachian @ Mtn Creek #432

Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
Greenwood Lake
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and really cute place. "
United States
Katie C.
$563 nightly
The price is $637
Jul 19 - Jul 20
Total with taxes and fees
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
vernon
9.4 out of 10, Exceptional, (32 reviews)
"Very nice property!"
United States
Chris E.
$394 nightly
The price is $446
Jul 20 - Jul 21
Total with taxes and fees
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking

Slope side cozy Studio

Slope side cozy Studio
Vernon Township
10.0 out of 10, Exceptional, (4 reviews)
"great location, and great place to stay. we had a wonderful stay!"
United States
Dana
$314 nightly
The price is $342
Jul 19 - Jul 20
Total with taxes and fees
Slope side cozy Studio

Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
$327 nightly
The price is $370
Jul 16 - Jul 17
Total with taxes and fees
Villa Verde B&B, Greenwood Lake NY, 1

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
9.8 out of 10, Exceptional, (10 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
$311 nightly
The price is $352
Jul 16 - Jul 17
Total with taxes and fees
Close to Trails: Studio w/ Water Views
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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Top Glenwood Hotel Reviews

Find out more about Glenwood

Everything you need to know about Glenwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Glenwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Glenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Glenwood vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $190 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Glenwood rentals

At Expedia, we put the best Glenwood vacation 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 Glenwood 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 Glenwood vacation.

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

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Glenwood?

Yes, you can find vacation rentals where you'll be just 12.6 mi (20.3 km) from LEGOLAND® New York, giving you a more remote option if you want peace and quiet.

What are some of the best vacation rentals that Glenwood has to offer?

3 acres Mansion on a Golf Course, Lake Mohawk and Appalachian Mountain views: This vacation home rental near Glenwood offers an outdoor pool, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kick off your shoes and enjoy yourself with a garden and a hot tub.

How many vacation rentals will I find in Glenwood?

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

What’s there to see and do in Glenwood?

While exploring the area, visit family-friendly sights like LEGOLAND® New York, or get outside and enjoy nature at Wawayanda Lake. Wawayanda State Park and Warwick Valley Winery and Distillery are a couple of places you'll find in the larger area.

What’s a vacation rental in Glenwood like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Glenwood. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.