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 charming tiny house is shown nestled among trees, highlighted by sunlight shining from above. A small outdoor deck features a bistro-style table and chairs, inviting relaxation. A grill is visible nearby, surrounded by the tranquil natural setting.
Tiny home in Martinsburg
4.95 out of 5 average rating, 76 reviews

Tiny Tin

Welcome to our charming tiny house in Martinsburg! Perfect for solo travelers or couples looking for a cozy and unique place to stay. Tucked away in a peaceful neighborhood, our tiny house offers a tranquil retreat while being conveniently close to local attractions. Step inside and be greeted by a well-designed space that maximizes every inch with thoughtful details. The kitchenette is equipped with all the essentials for whipping up a quick meal or brewing a hot cup of coffee in the morning.

Top guest favourite
Home in Martinsburg
5 out of 5 average rating, 22 reviews

Architectural Mountaintop Retreat | Shenandoah

Perched on a secluded 30-acre ridge, this quiet sanctuary shaped by light offers warm wood, panoramic windows, and calm modern comfort. Two spacious living rooms, a sunlit reading loft, and serene bedrooms create space to gather or drift into solitude. Wander private hiking trails, unwind by the fire pits, and take in sweeping Blue Ridge views - quietly above it all. A place where groups and families gather without noise and where every corner invites you to slow down and breathe more deeply.

Guest favourite
A stylish living room is presented, featuring a dark leather sofa and matching loveseat. A cozy ottoman sits at the center on a decorative area rug. Soft lighting from a side lamp adds warmth, while blue LED lights outline the windows, enhancing the space's modern feel.
Flat in Martinsburg
4.95 out of 5 average rating, 40 reviews

The Manhattan

Ascend to this hip and stylish 2nd-story walkup, where hardwood floors lead you through a space that exudes coolness. From the home gym and office area to the outrageously chic living room, it's a journey of charm. A full-size kitchen boasts an island for friends! Nestled in downtown Martinsburg, this place offers everything essential for a short or extended stay. If your heart beats for proximity to trendy shopping outlets and delightful restaurants, look no further—this is the spot for you!

Guest favourite
Home in Clear Brook
4.94 out of 5 average rating, 49 reviews

Cedar Hill Cottage- 3 mi to I-81 & Rt 11

Cozy, pet-friendly home on a quiet road near Winchester, Va (about 7 miles outside of the center of Winchester). Enjoy peaceful surroundings, a large porch, and a spacious yard to relax or let your pets play. Conveniently located close to shopping, restaurants, I-81, and Rt 11- the perfect blend of comfort, charm, and convenience for your stay. There is a shopping center 5 minutes away from the house. Downtown Winchester is 7 miles away & about 10-15 min drive depending where you are going.

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, 423 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
4.98 out of 5 average rating, 200 reviews

Cozy Chalet Near Berkeley Springs & Harpers Ferry

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
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
4.99 out of 5 average rating, 131 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
Cabin in Berkeley Springs
5 out of 5 average rating, 76 reviews

Forest House | A Modern Mountain Retreat

Surrounded by 5 private wooded acres, sits a minimally-modern and comfortable black cabin. The space was designed to encourage escape, relaxation, and reflection. Enjoy forest views from floor to ceiling windows, and watch sunsets around the fire pit. The cabin is located close to hiking, hot springs, and downtown Berkeley Springs - just 2 hours from DC and Baltimore. Find us on IG @forest.house.wv to see previous guest reviews, photos, videos, and how it feels to be at Forest House.

Top guest favourite
A single-story home is displayed with a welcoming entrance featuring a red door. The property is surrounded by well-maintained landscaping on a gently sloped lawn, with a ramp providing wheelchair accessibility. Large windows allow natural light, highlighting the home's inviting exterior.
Home in Martinsburg
5 out of 5 average rating, 83 reviews

So cozy

Relax with the whole family at this peaceful place to stay. It’s comfy and cozy. Fully equipped kitchen with all the amenities you need. Keurig coffee pot, air-fryer, toaster, microwave, blender and more! Private entrance and rooms that are wheelchair accessible. Private community on a quiet dead end road with little to no traffic. Relaxing back deck with gazebo, comfortable outdoor furniture, smoker and grill. Close to interstate, grocery stores, restaurants and more.

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, 114 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.

Superhost
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
4.89 out of 5 average rating, 212 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!

Guest favourite
A chalet cabin is surrounded by trees, featuring large windows that allow natural light to fill the interior. A spacious deck is visible above with steps leading up from a relaxing outdoor seating area that includes red chairs and a striped hammock.
Cabin in Berkeley Springs
4.93 out of 5 average rating, 675 reviews

Moss Hill ~ Cozy Cabin w/Hot Tub & Fast Wi-Fi!

Well-appointed chalet cabin nestled among the trees. This cozy cabin offers two bedrooms, one full bathroom, outdoor shower, & hot tub on five wooded acres. Spacious outdoor deck, screened in porch with TV, hammock, fire pit, streaming TV, extremely fast internet, fully stocked kitchen, gas grill, and covered parking. Close to town and Cacapon State Park.

Popular amenities for Berkeley County holiday rentals