Holiday rentals in Wilderness

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Top-rated holiday rentals in Wilderness

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Superhost
A spacious outdoor area features a fire pit surrounded by four Adirondack chairs, arranged on a bed of pebbles. The backdrop displays the multi-level lake house, framed by trees adorned with string lights for evening ambiance.
Home in Locust Grove
4.78 out of 5 average rating, 32 reviews

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.

Top guest favourite
Farm stay in Elkwood
4.99 out of 5 average rating, 144 reviews

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!

Guest favourite
A well-equipped kitchen features white cabinetry and a spacious countertop. Stainless steel pots hang above the gas stove, while a microwave and dishwasher are visible. Natural light is provided by overhead lighting, highlighting the organized kitchen tools and appliances.
Flat in Fredericksburg
4.86 out of 5 average rating, 287 reviews

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

Guest favourite
A welcoming house is set amidst tall trees, showcasing a pathway leading to a front entryway. Large windows invite natural light, while the surrounding greenery highlights the property. The serene lakeside environment is enhanced by well-maintained landscaping.
Home in Locust Grove
4.81 out of 5 average rating, 53 reviews

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.

Top guest favourite
The cabin features a welcoming front porch with a pair of white rocking chairs, providing a comfortable spot to relax. Wooden steps lead up to the porch, embraced by lush greenery and ferns, enhancing the cabin's secluded and natural setting.
Cabin in Culpeper
4.97 out of 5 average rating, 209 reviews

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.

Guest favourite
A calm pond is viewed from the foreground, reflecting a blue sky with clouds. Lush greenery surrounds the water, with a dock visible in the distance. The scene conveys a sense of tranquility, highlighted by the still surface and natural surroundings.
Cabin in Culpeper
4.95 out of 5 average rating, 135 reviews

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!

Superhost
A spacious bed is adorned with a heart made of towels and surrounded by red rose petals. Red throw pillows with romantic phrases are positioned against the headboard, adding a touch of intimacy to the setting.
Dome in Unionville
4.86 out of 5 average rating, 170 reviews

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!

Top guest favourite
The living area features a dark leather sectional sofa and a light grey armchair, arranged around a round black coffee table. A large flat-screen TV is mounted on the wall, and sliding glass doors provide access to the outside. Decor includes a circular patterned rug.
Flat in Fredericksburg
4.98 out of 5 average rating, 155 reviews

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

Top guest favourite
A modern cabin-style home is nestled among tall trees, showcasing a sleek black exterior. A spacious screened-in porch is visible, supported by a deck with steps leading down to a gravel path. Large windows enhance the connection with the natural surroundings.
Home in Orange
4.98 out of 5 average rating, 176 reviews

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.

Top guest favourite
A charming historic cottage is featured, showcasing a white exterior with a red metal roof. The front porch is framed by a small staircase and surrounded by well-maintained greenery. Tall trees provide shade on the side, set against a backdrop of an expansive blue sky.
Cottage in Spotsylvania Courthouse
4.89 out of 5 average rating, 182 reviews

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.

Top guest favourite
An outdoor fire pit area is surrounded by several black chairs positioned on a gravel expanse. The home features a light exterior with shutters, framed by lush greenery from the surrounding woods, and a clear blue sky overhead.
Home in Fredericksburg
4.97 out of 5 average rating, 239 reviews

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.

Top guest favourite
A wooden dock extends over the lake, featuring two green adirondack chairs overlooking the water. Two kayaks, one blue and one black, rest on the shore, alongside smooth rocks and a planter with greenery.
Home in Locust Grove
4.97 out of 5 average rating, 65 reviews

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