Holiday rentals in Allegany County

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Top-rated holiday rentals in Allegany County

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

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Top guest favourite
Cabin in Great Cacapon
4.97 out of 5 average rating, 30 reviews

Modern Mountain Cabin w/hot tub!

This mountain retreat is a peaceful, stylish cabin on 5 acres near Berkeley Springs, ideal for 2-6 guests. The cabin has been tastefully updated with a full kitchen, hot tub, remote work station with high-speed WiFi, and a large deck with lounge and dining area! Enjoy cornhole by the fire pit or grill out and relax. Bedrooms include a king bed, queen with deck access, and full bunk beds. Dog-friendly and close to trails and local hot springs. Perfect for a mountain escape with modern amenities!

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
5 out of 5 average rating, 48 reviews

CJ’s Escape Great location & just like home

Make yourself at home! Located 5 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.

Top guest favourite
Home in Cumberland
4.99 out of 5 average rating, 151 reviews

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.

Top guest favourite
Cabin in Great Cacapon
4.98 out of 5 average rating, 42 reviews

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

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
4.94 out of 5 average rating, 106 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.

Top guest favourite
A wooden cabin is nestled among tall trees, featuring a dark exterior and a metal roof. A wraparound deck provides an elevated view of the surrounding forest, with large windows allowing natural light to fill the interior.
Cabin in Paw Paw
4.96 out of 5 average rating, 279 reviews

Easygoing

Tired of the chaos and need a place to unwind and relax ? We have the perfect place for you! A quaint, quiet cabin to let you clear your mind and spirit after a day of hiking, biking or kayaking since we are only five miles from both the Paw Paw tunnel and the Potomac river. The cabin is equipped with electric, heating, stove top, microwave, large deck, hammock chairs, horseshoe pit, 2 double size futons with room to spare, indoor toilet but BEST of all is showering outside!

Luxe
Cabin in Berkeley Springs
4.99 out of 5 average rating, 176 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

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

Top guest favourite
A modern living area features a comfortable gray sofa and a reclining chair. A dark coffee table is placed on a light-colored area rug, enhancing the space. Natural light enters through two windows, and a floor lamp adds illumination. A television is positioned on a media console.
Flat in Cumberland
5 out of 5 average rating, 57 reviews

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.

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, 251 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.

Top guest favourite
Cabin in Great Cacapon
4.96 out of 5 average rating, 190 reviews

Hummingbird Ridge

Amazing views! This cozy cabin overlooks the Potomac Valley and Greenridge state forest. Enjoy viewing mountains ranges from 3 states. Unbeatable star gazing. Berkeley Springs is 13 miles away. The Paw Paw tunnel is 9 miles away. Plenty of local hiking, kayaking and fishing. The perfect getaway for a nature loving small family. We looking forward to having you on the mountain!

Superhost
An outdoor deck features a long dining table surrounded by several chairs, positioned to maximize mountain views. A propane grill is located at one end, and plush seating is set at the opposite side, all beneath a partly cloudy sky.
Cabin in Great Cacapon
4.89 out of 5 average rating, 292 reviews

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.

Top guest favourite
Home in Frostburg
4.98 out of 5 average rating, 133 reviews

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.

Popular amenities for Allegany County holiday rentals