Townhome holiday rentals in Western Maryland

Hidden Valley Haven - Spacious cozy home

Looking for a mountain getaway? Escape to Hidden Valley! 3 Bedrooms | 2.5 Baths Conveniently located next to Hidden Valley Resort and Golf Course, 15 minutes from Seven Springs. Easy access to gorgeous hiking/biking/snowshoeing trails and ski slopes. A short drive to Fallingwater and Ohiopyle for picturesque views. Whether it’s you and a special someone or a party of 10, this place is a perfect escape! PLEASE NOTE: When traveling in the summer, this home, like many others, does NOT have A/C.

Garden Retreat on Carroll Creek + Free Parking!

Built in 1860, our historic home is the perfect retreat! Garden gate opens onto Carroll Creek, Free on site parking. Entirely owner operated, this private, eclectic boutique style home is the ideal spot for visitors who want to stay in the heart of Historic Frederick (Closest Airbnb to Market St.) Perfect for a fun filled girls weekend, a romantic getaway, or family trip! Just park, drop bags and explore the city! You won’t want to miss this gorgeous amenity filled historic home away from home!

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).

Darling Duplex

*NO cleaning fees in 2025!* Hands down BEST Value in Hagerstown and Surrounding areas Perks include: •Pet friendly •Baby 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 •2 bathrooms and 6 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.

Charming Getaway Hidden Valley 4BR+3Bath Hot Tub

4-Bedroom Hidden Valley Townhouse w/ back deck and private hot tub overlooking pond! Turnkey, furnished and ready for you to make it your very own mountain getaway. Kitchen remodeled and new flooring throughout! 2 bedrooms on main floor w/ full bathroom. Master bedroom upstairs with private balcony overlooking pond. 2nd suite upstairs with separate full bathroom. Enjoy relaxing on back deck that overlooks the pond; within walking distance to the South Ridge Center Pool & Playground.

Mountain Cabin w/ Sauna + Hot Tub · Hidden Valley

Escape to this spacious and charming 3 bedroom + 2 bathroom home for a nature-filled getaway. With skiing, golfing, and hiking nearby, there's no shortage of outdoor activities to enjoy. Relax in the indoor sauna and Jacuzzi, or cozy up by the wood-burning stove. Walk out onto one of the two decks to enjoy the beautiful views and relax on the porch swing. With fast WiFi and a comfortable king-sized mattress, you'll have everything you need for a comfortable stay. We are Pets friendly!

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)

Cozy Historic Town Home

Cozy town home in the Historic District just steps from vibrant, happening Market Street. Restaurants, shops, entertainment, and craft beverage establishments abound. Just a short walk to blossoming East Street and Shab Row for more dining and shopping options. Convenient to historical parks, mountain recreation areas, wineries, breweries, distilleries, wedding venues, craft fairs, farmer's markets, and local events and attractions. Free parking included!

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.

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.

Heart of Harpers Ferry: 1800s, Walkable, Dogs OK

BellaRosa at Rose Trellis is a 1840 home with original heart pine floors and real character. The best dining in Harpers Ferry is across the street: Snallygaster's Cafe and Kelly's Farm Kitchen. The Barn has live music throughout the week. We've got plenty of parking, but you won't need your car. The national park, trails, and river are all close by. Harpers Ferry is dog-friendly. Your pup is welcome here, too.