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 AU$452
includes taxes & fees
18 Nov - 19 Nov
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

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 AU$507
includes taxes & fees
16 Nov - 17 Nov
Villa Verde B&B, bsm, Greenwood Lake NY

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 AU$229
includes taxes & fees
16 Nov - 17 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

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)
"This was my family’s first Vrbo experience and we couldn’t be more happy with the property! The owner, Henry, was very quick to respond when we needed a little guidance on to check in and also made sure to check in with me later on to see if we settled in ok. The property was super cute and quaint for our snowboarding trip. We cannot wait to come back again! "
United States
Samantha
The price is AU$363
includes taxes & fees
19 Nov - 20 Nov
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

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 AU$402
includes taxes & fees
16 Nov - 17 Nov
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Cozy Haven: A Romantic Retreat in our Tiny House!

Middletown
7.0 out of 10, Good, (9)
"I love the place but the cleanliness was bad, we found a condom under the bed and there was also blood on the bed sheets and a yellow stain on the bed. I’m sorry but for the price I expected something better than this."
United States
Jeferson Eleazar P.
Cozy Haven: A Romantic Retreat in our Tiny House!

Ski House - ON THE SLOPE w/ hot tub

Vernon Township
10.0 out of 10, Exceptional, (19)
"Great location and great host."
United States
Rita L.
The price is AU$1,946
includes taxes & fees
24 Nov - 25 Nov
Ski House - ON THE SLOPE w/ hot tub

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 AU$643
includes taxes & fees
2 Dec - 3 Dec
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

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 AU$773
includes taxes & fees
16 Nov - 17 Nov
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

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 AU$427
includes taxes & fees
16 Nov - 17 Nov
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around

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 AU$655
includes taxes & fees
16 Nov - 17 Nov
Hello Small Stone

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake
10.0 out of 10, Exceptional, (27)
"Very clean house. Having dock for jet ski was great. Beautiful house to host a bbq with a few friends after a day on lake "
United States
Michael W.
The price is AU$734
includes taxes & fees
18 Nov - 19 Nov
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Hike & Fish: Outdoor Retreat Near Trails

3.0 star property
Westbrookville
The price is AU$468
includes taxes & fees
16 Nov - 17 Nov
Hike & Fish: Outdoor Retreat Near Trails

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 AU$764
includes taxes & fees
16 Nov - 17 Nov
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

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 AU$738
includes taxes & fees
17 Nov - 18 Nov
Luxe 10 guest Cottage Ski/Golf/Fire Pit/Lakes/Hike

Villa Verde B&B, Greenwood Lake NY, 1

Monroe
10.0 out of 10, Exceptional, (31)
"Great b&b! Owner is so nice and accommodating. Very clean room and the entire home is spotless! "
United States
Mandolyn C.
The price is AU$474
includes taxes & fees
16 Nov - 17 Nov
Villa Verde B&B, Greenwood Lake NY, 1

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 AU$397
includes taxes & fees
17 Nov - 18 Nov
Cozy 2BR condo w/ valley views

Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308

Vernon Township
10.0 out of 10, Exceptional, (3)
"The space was wonderful and exactly as shown in listing. Hosts are so communicative up to day of check-out. It was fun to have some games on hand to curl up and play while enjoying the fireplace in the evening. The fridge size made it so convenient to make our meals and enjoy going out and about in the area during the day. Would definitely book the space again, best condo we've stayed at in this location to date. It was a wonderful space to incorporate in our post-engagement weekend getaway with...
United States
Dawn A.
The price is AU$414
includes taxes & fees
17 Nov - 18 Nov
Condo at Mtn Creek 1 Bdr 1 Bath sleep 4 Mtn view #308

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 AU$522
includes taxes & fees
16 Nov - 17 Nov
Two Full Baths in Newly Renovated ski golf Condo! New on Market!!

Cozy Loft Cabin high above Bashakill Wildlife Refuge

Wurtsboro
9.4 out of 10, Exceptional, (26)
"Hikers’ Haven was a beautiful getaway. Vin was a great host and the cabin was cozy and well located"
United States
Meg I.
The price is AU$295
includes taxes & fees
17 Nov - 18 Nov
Cozy Loft Cabin high above Bashakill Wildlife Refuge
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 favourite 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 depend 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 AU$229 per night. Entering your travel dates in the search wizard might find you 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.