Glenwood Holiday Rentals from €139: Search Short-Term Rentals

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

BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom : This holiday home rental outside of Glenwood is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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Holiday Rentals in Glenwood

"The listing states "sleeps up to 4". It also states during the point of sale, "additional guests may be charged" as a general disclaimer. We searched for a place to house the 4 of us. However, after the sale the owner reached out and asked for those staying. I reported 4 of us would be residing (me, my spouse, and 2 kids), I was told that I'd be charged an additional fee for the extra guests AFTER I paid--as he intended the price to be for 2 people. There was no wording indicating that and I...

includes taxes & fees

6 Jul - 7 Jul

"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "

includes taxes & fees

1 Jul - 2 Jul

"The house was very clean and beautiful inside. Beds were incredibly comfortable, short distance to town and skiing at Mt Peter which was the reason for our visit. Spa was clean although we didn’t use it because there was a snow storm. Overall great visit!"

includes taxes & fees

9 Jul - 10 Jul

"The location was fantastic and the place was amazing. Our family enjoyed the great views and the house had all the amenities to spend a relaxing vacation. "

includes taxes & fees

6 Jul - 7 Jul

Smart TV, fireplace, books, computer monitors

"We had an amazing stay at this beautiful home! The views overlooking the lake and mountains are absolutely breathtaking—better than I could have imagined. The house itself is gorgeous, well-maintained, and equipped with everything needed for a comfortable stay. On top of that, the host was incredibly responsive and made sure everything was perfect. If you’re looking for a peaceful retreat with unbeatable scenery and top-notch hospitality, this is the place to be. I can't wait to return!"

includes taxes & fees

30 Jun - 1 Jul

"Incredible place, scenic views, newly renovated house me and my family enjoyed it all! Besides that the host was very responsive and friendly."

includes taxes & fees

29 Jun - 30 Jun

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8 Jul - 9 Jul

"A beautiful and bright cottage in a serene but convenient location. It was thoughtfully set up for a family getaway and was exceptionally clean. My entire family enjoyed the stay!"

includes taxes & fees

30 Jun - 1 Jul

"We had a great time with our extended family at this beautiful house. The tennis court and swimming pool were great additions to our stay and vacation. Some minor issues arose, but the owner was incredibly responsive and moved to fix any issues quickly and successfully. Would stay again!"

includes taxes & fees

10 Jul - 11 Jul

"We had a wonderful stay! The house is in a beautiful location, everything was well appointed, instructions were easy to follow and the house itself was perfect. "

includes taxes & fees

9 Jul - 10 Jul

includes taxes & fees

30 Jun - 1 Jul

"It was perfect for us. We have stayed 7 guys and had a lot of fun. "

includes taxes & fees

16 Jul - 17 Jul

"I stayed here for the weekend to hike a small section of the AT. It was perfect for my trip. "

includes taxes & fees

30 Jun - 1 Jul

"Was happy with the room, nice property easy to walk to main street. Would stay there again."

includes taxes & fees

30 Jun - 1 Jul

includes taxes & fees

29 Jun - 30 Jun

includes taxes & fees

30 Jun - 1 Jul

"The location is close to legoland which is nice. They had connect 4 and some playing cards otherwise the property isnt great for little ones due to some odd decor choices. There were ants and a spider and unsure about the cleaning. Thermostat didnt adjust and dishwasher didnt work. Tvs were hard to use. Wish there had been printed instructions for where to find things in the house, as well as recommendations in the town. Didnt use outdoor deck because too cold but also couldnt open the door and...

includes taxes & fees

29 Jun - 30 Jun

"Serene and beautiful. More spacious even than it looks online. Wonderful place to retreat to with a group of couple friends or a family visiting the beautiful mountains and farms in the area. Feels like you’ve disconnected from the world, yet a great coffee shop and fully stocked supermarket are a few minutes ride. The hosts were very kind and communicative. Check in was a breeze. "

includes taxes & fees

1 Jul - 2 Jul

"Very Clean, nicely updated, very spacious…. Restaurants right across the street. Worked out very well!"

includes taxes & fees

29 Jun - 30 Jun

includes taxes & fees

29 Jun - 30 Jun

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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 €139 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.

Recent reviews of Glenwood properties

5/5 Excellent

"The pool is pretty small, but perfect for little kids. The hotel does have a few restaurants within walking distance, which was handy. Friendly and clean stay. The pull out couch was a bit disappointing. It was just a tiny bit larger than a twin. "

A verified traveller stayed at Courtyard by Marriott Middletown Goshen

Posted 2 days ago

Frequently asked questions

Are there holiday rentals in Glenwood?

Yes, we have holiday rentals where you'll be just 12.6 mi (20.3 km) from LEGOLAND® New York, providing a more secluded option if you want a quiet place to stay.

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

BestOBothWorlds.2G@HandcraftedWoodTerrace.GameRoom: This holiday home rental outside of Glenwood is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday 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 LEGOLAND® New York, 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.

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Holiday Rentals in Glenwood

Check prices for these dates

Holiday Rentals in Glenwood

Vernon Cozy 2BD Pet-Friendly Mountain Creek

Amazing Home Near West Point, Shopping, Skiing and Legoland

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake

Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck ~ Living Room

Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

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

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Spectacular Mansion w/Pool&Tennis

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

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

Large Family House On The Lake

Charming Inn Steps away from Downtown Warwick only an Hour away from NYC

The Warwick Inn Boutique Amity Room 3 an Hour from NYC

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

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

Luxury 3-bedroom fully renovated house in Goshen with brand new furniture.

Luxurious Summer Oasis: WaterPark, Hike, Golf & fine Dining, Ultimate Relaxation

Private Mountain Creek Getaway!

Cozy condo 1 Bdr 1 Bath sleep 4 Mountain view #308

Find out more about Glenwood

Recent reviews of Glenwood properties

Courtyard by Marriott Middletown Goshen

Super 8 by Wyndham Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Holiday Inn Express Hotel & Suites Chester by IHG

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Hampton Inn Matamoras/Milford

Courtyard by Marriott Mahwah

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Monroe - Woodbury

Frequently asked questions