Holiday houses in Allegany County

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.

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

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.

West Virginia's only Airbnb Luxe Property

IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️‍♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

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.

Trofton Solace - River View

Trofton Solace is nestled in the Appalachian Mountains, overlooking the winding Cacapon River that carves through them. We designed a space that feels warm and inviting and embraces the stunning view of the river. We invite you to slow down and bask in the sunlight on your expansive, private deck while taking in the view or explore your wild side and connect with nature on the river, all while enjoying the comforts of wifi and fully kitted self-catering cabin.

Modern Black A-Frame Retreat in the Woods

Escape to a striking, modern black A-frame cabin nestled on 3+ acres of pristine hardwood forest. Welcome to The Slate & Cedar A-Frame, designed with both style and serenity in mind by renowned architect, Art Vandelay, this cozy retreat offers the perfect blend of seclusion and convenience. Though you'll feel worlds away, this property is just minutes from historic downtown Berkeley Springs filled with unique shops, local dining and cultural attractions.

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.

Corner Tavern-Braddock Suite

Nestled above Corner Tavern & Cafe in historic downtown, this modern apartment supplies you with all the comforts of home. 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. We are long time co-hosts that have officially taken over hosting. This location has a 4.8 star average review.

Modern Mountaintop Cabin with a gorgeous view

A modern mountain getaway with stunning views. Located on 8.5 acres and just two hours from DC, Baltimore and Pittsburgh, this makes the perfect spot for a relaxing weekend, a comfy remote work week, or an engagement! Berkeley Springs, the C&O Trail along the Potomac river, Green Ridge State Forest, and Cacapon Resort State Park are nearby.

Piney Mtn House - Cozy 2BR Stay near Frostburg

Tucked into the mountains just outside Frostburg, this stylish renovated bungalow offers a quiet, cozy place to unwind. Enjoy a private yard, covered porch, and patio with fireplace—perfect for slow mornings and relaxed evenings. Thoughtfully designed for comfort, it’s an easy home base for exploring, hiking, visiting, or simply settling in.