Vacation rentals in Gerrardstown

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Top-rated vacation rentals in Gerrardstown

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Top guest favorite
The exterior of the cabin is surrounded by vibrant autumn foliage. The front entrance is framed by large windows, showcasing the modern design. A spacious deck with wooden railing offers seating arrangements, while steps lead to the entry door, set against a serene wooded backdrop.
Cabin in Berkeley Springs
4.98 out of 5 average rating, 113 reviews

Romantic, hot tub, king bed, private, pet-friendly

Uniquely spacious escape for couple, small family, or solo traveler. 30-foot great room, wall of windows facing large deck, oak floors NEW HOT TUB in private setting. King bedroom with en suite bath; loft has twin bed. Modern with touches of mcm & vintage create a magical retreat for you in the treetops. On 2 acres. Hike to top of Cacapon Mountain from back door. Quick drive (3 mins) to private community pool/hot tub/tot pool (summer only). 10 minutes to Berkeley Springs with Roman Baths, arts s

Guest favorite
A well-maintained exterior showcases a brick building with a white double door entrance. Surrounding greenery includes manicured lawns and bushes, enhancing the natural setting. The entrance is easily accessible, providing a welcoming approach to the ground-level unit.
Home in Inwood
4.87 out of 5 average rating, 712 reviews

Arden House, Inwood WV

Ground level two room unit. No steps. Separate entrance from main house. Private entrance and parking. There is an entrance room with a double bed, twin bed, sofa and full refrig.. In a separate living area, there is a queen bed, TV, bathroom, desk, table, microwave, convection oven, air fryer, gas fireplace. No oven. Outside there is a large area to use outdoor gas grill, picnic table and fire pit. Dogs allowed and must be kept on a leash when outside. Please NO CATS. The owner is allergic

Top guest favorite
An airy living space features tall vaulted windows that allow natural light to fill the room. A cozy seating arrangement with a sectional sofa is positioned around a wooden coffee table. A dining area with a round wooden table is set for meals, overlooking the lush outdoors.
Cabin in Gerrardstown
4.97 out of 5 average rating, 187 reviews

The Nest: Cozy Winter Chalet-Wi-Fi, Deck and Grill

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 favorite
A spacious deck features a circular concrete gas fire pit surrounded by two modern chairs. The stunning view encompasses mountains and valleys, with a sunset illuminating the sky in vibrant hues.
Guest suite in Gerrardstown
4.97 out of 5 average rating, 135 reviews

Mountain views, Sunsets, Hot Tub & Fire Pit!

**Please note this guest suite is entirely private and located on the lower level of our home, with its own entry/exit and no shared areas.** We block Monday & Tuesday nights, but will entertain requests if you would like to book. The hot tub is a new feature on the property. It is located on the lower deck. Guests who utilize the hot tub do so at their own risk. In order to ensure your safety and for our protection, no one under the age of 12 is permitted to enter/use the hot tub.

Top guest favorite
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.
Condo in Martinsburg
4.98 out of 5 average rating, 123 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 favorite
An A-Frame structure is illuminated by warm outdoor string lights, creating a cozy ambiance. Two black chairs are positioned on a stone patio in front of the house, surrounded by nature. The entrance features a large window, providing a welcoming view of the outdoors.
Home in Gerrardstown
4.94 out of 5 average rating, 111 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.

Top guest favorite
A modern cabin exterior is shown, featuring a sloped roof and large windows that allow natural light to fill the interior. A spacious deck is visible, furnished with two lounge chairs and a wooden rocking chair, surrounded by vibrant autumn foliage.
Cabin in Winchester
4.94 out of 5 average rating, 143 reviews

Foxtrot Mokki | Secluded Getaway 2 Hours from DC

Welcome to The Foxtrot Mokki—a Nordic-inspired retreat just two hours from DC and Baltimore. Solitude is signature. Nestled on seven secluded acres with rain-fed streams, our cozy cabin is designed for tranquility and connection with nature. Located between Old Town Winchester, VA, and Berkeley Springs, WV, it's the perfect outpost for exploring the Northern Shenandoah Valley—from charming towns to scenic hikes and wineries.

Guest favorite
A private hot tub is positioned on a wooden deck, surrounded by trees and greenery. The view of the distant landscape is visible, with soft colors of nature reflecting a serene atmosphere. Soft lighting fixtures hang from the roof, adding to the inviting space.
Cabin in Gerrardstown
4.89 out of 5 average rating, 238 reviews

Modern Eclectic Treetop Cabin With Hottub

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.

Top guest favorite
A spacious family room with soft carpet features a large flat screen TV mounted on the wall. A rustic wooden table with two stools is positioned nearby. Poster art from classic movies adorns the walls, while natural light filters in through the window.
Guest suite in Winchester
4.97 out of 5 average rating, 243 reviews

Full basement with private entrance. Hot tub

Cozy movie themed basement is exactly what you are looking for. Classic AirBnB-we are opening our house to you! Space is completely private. Bedroom with queen bed. High speed internet. Private bath w/shower. Small refrigerator, microwave, 2 flat screen TVs table and chairs and multiple couches in a large family room w/Sofa bed. 1000 square feet of space! Home 2 miles outside of the city of Winchester in Frederick County.

Top guest favorite
A charming stone cottage is visible through a canopy of autumn leaves, surrounded by a mix of greenery and trees. A pathway leads to the cottage's entrance, which features a covered porch. The natural setting provides a sense of seclusion and tranquility.
Cottage in Winchester
4.98 out of 5 average rating, 544 reviews

Emma's Stone Cottage

Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 acres. In addition, it is located only 2.5 miles from I-81 and approx 10 miles from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage has everything you need for a peaceful and enjoyable stay including full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more.

Top guest favorite
Home in Cross Junction
4.89 out of 5 average rating, 171 reviews

Little Red Schoolhouse in Cross Junction

Step into our charming red schoolhouse—your cozy, vintage-inspired 1BR retreat! Enjoy a unique stay with modern comforts, nostalgic décor, and sun-filled spaces. Perfect for romantic getaways or peaceful escapes. High ceilings, natural light, and warm wood floors set the scene. Just minutes from scenic hikes, wineries, and local attractions. Book your unforgettable Airbnb experience now in this one-of-a-kind historic stay!

Top guest favorite
Cabin in Shepherdstown
4.96 out of 5 average rating, 517 reviews

The Log Cabin

A restored 1700's log cabin in a convenient location to Shepherdstown and surrounding attractions. One bedroom upstairs with a queen sized bed. One pull out sofa in the downstairs living area. In the summer of 2018, we have added an intimate brick patio area suitable for alfresco dining and for fireside sitting. It is peaceful. It is beautiful. You will not want to leave.

Popular amenities for Gerrardstown vacation rentals