
Holiday rentals in Wilderness
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Top-rated holiday rentals in Wilderness
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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

Harrison Hideaway
Introducing Harrison Hideaway, a peaceful family friendly lake front getaway at Lake of the Woods! The full renovation of this lake front home is now complete & is available for rent to family groups. Our house features 5 bedrooms, 3 full baths, a sunroom, a great room with kitchen, dining/family room with lake views & a lower level rec room with ping pong table. You can also charge your electric car in the carport with our level 2 charger. We also have a canoe, kayak and paddle boards.

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!

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!

Stay Awhile
“Stay Awhile” is a spacious walk out basement apartment in our home, very clean, in a quiet neighborhood minutes from Old Town Fredericksburg, University of Mary Washington, Fredericksburg Convention Center, FredNats baseball stadium, restaurants, shopping, historical sights, battlefields & Heritage Trail along the Rappahannock River. We have a walk/run/bike trail in our neighborhood and a tandem bike you may borrow. Enjoy our 82” TV and WIFI. We are 1 hr from DC & Richmond

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.

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.

The Carriage House at King's Crossing
The Carriage House at Kings Crossing is a recently renovated and tastefully furnished three bedroom/two bathroom home. Its unique charm captures a contemporary rural feel, next to the heart of historic Fredericksburg! King's Crossing is nestled between downtown Fredericksburg and the battlefields; you will find that getting to local attractions is an easy drive. Additionally, we are within 1 hour of DC, Richmond, and Shenandoah.

Life on the Lake, enjoy the peace and kayaks
Located within 20 minutes of both Fredericksburg and Culpeper, Virginia, this 2000 square foot home offers lakefront living on the 24-acre Keaton’s Lake within the gated community of Lake of the Woods. Keaton’s lake is ideal for fishing, swimming, kayaking or just lounging on the hammock or by the firepit enjoying the peaceful setting and beautiful view. Guests can also enjoy the 500 acre Main Lake and its beaches and parks.
Popular amenities for Wilderness holiday rentals
Other great holiday rentals in Wilderness

Lakefront Access | Hour from DC | Kayaks Provided

Horse farm near wineries, breweries, and history.

•Dogs Welcome•Hot Tub•Kayak•Fire Place/Pit•Grill

Private Retreat Near Lake Anna & Local Wineries!

*Spring Fun*|4BR Lakefront|Fireplace| Firepit|BBQ

Lakefront retreat with huge screened-in porch

Rose Cottage

Riverfront* Views* Balcony* King-2* BBQ* Peaceful
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Western North Carolina Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey 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
- John Paul Jones Arena
- Glass House Winery
- George Mason University
- Monticello
- University of Virginia
- Jiffy Lube Live
- Sky Meadows State Park
- Shenandoah River Outfitters
- Maryland International Raceway
- The Rotunda
- Cooter's Place
- Mosaic District
- White Lotus Eco Spa Retreat
- Ingleside Vineyards




