Holiday houses in Gainesboro

4.97 out of 5 average rating, 143 reviews

Cabin in High View

Mary's Cabin

Nestled on 2 acres in the woods of West Virginia, kick back and relax in this quiet, chic cabin. Soak in the oversized copper tub, read on the porch swing, or cuddle by the electric fireplace. All the amenities of home, but away from the hustle and bustle of daily life. Only 25 minutes to quaint Old Town Winchester, where there are unique shops, breweries, restaurants and history! The cabin is located 20 minutes from a variety of scenic hiking trails that provide opportunities for adventure.

5 out of 5 average rating, 208 reviews

Apartment in Winchester

Old Town Loft In Highly Desirable Area Downtown

Location, Location! A completely renovated apartment in the highly desirable center Winchester. You’ll still be able to see some of its original character throughout this historic building. The apartment has a fully stocked custom kitchen with reclaimed wood and quartz counters, coffee nook with Keurig, large tile shower with glass doors, hardwood floors, queen memory foam mattress, high speed Wi-Fi, 50’ smart TV, Xfinity HDTV with voice remote control, AC/Heat, Washer/Dryer, and dishwasher.

4.99 out of 5 average rating, 154 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.

Superhost

Loft in Winchester

4.73 out of 5 average rating, 657 reviews

Immerse yourself in Old Town Winchester (Apt #4)

Our loft apartment is in the heart of Old Town Winchester on the Old Town Mall. Located off of a little alley, with security lighting and motion detectors you will be staying steps away from dining, shops, and everything our community has to offer. Yet, our apartments are quiet and secure. Our building is OLD & has all of the charm that goes along with it. If you are looking for a sparkly new place, you may want to stay elsewhere, If you want clean, funky, and awesome, we are your place!

4.97 out of 5 average rating, 254 reviews

City Charmer minutes from Old Town

Renovated 1950's cottage style home. Enjoy a small house with a great front porch and large backyard with patio. Just minutes to drive and about 10-15 minutes to walk to Historic Old Town Winchester which includes numerous restaurants, bars, shopping, and often some kind of event like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. if you're looking for a day trip to the big city or just sit back and relax right here in our small town.

4.96 out of 5 average rating, 232 reviews

Cabin in Paw Paw

Easygoing

Tired of the chaos and need a place to unwind and relax ? We have the perfect place for you! A quaint, quiet cabin to let you clear your mind and spirit after a day of hiking, biking or kayaking since we are only five miles from both the Paw Paw tunnel and the Potomac river. The cabin is equipped with electric, heating, stove top, microwave, large deck, hammock chairs, horseshoe pit, 2 double size futons with room to spare, indoor toilet but BEST of all is showering outside!

Cabin in Berkeley Springs

4.98 out of 5 average rating, 119 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

4.94 out of 5 average rating, 214 reviews

Cabin in Front Royal

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

Guest suite in Winchester

4.81 out of 5 average rating, 339 reviews

Safe, cozy oasis with private living & bath.

Wonderfully comfortable basement apartment. We are less than a mile from Winchester Medical Center.... ideal for traveling doctors/nurses. Close to other area attractions. You will have your own living room, bathroom and bedroom. Private entrance. Digital lock. You will get instructions prior to check in. You will be in the basement however it has natural light in the bedroom. There may be some noise from upstairs, but it is generally quiet.

4.93 out of 5 average rating, 243 reviews

Townhouse in Winchester

Modern Elegance in Historic Old Town Winchester

Just a block and a half from the Old Town Winchester pedestrian mall, this historic beauty with modern elegance is sure to please. You are within walking distance of quaint shops, great restaurants, The Brightbox Theater, and The Shenendoah Discovery Museum. Spend the day touring the areas great wineries or enjoying Skyline Drive, and then return to enjoy a great night out, or an evening at home making dinner in the spacious modern kitchen.

4.97 out of 5 average rating, 233 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.

4.96 out of 5 average rating, 129 reviews

Aunt Tim's Farmhouse

Our farmhouse is located approximately 5 miles west of Historic Winchester, VA. The house is situated on 106 acres of an operational farm. You may see family members and friends tending honey bee hives, working in the detached garage, gardening, and completing other farm chores. The house is solely occupied by our guests. Come on out to enjoy some peace and quiet and take advantage of all Mother Nature has to offer!

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Other great holiday rentals in Gainesboro

4.97 out of 5 average rating, 78 reviews

Cabin in Gore

Serene Mountaintop Cabin - Pool, Hot Tub, Sauna

JessicaRating, 5 stars2 months ago

We enjoyed our stay immensely. The house was well appointed and very private. The views were so incredible to wake up to, and the sunsets were stunning. There was a-lot to do nearby as well as at the Airbnb. We had a great time and hope to visit again!

Guesthouse in Stephens City

5 out of 5 average rating, 17 reviews

Ventura Cottage: 360-views/HotTub/4 acres/Gym

JosetteRating, 5 stars2 months ago

Everything was top notch, pictures don't do the location justice. The ambiance is peaceful quiet fresh air beautiful views, the house is as listed and more, You get what you paid for. Leena is an amazing person very responsive and very hospitable. Don't think twice just book you will not be disappointed.

Campervan/RV in Hedgesville

5 out of 5 average rating, 24 reviews

Explore Creekside RV Bliss

SamRating, 5 stars1 week ago

Such a nice place right by the water. Comfy bed and fun to cook on the fire! Highly recommend!

4.86 out of 5 average rating, 37 reviews

Apartment in Winchester

Dreamweaver Bright 1BR 2 blocks to Walking Mall

EricRating, 5 stars5 months ago

Great place with a lot of character and nice touches. Wonderful location. Would definetly stay again!

5 out of 5 average rating, 8 reviews

Cabin in Luray

"The Turtle" Romantic Luxury Cabin in Shenandoah

MichelleRating, 5 stars6 days ago

We had a lovely stay at the cabin. It’s very peaceful and great for a romantic getaway. Morry was also a very responsive host. We had one issue with the building, which he promptly responded to.

4.95 out of 5 average rating, 40 reviews

Cabin in Historic Old Town Winchester

StephanieRating, 5 stars3 weeks ago

We loved the character and unique flow of the house. It had everything we needed and was very clean and well put together. The whole neighborhood has a lot of charm and it is an easy and quick walk to the downtown shops and restaurants. We would definitely stay here again!

5 out of 5 average rating, 26 reviews

Cabin in Culpeper

Campo Cibola - Breeze

AlexandraRating, 5 stars2 weeks ago

From the moment I set foot on the property my heart skipped a beat. Everything about our stay was a perfect. The cabin was clean and cozy. All the practical things comfortable bed, cold ac, hot shower, well stocked kitchen, comfy couch, big windows for taking in the peaceful surroundings and watching the bison. Getting into town was an easy 15min drive if you wish. But I never wanted to leave. I could not have wished for a better view of the bison. I watched them come out into the pasture every morning, sun bathe, munch on grass, roll in the dirt, and retire up the hill each evening. This was the most amazingly relaxing couple of days and more than I could have dreamed. I cannot wait to return.