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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.

Jacob's Cottage

Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.

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.

Acorn Palace at Rocky Gap

The Acorn Palace is a treehouse-like tiny house perched high in the woods, surrounded by trees, with spectacular views of the forest and Rocky Gap State Park from the front porch and windows on all sides. It's perfect for those who want to escape to nature, but like their creature comforts: micro-kitchen, tiny woodstove, fire-ring, wi-fi, heat, A/C, hand-washing sink and incinerating toilet. A short walk down the hill is the hot-water shower, flush toilets and sinks (shared with other guests).

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.

The River House

A cozy, spacious and private get away with access to entire finished house. Located river front of the South Branch of the Potomac River, giving it the best view in the area. This cottage is also within 3 miles of C&O Canal, 17 miles from Historical Romney, 15 miles to Cumberland, MD and 10 miles to the Paw Paw, WV tunnel. 2 kayaks and 1 canoe available for river excursions. Come enjoy hiking, biking, kayaking, fishing or simply soak in all nature has to offer in the backyard.

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.

The Guest Nest at Blue Heron Farm

A unique get-away in the guesthouse of Blue Heron Farm...a nature enthusiast's dream! Tucked away in Oldtown, MD, our 47-acre working farm with mountain views includes a 3-acre pond, Town Creek access, and is situated between Green Ridge State Forest and Selinger Marsh. Birding, Hiking, biking, swimming/wading in the creek, fishing, stargazing...many opportunities to explore! Come breathe the fresh country air and enjoy all nature has to offer on this beautiful property!

Creek-Side, Woodland Retreat - Red Oak Cabin

Escape to our charming two-bedroom cabin nestled on 13 private acres. Relax and reconnect with nature in this rustic retreat featuring a stunning cedar vaulted ceiling and a cozy wood-burning stove perfect for chilly evenings. Step outside onto the beautiful, covered red oak front porch, ideal for sipping your morning coffee or enjoying the evening breeze, surrounded by wildlife. Come experience Little Orleans and the wild beauty of the Green Ridge State Forest.

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.

Joe’s Place

Country Life! You will find yourself in between Sidling Hill and Town Hill of Western Maryland, right in the middle of small residental and farm community. With three bedrooms you can sleep up to 6 people in beds and there are two couches. Two livings rooms allow one room for quiet setting and another with a fireplace and tv. Downstairs in the finished basement is a gameroom with a childrens area as well as a pool table and card table.

Rines' Country Getaway

county setting, rolling hills, quite, great place to get away from hi tech.Beautiful sunrises and sunsets. Fresh air. Take a long walk in the country side. Great front and back yard, Maybe able to catch glimpse of local wildlife or local farmers working the fields. Located 20 to 30 minutes from Everett,PA to the north, Cumberland, MD to the west, Hancock,MD to the east and the Potomac River to the South. 10 minutes from Interstate 68.