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
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, 55 reviews

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.

Guest favourite
A Cape Cod style cottage is depicted, featuring a porch with a sloped roof and a welcoming entrance. The surrounding yard is green, bordered by neatly trimmed shrubs. In the background, rolling hills are visible, providing a natural setting.
Home in Cumberland
4.92 out of 5 average rating, 291 reviews

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.

Top guest favourite
A wooden treehouse-like structure stands elevated among golden autumn trees. The house features a spacious front deck with black outdoor furniture, allowing for scenic forest views. Stairs provide access, with details of the surrounding natural landscape visible beneath.
Tiny home in Flintstone
5 out of 5 average rating, 27 reviews

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).

Top guest favourite
A welcoming living area is shown, featuring a light rug and hardwood flooring. A comfortable sofa and armchair are positioned near a round ottoman. Natural light fills the space through the glass door and window. A modern shelf holds decorative items, and a wall clock adds functionality.
Home in Oldtown
4.93 out of 5 average rating, 58 reviews

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.

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
4.95 out of 5 average rating, 115 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.

Luxe
Cabin in Berkeley Springs
4.99 out of 5 average rating, 191 reviews

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

Top guest favourite
The cottage is nestled among vibrant autumn foliage along the riverfront. A rock cliff rises behind it, while a winding path leads to the house, which is surrounded by a mix of colorful trees. The serene river can be seen nearby.
Cottage in Green Spring
4.98 out of 5 average rating, 126 reviews

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.

Guest favourite
A bulldog rests comfortably on a wooden porch. The dog is wearing a tactical vest featuring a bear patch. The legs are positioned at an angle, showcasing the relaxed posture. The colorful backdrop of the house can be seen, enhancing the serene setting.
Home in Cumberland
4.83 out of 5 average rating, 71 reviews

Laverne’s Lodge

Awesome old Victorian a mile from historic downtown Cumberland. This house is a fantastic place to call home while you explore MD, WV and PA. I am out here regularly with my bulldogs, making art and exploring—while they sit around like potatoes with faces. Check out my savings on weekly and monthly bookings. Message me if there are specific dates you need. I have dates blocked when I intend to be at the house; but those can be flexible. Also check out Margaret’s Meadow ❤️

Top guest favourite
Cabin in Great Cacapon
5 out of 5 average rating, 49 reviews

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.

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
4.92 out of 5 average rating, 101 reviews

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.

Top guest favourite
Cabin in Great Cacapon
5 out of 5 average rating, 12 reviews

Riverfront Designer-Hot Tub-Fire Pit-Hammocks

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.

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, 72 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.

Popular amenities for Allegany County holiday rentals