Glenwood Holiday Rentals

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Holiday Rentals in Glenwood

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen
9.8 out of 10, Exceptional, (11)
"Wonderful cottage - lots of natural light - well equipped - great shower- comfortable beds- near Legoland - affordable- beautiful surroundings with great sunsets and sunrises - "
United States
Teresa
The price is NZ$515
includes taxes & fees
17 Nov - 18 Nov
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
Westbrookville
The price is NZ$539
includes taxes & fees
17 Nov - 18 Nov
Hike & Fish: Outdoor Retreat Near Trails

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake
10.0 out of 10, Exceptional, (12)
"Definitely going back "
United States
Vincent
The price is NZ$577
includes taxes & fees
17 Nov - 18 Nov
Villa Verde B&B, bsm, Greenwood Lake NY

Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

2.0 star property
Vernon Township
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.
The price is NZ$841
includes taxes & fees
17 Nov - 18 Nov
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

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

Goshen
9.8 out of 10, Exceptional, (59)
"Was a good place to stay with the family for a few days. Very convenient to LegoLand."
United States
Joseph S.
The price is NZ$880
includes taxes & fees
17 Nov - 18 Nov
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Hello Small Stone

Middletown
9.6 out of 10, Exceptional, (5)
"The house has a lot of character and the outdoor areas are really peaceful. The owner just needs to resolve the issue with sulfur in the water because the rotten egg smell is too strong to tolerate."
United States
David
The price is NZ$746
includes taxes & fees
17 Nov - 18 Nov
Hello Small Stone

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

2.0 star property
Warwick
10.0 out of 10, Exceptional, (3)
"Had a lovely weekend in the little red barn. And the little market next door has the best breakfast egg and bacon sandwich."
United States
michelle d.
The price is NZ$730
includes taxes & fees
10 Dec - 11 Dec
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

Serene Rustic Retreat with Lake

2.0 star property
Cuddebackville
10.0 out of 10, Exceptional, (8)
"We had the best weekend at Westly's house. It was better then the pictures. So much room for us to relax. We will come back again. Giving 5 stars perfect. "
United States
Anonymous traveller
The price is NZ$847
includes taxes & fees
17 Nov - 18 Nov
Serene Rustic Retreat with Lake

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

Warwick
9.0 out of 10, Wonderful, (6)
"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "
United States
Patty M.
The price is NZ$260
includes taxes & fees
17 Nov - 18 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Ski-In/Ski-Out, Heated Outdoor Pool, Hot tub Sauna! Waterpark & Biking fun!

Vernon Township
10.0 out of 10, Exceptional, (45)
"Lovely condo. Great location. Perfect for our quick trip. Would definitely stay here again. "
United States
Elizabeth
The price is NZ$510
includes taxes & fees
17 Nov - 18 Nov
Ski-In/Ski-Out, Heated Outdoor Pool, Hot tub Sauna! Waterpark & Biking fun!

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

vernon
9.4 out of 10, Exceptional, (56)
"Nice property, good location, great communication with host. Check in process was a breeze."
United States
Anthony V.
The price is NZ$870
includes taxes & fees
17 Nov - 18 Nov
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Warwick
10.0 out of 10, Exceptional, (32)
"Super luxe loft, well outfitted for beautiful fall weekend in Hudson valley NY! A property not be missed!"
United States
Donna
The price is NZ$458
includes taxes & fees
17 Nov - 18 Nov
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Sparrow Bush
9.4 out of 10, Exceptional, (11)
"Peaceful, comfortable, serene, just what we were looking for...felt like home."
United States
Blanche R.
The price is NZ$504
includes taxes & fees
17 Nov - 18 Nov
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Port Jervis
10.0 out of 10, Exceptional, (4)
"Full kitchen, lovely bathroom. Enjoyed my stay for 2 nights. Very near main restaurant/cafe area of Port Jervis. Described as is. Provided detailed instructions for entry and stay. Good communication."
United States
Diane & Terry W.
The price is NZ$553
includes taxes & fees
17 Nov - 18 Nov
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

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

Vernon Township
10.0 out of 10, Exceptional, (28)
"We had a great stay. The host was helpful and the logistics were very smooth. The unit was very clean and well-maintained. It was very well equipped and we appreciated the basket of snacks left for us! We would definitely come back for another stay!"
United States
JenFu C.
The price is NZ$594
includes taxes & fees
17 Nov - 18 Nov
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property
Goshen
9.0 out of 10, Wonderful, (12)
"The owner was extremely responsive and the home was very clean."
United States
Christine C.
The price is NZ$771
includes taxes & fees
17 Nov - 18 Nov
Stylish & Peaceful Getaway on 3 Private Acres

2 bedroom cozy condo with parking on premises

Vernon Township
9.8 out of 10, Exceptional, (30)
"Very nice spot! Peaceful and private patio. Well stocked kitchen. Would highly recommend!"
United States
Laura C.
The price is NZ$517
includes taxes & fees
17 Nov - 18 Nov
2 bedroom cozy condo with parking on premises

Close to Trails: Studio w/ Water Views

3.0 star property
Westbrookville
The price is NZ$413
includes taxes & fees
17 Nov - 18 Nov
Close to Trails: Studio w/ Water Views

Cozy 2BR condo w/ valley views

Vernon Township
9.6 out of 10, Exceptional, (18)
"Great location, spacious and super cozy w comfy linens and beds. 3 mins to mountain. Provides toiletries, great communication. Great local neighbors & residents "
United States
Jennifer D.
The price is NZ$442
includes taxes & fees
17 Nov - 18 Nov
Cozy 2BR condo w/ valley views

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

Warwick
10.0 out of 10, Exceptional, (25)
"Great place! It was our 2nd stay. Highly recommended. "
United States
Lauren G.
The price is NZ$453
includes taxes & fees
17 Nov - 18 Nov
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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 holiday rentals

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

Glenwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Glenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Glenwood holiday rentals we have selected for you start as low as NZ$260 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Glenwood rentals

At Expedia, we put the best Glenwood holiday 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 holiday.

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 holiday rentals in Glenwood?

Yes, there are holiday rentals close to the most popular sights in Glenwood, or you can select a more secluded option if you're looking for a relaxing stay.

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

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out: This holiday home rental outside of Glenwood is located in the mountains, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

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 wider area.

What’s a holiday rental in Glenwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Glenwood. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip.