Holiday houses in Wilderness

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Top-rated holiday rentals in Wilderness

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Top Guest favourite
The exterior of the tiny house is shown, featuring a light-colored siding and several windows that allow natural light inside. A wooden deck with steps leads to the entrance, and a fenced area provides privacy. Lush greenery surrounds the home, adding a natural backdrop.
Tiny home in Culpeper
4.98 out of 5 average rating, 128 reviews

3 Bed Tiny House in Culpeper w/ Kitchen & Firepit!

Welcome to our cozy tiny house in Culpeper, VA! This is the perfect retreat for couples/small groups looking for a unique & memorable experience. W/ open 2 lofts & a pull out couch this home sleeps up to 6 guests. The fully equipped kitchen allows for easy cooking. The composting toilet is an eco-friendly alternative w/o giving up convenience. Enjoy the outdoor fire pit & lounge area or visit some of the nearby attractions like Shenandoah National Park, shops downtown, & Death Ridge Brewery!

Top Guest favourite
A cozy living room features a stone gas fireplace framed by elegant wooden details. Two black reclining chairs provide comfortable seating around a patterned area rug. Ambient lighting from decorative fixtures complements large windows that invite natural light into the space.
Cottage in Locust Grove
4.99 out of 5 average rating, 160 reviews

Quaint & Cozy LakeView Cottage - Lake of the Woods

Welcome to Brent and Carla's Lake View Cottage! Our beautifully renovated, fully furnished, unique and luxurious home is stocked with everything you need to enjoy your stay in beautiful Lake of the Woods. Our cozy cottage is a perfect get-away for your next vacation, visit with family, work trip, staycation or weekend getaway. You will instantly be set at ease as you enter our home featuring wonderful décor, detailed craftsmanship and lots of amenities to make your stay relaxing and memorable.

Guest favourite
A modern kitchen and living area feature sleek cabinetry and stainless steel appliances. A comfortable sectional sofa with a decorative pillow invites relaxation, while an island bar with stools provides additional seating. Natural light streams through window treatments, illuminating the open layout.
Home in Spotsylvania Courthouse
5 out of 5 average rating, 17 reviews

The Country House

✔ Peaceful setting with long private driveway ✔ Fire pit w/ string lights & Adirondack chairs ✔ Beautifully maintained outdoor spaces w/ front and back patios & charcoal grill ✔️Surrounded by mature-towering trees ✔ Fast Wi-Fi & easy check-in ✔ Convenient drive to Fredericksburg, Lake Anna, Spotsylvania battlefields & upcoming Kalahari water park Perfect for couples, solo travelers, families or groups looking for a quiet, peaceful stay, a connection to nature and a short drive to everything

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.
Apartment in Fredericksburg
4.98 out of 5 average rating, 147 reviews

Stay Awhile

“Stay Awhile” is a spacious walk out basement apartment, 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, 1.75 hrs from Williamsburg.

Guest favourite
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
4.86 out of 5 average rating, 29 reviews

Hummingbird Lakehouse

Hummingbird Lakehouse in Locus Grove, VA, offers stunning waterfront views 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
An open-plan kitchen area features navy blue cabinetry and a countertop microwave. A round dining table is set for four with plates and glasses. Natural light filters through a window adorned with light-colored treatments, creating a welcoming space for meals.
Apartment in Fredericksburg
5 out of 5 average rating, 33 reviews

River Road Rest

Relax with the whole family in the tranquil Riverbend district of Fredericksburg. The beautiful open-plan kitchen, dining, and sitting room look out over the private patio prividing a comfortable sitting area for reading or watching TV. A twin-over-full bunk bed also rests at the end of the open living room. The private master suite with a king bed includes additional seeting and a workstation. The private bathroom provides a large shower, toilet, spacious sink, and new washer and dryer.

Top Guest favourite
The exterior of the cabin features a rustic wooden facade with a steeply pitched roof and a welcoming front porch. A swing hangs from the porch ceiling, while the entry door is complemented by two symmetrical windows on either side, surrounded by natural greenery.
Cabin in Spotsylvania Courthouse
4.97 out of 5 average rating, 454 reviews

The Tobacco Barn

A high-peaked ceiling and exposed-log crossbeams reveal the Tobacco Barn’s past life as a place for hanging tobacco leaves to dry. Now converted to a one-room guest house, it features a front porch swing, cozy fireplace, soapstone floors, a homey sitting area, and a tall, high-post bed. The pressed-tin ceiling and whiskey-barrel sink in the bathroom add to its charm. Pets are allowed and are charged a fee of $25 (first night) and $15 (per ea. add'l night). Maximum two-person occupancy.

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, 203 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.

Top Guest favourite
The spacious studio features a white, wooden bed with dark blue bedding, complemented by a bedside table and lamp. A kitchenette is visible, along with a dining area set for two. Light pours in through sliding glass doors, leading to a small outdoor area.
Guest suite in Fredericksburg
4.99 out of 5 average rating, 331 reviews

Spacious studio apartment - The Inn at Dewberry

The Inn at Dewberry. Our roomy studio apartment is located in a quiet friendly neighborhood just 4 miles from downtown historic Fredericksburg. For traveling medical personnel, Mary Washington Hospital is less than 4 miles away. Our area is rich in Civil War history with lots of great places to dine, shop, or catch a Fredericksburg National game at the ballpark. Close to I95 for a trip to Washington, DC (60 mi) or south to Richmond. Kitchenette but no stove. Microwave.

Superhost
A modern kitchen features warm wood cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and microwave, are visible. Two bar stools are set at the kitchen island, which provides additional seating. Soft lighting illuminates the space, highlighting the tile flooring.
Apartment in Locust Grove
5 out of 5 average rating, 6 reviews

Feel Completely at Home 3

Luxurious, furnished basement with a private entrance, granite kitchen & bath. Cute as a button and worth every penny! Close to shopping in a beautiful and very quiet neighborhood with walking trails. Kitchen, living & dining rooms; breakfast nook; washer & dryer. Driveway parking. I am seeking a single (as in one (1) person) professional individual with a day shift job. You must be clean & neat. You won't be disappointed! PLEASE READ THE HOUSE RULES.

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, 222 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, 61 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