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Our top choices for Glenwood holiday rentals

1. Lakefront Paradise Pool + Paddle Boats Sleeps 12

Lakefront Paradise Pool + Paddle Boats Sleeps 12
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group and the host was easy to get ahold of. There are 4 official bedroom and 4 bathrooms and a basement and 2 office/den, 2 washer and dryers - one in the top floor and another in the basement which has...
United States
Courtney D.
The price is £1,574
includes taxes & fees
30 Aug - 31 Aug
Lakefront Paradise Pool + Paddle Boats Sleeps 12

2. 6BR w/ Heated Pool, Fire Pit & Gazebo | Sleeps 22

6BR w/ Heated Pool, Fire Pit & Gazebo | Sleeps 22
Monroe
The price is £1,490
includes taxes & fees
27 Aug - 28 Aug
6BR w/ Heated Pool, Fire Pit & Gazebo | Sleeps 22

3. 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 £382
includes taxes & fees
30 Aug - 31 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake

4. 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, (16 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 £538
includes taxes & fees
14 Aug - 15 Aug
Amazing Home Near West Point, Shopping, Skiing and Legoland

5. Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY
Greenwood Lake
10.0 out of 10, Exceptional, (13 reviews)
"The breakfast was lovely!"
United States
Tara
The price is £242
includes taxes & fees
16 Aug - 17 Aug
Villa Verde B&B, bsm, Greenwood Lake NY

6. 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 £262
includes taxes & fees
1 Sept - 2 Sept
Villa Verde B&B, Greenwood Lake NY, 1

7. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
10.0 out of 10, Exceptional, (41 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is £434
includes taxes & fees
8 Sept - 9 Sept
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

8. Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
Greenwood Lake
10.0 out of 10, Exceptional, (10 reviews)
"We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!"
United States
Susan R.
The price is £844
includes taxes & fees
8 Sept - 9 Sept
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks

9. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
Monroe
10.0 out of 10, Exceptional, (8 reviews)
"We loved our stay! It was the perfect size for our small family. The property was extremely well maintained and there was a lot to do near by. We would definitely book here again!"
United States
Marc
The price is £386
includes taxes & fees
30 Aug - 31 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake

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

Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub
Greenwood Lake
9.8 out of 10, Exceptional, (8 reviews)
"Incredible place, scenic views, newly renovated house me and my family enjoyed it all! Besides that the host was very responsive and friendly."
United States
Valeryia R.
The price is £847
includes taxes & fees
24 Aug - 25 Aug
Secluded Stunning Lake View Villa w Heated Pool, Fenced Yard & Hot Tub

11. Lakefront Paradise | Dock • Hot Tub • Sleeps 10

Lakefront Paradise | Dock • Hot Tub • Sleeps 10
West Milford
9.8 out of 10, Exceptional, (34 reviews)
"The house was great, check in and check out were easy. We had a perfect stay,and would gladly come back!"
United States
Vincent S.
The price is £1,695
includes taxes & fees
4 Sept - 5 Sept
Lakefront Paradise | Dock • Hot Tub • Sleeps 10

12. Lakefront | Dock • Kayaks • Fire Pit • Sleeps 10

Lakefront | Dock • Kayaks • Fire Pit • Sleeps 10
West Milford
10.0 out of 10, Exceptional, (12 reviews)
"Amazing stay! Beautiful accommodations and hosts extremely gracious and responsive ."
United States
Tamar W.
The price is £995
includes taxes & fees
27 Aug - 28 Aug
Lakefront | Dock • Kayaks • Fire Pit • Sleeps 10

13. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is £275
includes taxes & fees
19 Aug - 20 Aug
Historic Horse Barn Apartment in Goshen

14. Hay Loft Apartment in Barn - Goshen

Hay Loft Apartment in Barn - Goshen
2.0 star property
Goshen
The price is £401
includes taxes & fees
17 Aug - 18 Aug
Hay Loft Apartment in Barn - Goshen

15. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
The price is £409
includes taxes & fees
16 Aug - 17 Aug
Carriage House Apartment Goshen NY

16. Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
9.4 out of 10, Exceptional, (3 reviews)
"Clean, family friendly, close to everything."
United States
Milena P.
The price is £239
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom apartment in the Village of Warwick

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

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (45 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is £207
includes taxes & fees
17 Aug - 18 Aug
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

18. 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 £122
includes taxes & fees
17 Aug - 18 Aug
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

19. 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, (36 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
The price is £215
includes taxes & fees
16 Aug - 17 Aug
The Wine House, Sitting atop of Warwick's brand new Wine Bar

20. 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 £404
includes taxes & fees
16 Aug - 17 Aug
Modern penthouse suite in a restored grain tower with private roof deck.
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 £122 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, 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?

Forest and River Side Tranquil House: This holiday home rental outside of Glenwood offers a balcony, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Glenwood?

With 4 Expedia holiday rentals, you're guaranteed 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 Laurel 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.