Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Glenwood vacation rentals

Interior
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

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.2 out of 10, Wonderful, (7)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
The price is ￥12,875
￥23,010 total
includes taxes & fees
Dec 22 - Dec 23
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Fridge, microwave, oven, stovetop
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
2.0 star property
Warwick
10.0 out of 10, Exceptional, (5)
The price is ￥21,193
￥56,920 total
includes taxes & fees
Dec 14 - Dec 15
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Living area
Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views

Cozy 2BR condo w/ valley views
Vernon Township
9.6 out of 10, Exceptional, (18)
"It was a wonderful stay. "
United States
Veena
The price is ￥15,254
￥38,884 total
includes taxes & fees
Dec 15 - Dec 16
Cozy 2BR condo w/ valley views
Interior
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

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

Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (40)
"This was the best place to stay. Host was so nice to us. If we are in the area again we would definitely stay here again. "
United States
Eileen H.
The price is ￥16,793
￥37,994 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Fridge, microwave, oven, stovetop
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
10.0 out of 10, Exceptional, (58)
"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.
The price is ￥38,484
￥75,355 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Property grounds
Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is ￥24,412
￥40,457 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Villa Verde B&B, Greenwood Lake NY, 1
Outdoor dining
Stylish & Peaceful Getaway on 3 Private Acres

Stylish & Peaceful Getaway on 3 Private Acres

Stylish & Peaceful Getaway on 3 Private Acres
2.0 star property
Goshen
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is ￥44,781
￥67,638 total
includes taxes & fees
Dec 14 - Dec 15
Stylish & Peaceful Getaway on 3 Private Acres
Deluxe Cabin, Garden View | Free WiFi
Forava Cabins - Tiny Cabin in the Woods

Forava Cabins - Tiny Cabin in the Woods

Forava Cabins - Tiny Cabin in the Woods
3.0 star property
Ringwood
The price is ￥40,427
￥45,127 total
includes taxes & fees
Dec 14 - Dec 15
Forava Cabins - Tiny Cabin in the Woods
A heated pool
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
2.5 star property
Vernon Township
9.4 out of 10, Exceptional, (6)
"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.
The price is ￥15,549
￥37,865 total
includes taxes & fees
Dec 14 - Dec 15
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
Interior
Villa Verde B&B, bsm, Greenwood Lake NY

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)
"The breakfast was lovely!"
United States
Tara
The price is ￥24,412
￥45,030 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Villa Verde B&B, bsm, Greenwood Lake NY
Smart TV
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (11)
"Overall Great"
United States
Nick H.
The price is ￥23,090
￥43,781 total
includes taxes & fees
Dec 14 - Dec 15
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Outdoor spa tub
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (30)
"We loved the house. It was a perfect and much needed short getaway for my husband and I. We brought our little dog Lenny and he loved it too! "
United States
Chelsea D.
The price is ￥25,889
￥71,504 total
includes taxes & fees
Dec 17 - Dec 18
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Fridge, microwave, oven, stovetop
The Wine House, Sitting atop of Warwick's brand new Wine Bar

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, (26)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
The price is ￥27,288
￥39,842 total
includes taxes & fees
Dec 24 - Dec 25
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Pool
2 bedroom cozy condo with parking on premises

2 bedroom cozy condo with parking on premises

2 bedroom cozy condo with parking on premises
Vernon Township
10.0 out of 10, Exceptional, (32)
"The place was beautiful. Would highly recommended staying here. "
United States
Ranada
The price is ￥20,214
￥45,969 total
includes taxes & fees
Dec 23 - Dec 24
2 bedroom cozy condo with parking on premises
Exterior
Ski-in/out, Pool, 2 Hot Tub, Sauna - Ski Lifts Reopen 12/12!

Ski-in/out, Pool, 2 Hot Tub, Sauna - Ski Lifts Reopen 12/12!

Ski-in/out, Pool, 2 Hot Tub, Sauna - Ski Lifts Reopen 12/12!
Vernon Township
10.0 out of 10, Exceptional, (46)
"i love the hotel i will use it whenever i go to vernon "
United States
Michael P.
The price is ￥27,833
￥48,417 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Ski-in/out, Pool, 2 Hot Tub, Sauna - Ski Lifts Reopen 12/12!
Property grounds
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Vernon Township
10.0 out of 10, Exceptional, (54)
"Very clean and comfortable!"
United States
Melissa
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Interior
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.4 out of 10, Exceptional, (6)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
United States
Jay D.
The price is ￥13,176
￥23,361 total
includes taxes & fees
Dec 15 - Dec 16
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Property grounds
Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle
2.0 star property
Monroe
The price is ￥23,644
￥68,610 total
includes taxes & fees
Dec 21 - Dec 22
Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle
Interior
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234
Vernon Township
10.0 out of 10, Exceptional, (9)
"This property was comfortable, quaint and clean. Perfect little weekend getaway. We definitely plan on staying here again. "
United States
Mandi
The price is ￥19,468
￥41,694 total
includes taxes & fees
Dec 18 - Dec 19
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #234
A heated pool
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342
Vernon
10.0 out of 10, Exceptional, (22)
"Would go back"
United States
Marla G.
The price is ￥21,224
￥45,417 total
includes taxes & fees
Dec 14 - Dec 15
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"The staff was excellent "
Kelley 1-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Chester by IHG

Find out more about Glenwood

Search for holiday rentals in Glenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Glenwood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Glenwood!

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?

Luxe Retreat with Fireplace/WiFi/Pool near Water Parks, Golf Course, Wineries: This vacation home rental near Glenwood offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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.