Fairplay, Maryland holiday accommodation: short-term house rentals & properties

Discover a selection of holiday rentals in Fairplay that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include a hot tub and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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Find the best place to stay - Fairplay

❤️ Secluded 1940s Romantic Tiny House on the River

Sleeps 2 · 0+ bathrooms

Top rated rentals - Fairplay

Hagerstown Vacation Rental | 4BR | 1.5BA | 2,867 Sq Ft | Stairs Required

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Historical Farmhouse Christmas

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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 Fairplay getaway

Learn about the unique charm of Fairplay with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Fairplay

Are you looking for top things to see and do during your stay? Venture out of your cosy holiday rental and experience everything that makes Fairplay a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Big Cork Vineyards (8.6 mi / 13.9 km)
Hagerstown Speedway (9.9 mi / 15.9 km)
Catoctin Mountain Park (17 mi / 27.4 km)
Whitetail Ski Resort (17.3 mi / 27.8 km)
Hagerstown Suns Municipal Stadium (6.9 mi / 11.1 km)
Musket Ridge Golf Course (11 mi / 17.7 km)

Exploring the natural features in Fairplay

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Fairplay is a great place to get out in nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

Crystal Grottoes Caverns (4.5 mi / 7.3 km)
Greenbrier State Park (6.6 mi / 10.7 km)
Cunningham Falls State Park (16.3 mi / 26.3 km)
Catoctin Mountain Park (17 mi / 27.4 km)
South Mountain State Park (8 mi / 12.9 km)
Morgan's Grove Park (8.9 mi / 14.4 km)

Travelling to and around Fairplay

The nearest airport is in Hagerstown, MD (HGR-Hagerstown Regional), located 11.7 mi (18.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is 15.8 mi (25.4 km) away.

Frequently asked questions

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

The average price for a holiday home in Fairplay is based on several factors, like season, length of stay and property type. Whether you're looking for a sprawling villa with lots of space or a quaint cabin just enough for two, just enter your travel dates to see stays with great value.

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

The average price for a holiday home close to the beach in Fairplay depends on when you're visiting the area and the size and type of property you want. You can quickly and easily find prices on Stayz by entering your preferred travel dates and destination. Then use the handy filters to select the number of bedrooms and amenities that you need, like a pool, WiFi and air conditioning.

What are the top attractions for families in Fairplay?

Keeping the kids amused during your stay in Fairplay is easy with these leading family-friendly attractions:

Hagerstown Roundhouse Museum
Crystal Grottoes Caverns
Greenbrier State Park

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

The minimum age is generally 16, 18 or 21. It can vary from property to property on Stayz, so look at the rules of your chosen Fairplay stay before booking your escape.

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

It's up to the Fairplay property. To look over a list of options offering extended stays, simply enter your travel dates and guest number into Stayz's search page. You can look forward to having the place to yourself, along with comforts such as air conditioning, a kitchen and an outdoor space where the kids can play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.