Holiday rentals in Gerrardstown

4.88 out of 5 average rating, 651 reviews

Home in Inwood

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.

Tiny home in Harpers Ferry

4.98 out of 5 average rating, 123 reviews

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Featuring large patio, outdoor dining area, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" outdoor soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

4.96 out of 5 average rating, 156 reviews

Home in Inwood

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

4.99 out of 5 average rating, 155 reviews

Cabin in Gerrardstown

The Nest: Cozy Chalet w/Wi-Fi, Deck & 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 countryside, 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.

Farm stay in Round Hill Village

4.93 out of 5 average rating, 412 reviews

The Goat Loft - A Private, Peaceful Getaway!

Private Blue Ridge Retreat – Nature, Hiking, and Relaxation Escape to 13 acres of peaceful woodlands and pasture at the base of the Blue Ridge Mountains. Enjoy the goats from the private deck, perfect for stargazing at night! Nearby, hiking on the Appalachian Trail, cycle scenic routes, or explore historic towns, wineries, and breweries. The Potomac and Shenandoah Rivers offer even more outdoor adventures. A perfect mix of tranquility and adventure, but just minutes from everything!

4.98 out of 5 average rating, 120 reviews

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

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

4.91 out of 5 average rating, 544 reviews

Horizon Hill - Log Cabin w/Hot Tub & Views!

Horizon Hill is a beautiful log home in Berkeley Springs, WV. Less than 2 hours from DC & Baltimore. Great for couples, families, and groups. Large three level deck with hot tub to enjoy the amazing mountain views. Warm up to next to the fire place at night. Nicely decorated and equipped with super fast Starlink Wi-Fi, Netflix, Amazon Prime & fully stocked kitchen for cooking. Only 2 minutes to Cacapon State Park and 15 minutes (easy drive) to Berkeley Springs. Dogs welcome!

4.97 out of 5 average rating, 177 reviews

Cabin in Lost River

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

4.89 out of 5 average rating, 229 reviews

Cabin in Gerrardstown

Hot Tub - Fishing - Private Creek Access

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.

4.97 out of 5 average rating, 233 reviews

Home in Winchester

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.

4.97 out of 5 average rating, 500 reviews

Cottage in Winchester

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.

4.98 out of 5 average rating, 423 reviews

Cottage in Martinsburg

Last Rodeo Cottage

Our cottage is private where guest can relax; Looking to spend some quiet time out of the city. Close to D.C.and the Historic site of surrounding areas. Close to Charlestown Casinos. Our home is right off I- 81 This cottage is Handicap accessible from private parking to shower and amenities. Lovely park like setting shared with our family pets.

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Other great holiday rentals in Gerrardstown

Private room in Winchester

4.77 out of 5 average rating, 188 reviews

Cheerful one bedroom available.

KenRating, 5 stars2 weeks ago

Great place to stay in a nice town. Made very welcome on arrival. Close to stores and food for convenience but not so close to disturb a quiet neighbourhood.

Private room in Winchester

4.98 out of 5 average rating, 113 reviews

Winchester Private Room

BenjaminRating, 5 stars1 week ago

Holly’s place was cozy, clean, and comfortable. Excellent place to spend the night during a long road trip.

Chalet in Martinsburg

4.92 out of 5 average rating, 295 reviews

Mountaintop Retreat

AdrienneRating, 5 stars3 months ago

What a gem of a place! My young girls enjoyed exploring the yard and going on walks, taking in the gorgeous views. The home is beautiful. We went to Orr’s Farmers Market and had everything we needed in the kitchen to make dinner with what we purchased there. The host provided all the necessary details and getting in and out was smooth.

4.95 out of 5 average rating, 59 reviews

Home in Martinsburg

Apple Harvest Retreat

JayRating, 5 stars2 weeks ago

This is a beautiful location just outside the suburban shopping are of Martinsburg, and the place is very nicely appointed and cared-for. Christiana made sure we knew how to get there and get in, and how to take care of the place while there. Good beds, new bathroom fixtures and furnishings, and a great kitchen for meals. We enjoyed our time there.

5 out of 5 average rating, 25 reviews

Forest House | A Modern Mountain Retreat

HeleneRating, 5 stars1 day ago

This was the most meticulously maintained and pristine location I’ve ever stayed at. The level of care and detail throughout was truly exceptional. The location was just what I was looking for - secluded, private, and quiet - perfect for meditation and writing. The book selection was truly magnificent. I can't say enough positive things about my stay. I will definitely be booking again, but for a longer stay. Five plus stars!

5 out of 5 average rating, 9 reviews

Rocky Ridge

Kasia & KurtRating, 5 stars1 week ago

We enjoyed the cabin and its peaceful surroundings. We enjoyed a hike along the parameters of the property- the trail was clearly marked. Our batteries were recharged and we are hoping to stay at the cabin again.