The best dog-friendly glamping near Winchester

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If you're looking for a luxurious camping experience with your furry friend near Winchester, Virginia, Hipcamp has over 660 options for you! With glamping as your preferred accommodation style and pets as your preferred activity/terrain preference, you can enjoy the great outdoors in comfort. Some of our top campsites include Camp Shenandoah Meadows (295 reviews), Cabin on the Seven Bends (243 reviews), and Rendezvous Farm (222 reviews). Expect to pay an average of $75 per night, with some options as low as $12. Popular amenities include toilets, cooking equipment, and trash disposal. Popular activities include paddling, visiting historic sites, and horseback riding.

98% (3.2K)

Top-rated campgrounds

Camp Loudoun RV Rentals

2. Camp Loudoun RV Rentals

97%
(221)
31mi from Winchester · 17 sites · Lodging · Lovettsville, VA
Enjoy the great outdoors from our spacious sites with lots of privacy on our rural farm. Farm land from the 1800s, come enjoy what I have. Choose a new activity every day like biking, fishing, hiking, and off-roading. Then, spend a quiet evening relaxing in nature and exploring the creeks that run through the property. With 30 sites to choose from, you can experience a new spot every time you stay. Be sure to check out our Appalachian Trail experience that offers a guided hike of the rock faces overlooking the western side of the trail. Lovers of the outdoors and American history will find tons to do in the area. Three additional national parks make for great areas of exploration. Enjoy visiting Antietam National Park, Harpers Ferry National Park and hiking along sections of the famous Appalachian Trail.
Potable water
Toilets
Campfires
from 
$108
 / night
Historic Cottage Retreat-IG Worthy

3. Historic Cottage Retreat-IG Worthy

88%
(8)
35mi from Winchester · 1 site · Lodging · Boonsboro, MD
Nestled in a serene country setting, The Robin's Nest Cottage offers a luxurious escape steeped in history and surrounded by nature. Perfect for hiking enthusiasts, it's also conveniently located near wineries, breweries, and a distillery, providing a taste of local flavors. Whether you seek relaxation or adventure, this charming retreat promises a blend of elegance and rustic charm, making every stay a memorable experience. The 1882 Historic Cottage sleeps 5 with 1 bathroom. Two bedrooms and a futon sofa make up the sleeping accommodations. There is a hot tub, cowboy pool with deck, 5' x 5' firepit, 16' outdoor dining table on a 25' patio for outdoor enjoyment. The owner does live on the property. The pool is seasonal due to not being heated. It is open for use 5/15/25 - 9/30/25. The hot tub is available year round.
Potable water
Toilets
Showers
from 
$195
 / night

If you're looking for a luxurious camping experience with your furry friend near Winchester, Virginia, Hipcamp has over 660 options for you! With glamping as your preferred accommodation style and pets as your preferred activity/terrain preference, you can enjoy the great outdoors in comfort. Some of our top campsites include Camp Shenandoah Meadows (295 reviews), Cabin on the Seven Bends (243 reviews), and Rendezvous Farm (222 reviews). Expect to pay an average of $75 per night, with some options as low as $12. Popular amenities include toilets, cooking equipment, and trash disposal. Popular activities include paddling, visiting historic sites, and horseback riding.

98% (3.2K)

Top-rated campgrounds

Camp Loudoun RV Rentals

2. Camp Loudoun RV Rentals

97%
(221)
31mi from Winchester · 17 sites · Lodging · Lovettsville, VA
Enjoy the great outdoors from our spacious sites with lots of privacy on our rural farm. Farm land from the 1800s, come enjoy what I have. Choose a new activity every day like biking, fishing, hiking, and off-roading. Then, spend a quiet evening relaxing in nature and exploring the creeks that run through the property. With 30 sites to choose from, you can experience a new spot every time you stay. Be sure to check out our Appalachian Trail experience that offers a guided hike of the rock faces overlooking the western side of the trail. Lovers of the outdoors and American history will find tons to do in the area. Three additional national parks make for great areas of exploration. Enjoy visiting Antietam National Park, Harpers Ferry National Park and hiking along sections of the famous Appalachian Trail.
Potable water
Toilets
Campfires
from 
$108
 / night
Historic Cottage Retreat-IG Worthy

3. Historic Cottage Retreat-IG Worthy

88%
(8)
35mi from Winchester · 1 site · Lodging · Boonsboro, MD
Nestled in a serene country setting, The Robin's Nest Cottage offers a luxurious escape steeped in history and surrounded by nature. Perfect for hiking enthusiasts, it's also conveniently located near wineries, breweries, and a distillery, providing a taste of local flavors. Whether you seek relaxation or adventure, this charming retreat promises a blend of elegance and rustic charm, making every stay a memorable experience. The 1882 Historic Cottage sleeps 5 with 1 bathroom. Two bedrooms and a futon sofa make up the sleeping accommodations. There is a hot tub, cowboy pool with deck, 5' x 5' firepit, 16' outdoor dining table on a 25' patio for outdoor enjoyment. The owner does live on the property. The pool is seasonal due to not being heated. It is open for use 5/15/25 - 9/30/25. The hot tub is available year round.
Potable water
Toilets
Showers
from 
$195
 / night

Public campgrounds near Winchester

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Other options near Winchester

Value Prop
Value Prop
Happy farmer sitting in a truck in a grassy field
Happy farmer sitting in a truck in a grassy field

Popular Winchester glamping styles