Townhome holiday rentals in Western Maryland

Victorian Home On Carroll Creek by Uptown Events!

Historic Victorian townhouse built in 1880. Free early check/checkout (usually possible). 40 steps to The Banyan music/events. Beside Carroll Creek promenade, with festivals, restaurants, antiques, music, theaters, and galleries. Warm historic atmosphere inside with modern central AC and heating, private on-site parking for up to five cars, great wifi, and two internet TVs. One block to famous Antique Row, Visitor's Center, Everedy Square, Market St, Arts Center, Marc Trains to Washington, DC.

Luxurious home 3 BDR/3.5BA Peloton, King size bed

Welcome home to this End Unit townhome backing to a golf course. Enjoy updates and amenities - fully stocked kitchen with a large wifi-enable refrigerator, hardwood flooring, renovated bathrooms, high-speed internet and Peloton with enabled live classes subscription for your daily workouts. Enjoy the walkout access to the outdoor deck that offers picturesque views. Upstairs you will find two spacious bedrooms with their own private bathrooms. Downstairs is the bedroom with the renovated bathroom

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).

Walk to All • Historic Red Brick Retreat + Parking

Carroll Creek (4 min walk), breweries, shops + award-winning dining just steps from our historic retreat c1800s. Don’t search for a spot, w/free private parking you can leave the car & explore on foot. Inside you’ll find 2 King bedrooms, fast Wi-Fi, equipped kitchen, washer/dryer + smart TV w/free streaming services. Everything for a fuss-free, relaxing stay. • Historic charm + modern comforts • Outdoor space w/firepit • Walk score 95 • Self-check-in Love the vibe? Book your dates today!

Stylish 2-Level Duplex with Private Yard/Parking!

Stylish and spacious! Relax and enjoy this well equiped 3BR duplex with private yard and two private parking spots. Downtown Frederick restaurants, pubs, shops, museums and entertainment are just a few blocks away. Main floor living room, dining room, kitchen and half bath. Second floor features 3 BRs and full bath with tub & shower. Perfect for business travelers, or weekend getaways with friends or family. Amenities include keyless entry, fiber optic internet, Samsung TV and washer/dryer.

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.

Roxy’s Retreat — pet friendly with hot tub!

Ready to unwind? This prime location Airbnb is the perfect place to escape with your friends and family — furry friends included! Just 10 minutes to Timberline Mountain and Canaan Valley Resort makes it a convenient location for skiing, snowboarding, and all of your favorite winter activities. With year-round adventures to be had, this is the hikers, bikers, sightseers, and art-lovers destination! Play all day and enjoy a relaxing evening with everything you need at Roxy’s Retreat!

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)

Positive vibes on Market St

This fully renovated historic home in downtown Frederick, provides for a calm, relaxing place to stay, and is a short walk to Frederick restaurant's, breweries, and local shops. The main level provides a beautiful sitting room, living room, and kitchen. Upstairs you will find 3 bedrooms and an updated bathroom. The back yard is fenced, making it perfect for pets. The house is perfect for a quiet getaway or an outing with friends and family.

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.