Glenwood Vacation Rentals

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Our top choices for Glenwood vacation rentals

2.0 star property
$251 nightly
The price is $277
Jan 27 - Jan 28
Total with taxes and fees
Forava Cabin • Tiny Home in the Woods + Sauna
9.4 out of 10, Exceptional, (8 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
$136 nightly
The price is $154
Feb 2 - Feb 3
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Very cute, well decorated, quiet, and has everything we needed for a get away."
United States
Alexis
$229 nightly
The price is $256
Jan 22 - Jan 23
Total with taxes and fees
Forava Cabins - Tiny Cabin in the Woods
9.2 out of 10, Wonderful, (7 reviews)
"We stayed in this unit and absolutely loved it. We were just a short drive away from the all the orchards in Warwick, NY. The accommodations were perfectly located with quite a few things to do in the area. We will stay again. "
United States
Jonathan O.
$222 nightly
The price is $251
Jan 22 - Jan 23
Total with taxes and fees
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Apartment in New Hampton

Cozy Apartment Near Legoland!
$372 nightly
The price is $408
Jan 22 - Jan 23
Total with taxes and fees
Cozy Apartment Near Legoland!

Condo in Vernon Township

Cozy 2BR condo w/ valley views
9.4 out of 10, Exceptional, (22 reviews)
"The condo was perfect for our last minute trip. The condo was clean and close the ski area. My family enjoyed our stay there. Thank you."
United States
Richard
$226 nightly
The price is $255
Jan 22 - Jan 23
Total with taxes and fees
Cozy 2BR condo w/ valley views
10.0 out of 10, Exceptional, (34 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
$237 nightly
The price is $268
Jan 27 - Jan 28
Total with taxes and fees
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
$283 nightly
The price is $295
Jan 22 - Jan 23
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.4 out of 10, Exceptional, (11 reviews)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
$246 nightly
The price is $279
Jan 22 - Jan 23
Total with taxes and fees
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
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
$234 nightly
The price is $265
Jan 22 - Jan 23
Total with taxes and fees
Villa Verde B&B, Greenwood Lake NY, 1

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
$256 nightly
The price is $290
Jan 22 - Jan 23
Total with taxes and fees
Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (6 reviews)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
$266 nightly
The price is $314
Jan 22 - Jan 23
Total with taxes and fees
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
8.0 out of 10, Very Good, (3 reviews)
"Yes, everything was lovely"
United States
Tiffanie C.
$373 nightly
The price is $422
Jan 25 - Jan 26
Total with taxes and fees
Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle
2.0 star property
9.0 out of 10, Wonderful, (12 reviews)
"Great location!"
United States
Alozie E.
$441 nightly
The price is $441
Jan 22 - Jan 23
Total with taxes and fees
Stylish & Peaceful Getaway on 3 Private Acres

Cabin in Cuddebackville

Serene Rustic Retreat with Lake
2.0 star property
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
$474 nightly
The price is $481
Jan 22 - Jan 23
Total with taxes and fees
Serene Rustic Retreat with Lake
2.0 star property
8.8 out of 10, Excellent, (3 reviews)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
$426 nightly
The price is $481
Jan 22 - Jan 23
Total with taxes and fees
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
10.0 out of 10, Exceptional, (26 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
$227 nightly
The price is $256
Jan 22 - Jan 23
Total with taxes and fees
The Wine House, Sitting atop of Warwick's brand new Wine Bar
10.0 out of 10, Exceptional, (46 reviews)
"Loved it ! Very clean and comfortable. "
United States
Thomas M.
$273 nightly
The price is $278
Jan 25 - Jan 26
Total with taxes and fees
Lifts OPEN! Rustic Chic at Mountain Creek! Heated Outdoor Pool, Hot Tubs, Sauna
10.0 out of 10, Exceptional, (4 reviews)
"Lovely quaint stay!"
United States
Kelly G.
$360 nightly
The price is $363
Jan 22 - Jan 23
Total with taxes and fees
Couple's Serenity Cabin * Hot Tub *Lake
10.0 out of 10, Exceptional, (33 reviews)
"The place was beautiful. Would highly recommended staying here. "
United States
Ranada
$262 nightly
The price is $296
Jan 22 - Jan 23
Total with taxes and fees
2 bedroom cozy condo with parking on premises
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 $255 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.

Frequently asked questions

Are there vacation rentals in Glenwood?

Yes, you can find vacation rentals close to popular local attractions in Glenwood, or you can choose a secluded option if you'd like a relaxing place to stay.

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

Ski, hike or just relax. Historic grist mill sleeps 12. Stay in history! : This highly rated vacation home rental in Glenwood is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Glenwood?

While exploring the area, visit family-friendly sights like Mountain Creek Waterpark, 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.