Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Glenwood vacation rentals

Deluxe Cabin, Garden View | Free WiFi
Forava Cabins - Tiny Cabin in the Woods

Cabin in Ringwood

Forava Cabins - Tiny Cabin in the Woods
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very cute, well decorated, quiet, and has everything we needed for a get away."
United States
Alexis
$221 nightly
The price is $247
Jan 20 - Jan 21
Total with taxes and fees
Forava Cabins - Tiny Cabin in the Woods
Terrace/patio
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Cottage in Sparrow Bush

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
9.4 out of 10, Exceptional, (11)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
$244 nightly
The price is $277
Jan 12 - Jan 13
Total with taxes and fees
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Interior
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Vacation Home in Warwick

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
9.4 out of 10, Exceptional, (8)
"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.
$133 nightly
The price is $150
Feb 2 - Feb 3
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Smart TV
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cottage in Goshen

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.8 out of 10, Exceptional, (12)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
$270 nightly
The price is $282
Jan 9 - Jan 10
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Interior
Villa Verde B&B, bsm, Greenwood Lake NY

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12)
"The breakfast was lovely!"
United States
Tara
$256 nightly
The price is $290
Jan 9 - Jan 10
Total with taxes and fees
Villa Verde B&B, bsm, Greenwood Lake NY
Exterior detail
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Apartment in Port Jervis

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
10.0 out of 10, Exceptional, (6)
"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.
$267 nightly
The price is $316
Jan 12 - Jan 13
Total with taxes and fees
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
A heated pool
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Condo in Vernon Township

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
2.5 star property
9.2 out of 10, Wonderful, (7)
"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.
$217 nightly
The price is $246
Jan 13 - Jan 14
Total with taxes and fees
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
Interior
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Apartment in Warwick

Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
10.0 out of 10, Exceptional, (42)
"We love staying in the apartment. Convenient to stores and restaurants. Ideal location. Have stayed before and look forward to staying again. "
United States
Cynthia W.
$219 nightly
The price is $248
Jan 11 - Jan 12
Total with taxes and fees
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
1 bedroom, desk, free WiFi, bed sheets
Couple's Serenity Cabin * Hot Tub *Lake

Cabin in Milford

Couple's Serenity Cabin * Hot Tub *Lake
10.0 out of 10, Exceptional, (4)
"Lovely quaint stay!"
United States
Kelly G.
$359 nightly
The price is $362
Jan 13 - Jan 14
Total with taxes and fees
Couple's Serenity Cabin * Hot Tub *Lake
Outdoor dining
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Cottage in Vernon Township

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
2.0 star property
8.8 out of 10, Excellent, (3)
"House was beautiful! Airy, cool and bedrooms were comfortable! Such a cute cottage and outdoor fire pit was amazing."
United States
Cherlyn I.
$423 nightly
The price is $478
Jan 12 - Jan 13
Total with taxes and fees
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike
Dining
Serene Rustic Retreat with Lake

Cabin in Cuddebackville

Serene Rustic Retreat with Lake
2.0 star property
10.0 out of 10, Exceptional, (8)
"Amazing stay and beautiful home!"
United States
Koby A.
$474 nightly
The price is $481
Jan 9 - Jan 10
Total with taxes and fees
Serene Rustic Retreat with Lake
Interior
Hello Small Stone

Cottage in Middletown

Hello Small Stone
9.6 out of 10, Exceptional, (5)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
$375 nightly
The price is $424
Feb 4 - Feb 5
Total with taxes and fees
Hello Small Stone
Pool
2 bedroom cozy condo with parking on premises

Condo in Vernon Township

2 bedroom cozy condo with parking on premises
10.0 out of 10, Exceptional, (33)
"The place was beautiful. Would highly recommended staying here. "
United States
Ranada
$260 nightly
The price is $294
Jan 12 - Jan 13
Total with taxes and fees
2 bedroom cozy condo with parking on premises
Dining
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #340

Condo in Vernon

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #340
10.0 out of 10, Exceptional, (19)
"An excellent hotel "
United States
Galyna
$259 nightly
The price is $291
Jan 11 - Jan 12
Total with taxes and fees
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #340
Outdoor spa tub
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Vacation Home in Goshen

Renovated House w/Hot Tub, Deck, Grill & Fire Pit
10.0 out of 10, Exceptional, (59)
"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"
United States
Jennifer K.
$477 nightly
The price is $498
Jan 11 - Jan 12
Total with taxes and fees
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Living area
Cozy 2BR condo w/ valley views

Condo in Vernon Township

Cozy 2BR condo w/ valley views
9.4 out of 10, Exceptional, (20)
"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
$232 nightly
The price is $262
Jan 11 - Jan 12
Total with taxes and fees
Cozy 2BR condo w/ valley views
Interior
"Serenity in Butler: 2-BR Apartment with Backyard Oasis" Near NYC

Apartment in Butler

"Serenity in Butler: 2-BR Apartment with Backyard Oasis" Near NYC
$304 nightly
The price is $335
Jan 9 - Jan 10
Total with taxes and fees
"Serenity in Butler: 2-BR Apartment with Backyard Oasis" Near NYC
Property grounds
Villa Verde B&B, Greenwood Lake NY, 1

Apartment in Monroe

Villa Verde B&B, Greenwood Lake NY, 1
10.0 out of 10, Exceptional, (31)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
$233 nightly
The price is $264
Jan 9 - Jan 10
Total with taxes and fees
Villa Verde B&B, Greenwood Lake NY, 1
Smart TV, fireplace
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Vacation Home in Vernon Township

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
9.4 out of 10, Exceptional, (46)
"Great place to stay!"
United States
Michele B.
$268 nightly
The price is $303
Jan 11 - Jan 12
Total with taxes and fees
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Golf
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Condo in Vernon Township

Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
10.0 out of 10, Exceptional, (29)
"Great time great location"
United States
R J.
$299 nightly
The price is $338
Jan 12 - Jan 13
Total with taxes and fees
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Breakfast was fresh rooms were clean. Staff were very friendly and parking seemed very safe."
SUSAN 2-night trip
Posted 3 days ago
Hampton Inn Harriman Woodbury

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 $150 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 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 Upper Greenwood 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.