Townhome holiday rentals in Western Maryland

4.92 out of 5 average rating, 171 reviews

Townhouse in Champion

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!

4.96 out of 5 average rating, 177 reviews

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!

4.94 out of 5 average rating, 216 reviews

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).

4.94 out of 5 average rating, 283 reviews

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.

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Townhouse in McHenry

4.85 out of 5 average rating, 100 reviews

Lakefront Wisp Away w/ Dock

3 Bedroom Lakefront Townhouse with Stunning views and it's own Boat Slip. Swim, Fish, Kayak or Paddelboard right off the dock. Boat and Kayak rentals near by. Walking distance to Restaurants, Shopping, Go Carts, Arcade and more. This 2 level townhome is located in the Hartwood Village Community in Mchenry Cove. Enjoy amazing Sunset views over the water and views of the Slopes of Wisp. Just a 3 minute drive to the Wisp entrance. Book now and have fun. Please reach out with any questions

4.91 out of 5 average rating, 128 reviews

Spacious Townhouse Minutes From Downtown

If you're looking for a wonderful place to stay near downtown with all the amenities, this home is for you. Less than 10 minutes to downtown Frederick in a wonderful neighborhood. Our guests often comment on how close the house is to downtown and all the attractions Frederick has to offer, how comfortable the beds are, and how surprisingly spacious the home is. The home features a comfortable game room, TV room with the most comfortable reclineable chairs, & 2 more living rooms.

4.84 out of 5 average rating, 238 reviews

Townhouse in Hagerstown

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.

4.97 out of 5 average rating, 210 reviews

Townhouse in Davis

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)

4.99 out of 5 average rating, 150 reviews

Boutique Stay on Carroll Creek + Free parking!

Stay directly on Carroll Creek in the best Airbnb in Frederick! Entirely owner operated, this private and eclectic boutique style home is the ideal spot for visitors who want to stay in the heart of Historic Frederick (garden opens to Carroll Creek!) Perfect for a fun filled weekend, a romantic getaway, our amenity filled home is set up for your convenience! Just park, drop bags and explore the city! You won’t want to miss this gorgeous historic home away from home!

4.92 out of 5 average rating, 261 reviews

Townhouse in Winchester

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.

4.94 out of 5 average rating, 174 reviews

Townhouse in Cumberland

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.