Holiday Rentals in Glenwood

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Our top choices for Glenwood holiday rentals

9.0 out of 10, Wonderful, (8 reviews)
"This was our second stay at The Warwick Inn, and it was just as wonderful as the first. The inn is a beautifully kept old Victorian house, decorated so charmingly and kept impeccably clean. It has such a cozy, quiet atmosphere that makes it easy to relax and unwind. The restaurant downstairs is fantastic and so convenient, adding to the overall experience. If you’re looking for a unique, comfortable, and peaceful place to stay in Warwick, this inn is a gem."
United States
Kalley
The price is €137
includes taxes & fees
27 Jan - 28 Jan
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Very cute, well decorated, quiet, and has everything we needed for a get away."
United States
Alexis
The price is €224
includes taxes & fees
20 Jan - 21 Jan
Forava Cabins - Tiny Cabin in the Woods
10.0 out of 10, Exceptional, (6 reviews)
"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.
The price is €264
includes taxes & fees
15 Jan - 16 Jan
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Condo in Vernon Township

Cozy 2BR condo w/ valley views
9.4 out of 10, Exceptional, (21 reviews)
"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
The price is €220
includes taxes & fees
15 Jan - 16 Jan
Cozy 2BR condo w/ valley views
9.4 out of 10, Exceptional, (11 reviews)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
United States
Nicholas G.
The price is €233
includes taxes & fees
15 Jan - 16 Jan
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
2.0 star property
9.0 out of 10, Wonderful, (12 reviews)
"Great location!"
United States
Alozie E.
The price is €385
includes taxes & fees
27 Jan - 28 Jan
Stylish & Peaceful Getaway on 3 Private Acres
9.2 out of 10, Wonderful, (7 reviews)
"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 €220
includes taxes & fees
27 Jan - 28 Jan
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
10.0 out of 10, Exceptional, (59 reviews)
"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 €437
includes taxes & fees
15 Jan - 16 Jan
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Aparthotel in Greenwood Lake

Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (12 reviews)
"The breakfast was lovely!"
United States
Tara
The price is €254
includes taxes & fees
15 Jan - 16 Jan
Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (4 reviews)
"The property was spotless, comfortable, and had everything we needed. The location was perfect—close to attractions yet quiet and relaxing. The hosts were amazing, welcoming and very responsive, they were welling to help us at all times and they may made sure the whole experience was smooth and enjoyable. We’d definitely stay here again!"
United States
Bana S.
The price is €484
includes taxes & fees
26 Jan - 27 Jan
Lakefront Haven • Ski at Mt. Peter, Mountain Creek • Dock • Fire Pit • Game Room
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful location. We really enjoyed seeing the deer in the field every morning. "
United States
Aaron M.
The price is €258
includes taxes & fees
15 Jan - 16 Jan
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.8 out of 10, Exceptional, (32 reviews)
"Beautiful property, the photos do it justice, but the location (and peace) of the property can't be seen in just pictures. The family agreed one of the best places we've gotten, wonderful way to spend a late summer week on the lake."
United States
Devan S.
The price is €430
includes taxes & fees
15 Jan - 16 Jan
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful stay!"
United States
Lisi M.
The price is €468
includes taxes & fees
16 Jan - 17 Jan
Modern penthouse suite in a restored grain tower with private roof deck.
10.0 out of 10, Exceptional, (34 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is €227
includes taxes & fees
20 Jan - 21 Jan
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
7.0 out of 10, Good, (2 reviews)
"Overall the house is lovely. It's evident that the owners are taking great care to make the house welcoming and a good environment for guests. The views are remarkable. Must love stairs."
United States
Tallie C.
The price is €372
includes taxes & fees
15 Jan - 16 Jan
Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle
10.0 out of 10, Exceptional, (4 reviews)
"Lovely quaint stay!"
United States
Kelly G.
The price is €334
includes taxes & fees
21 Jan - 22 Jan
Couple's Serenity Cabin * Hot Tub *Lake
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"5-Stars all around, room was very clean, organized and the view is beautiful. The host was very attentive in answering at a timely manner. Definitely recommend and will be staying here again! "
United States
Maria
The price is €449
includes taxes & fees
27 Jan - 28 Jan
Top floor, Mountain facing 2Bd, 2Ba @ Mountain Creek
10.0 out of 10, Exceptional, (46 reviews)
"Loved it ! Very clean and comfortable. "
United States
Thomas M.
The price is €245
includes taxes & fees
15 Jan - 16 Jan
Lifts OPEN! Rustic Chic at Mountain Creek! Heated Outdoor Pool, Hot Tubs, Sauna
10.0 out of 10, Exceptional, (2 reviews)
"Amazing stay on a beautiful place!"
United States
Dorian G.
The price is €1,060
includes taxes & fees
15 Jan - 16 Jan
Mountain View Retreat w/ Hot Tub, Theater, and Gym

Cabin in Cuddebackville

Serene Rustic Retreat with Lake
2.0 star property
10.0 out of 10, Exceptional, (8 reviews)
"Amazing stay and beautiful home!"
United States
Koby A.
The price is €423
includes taxes & fees
15 Jan - 16 Jan
Serene Rustic Retreat with Lake
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, apart-hotels, 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 €220 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?

Ski, hike or just relax. Historic grist mill sleeps 12. Stay in history! : This highly rated holiday home rental in Glenwood is located in the mountains, and has a fireplace, a patio and a BBQ 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 that 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 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.