Holiday rentals in Berkeley County

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Top-rated holiday rentals in Berkeley County

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

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Top guest favourite
A spacious sleeping area is centered around a beautifully made bed with a textured gray coverlet. Nightstands on either side feature stylish lamps and small potted plants. Art is displayed on the wall, contributing to a serene atmosphere, with natural light filtering through the window.
Guest suite in Shepherdstown
4.96 out of 5 average rating, 728 reviews

Historic Scrabble, Shepherdstown

The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.

Top guest favourite
A serene view of a river winding through a lush forest. A charming two-story building with a red roof is positioned near the water's edge, surrounded by greenery. The landscape features rocky banks and a variety of trees, creating a peaceful rural setting.
Home in Berkeley Springs
4.9 out of 5 average rating, 157 reviews

Peaceful Waterfall House is waiting for you.

A hidden West Virginia treasure. This one of a kind location--once a grist mill--lowers the pulse rate as soon as you drive through the gate. Spacious and relaxing--full of rural wonder--a perfect place to getaway, to meditate, to write, to relax. Enchanting two-bedroom with lovely renovations. Plenty of areas inside and out to sit and enjoy your surroundings or to walk and explore. (Bring your creek shoes!) Also, just four and a half miles from beautiful and historic downtown Berkeley Springs.

Guest favourite
The exterior of a one-story home is showcased, featuring red shutters and a white front door. A well-maintained lawn surrounds the house, with a prominent tree and colorful flowerbeds adding to the inviting curb appeal.
Home in Inwood
4.95 out of 5 average rating, 185 reviews

Lindas Country Cottage

Come and relax in our Little County Charmer If needed for extended t. Under 2 miles from Interstate. 15 min from Charlestown Casino and horse racing. JD’s Fun Center with pool for children. ..2 hrs from Massanuttan . Take a ride to Historic Berkley Springs Or Harpers ferry.. Home is in a quite neighborhood. Tv Wi-Fi. Home is close to dining and fast foods delivery. So if you wanna feel right at home while visiting or town stop by and pay a visit at our small home with a little country charm

Top guest favourite
Cabin in Berkeley Springs
4.91 out of 5 average rating, 185 reviews

The Hideaway~Remote Cabin ~Hot Tub~Fast Internet!

Enjoy the sounds of nature at this beautiful secluded home next to 22,000 acres of public land to explore! The Hideaway is a family friendly and pet friendly space for you to spread out and take in the serenity of mountains at The home boasts 3 large bedrooms and 2 bathrooms along with a large living area with fast Starlink WiFi. Outside you can enjoy decks on 2 sides of the property. Watch the sunrise from one and the sunset from the other! This space is perfect for small groups or families.

Guest favourite
Cabin in Berkeley Springs
4.88 out of 5 average rating, 183 reviews

Hot Tub, Fire Pit, Deck, Screened Porch & More

Escape to this Berkeley Springs cabin, where rustic charm meets modern comfort. Tucked away in the peaceful Sleepy Creek community, this spacious retreat features a spacious hot tub, Weber grill, fire pit, screened porch, and plenty of games and puzzles — the perfect getaway for families, friends, and small groups. Highlights: -Bright 2-story living area with fireplace -Deck with grill & fire pit -Hot tub for relaxing after a long day -Trails, stream, pond & outdoor fun -We’re Dog-Friendly!

Top guest favourite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 406 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Top guest favourite
A spacious living area features vaulted ceilings with large windows allowing natural light to fill the room. A comfortable sofa faces a central coffee table, with a dining area containing a round table and chairs nearby. Shelving units display books and decorative items, enhancing the inviting space.
Cabin in Gerrardstown
4.97 out of 5 average rating, 194 reviews

Cozy Chalet Near Berkeley Springs & Winchester

The Nest is a chalet-style cabin tucked into the tree-lined mountains of Berkeley County, WV. It offers adventure, a quiet retreat & good family fun. With 5-acres in the mountainside, you'll enjoy star studded skies on clear nights & wake up to birds singing & deer wandering, with mountain views through vaulted windows. The Nest is near Martinsburg, Berkeley Springs, Harpers Ferry, Shepherdstown, Charles Town & Cacapon State Park, among other go-to destinations on the Eastern Panhandle.

Top guest favourite
A rustic outdoor seating area features log benches arranged around a circular fire pit. The red chalet with a flag is visible in the background, surrounded by trees shedding their leaves. A gravel pathway connects the seating area and the chalet.
Chalet in Hedgesville
5 out of 5 average rating, 102 reviews

Cherry Run Chalet

Kick back and relax in this peaceful, stylish chalet at The Woods community in wild and wonderful West Virginia. The 2-acre property backs up to the 23,000-acre Sleepy Creek State Wildlife Area, a hikers dream. The Woods offers 2 golf courses, indoor and outdoor pools, indoor hot tub, tennis, exercise gym and more. The Sports and Spa center is within walking distance from the chalet for self-care pampering. The Clubhouse Grille and Pub is a great option for dine in and carry out. Enjoy!

Top guest favourite
The living area features large two-story windows that offer views of the surrounding wooded landscape. A cozy leather sofa and armchair are complemented by a wooden dining table with seating for six. Warm lighting and natural textures enhance the inviting atmosphere.
Cabin in Hedgesville
5 out of 5 average rating, 122 reviews

Cozy Secluded A-Frame Cabin Retreat

Visit us on IG @almostheavenwvcabin for the latest photos and cabin moments! Welcome to Almost Heaven Cabin, our beloved A-frame escape tucked away on a private, wooded acre in the heart of the Sleepy Creek Wildlife Management area. Surrounded by 23,000 acres of protected wilderness, this cabin was created as a peaceful family retreat from city life-yet it's just a scenic 1.5-hour drive from DC and Baltimore. Expect quiet mornings, fresh mountain air, and a true West Virginia getaway.

Top guest favourite
A living room features navy blue sofas adorned with throw pillows, facing a wooden coffee table atop a patterned rug. A circular mirror and a decorative plant are visible on the wall, while a dining area with a white table and chairs is illuminated by natural light from large windows.
Apartment in Martinsburg
4.98 out of 5 average rating, 127 reviews

The Cozy Villa

Home away from home, conveniently located seconds away from Interstate 81 and central to all restaurants and shops! Perfect for a group of traveling friends or a family looking for a peaceful stay. This warm and cozy villa boasts tastefully modern features with 2bdr, 1bth, fully equipped kitchen, living room, dining room, washer/dryer in unit, front and back patio with patio furniture. The home has a driveway so parking is hassle-free! Very quiet and safe neighborhood.

Guest favourite
An A-Frame home is surrounded by trees, featuring a stone patio with four black lounge chairs arranged around a circular fire pit. The exterior is fitted with large windows, allowing for ample natural light.
Home in Gerrardstown
4.94 out of 5 average rating, 112 reviews

A-Frame Mountain Retreat

Seeking solace? This A-Frame home is a little slice of serenity. Come stay in a quiet and peaceful mountain community of West Virginia. The house has been fully renovated from top to bottom. It is cozy, chic and is fully equipped with everything you could possibly want or need to enjoy your time away. It's only six miles from restaurants, shops and interstate 81, but it truly feels like you are a lifetime away from the "noise" of everyday life.

Guest favourite
An A-frame cabin surrounded by lush greenery features two expansive decks. The front deck includes seating and a decorative railing, inviting relaxation while enjoying the natural setting. Floor-to-ceiling windows allow for ample natural light, enhancing the connection with the surroundings.
Cabin in Hedgesville
4.9 out of 5 average rating, 206 reviews

Unique Gem: Cozy A frame cabin in the woods

Come unwind and enjoy nature in this cozy, quaint, A-frame cabin. Nestled in the woods overlooking a community pond, enjoy the views through floor to ceiling windows or relax outside on one of the two large decks. Best suited for two guests, it can accommodate up to 4 with use of the futon in the loft. Located just minutes away from the Potomac River and numerous recreational areas!

Popular amenities for Berkeley County holiday rentals