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Vacation rentals in Ridgeway

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Top-rated vacation rentals in Ridgeway

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A spacious lawn features well-maintained green grass leading up to the building's brick exterior. A fire pit made of bricks is visible on the ground, with trees and shrubbery providing a natural backdrop. A storage door is set into the building's wall.

4.88 out of 5 average rating, 646 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

The exterior of a historic red brick building is shown, featuring large, divided windows and a classic cupola at the roof. The entrance is highlighted by a solid door and a set of steps. The surrounding area includes landscaped greenery.

Guest suite in Summit Point

4.98 out of 5 average rating, 166 reviews

The Big Room - Historic Schoolhouse

Located one mile from the racetrack in the little village of Summit Point. This is a large renovated former classroom with 13' ceilings in the old Elementary School. Summit Point is a quiet place where you can take a leisurely stroll. There are even a couple sidewalks ;) We have 3 churches and a post office. The "Railside Market" serves food and sundries one block away. (currently has limited hours) Multiple food options are available in nearby Charles Town and lots more in Winchester Virginia!

Top guest favorite

A functional kitchen is presented with wooden accents and cabinets, featuring an adjacent dining area with a small table and chairs. Natural light enters through large windows adorned with dark curtains. Appliances, including a microwave and refrigerator, are neatly arranged, enhancing the practical layout.

4.95 out of 5 average rating, 153 reviews

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

Top guest favorite

Guest suite in Harpers Ferry

4.98 out of 5 average rating, 116 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

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

4.99 out of 5 average rating, 152 reviews

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.

Top guest favorite

A baby booster seat is positioned on a wooden chair, featuring a molded plastic design with a light blue base and a white tray. A safety strap is visible, ensuring secure seating for children. The hardwood floor complements the warm tones of the wood.

Home in Winchester

4.97 out of 5 average rating, 198 reviews

Colonial Getaway Near Old Town Historic Winchester

Colonial style home- enjoy a spacious home with large living room, dining room, kitchen, 3 bedrooms and 2.5 bathrooms. Perfect for a family or a longer stay. Just a few miles drive to Old Town Winchester which includes numerous restaurants, bars, shopping and some kind of event... like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. Near by to other scenic attractions as well- Shenandoah National Park, Luray Caverns, and Harper's Ferry!

Top guest favorite

A wooden deck features two outdoor chairs positioned to overlook a lush expanse of greenery. The surrounding trees offer a vibrant backdrop, creating a serene setting ideal for relaxation.

Tiny home in Harpers Ferry

4.98 out of 5 average rating, 120 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. The property features a large patio, outdoor dining area, courtyard, firepit, hammock, hot tub. The outdoor space provides private vistas of the Shenandoah, moonlit nights, star gazing while soaking in the hot tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Top guest favorite

Cabin in Berkeley Springs

4.98 out of 5 average rating, 118 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

A welcoming entrance to Old Town Winchester is showcased, featuring a prominent archway with the text 'Old Town Winchester.' Lively shops and cafes line the pedestrian mall, which is adorned with trees and outdoor seating beneath umbrellas.

Townhouse in Winchester

4.93 out of 5 average rating, 243 reviews

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.

Top guest favorite

A charming stone cottage with a wooden front porch features a sloped roof and a brick chimney. Surrounded by trees, the cottage is set on a grassy area, providing a sense of seclusion. Large windows and a welcoming entrance enhance the exterior appeal.

Cottage in Winchester

4.97 out of 5 average rating, 497 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

Apartment in Winchester

4.98 out of 5 average rating, 104 reviews

Cozy Apartment located on our 5-acre property

Airbnb in Winchester, pet friendly! We love long term stays & get plenty of travel nurses & travel professionals who never want to leave :) We live on 5 acres nestled in our own little piece of heaven, located in Shenandoah Valley. We raise chickens and bees. This is a beautiful country getaway perfect for relaxing with a nice drive to old town Winchester.

Top guest favorite

Cottage in Martinsburg

4.98 out of 5 average rating, 420 reviews

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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Popular amenities for Ridgeway vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Ridgeway

A bright kitchen is illuminated by natural light from a large window, featuring wooden cabinets and a counter lined with small appliances. Wall-mounted cookware hangs beside a potted plant, while a folding chair sits nearby, complementing the wooden floor.

Private room in Winchester

4.77 out of 5 average rating, 188 reviews

Cheerful one bedroom available.

Top guest favorite

A white shower curtain features a large black and white illustration of an octopus. The octopus has intricate detailing, with its tentacles extending across the curtain. A soft gray bath mat rests on the tiled floor beneath. The light and clean space is enhanced by the white walls.

Private room in Winchester

4.98 out of 5 average rating, 111 reviews

Winchester Private Room

A spacious deck features a circular seating arrangement around a fire pit, inviting outdoor gatherings. The deck is situated above a grassy area surrounded by trees, providing a sense of privacy and connection to nature. Nearby, stairs lead down to the yard.

Home in Kearneysville

5 out of 5 average rating, 7 reviews

Creekside Pine Retreat

A welcoming entrance is presented with a simple wooden door, adorned with a decorative handle. A neatly trimmed topiary adds greenery beside the entrance, while the dark exterior walls create a contrast with the surrounding natural scenery, visible in the background.

Home in Bluemont

4.86 out of 5 average rating, 36 reviews

Cozy Bluemont Haven

Top guest favorite

A well-maintained backyard space showcases a lily pond surrounded by vibrant flowers, including yellow daylilies and orange blossoms. A rustic shed is positioned in the background, while a large blue above-ground pool is partially visible. Comfortable seating is placed nearby for relaxation.

Private room in Sharpsburg

4.96 out of 5 average rating, 114 reviews

Hidden Gem - Stay with Dan and Alice.

Top guest favorite

The interior of the cabin features a high, angled wooden ceiling made of logs. A rustic stone fireplace is centrally located, framed by two windows that provide natural light. A chandelier with shades hangs above, and a clock is mounted on the wall.

Cabin in Berkeley Springs

5 out of 5 average rating, 8 reviews

Rocky Ridge

Top guest favorite

A coffee station features a Keurig machine atop a granite countertop, accompanied by a decorative mug and informational materials. Below, a wooden drawer is filled with various coffee pods, sweeteners, stirring sticks, and other coffee-related supplies, providing convenience for guests.

Private room in Bunker Hill

5 out of 5 average rating, 35 reviews

Hollystay Room 1

Top guest favorite

A coffee station is featured with a sleek coffee maker positioned beside a rotating carousel filled with various coffee pods. The countertop is light-colored, and the backsplash includes white tiles, enhancing a modern kitchen aesthetic.

Home in Berkeley County

5 out of 5 average rating, 9 reviews

Family-Friendly Townhouse

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