Townhome holiday rentals in Western Maryland

Seven Springs Sunridge year-round mountain chalet!

Sleeps 13 Ski in/Ski out walking distance to the slopes! Renovated 3 bed 3.5 bath townhouse with loft! Chalet boasts 2 king, 1 queen, 4 twin and a queen sleeper couch. Twin beds may be pushed together to make 2 full beds. Includes access to a private hot tub, outdoor kitchen, outdoor dining area and two patios! Best slopes in Western PA. There is a 24 hour shuttle provided to the main lodge. There are tons of biking/hiking trails, golf and a pool in the summer. Have fun in the sun and snow!

1880 Cozy Home near downtown

Hidden gem of a house. It was fully renovated down to the studs! This 1880 home is the perfect getaway for a small group or family. Top of the line Nectar mattresses will make it hard to get out of bed. The kitchen is stocked for all your cooking needs. Downtown and Carroll creek are so close you won’t need a car to get to the restaurants and bars! You probably won’t be cooking much, but it’s there if you need it. Cable/internet heating and air conditioning is all brand new. You’ll enjoy it!

Charming Historic Frederick Home

Charming 1910 brick home with fenced yard located in the heart of Downtown Frederick, just steps to Frederick's best breweries, beautiful Carroll Creek, and the quaint shops at Everedy Square. The house is the perfect blend of old and new, combining exposed brick/stone, natural light and hardwood floors with modern amenities such as a remodeled kitchen, WiFi, central air, luxury mattresses and cozy furnishings. Family, work, and dog friendly ($50/stay fee; no dogs on furniture; max 2 dogs).

1880 Victorian TH On Creek near Uptown Happenings!

Historic Victorian townhouse built in 1880. 30 steps to Carroll Creek's Galleria Fountain on the promenade, with festivals, restaurants, antiques, music, theaters, and various types of galleries. Warm historic atmosphere inside with modern central AC and heating, private on-site parking for up to five cars, great wifi, and two Roku TVs. One block to the famous Antique Row, Visitor's Center, Everedy Square, Market St, & Delaplaine Arts Center, & Marc Trains to Washington, DC etc

Darling Duplex

*NO cleaning fees in 2025!* Hands down BEST Value in Hagerstown and Surrounding areas Perks include: •Pet friendly •Entire private home •Central HVAC (dual units) •Walk-in shower •Fenced-in backyard •Full size washer and dryer (with essentials!) •Dishwasher/Garbage disposal •Piano •Multiple bathrooms and beds • and so much more! Comfy 100 year old duplex minutes away from downtown. Remodeled kitchen and posh upstairs bath. A short walk to the beautiful Hagerstown city park.

Artful Lodger

This comfy little get away is nestled in the woods, yet still in town. Walk or drive into Davis for food and drink. • Siriannis Pizza has the best pizza. • Stumptown Ales award winning craft IPAs, use growler • Blackwater Falls State Park is beautiful. Two minutes away. • The Billy Motel has the coolest bar & food. • Canaan Valley Resort State Park (golf, ski, dine) • Timberline Mountain ski area (brand new ownership) • White Grass Ski Touring Center (cross country skiing)

Modern Elegance in Historic Old Town Winchester

Just a block and a half from the Old Town Winchester pedestrian mall, this historic beauty with modern elegance is sure to please. You are within walking distance of quaint shops, great restaurants, The Brightbox Theater, and The Shenendoah Discovery Museum. Spend the day touring the areas great wineries or enjoying Skyline Drive, and then return to enjoy a great night out, or an evening at home making dinner in the spacious modern kitchen.

1802 Historic Townhome

Historic property built in 1802, 1/2 block from Market Street and downtown Frederick. Parking on street and in nearby parking facility on Court Street. Beautifully restored house with 3 bedrooms and 2 1/2 baths. Backyard with private patio and barbecue grill. Central air and heating and formal dining room and living room. Internet and HD TV with all the amenities. Come enjoy a carefree visit to historic Frederick, close to everything.

The Shadoe on Greene

Just a stones-throw from everything Cumberland has to offer, The Shadoe on Greene is at the heart of it all. Literal steps from the Western Maryland Scenic Railroad, the Great Allegheny Passage trail & the Historic City Center, with a wide array of local shops and eateries. This unique property was built in the 1850's and has been lovingly restored to embrace it's history, as well as provide all of the modern amenities you'd expect.