
Holiday houses in Berkeley County
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Top-rated holiday rentals in Berkeley County
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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.

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.

Pond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!
Reserve two get the third (Sun-Thur) night free! Set among the rolling hills near Berkeley Springs, WV, Pond Hill Guesthouse has everything you'll need. Perfect for stargazing! This guesthouse has a private drive and plenty of privacy. Relax in the hot tub or by a fire and enjoy the stars. Lots of room for couples or small families. WiFi provided. This beautiful guesthouse is owned, and hosted a by local superhost, Doug. Pond Hill is great place to enjoy a piece of West Virginia Heaven!

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

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.

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.

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.

Modern, private cottage at Fairview Organic Farm
Traveling Nurses welcome. Discounts for stays of 5 nights or more. Sitting atop a hill on 23 acres at historic Fairview Organic Farm, Circa 1737, the newish cottage is surrounded by pasture, organic flower gardens, history & overlooks the Harpers Ferry Gap. We are just a few miles from Charles Town, Harpers Ferry, Shepherdstown, the Hollywood Casino, the Appalachia trail, the Shenandoah & Potomac Rivers, and many historical sites. Enjoy sun rise from the deck and sunsets from the porch.

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.

Hottub with Valley Views ~ Romantic, Cozy
Our cabin in the treetops is the perfect place to rest, work remotely, or use as a basecamp for exploring the surrounding area. The cabin has many modern conveniences including an eco-friendly hot tub with epic views, high speed internet and chromecast for streaming your connected devices. Hot tub is available year round and safe for max of 2 adults due to its location on the upper deck. Pellet stove is available Oct-March.

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!

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
Other great holiday rentals in Berkeley County

Farm-Lane Retreat w/ Game Room • 1 Min to I-81

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

1900 Newton School-house

Round 70s cabin-pickleball, golf, gym, indoor pool

Misty Meadow has quite setting in the country.

Mountain Views + Sauna | Hot Tub Retreat

Avery Pines Cottage

Eagle Meadows Farm
Destinations to explore
- Rentals with lake access Berkeley County
- Rentals with outdoor seating Berkeley County
- Apartment rentals Berkeley County
- Family-friendly rentals Berkeley County
- Chalet rentals Berkeley County
- Townhouse rentals Berkeley County
- Rentals with a hot tub Berkeley County
- Rentals with a fireplace Berkeley County
- Pet-friendly rentals Berkeley County
- Rentals with a washing machine and dryer Berkeley County
- Rentals with pools Berkeley County
- House rentals Berkeley County
- Rentals with a fire pit Berkeley County
- Rentals with a patio Berkeley County
- Cabin rentals Berkeley County
- Liberty Mountain Resort
- Stone Tower Winery
- Berkeley Springs State Park
- Cunningham Falls State Park
- Cowans Gap State Park
- Caledonia State Park
- Cacapon Resort State Park
- Whitetail Resort
- South Mountain State Park
- Harpers Ferry National Historical Park
- Green Ridge State Forest
- Rock Gap State Park
- Hollywood Casino At Charles Town Races
- Antietam National Battlefield
- Sky Meadows State Park
- Skyline Caverns
- Dulles Town Center
- Bluemont Vineyard
- Museum of the Shenandoah Valley
- Weinberg Center for the Arts
- Old Town Winchester Walking Mall
- Greenbrier State Park
- Catoctin Mountain Park





