Cherry Plain holiday homes, NY, USA: holiday houses & more

Discover a selection of holiday rentals in Cherry Plain that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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Condo/Apartment

Find the best place to stay - Cherry Plain

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Sleeps 25 · 8 bedrooms · 3 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Book a holiday rental for your Cherry Plain getaway

Learn about the unique charm of Cherry Plain with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Cherry Plain

Do you want to find top things to see and do in the city? Venture out of your holiday home and check out everything that makes Cherry Plain a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Jiminy Peak Mountain Resort (6.1 mi / 9.8 km)
Bousquet Ski Area (15.3 mi / 24.7 km)
Waubeeka Golf Links (6.3 mi / 10.2 km)
Zema's Nursery (7.2 mi / 11.6 km)
Clarksburg State Park (15.8 mi / 25.4 km)
Pineridge Cross Country Ski Center (7 mi / 11.2 km)

Exploring the natural features in Cherry Plain

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Cherry Plain is a great spot to appreciate mother nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Brodie Mountain (5.8 mi / 9.3 km)
Mount Greylock State Reservation (9 mi / 14.5 km)
Mount Greylock State Reservation Visitor Center (9 mi / 14.5 km)
Mount Greylock (9.7 mi / 15.7 km)
Pittsfield State Forest (10.1 mi / 16.2 km)
Grafton Lakes State Park (11.2 mi / 18.1 km)

Transport to and around Cherry Plain

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 14.5 mi (23.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Albany, NY (ALB-Albany Intl.), which is 24.3 mi (39.1 km) away.

Frequently asked questions

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

The average price for a holiday home in Cherry Plain can vary depending on factors such as property type, length of stay and season. Whether you're in search of a sprawling house with room for friends and family or a cosy cabin just for the two of you, just enter your travel dates to discover stays with terrific value.

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

When you travel and the size and style of the property will help determine the cost of your beachside holiday home. Type in your Cherry Plain travel dates to see your options on Bookabach. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to pick the features and amenities you want.

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

You'll need to check with the Cherry Plain holiday property you're looking at on Bookabach as the age limit differs. However, typically it's 16, 18 or 21.

How long can I rent a holiday home in Cherry Plain for?

It all depends on the Cherry Plain property. To view a list of options offering extended stays, simply enter your dates and number of guests into the Bookabach search page. You can enjoy having the whole property to yourself, as well as comforts such as a kitchen, air conditioning and an outdoor space where the kids can play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.