Holiday houses in Oldtown

Historic Farmhouse 1 mi from PLMX+C&O Canal Trail

A rustic 1850s farmhouse seated on a private, 70-acre mix of farmland + woods in Oldtown, Maryland, with easy access to the world-class C&O Canal Trail + nearby Promised Land MX. This house features 3 bedrooms which sleeps 6, a modern bathroom with a walk-in shower, a full kitchen + 2 porches with breathtaking vistas. We provide a peaceful retreat, secluded in nature along with strong, stable wifi to work remotely as well. The Meadow Retreat is only 30 miles away from Berkeley Springs, WV!

South Branch Retreat

Escape the hustle and bustle of life and immerse yourself in the tranquil beauty of nature at the charming South Branch Retreat Log Cabin. Nestled amidst the serene woods, this cozy retreat offers the perfect blend of comfort and seclusion. This cabin is within 4 miles of the C&O Canal, 19 miles from Historical Romney, 19 miles to Cumberland, MD and 12 miles to the Paw Paw, WV tunnel. Enjoy biking, hiking, kayaking, fishing and soaking in all nature has to offer in Wild & Wonderful West Virginia

Hart's Overlook | Hot Tub, Stunning Mtn Views+Pond

BNB Breeze Presents: Hart's Overlook! Experience the West Virginia Mountains from our newly built retreat! With a private hot tub, fire pit, and picturesque views of the West Virginia Mountains, you'll have your personal retreat in paradise! This newly built modern cabin includes: - Hot Tub overlooking the Stunning Views. - Fire Pit w/ wood provided for you. - Smart TV - Charcoal Grill (charcoal provided) - Hilltop Pavilion - Private Pond - Picturesque Views oh yeah we said that already :

The Rivers Edge

Welcome to your peaceful getaway nestled in the heart of the countryside, just steps from the scenic South Branch of the Potomac River. This freshly remodeled home blends rustic charm with modern comforts, offering a serene and stylish retreat for nature lovers, couples, families, or anyone seeking a relaxing escape. It is 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, 3 river access within 5 minutes of the house.

Oldtown Schoolhouse. C&O Canal Lock 70.

The space is an open concept classroom inside of an old school 500 yards from the C&0 Canal Lock 70. Guests of Lock 70 Schoolhouse enjoy the entire space of this open concept which includes 1 King Bed, 2 Bunk Beds, and a fully stocked coffee bar area with a microwave, water cooler and refrigerator and internet. A private bathroom with a hot shower awaits after your long day on the trail. Also housed in the school is a restaurant and a small store (owned by a separate party, closed on Mondays.)

Oldtown Guesthouse

This two bedroom house is situated on a 1.3 acre lot, located right off Maryland 51. Whether you're just passing through or in the area to explore local attractions, this is a great resting spot. The Paw Paw tunnel, historic downtown Cumberland, C&O canal towpath, and more are all located within 15 miles. There’s hiking, biking, canoeing, and fishing options within a few miles of the house or stay at the house and enjoy a quiet getaway. There’s a few books, games and a roku tv for your use.

1832 Historic Washington Bottom Farm Log Cabin

Welcome to our renovated 1832 Log Cabin on the grounds of the George William Washington and Sarah Wright Washington 19th century plantation. The cabin was the first structure built. Then came barns and slaves’ quarters (no longer standing). The dairy barn is now a woodworking shop and the bank barn was recently restored. The main house, built in 1835, is Greek Revival style. Today, our 300+acre is Certified Organic. We border the South Branch of the Potomac River. It’s ALMOST HEAVEN !

Private Couples Retreat | Hot Tub, Sauna & Views

The Cabin & Spa is a private mountain retreat designed for couples seeking relaxation, privacy, and unforgettable views. Perched high above the trees, this peaceful getaway features a private hot tub overlooking the landscape and a separate spa cabin with an infrared sauna and wellness space. ✔ King Bed with Views ✔ Private Hot Tub ✔ Separate Spa & Wellness Cabin ✔ Infrared Sauna ✔ Gas Fire Pit & Outdoor Lounge ✔ Screened Porch ✔ High-Speed WiFi ✔ Private 5-Acre Mountain Setting

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.

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!

New Listing! Riverfront Home w/ Hot Tub & Fire Pit

Escape to Riverfront Retreat, a thoughtfully designed cabin on the peaceful Cacapon River, just 15 minutes from Berkeley Springs. Relax on the screened porch, soak in the hot tub, gather around the fire pit, unwind in the hammocks, or enjoy your private riverfront. Inside, you'll find cozy interiors, premium linens, a fully stocked kitchen, and fast Wi-Fi. A peaceful escape designed for slowing down, reconnecting, and making lasting memories.

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.