Vacation rentals with a fireplace in Winchester

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Top-rated accommodations with a fireplace in Winchester

Guests agree: these accommodations with a fireplace are highly rated for location, cleanliness, and more.

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Top guest favourite
Cabin in Woodstock
5 out of 5 average rating, 128 reviews

The Bird's Nest - Cabin by the River

Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

Top guest favourite
An outdoor hot tub is shown with a glass of red wine and a single rose placed beside it. A scenic view of rolling fields and trees is visible in the background, with a colorful sunset illuminating the sky.
Cottage in Winchester
4.99 out of 5 average rating, 453 reviews

COZY+SEXY Private Country Escape! HOT TUB & Views~

Look no further for privacy, intimacy, & fun~ Foxy is your perfect escape, located in the Shenandoah Valley & surrounded by a 1000 private acres but only 10 minutes from downtown Winchester. Offering a uniquely glamorous experience, surrounded by all the beauty of nature. Indulge in luxury & tranquility with amenities including your own private patio with hot tub and million dollar views of the Blue Ridge Mountains. Inside, a full chef's kitchen leading to a sexy, opulent master bedroom suite...

Top guest favourite
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 favourite
Cottage in Mount Jackson
4.92 out of 5 average rating, 112 reviews

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!

The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

Guest favourite
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, 714 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 favourite
The porch features wooden flooring and a ceiling adorned with exposed beams. Rocking chairs and a small table are positioned to provide a comfortable outdoor seating area. Lush greenery is visible beyond the railing, enhancing the connection to nature.
Cabin in High View
4.98 out of 5 average rating, 180 reviews

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.

Guest favourite
A spacious living area features a high A-frame ceiling with wood paneling and large glass windows allowing natural light. A comfortable sofa is positioned near the fireplace, with a dining table and chairs nearby. The oak hardwood floor enhances the cabin's rustic charm.
Cabin in Mathias
4.95 out of 5 average rating, 132 reviews

Lost River Hideout

Winter has arrived and we are no strangers to snow. Venture into wild or stay cozy by our fireplace and marvel at nature through the huge living room windows. Beyond the cabin only the vast GW National Forest. Our cabin offers all modern amenities including high speed wifi, central air, and a gourmet kitchen. Keep your eyes open for wildlife. The cabin is a stone throw from lakes and endless trails. Or maybe go skiing? But be warned - you may not wish to leave once you put your feet up!

Top guest favourite
A scenic outdoor view showcases a wooden deck winding down to a lush landscape. Vibrant flowers and greenery adorn the space, while a hot tub is visible nearby. A beautiful sunset casts warm hues across the sky, offering panoramic views of the valley below.
Guest suite in Harpers Ferry
5 out of 5 average rating, 276 reviews

Luxury Mountain Getaway: Sunsets, Wines & Views.

Celebrate your special moment in chic elegance and 5-star amenities for adult couples only. You deserve the Sunset Rouge. It's a destination in a relaxed and romantic setting to escape anxiety of kids, city, and work. Let the fun décor and panoramic views inspire the writer and artist within. During the day, take flight with eagles at eye level. At night, gaze into the heavens to catch a falling star. Within 2 miles is Lake Shannondale with beach access provided by the Mountain Lake Club.

Guest favourite
Apartment in Winchester
4.9 out of 5 average rating, 126 reviews

Scarborough Fair walk to downtown two story apt

Come to downtown Winchester get the true feel of the city. Park & Walk to beautiful Handley Library, take a stroll to the much loved walking mall to the many shops & restaurants. Scarborough Fair is the place to enjoy the time w/family and friends. Three bedrooms, two levels, three porches, fenced yard. Eclectic & comfortable you will love your stay in this wonderful spot downtown. Looking for more space? or have any additional questions? Reach out on social media: Michele Bouve Hoffman.

Guest favourite
The living area features large triangular windows that provide ample natural light and views of surrounding greenery. A comfortable sofa and armchairs are arranged around a modern coffee table on a textured area rug, with a dining area visible in the background.
Home in Front Royal
4.93 out of 5 average rating, 132 reviews

Hot tub, prime leaf peeping and more! Gorgeous 4BR

This gorgeous chalet perched on a high hill is surrounded with trees and features an enormous wrap-around deck, HOT TUB, wood-burning fireplace, huge smart TVs and a GAME ROOM for adults and kids with every fun game you can imagine- pool, ping pong, PacMan video arcades, darts and more. Each bed is new and there are king beds and trundle beds to accommodate visitors of all ages. Please note there is an extra charge of $75 for first dog, $25/ea for 2nd/3rd (2nd/3rd dog fees charged later).

Guest favourite
A spacious living area features large windows and natural wood accents. A stone fireplace adds warmth, while a modern spiral staircase leads to the loft. A comfortable couch and dining table are positioned for relaxation and meals. A television is visible, complementing the inviting atmosphere.
Cabin in Winchester
4.87 out of 5 average rating, 102 reviews

Kona’s Cabin • Fireplace, King Bed, Pets Welcome

🌲 Welcome to Kona’s Cabin — Your Cozy Shenandoah Escape Unplug, unwind, and settle into Kona’s Cabin, a private and pet-friendly retreat just minutes from Shenandoah National Park, historic downtown Winchester, hiking trails, wineries, and breweries. The cabin features an open living area, cozy fireplace, and a well-equipped kitchen for all your cooking needs. Kona’s Cabin is a cozy abode that’s perfect for couples, solo travelers, or a peaceful weekend getaway with your pup 🐾.

Top guest favourite
A historic home is positioned on a tree-lined street, featuring a charming façade with a welcoming entrance. Vibrant flowers adorn the balcony, and large windows allow natural light to enhance the warm exterior. Nearby trees provide a shaded area along the brick pathway.
Home in Winchester
4.92 out of 5 average rating, 169 reviews

Historic District Charm On Cameron Street

Charming home located in the historic district of Winchester. A short walk to the walking mall,restaurants, shopping, farmer's markets,breweries and more. Convenient to Shenandoah University, Winchester Medical Center, many museums including the Museum of the Shenandoah Valley, George Washington Hotel, Skyline Drive, 81 and more. Big deck and a half court basketball in the back yard. We have added a work/office area with a desk and chair ideal for working or schooling from home.

Popular amenities for Winchester accommodations with a fireplace

Quick stats about vacation rentals with a fireplace in Winchester

  • Total vacation rentals

    Explore 30 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    30 of Winchester vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

  • 4.9 Average rating

    Winchester stays are highly rated by guests—averaging 4.9 out of 5!

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