Holiday rentals in Rawlings

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Top-rated holiday rentals in Rawlings

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

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Top guest favourite

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, 172 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.

LocationValueIndoor spaces

Top guest favourite

The exterior of the home is portrayed against a colorful sunset, with a spacious lawn framed by trees. A seating area with chairs is visible near the porch, while a gravel pathway leads to the inviting entrance of the house.

Home in Grantsville

4.97 out of 5 average rating, 100 reviews

Riverside Cabin! Riverfront Sauna! Theater Room!

The charm of this Riverside Retreat nestled on the banks of the Casselman River welcomes you the moment you arrive… Just 25 minutes from Deep Creek Lake! Blending classic character with modern comfort. Furnished with modern sofas, designer decor, and plush hybrid beds! Amenity Highlights- ➡️ High End Breville Espresso machine ➡️ Theater Room ➡️ 75 inch tv in the great room ➡️ Massive wood burning fireplace ➡️ Sunken hot tub overlooking the river ➡️ Barrel Sauna NOTE- $150 pet fee PER PET

LocationFamilyView

Guest favourite

A glimpse of the Woodland Getaway is presented, featuring a well-maintained exterior with lush greenery surrounding the entrance. The house displays white siding, black shutters, and a sloped driveway leading up to its welcoming facade, emphasizing its quiet, secluded setting.

Home in Corriganville

4.91 out of 5 average rating, 109 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.

ValueLocationBiking

Top guest favourite

A cozy bedroom features a spacious bed with decorative pillows, complemented by a unique wood-paneled accent wall. A desk sits nearby, illuminated by natural light from a large window that offers a view of the surrounding greenery, enhancing the room's serene atmosphere.

Cabin in Springfield

5.0 out of 5 average rating, 112 reviews

Covered Deck, Fire Pit, Hot Tub, Outdoor Shower

Escape to our modern industrial-chic-ish cabin nestled in the woods. A wilderness haven where contemporary and creative design meets nature face-to-face. Disconnect from the modern world, find inspiration, and create lasting memories. Embrace rustic elements, sleek lines, and raw textures. Renew creativity, bond with friends and loved ones, and embark on thrilling adventures while immersing yourself in the serenity of nature's embrace. Milam Ridge offers all of these experiences and more.

LocationValueQuiet

Top guest favourite

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.

Flat in Cumberland

4.99 out of 5 average rating, 625 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.

LocationFamilyWifi

Superhost

Home in Frostburg

4.67 out of 5 average rating, 6 reviews

The Jackson House / Walk to FSU

Welcome to your home away from home! This charming 3-bedroom, 1-bath home is the perfect place to relax while exploring everything Western Maryland has to offer. * Fully equipped kitchen * Private backyard & driveway * Minutes from Frostburg State University * Close to Historic Downtown Frostburg, restaurants & shops * Near the Great Allegheny Passage and other scenic hiking and biking trails * A short drive to Western Maryland Scenic Railroad * Easy access to Cumberland & Deep Creek Lak

FamilyValueSleep quality

Top guest favourite

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, 120 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.

ValueLocationLaundry

Guest favourite

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, 605 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.

FamilyLocationTV

Guest favourite

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

4.91 out of 5 average rating, 163 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.

FamilyLocationWifi

Guest favourite

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.

Guest house in Cumberland

4.92 out of 5 average rating, 104 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.

ValueFamilyOutdoor spaces

Top guest favourite

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

4.94 out of 5 average rating, 292 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.

FamilyValueRiver

Guest favourite

The entrance features a burgundy door framed by white trim. A small round table with two black wrought iron chairs is positioned beside the door. A potted plant is placed near the entrance, adding a touch of greenery to the inviting outdoor space.

Home in Frostburg

4.84 out of 5 average rating, 231 reviews

Allegany Retreat

This 1800s Duplex home has tons of charm & comfort! Close to Main street n shops and all that it offers. Original wood floors. Snacks & coffee for your enjoyment. Close to GAP trail n fantastic scenic views. Please NO LOUD noises after 10pm. ABSOLUTELY NO SMOKING inside our home in consideration of future guests We love animals but unfortunately they are not generally allowed. Exterior cameras for everyones security.

ValueFamilyBathroom