Townhome holiday rentals in Western Maryland

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!

Seven springs * Swiss Mt. GOLF&POOL! *free shuttle

Look no further for the perfect RELAXING getaway for any occasion! Our home sleeps 6 adults comfortably with 2 bedrooms, a completely *updated* game room with queen sleeper sofa & 2 full bathrooms! Wake up and enjoy a warm cup of coffee cuddled up next to the fireplace or on our extended deck, and enjoy the spectacular forest views! Our home is perfect for all seasons and includes a community pool, tennis court, & complimentary shuttle that takes you anywhere in the Seven Springs resort!

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.

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)

Bright Three Level Lake Ridge Townhome Close to DC

Cozy three level townhome with three bedrooms including 2 full & 1 half baths between Washington DC and Quantico, a 20-30 minute drive to Ft. Belvoir, 15 minutes from the VRE/Amtrak station and 10 minutes from I95. Nice main level deck that backs up to a wooded area. Close to shopping mall, grocery stores and restaurants. Washer and dryer included. The couch in the living room is not a sleep sofa but can be used to sleep on. One parking space available in front of the home.

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.