Holiday rentals in Pinto

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Top-rated holiday rentals in Pinto

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

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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

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

Top guest favourite

A well-appointed living area features a plush sofa with blue accent pillows and a dark coffee table. A round dining table is visible, accompanied by chairs, while a modern kitchen with bar seating can be seen in the background. Natural light flows through large windows.

Home in La Vale

CJ’s Escape Great location & just like home

Make yourself at home! Located 10 minutes from Frostburg, close to Cumberland, and a 45 min ride to Deep Creek! Right off I-68 and close to all the necessities but tucked away on a small and quiet street. Enjoy the flat backyard with a fire pit and seating for 6. Fully stocked kitchen, smart tv, and a quiet neighborhood that’s close to all the conveniences. Enjoy the local history, visit state parks, and the many breweries in the area. No smoking of any kind, no guests, and no parties please.

5.0 out of 5 average rating, 58 reviews

Guest favourite

Home in Corriganville

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

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

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, 630 reviews

Guest favourite

A two-story house is set amidst lush greenery, featuring a covered front porch with white railings. The stone pathway leads to the entrance, while large trees provide ample shade. The exterior is painted in light colors, complementing the natural surroundings.

Home in Frostburg

Lucky Lee Street

Welcome to Lucky Lee! This 3-bedroom 2 bath home is centrally located and within walking distance to local restaurants, bars, and activities along main street. The house has historic charm, just like the city of Frostburg, as the house was built in 1874. It is within walking distance to the Great Allegany Passage trail for hiking and biking, about 45 minutes from Deep Creek Lake to swim, boat and ski and 20 minutes from Rocky Gap Casino and Resort. Close to Frostburg State University.

4.82 out of 5 average rating, 100 reviews

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

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

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

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

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

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, 165 reviews

Guest favourite

A cozy living area is presented with a red sofa and a dual-colored recliner. The space features wooden flooring and a decorative area rug. Natural light floods through multiple windows, illuminating musical instruments displayed on the walls, while a small dog peacefully stands on the floor.

Bungalow in Cumberland

THE STUDIO

A wonderful 2 bedroom home on the west side of Cumberland in a small area of Cresaptown. Less than 8 miles to Cumberland..Completely remodeled with a great kitchen, a deck, hotub and a porch off the Master bedroom. Walk in shower bathroom right off the living room with a powder room and laundry off the Master bedroom. Very close to downtown historic Cumberland, C & O Canal, Potomac River and Frostburg State College. Also close the the Allegany Fair Grounds.

4.83 out of 5 average rating, 64 reviews

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

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

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

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, 296 reviews

Guest favourite

A bright studio space features a spacious bed dressed in striped bedding. Two white chairs with orange cushions are positioned near a large window, allowing ample natural light. A round rug complements the warm flooring, while a modern clock adorns the wall.

Flat in La Vale

Sweet 68

This stylish and unique place sets the stage for a memorable trip. You will feel right at home in this studio equipped with all the conveniences of home. Studio is in own private space with own entrance where you can sip some coffee on either of the patios. It is also located steps away from the hot tub. This studio apartment is located 1 mile off interstate 68. It is convenient to local restaurants in walking distance.

4.91 out of 5 average rating, 117 reviews