
Places to stay near Western Maryland Scenic Railroad
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Top-rated vacation rentals near Western Maryland Scenic Railroad
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Rails and Trails Retreat ~ historic home w. yard
Spacious, beautifully restored historic home in a prime Cumberland location perfect for families, couples, and groups exploring Western Maryland. Just 100 feet from the GAP and C&O Canal trails, and an easy walk to downtown historic Cumberland with restaurants, cafés, shops, and the train station. The home blends historic charm with modern comfort, offering generous living space across three levels, a fully equipped kitchen, and a large private backyard - a peaceful retreat after a full day out.
4.94 out of 5 average rating, 172 reviews
NEW LISTING-"Cumberland Cottage"-charming,quaint
Relax in this charming, renovated rancher in a peaceful setting. Located outside of the city limits but convenient to attractions and dining. This home is comfy with all the amenities you have in your own home. Outside area for your children to play or for you to relax on the back porch. Cumberland is in easy driving distance to PA and WV. Enjoy cooking together and dining or playing games in the dining room, then relaxing in the living area. Renovated but still keeping the charm of a rancher.
4.99 out of 5 average rating, 163 reviews
Lovers Escape! Riverside Sauna! Riverview Hot Tub
Kick back and relax by the beautiful Casselman River. (30 minutes from Deep Creek Lake) Nestled in the Pines, River views from your hot tub, soaking tub in the bathroom with robes for you and your partner (two bath bombs and shower steamers included), king size bed, high end Breville Espresso Machine, and more! The cabin is nearby plenty of state parks, restaurants, coffee shops, and has so much to offer for couples looking to escape the busyness of life for a few days. Hope to see you soon!
4.96 out of 5 average rating, 113 reviews
Steeple View Flat in Historic District
Relax in your first level flat. Entire private efficiency suite with a secure self check in. The entrance located along side of the main house in Cumberland’s Historic District. You can safely park your car and walk to many of Cumberlands amenities. If you’re biking, they can be stored inside. Canal Place has unique shops a winery and a bike rental facility. Cumberland theater is adjacent to the property, also Baltimore St. Promenade offers a delicious choice of indoor and outdoor dining.
4.99 out of 5 average rating, 627 reviews
The Woodland Getaway
The beautiful Woodland Getaway is tucked away from everyday hustle and bustle. Stretch out on a lounge chair & watch the wildlife on the elevated screened in porch surrounded on three sides by trees. Sit on the ground level back deck at dusk & wait for the deer to arrive. Secluded and private the Woodland Getaway is the perfect spot for rest and relaxation. Come enjoy the view of wildlife and sunsets through our beautiful bay windows and enjoy the quietness and serenity of mother nature.
4.91 out of 5 average rating, 110 reviews
The Cottage on the Hill
Nestled against a hillside, at the end of a small city lane, sits a charming private retreat. Park in one of your reserved spaces and step down to a unique retreat high above the city to enjoy a vintage cottage with modern amenities. Walk to Historic Cumberland, enjoy local and regional attractions, or stay in and grill, build a fire, or play pool, poker, board or yard games. Well appointed, fully equipped, and with a beautiful view, come relax and enjoy this one of a kind location.
4.99 out of 5 average rating, 204 reviews
Martha’s Cabin
Mountain Maryland's private cabin retreat is a completely renovated 1 bedroom, 1 bathroom getaway perfect for up to two guests. The peaceful wooded surroundings with walking paths to the property's creek will bring you relaxation and peace. Only minutes from Frostburg's small town attractions, Frostburg State University campus, downtown entertainment, shopping, local area hiking trails and state parks! Martha's Cabin is a perfectly tucked away yet with everything you need nearby.
4.95 out of 5 average rating, 121 reviews
Cumberland Street House -GAP trail perfection!
Cyclists dream come true! The Cumberland Street House is less than a quarter mile from the Great Allegheny Passage - perfect for large groups! All of Cumberland's charm within walking distance. Downtown restaurants and shops only a half a mile away. Historic district, Cumberland Theatre & Western Maryland Scenic Railroad are just around the corner. Bikes can easily be stowed in the back room off the kitchen. Easy parking, and fenced-in yard is great for kids and pooches.
4.89 out of 5 average rating, 606 reviews
Queen City Quarters- cozy, historic, 1920s home
Stay in a quiet setting as you explore Cumberland, MD. Enjoy a day trip on the nearby, scenic, steam train. Bike the Gap and C&O trail, minutes away. Explore the restored historic downtown with shopping and restaurants. This space is not suitable for small children or those with mobility concerns. No large groups or parties. Bedroom doors are louvered doors. See pictures. Research city and area if you are unfamiliar with economic conditions. We have a bike rack for 3 bikes.
4.91 out of 5 average rating, 164 reviews
The Hidden Tree
Nestled in the heart of Cumberland. Our cozy home offers a perfect blend of comfort and convenience for your stay. Whether you're here for business or leisure, we've got you covered! Conveniently located near UPMC Hospital, Planet fitness, Downtown Cumberland, Rocky Gap Casino and much more! Explore the vibrant neighborhood or venture out to discover the hidden gems of Cumberland. Book your stay at “The Hidden Tree” today and make unforgettable memories.
4.92 out of 5 average rating, 106 reviews
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.
4.94 out of 5 average rating, 295 reviews
Corner Tavern-Allegheny Suite
Nestled above Corner Tavern & Cafe in historic downtown, this newly renovated modern apartment supplies you with all the comforts of home in a tasteful design. Our location provides all the benefits of a night out of town, located in historic downtown, above a tavern & cafe, you'll find food, drink & maybe even music in a few short steps from your apartment.
4.99 out of 5 average rating, 107 reviewsPopular amenities for vacation rentals near Western Maryland Scenic Railroad
Other top sights near Western Maryland Scenic Railroad
Condo rentals with wifi

Sleeps 6, 2BR, 3BED, FREE Shuttle, POOL, Hot Tub
4.99 out of 5 average rating, 149 reviews
Stay 2+Nights, Get 1 Free @ 7 Springs w/ Hot Tub
4.85 out of 5 average rating, 183 reviews
The Cozy Villa
4.98 out of 5 average rating, 134 reviews
Seven Springs Adventure Condominium
4.91 out of 5 average rating, 254 reviews
Seven Springs 1 Bed (King) 1 Bth Condo in Sunridge
4.99 out of 5 average rating, 144 reviews
Seven Springs 2 Bedroom Condo
4.97 out of 5 average rating, 136 reviews
Beautiful, 2 bedroom condo
4.93 out of 5 average rating, 311 reviews
A Cozy, Quiet Getaway
4.9 out of 5 average rating, 157 reviewsFamily-friendly house rentals

Small, cheerful house!
4.98 out of 5 average rating, 141 reviews
Wills Mountain Ranch
4.98 out of 5 average rating, 174 reviews
Jacob's Cottage
4.93 out of 5 average rating, 298 reviews
Riverside Cabin! Riverfront Sauna! Theater Room!
4.97 out of 5 average rating, 101 reviews
Allegany Retreat
4.84 out of 5 average rating, 232 reviews
The Dacha. Rebirth sauna experience
4.91 out of 5 average rating, 115 reviews
Great Location, Spacious, Comfy 2 bdrm 3 bed home
4.95 out of 5 average rating, 115 reviews
Rines' Country Getaway
4.98 out of 5 average rating, 167 reviewsApartment rentals with air conditioning

Sweet 68
4.91 out of 5 average rating, 117 reviews
Oldtown Schoolhouse. C&O Canal Lock 70.
4.93 out of 5 average rating, 169 reviews
Ord St Inn Unit Two, spacious 2nd floor apartment
4.96 out of 5 average rating, 135 reviews
Cute & Cozy Apartment!
4.95 out of 5 average rating, 111 reviews
The GreyLoo
4.9 out of 5 average rating, 210 reviews
Chestnut House
4.97 out of 5 average rating, 258 reviews
Apartment Attic high ceiling C&Ocanal, UPMC, Rocky
4.76 out of 5 average rating, 17 reviews
Downtown Cumberland Jewel
5.0 out of 5 average rating, 37 reviewsOther great vacation rentals near Western Maryland Scenic Railroad

Covered Deck, Fire Pit, Hot Tub, Outdoor Shower
5.0 out of 5 average rating, 115 reviews
1832 Historic Washington Bottom Farm Log Cabin
5.0 out of 5 average rating, 167 reviews
Modern Mountaintop Cabin with a gorgeous view
4.89 out of 5 average rating, 300 reviews
Walk in the clouds Cabin
4.95 out of 5 average rating, 296 reviews
Mountain View Acres Getaway
4.97 out of 5 average rating, 227 reviews
Lock#7Four
5.0 out of 5 average rating, 24 reviews
Mountain Maryland Getaway
4.92 out of 5 average rating, 64 reviews
Laverne’s Lodge
4.84 out of 5 average rating, 74 reviewsDestinations to explore
- Seven Springs Mountain Resort
- Fallingwater
- Wisp Resort
- Ohiopyle State Park
- Berkeley Springs State Park
- Rock Gap State Park
- Swallow Falls State Park
- Deep Creek Lake State Park
- Cacapon Resort State Park
- Laurel Hill State Park
- Green Ridge State Forest
- Blue Knob All Seasons Resort
- Fort Ligonier
- Fort Necessity National Battlefield
- Whitetail Resort
- Old Town Winchester Walking Mall
- Laurel Ridge State Park
- Museum of the Shenandoah Valley
- Linn Run State Park
- Laurel Mountain Ski Resort
- Shawnee State Park
- Lodestone Golf Course





