Default HTG hotel image

Search Holiday Rentals in Glenwood

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Glenwood holiday rentals

House (4 Bedrooms) | Interior

1. By Mtn Creek Resort: The Point on Highland Lake

By Mtn Creek Resort: The Point on Highland Lake
3.0 star property
Highland Lakes
The price is ฿25,478
฿40,925 total
includes taxes & fees
12 Aug - 13 Aug
By Mtn Creek Resort: The Point on Highland Lake
Apartment, 3 Bedrooms, Kitchen | Living area

2. Hay Loft Apartment in Barn - Goshen

Hay Loft Apartment in Barn - Goshen
2.0 star property
Goshen
The price is ฿14,708
฿18,109 total
includes taxes & fees
9 Aug - 10 Aug
Hay Loft Apartment in Barn - Goshen
Romantic Duplex, 3 Bedrooms, Kitchen | Private kitchen | Coffee/tea maker, toaster, cleaning supplies, freezer

3. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
The price is ฿17,303
฿21,305 total
includes taxes & fees
7 Aug - 8 Aug
Carriage House Apartment Goshen NY
Design Apartment, Patio, Garden View | View from room

4. Historic Horse Barn Apartment in Goshen

Historic Horse Barn Apartment in Goshen
4.0 star property
Goshen
The price is ฿13,843
฿17,044 total
includes taxes & fees
7 Aug - 8 Aug
Historic Horse Barn Apartment in Goshen
Suite | Desk, free WiFi, individually furnished, bed sheets

5. Cottage Suites

Cottage Suites
3.0 star property
Middletown
5.4 out of 10, (10 reviews)
"Room could have actually been cleaned , this is a building not a “hotel” ,"
United States
Jennifer
The price is ฿3,518
฿6,437 total
includes taxes & fees
2 Sept - 3 Sept
Cottage Suites
Cottage (2 Bedrooms) | Interior

6. 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 ฿7,084
฿17,261 total
includes taxes & fees
11 Aug - 12 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
House (4 Bedrooms) | Interior

7. Hike, Ski & Explore: Otisville Retreat w/ Yard!

Hike, Ski & Explore: Otisville Retreat w/ Yard!
3.0 star property
Otisville
The price is ฿8,654
฿21,350 total
includes taxes & fees
17 Aug - 18 Aug
Hike, Ski & Explore: Otisville Retreat w/ Yard!
House (1 Bedroom) | Front of property

8. Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is ฿8,086
฿13,772 total
includes taxes & fees
10 Aug - 11 Aug
Hike & Fish: Outdoor Retreat Near Trails
Apartment (0 Bedroom) | Interior

9. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is ฿7,084
฿11,481 total
includes taxes & fees
10 Aug - 11 Aug
Close to Trails: Studio w/ Water Views
House (5 Bedrooms) | Interior

10. Sparrow Bush Retreat w/ Pool & Screened Porch

Sparrow Bush Retreat w/ Pool & Screened Porch
3.0 star property
Sparrow Bush
Sparrow Bush Retreat w/ Pool & Screened Porch
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Glenwood Hotel Reviews

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

8/10 Good
"Rooms were clean and well stocked, and area was quiet. Air conditioning worked well. Ample parking. Free breakfast was good. They had a good variety of food. Convenient location, right off of I-84, lots of shopping along 209."
Angela 1-night trip
Posted 1 hour ago
Hampton Inn Matamoras/Milford

Find out more about Glenwood

Search for holiday rentals in Glenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Glenwood using one of the methods below:

  • View our selection of featured holiday rentals in Glenwood
  • Use the map to find apartments and other holiday homes in the Glenwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Glenwood while they last

Look no further and take a look at our great range of rental properties in Glenwood!

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.

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 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.