Montgomery holiday homes, NY, USA: holiday houses & more

Discover a selection of 13 homes and other holiday rentals in Montgomery that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include cable TV and a washer and dryer. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

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Find the best place to stay - Montgomery

Dream escape, new modern farmhouse, stunning views, game room & hot tub for 17+!

Sleeps 15 · 6 bedrooms · 4+ bathrooms

Serene Hudson Valley Escape in Historic Montgomery with Hottub,Pool,King Suite

Sleeps 10 · 5 bedrooms · 2+ bathrooms

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Sleeps 4 · 1 bedroom · 1 bathroom

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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

The friendly area of Montgomery awaits your stay

The gardens and surrounding scenery provide a peaceful ambience to your holiday home in Montgomery. This welcoming and trendy city entices travellers with its shopping and restaurants. LEGOLAND® New York and Woodbury Common Premium Outlets are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Montgomery

Are you hoping to find attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Montgomery a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

LEGOLAND® New York (11.2 mi / 18 km)
Ice Time Sports Complex (6.7 mi / 10.8 km)
Brotherhood Winery (7.6 mi / 12.3 km)
Goshen Historic Track (9.7 mi / 15.6 km)
Benmarl Vineyards and Winery (13.9 mi / 22.4 km)
SplashDown Beach (17.2 mi / 27.7 km)

Exploring the natural landscape of Montgomery

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Montgomery is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

Algonquin Park (9.3 mi / 14.9 km)
Storm King Art Center (11.6 mi / 18.7 km)
Sam's Point Preserve (12 mi / 19.3 km)
The Rock Sports Complex (12.8 mi / 20.5 km)
Lake Minnewaska Beach (13.8 mi / 22.2 km)
Shawangunk Mountains (14 mi / 22.5 km)

How to get to and around Montgomery

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 8 mi (12.9 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Montgomery?

The average price for a holiday home in Montgomery depends on several factors, like season, property type and length of stay. Whether you’re dreaming about a sprawling villa with room to move around or a cosy cabin just enough for two, just enter your travel dates to find stays with great value.

How much does it cost to rent a beach house in Montgomery?

The average price for a holiday home by the beach in Montgomery will depend on when you’re going and the type and size of property you want. Find prices easily on Bookabach by entering your destination and travel dates. Then use our handy filter tool to choose the number of bedrooms and amenities essential to you, like air conditioning, a pool and WiFi.

What are the top attractions for families in Montgomery?

Keep the kids happy at these leading family-friendly attractions in Montgomery:

Orange County Farmers Museum
Thomas Bull Memorial Park
Orange County Arboretum

How old do you have to be to rent a holiday home in Montgomery?

The minimum required age is generally 16, 18 or 21. It can vary between properties on Bookabach, so look at the rules of your preferred Montgomery holiday home before booking your stay.

How long can I rent a holiday home in Montgomery for?

The amount of time you can stay in a Montgomery holiday home for is down to the property. Simply tap in your travel dates to browse options offering longer term stays. They feature everything you need to make your extended break more enjoyable and comfortable, like air conditioning and kitchens. Some properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.