
Cabin holiday rentals in Winchester
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Top-rated cabin rentals in Winchester
Guests agree: these cabins are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cabin rentals in Winchester
Cabin rentals with a hot tub

Firepit, view, hiking, hot tub @ mountain A-frame!

Sapphire Ridge |Escape to Shenandoah River |HotTub

Secluded Cabin | Hot tub | Kayaks | 2 min to Lake

Whiskey Acres | Modern Cabin w/ Hot Tub, Axes, etc

Timber Creek: Falls - A Shenandoah Cabin

Activity-Packed - Pickleball - Hoops - Game Room

Views, hike, work remote, private, hottub & CTVs!

Rivah Retreat, HotTub~Firepit-Fishing-Deck-Private
Pet-friendly cabin rentals

Unique Gem: Cozy A frame cabin in the woods

Venture Cabin in Shenandoah Valley

Island cabin

Beautiful mountain cabin, lake, recreational areas

Cozy Historic Cabin w/ stellar view of Big Schloss

Lodge on the Lake

Modern Wooded Retreat, Fire Pit & Deck

Sugar Maple Chalet - 67-Acre Farm
Private cabin rentals

Kona's Cabin — Walk to Lake, Firepit, Pet Friendly

Cabin on Middle Creek - Myersville MD - Middletown

Mountain hideaway near Wardensville & Capon Bridge

Bear Pines Retreat ~ Game Room ~ Screened Porch

The Hideaway Lakeside Cabin: WiFi + Lake Access

Sleepy Hollow Log Cabin

Ascent at Lost River (cozy cabin with views)

Mountain Getaway w/WiFi, TV, Fire Pit, Patio
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Outer Banks Holiday rentals
- South Jersey Holiday rentals
- Ocean City Holiday rentals
- Cottage rentals Winchester
- Family-friendly rentals Winchester
- Rentals with a washing machine and dryer Winchester
- House rentals Winchester
- Rentals with a patio Winchester
- Rentals with outdoor seating Winchester
- Apartment rentals Winchester
- Pet-friendly rentals Winchester
- Flat rentals Winchester
- Cabin rentals Virginia
- Cabin rentals United States
- Luray Caverns
- Stone Tower Winery
- Cunningham Falls State Park
- Gambrill State Park
- Cacapon Resort State Park
- Shenandoah Valley Golf Club
- Berkeley Springs State Park
- Bryce Resort
- Whitetail Resort
- Robert Trent Jones Golf Club
- Creighton Farms
- South Mountain State Park
- River Creek Club
- Sly Fox Golf Club
- Bowling Green Country Club
- Notaviva Vineyards
- Dinosaur Land
- Car and Carriage Caravan Museum
- JayDee's Family Fun Center
- Twin Lakes Golf Course
- Reston National Golf Course
- The Golf Club at Lansdowne
- Herndon Centennial Golf Course
- Warden Lake