Vacation rentals in Ridgeley

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Top-rated vacation rentals in Ridgeley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A historic home is framed by lush greenery and vibrant red trees. The front features a welcoming porch with ample steps leading up to the entrance, while architectural details highlight the charm of the period. Windows add character to the inviting façade.
Home in Cumberland
4.94 out of 5 average rating, 168 reviews

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.

Top guest favorite
Home in Cumberland
4.99 out of 5 average rating, 158 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.

Top guest favorite
A spacious bedroom is furnished with a wooden bed featuring a patterned quilt. Soft lighting is provided by two bedside lamps. A small window is dressed with a plant on the sill, allowing natural light to brighten the inviting space.
Apartment in Cumberland
4.99 out of 5 average rating, 617 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.

Guest favorite
A wooden sauna, designed in an oval shape, is situated on a wooden deck. Adjacent hot tubs are visible, while a grill rests nearby. The background shows a house and greenery, with sunlight illuminating the area.
Home in Cumberland
4.92 out of 5 average rating, 108 reviews

The Dacha. Rebirth sauna experience

After a year of a complete renovation of the house, we invite you to visit a 122-year-old house that fully meets modern housing standards. We installed an advanced smart home system that controls lights, blinds, heating, and air conditioning and even helps you rate your sleep quality and listen your favorite music. For your culinary masterpieces, there is a full kitchen with all the necessary equipment and a basic set of spices. Please, absolutely No smoking on the property, and No pets

Top guest favorite
A charming cabin stands amidst lush greenery, showcased by tall trees that frame its entrance. The front porch is accessible via a small set of stairs, with a path lined by gravel leading to the door. Natural light filters gently through the surrounding foliage.
Cabin in Frostburg
4.95 out of 5 average rating, 113 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.

Guest favorite
A vibrant red window frame complements the natural light streaming through diamond-shaped panes. A potted plant sits on a wooden shelf beneath the window, alongside wooden signs that read 'WELCOME' and 'Make Some Memories.' A bicycle-themed artwork is displayed nearby.
Home in Cumberland
4.89 out of 5 average rating, 600 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.

Top guest favorite
A charming outdoor seating area features two intricately designed white wicker chairs with floral cushions and a small table. Soft string lights enhance the space, while a lush green view is visible in the background through the open area.
Home in Cumberland
4.92 out of 5 average rating, 158 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.

Guest favorite
A side view of the home reveals a light blue exterior with large windows, surrounded by a lush green lawn. A wooden picnic table is situated on the grass, offering a space to enjoy the outdoors under the shade of a nearby tree.
Guesthouse in Cumberland
4.93 out of 5 average rating, 98 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.

Top guest favorite
A cozy living room is presented with a leather sofa and a rustic coffee table. A traditional bookshelf filled with decor and framed photos is situated against a brick wall. A television is mounted above a brick fireplace, enhancing the gathering space.
Townhouse in Cumberland
4.95 out of 5 average rating, 277 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.

Superhost
Apartment in Cumberland
4.73 out of 5 average rating, 15 reviews

Apartment Attic high ceiling C&Ocanal, UPMC, Rocky

1 min to C&O JUCTION AND 5 minutes to UPMC around stores just walking have high ceiling attic for tall person 😍 is in a residence just meters from I-68 East on the left and I-68 West on the right! We offer a spot to park your bike—bring your own lock! :) With 24/7 camera surveillance. This makes it easy to get back home after your stay. 🥰 Humble full apartment in a safe and central area! for workers

Top guest favorite
A rustic kitchen area features a wooden bar with three sleek stools and brick accents on the walls. Soft lighting from string lights adds a warm glow, while a large refrigerator and a modern stove are visible alongside dark cabinetry.
Home in Wiley Ford
4.98 out of 5 average rating, 46 reviews

The River House Gem

OUR RIVER HOUSE This is one of the best kept secrets in Mineral County. It is located on Old Airport Road in an older neighborhood, but don’t let that deter you. Our 1 bedroom, 1 full, 1 half bath fully furnished river house cabin has all sorts of amenities to make your stay enjoyable. Our house sets on about 1 acre of a park like setting on the Potomac River.

Top guest favorite
A spacious living area features a modern sofa and a comfortable lounge chair, complemented by a coffee table. A dining table with four chairs is positioned near a window, while greenery adds a touch of nature. Soft light filters through the windows, enhancing the serene atmosphere.
Apartment in Cumberland
4.99 out of 5 average rating, 96 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.

Popular amenities for Ridgeley vacation rentals