
Holiday rentals in Wilderness
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Wilderness
Guests agree: these stays are highly rated for location, cleanliness and more.

Hummingbird Lakehouse
Hummingbird Lakehouse in Locus Grove, VA, offers waterfront access to the lake and various outdoor activities like golfing, kayaking, swimming, fishing, and horseback riding. Guests can gather around the fire pit and access community amenities like the pool and beaches. Nearby historic sites & hiking trails provide additional exploration opportunities. If you're looking for a peaceful getaway or an adventure-filled vacation, this lake house offers an idyllic setting for making lasting memories.

The Garden View Suite—Zero In Hidden Fees!
Private luxury. This serene guest suite is situated on a 43-acre farm--Bees & Trees--and is attached to the North end of the main farmhouse. A private garden-gate takes you straight to your suite just steps from the pool. Enjoy a magical sky full of stars while relaxing in the hot tub or enjoying the fireplace! There are breathtaking sunrise views from your front windows, gorgeous sunsets from your back porch and the nearby gazebo gives you both views. You owe yourself a stay with us!

Cozy Entire Apt Designer Kitchen 4 miles from Expo
SUMMARY Guest love our cozy, comfortable smoke free property 2 bedroom. Sorry no pets allowed. Close to historic Fredericksburg and restaurants, Expo Convention Center in a quiet neighborhood. You’ll love the proximity to Civil War Historic Parks. Enjoy a comfy queen bed and crib in one bedroom and a double bed with twin bed above and with a pull out second twin bed if needed in the second bedroom. Proximity to DC, Richmond, King's Dominion, and Shenandoah. One night stays ok Sunday -Thur

Farm Cottage just outside town of Orange.
Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

Comfortable and unique 1790's log cabin
Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

Stanley’s Cabin- Beautiful farm with private pond
Located at the foothills of the Blue Ridge Mountains in rural Culpeper County, Stanley’s Cabin sits on a private 7 acre pond surrounded by trees, open land, and grazing cattle. Ideal for couples, families, or small groups! Play a game of corn hole, fish for large mouth bass, take the kayak or canoe on the water, or just enjoy a peaceful walk. Many tourist attractions and activities are within proximity. Stanley’s Cabin awaits your next adventure or trip for rest and relaxation!

“Little Sligo” Historic Downtown Cottage Near I-95
“Little Sligo” a charming cottage built in 1760 and lovingly restored less than 5 years ago. Our unique property blends old-world charm with modern amenities, sits on a beautiful 2-acre historic site adjacent to a 46-acre public park, perfect for morning walks, sports, & family activities. Public swimming pool is OPEN Memorial Day to Labor Day. 1 minute walk from the cottage. Enjoy the convenience of being just 3 minutes from the heart of Downtown FXBG and 3 miles from I-95.

luxury couples retreat with HOT TUB!
This geodesic dome is more than a place to stay; it's an invitation to a world of intimacy and enchantment. It's designed exclusively for couples seeking a secluded and meaningful escape. Whether you're celebrating a special occasion or simply craving quality time together, our dome is the perfect setting. Has all you need King size bed, A/C, heating, luxurious bath, modern kitchenette, private outdoor space, hot tub, fire pit and grill all yours for an unforgettable ESCAPE!

Hidden Haven
Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.

Quiet Cove at Lake Anna
Waterfront at it's finest on Lake Anna located on the public/cold central side of the lake, in a quiet cove. Our home is fully furnished with a modern vibe. The kitchen is equipped with all the appliances and necessities you need to enjoy your stay. We have a great dock that you can lounge and hang out on as well as dock your boat or jet ski's. Property is equipped with a Ring camera doorbell located at the front door. Owner is a licensed active VA Realtor.

The Skyhouse- simple & serene w/mountain views
Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Bond House: Historic Retreat at Walnut Grove
Escape from the city to a historic 1740s cottage with a distant view of the Blue Ridge Mountains and peaceful surroundings with the opportunity to experience the slower pace of country living. Spend the day at Lake Anna to swim/ kayak/ boat or visit the state park, just 5 minutes away. Enjoy local wineries, and explore historic Civil War battlefields. After a fun filled day, return to your private oasis with a fully equipped kitchen.
Popular amenities for Wilderness holiday rentals
Other great holiday rentals in Wilderness

Private Retreat Near Lake Anna & Local Wineries!

Lakefront retreat with huge screened-in porch

River Road Rest

Riverfront* Views* Balcony* King-2* BBQ* Peaceful

Wilderness Resort- Hot tub Rancher

Modern Smart Retreat • Remote, Peaceful, & Quiet

Sauna & Game Room: Lake House in Locust Grove!

Deerwood Retreat
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Western North Carolina Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Charlotte Holiday rentals
- Shenandoah National Park
- Kings Dominion
- Luray Caverns
- National Harbor
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Lake Anna State Park
- Prince Michel Winery
- Tysons Corner Center
- Glass House Winery
- John Paul Jones Arena
- George Mason University
- Jiffy Lube Live
- University of Virginia
- Monticello
- Sky Meadows State Park
- Shenandoah River Outfitters
- Maryland International Raceway
- Cooter's Place
- The Rotunda
- White Lotus Eco Spa Retreat
- Mosaic District
- Reston Town Center




