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Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Glenwood vacation rentals

Cottage (2 Bedrooms) | Interior

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
The price is AED 779
AED 1,897 total
includes taxes & fees
6 Aug - 7 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
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
Warwick
9.0 out of 10, Wonderful, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is AED 446
AED 708 total
includes taxes & fees
21 Jul - 22 Jul
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Smart TV

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.
The price is AED 545
AED 1,075 total
includes taxes & fees
20 Jul - 21 Jul
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
1 bedroom, WiFi (free), bed sheets

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.
The price is AED 477
AED 838 total
includes taxes & fees
27 Jul - 28 Jul
Cozy Loft Cabin high above Bashakill Wildlife Refuge
Living area

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
The price is AED 672
AED 1,265 total
includes taxes & fees
13 Aug - 14 Aug
Cozy 2BR condo w/ valley views
Suite | Desk, WiFi (free), individually furnished, bed sheets

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (7 reviews)
"It was a great place "
United States
Jose
The price is AED 382
AED 940 total
includes taxes & fees
20 Jul - 21 Jul
Cottage Suites
Exterior

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.
The price is AED 1,240
AED 1,972 total
includes taxes & fees
21 Jul - 22 Jul
Modern penthouse suite in a restored grain tower with private roof deck.
Interior

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.
The price is AED 411
AED 931 total
includes taxes & fees
29 Jul - 30 Jul
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Smart TV

Golf Front | Mountain Views | Updated | Modern

Golf Front | Mountain Views | Updated | Modern
Vernon
10.0 out of 10, Exceptional, (11 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.
The price is AED 710
AED 1,509 total
includes taxes & fees
11 Aug - 12 Aug
Golf Front | Mountain Views | Updated | Modern
Coffee/tea maker, fridge, microwave, oven

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.
The price is AED 826
AED 1,835 total
includes taxes & fees
24 Jul - 25 Jul
Amazing Home Near West Point, Shopping, Skiing and Legoland
Exterior

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
The price is AED 445
AED 973 total
includes taxes & fees
10 Aug - 11 Aug
Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #225
Interior

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
The price is AED 918
AED 1,184 total
includes taxes & fees
20 Jul - 21 Jul
Villa Verde B&B, bsm, Greenwood Lake NY
Coffee/tea maker, fridge, microwave, oven

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, (34 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
The price is AED 645
AED 1,066 total
includes taxes & fees
20 Jul - 21 Jul
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Golf

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.
The price is AED 643
AED 1,255 total
includes taxes & fees
27 Jul - 28 Jul
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!
Fridge, oven, stovetop, dishwasher

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.
The price is AED 1,087
AED 2,223 total
includes taxes & fees
19 Jul - 20 Jul
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
Indoor pool, outdoor pool

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.
The price is AED 746
AED 1,637 total
includes taxes & fees
20 Jul - 21 Jul
Luxe 10 guest Cabin/Skiing/Pools/Tennis/Gym/Hiking
Exterior detail

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
The price is AED 687
AED 1,246 total
includes taxes & fees
19 Jul - 20 Jul
Slope side cozy Studio
Property grounds

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
The price is AED 882
AED 1,371 total
includes taxes & fees
20 Jul - 21 Jul
Villa Verde B&B, Greenwood Lake NY, 1
Exterior detail

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.
The price is AED 606
AED 1,280 total
includes taxes & fees
17 Jul - 18 Jul
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

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

10/10 Excellent
"Clean, spacious and comfortable room. Beautiful pool. Breakfast was very good. Lots to choose from. Bed was comfortable and shower pressure was great. Lots of parking. Would definitely recommend a stay at this hotel."
Sherry 1-night trip
Posted 3 hours ago
Fairfield Inn & Suites by Marriott Goshen Middletown

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.