
Holiday rentals with a fireplace in Winchester
Find and book unique fireplace rentals on Airbnb
Quick stats about holiday rentals with a fireplace in Winchester

Total holiday rentals
Explore 30 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $58 AUD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of Winchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.8 Average rating
Winchester stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Accommodation with Fireplace in Winchester
Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

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...

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.

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fish~Swim
Mountain home: like in the movies, on 50 acres. Includes soaring mountain views, swimming holes, hiking trails, ATV trails, fishing creek, mini white sand beach, hot tub in a cave, huge boulder rustic fire pits, cave, lake, cabanas, all in a heavy forest exclusively for guests. Private: you cannot see another house from the front porch or back decks and it has thick woods all around. At the top of the property are soaring views with 3 miles of visibility. No need to go to the national park.

The Sanctuary in the Shenandoah Valley
Rest and unwind with your family or friends at the Sanctuary. We designed this space with gathering and connection in mind. Enjoy natural lighting and open concept living in our newly renovated 19th century church building. Meals can be prepared in the spacious kitchen and enjoyed together around a 12-foot farmhouse table. After meals transition to our spacious yet cozy living room. If you don't want to stay in, explore the Shenandoah Valley's great outdoors, rich history, and fine dining.

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.

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.

John Pope Cabin Browntown Va. We now have Starlink
Our cabin, located in the foothills of the Appalachian Mountains is uniquely positioned overlooking a large open field where hawks hunt and bears leisurely stroll. Our neighbors have horses that peer over the fence (nosy) pet them but don’t feed them, please. Our cabin was built in 1865 by a Confederate soldier returning from the Civil War. Eleven children were born and raised in John Pope Cabin. Our cabin is rustic. An inviting front porch with swing is waiting for you @walnuthillcabin

1832 Historic Washington Bottom Farm Log Cabin
Welcome to our renovated 1832 Log Cabin on the grounds of the George William Washington and Sarah Wright Washington 19th century plantation. The cabin was the first structure built. Then came barns and slaves’ quarters (no longer standing). The dairy barn is now a woodworking shop and the bank barn was recently restored. The main house, built in 1835, is Greek Revival style. Today, our 300+acre is Certified Organic. We border the South Branch of the Potomac River. It’s ALMOST HEAVEN !

Gorgeous cabin on Blue Ridge
Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

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.

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Skyline Yurt is a one-of-a-kind luxury getaway nestled in the tranquil serenity of the mountains. Here, you won't find any compromises with respect to the top-notch cabin-like structure, modern amenities, a hot tub, wood-burning stove, archery, EV charger, spacious elevated deck, pool table, board games, and so much more! This magnificent pet-friendly Skyline Cabin / Yurt is surrounded by the captivating scenery of Virginia's Blue Ridge Mountains at an elevation of over 1,100 ft!

Shenandoah Twilight | Hot Tub + Sunset Views
Shenandoah Twilight is a hidden gem just 80 minutes from DC for peaceful mountain getaways, sunset views, and slow evenings in the hot tub. Spend your days hiking, wine tasting, exploring Skyline Drive, or visiting nearby Front Royal, then come back to a comfortable cabin with a fully stocked kitchen, king bedroom, fast WiFi, private hot tub, fire table, and quiet outdoor spaces. It’s an easy place to unwind, reconnect, and enjoy the beauty of the Shenandoah Valley.
Popular amenities for Winchester Accommodation with Fireplace
Holiday House Rentals with a fireplace

The Burrow ~ Our guest reviews say it all!

Sqyrls Nest - hot tub, pets, fire pit, game room

Private Cabin Retreat in Lost City, WV

Whispering Winds, 90 min DC, Starlink, EV port

Cedar Creek Wayside Castle

Modern Home on Middleburg Equestrian Farm

Arden House, Inwood WV

Mountain Retreat Serenity and Quiet in Shenandoah
Apartment rentals with a fireplace

The Boundary House Apartment

Massanutten Cozy Condo-Hot Tub&Jacuzzi, EV Charger

Relax and restore at Mockingbird spa and retreat

Dog-Friendly Downtown Studio — Walk to Park&Shops

Entire Spacious Apartment with Private Entrance

Luxury Apt w/ King Bed; Market St Artists' Suite

Pet-Friendly Shenandoah Mountain Retreat

Stonewall Abbey Apartment
Villas with a fireplace

The Mulberry Manor House

Chateau Solace: Lux Spa Retreat w/ Hot Tub & Views

Historic Home with Pool in Virginia Wine Country

Dream House on Potomac Canyon South Rim

Pizza Oven • Hot Tub • Game Room • Pet Friendly

Hamatreya- Panoramic Shenandoah Views

Amazing Lagoon, Beach, Cross Fit Gym, Fishing
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- Luray Caverns
- Stone Tower Winery
- Bryce Resort
- Berkeley Springs State Park
- Jiffy Lube Live
- Cunningham Falls State Park
- Harpers Ferry National Historical Park
- Cacapon Resort State Park
- South Mountain State Park
- Rock Gap State Park
- Whitetail Resort
- Shenandoah River Outfitters
- Reston Town Center
- Hollywood Casino At Charles Town Races
- Shenandoah Caverns
- Gambrill State Park
- Green Ridge State Forest
- Sky Meadows State Park
- Bluemont Vineyard
- Greenbrier State Park
- Antietam National Battlefield
- Weinberg Center for the Arts
- Skyline Caverns
- Dulles Town Center





