Holiday houses in Wilderness

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Top-rated holiday rentals in Wilderness

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Top Guest favourite
An open living area is highlighted by a high ceiling with wooden beams. A comfortable sofa faces a mounted television and a light wood coffee table. A staircase leads to an upper loft, while a well-equipped kitchen is visible in the background, enhancing the spacious feel.
Home in Fredericksburg
4.97 out of 5 average rating, 102 reviews

The Annex at King's Crossing

The Annex at King's Crossing is a brand new, tastefully furnished two bedroom, one bathroom home with an upstairs sleeping loft. Space is maximized and height is harnessed to create a unique, contemporary experience amidst a rural setting near 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 rustic log cabin is set amidst lush greenery, featuring a welcoming front porch with flag and decorative plants. Two chairs are placed on the lawn, offering a spot to relax and enjoy the scenic surroundings.
Cabin in Partlow
4.99 out of 5 average rating, 110 reviews

CabinSweetCabin|20 Acres|Theater|HotTub|Arcade

Relax with the whole family at this peaceful luxury rustic resort getaway! The new Kalahari indoor waterpark, D.C., Richmond, Lake Anna, Colonial Beach, Fredericksburg battlefields, Kings Dominion, and the Raceway are all just a short drive away for vacationing fun! OR stay & play at the cabin with the hot tub, walking trails, firepit, outdoor games, bumper pool, arcade games, connect 4 hoops, theater room, and lots of places to relax! Boat& RV parking available. A little bug spray recommended.

Top Guest favourite
The exterior of the cabin showcases an A-frame design, featuring large windows that allow natural light to fill the interior. A spacious deck wraps around the front, with wooden railings and steps leading to the yard, surrounded by lush greenery.
Cabin in Richardsville
4.88 out of 5 average rating, 158 reviews

NEW Cabin in the Woods🏕

Sit on the porch and enjoy your remote cabin getaway with plenty of solitude on thirteen acres of spacious, wooded, serenity. The birds are chirping and wildlife is in the woods. My cabin is a one-of-a-kind experience to share with close friends and family. The cabin is an A-framed loft style dwelling made from pine milled saddle-notch logs. There is plenty of outdoor space which includes front and covered side porches, pasture, a fire pit and hammock for relaxation that you'll be sure to enjoy!

Top Guest favourite
Cabin in Reva
5.0 out of 5 average rating, 86 reviews

1830 Log Cabin Retreat • 35 Min to Shenandoah NP

Escape to Crooked Tree Cabin, a beautifully restored c.1830 log cabin just 35 minutes from Shenandoah National Park's Thornton Gap entrance. Perfect for couples, this romantic retreat is an ideal base for hiking Skyline Drive, exploring wineries and the Blue Ridge Mountains. Return each evening to the peace, privacy, and timeless charm of your own log cabin with central heat & A/C, Starlink Wi-Fi, self check-in, and dark skies for unforgettable stargazing—all just 90 minutes from Washington, DC.

Top Guest favourite
A serene view of the lake is presented, with still waters reflecting the surrounding trees and blue sky. The shoreline is lined with lush greenery, creating a peaceful atmosphere. Docking spaces for boats can be seen along the water's edge, enhancing the recreational appeal.
Home in Locust Grove
5.0 out of 5 average rating, 14 reviews

Beautiful Lakefront home in Lake of the Woods, VA

Beautiful, updated 4BR, 3BA lakefront house in amenity-filled, gated community, Lake of the Woods, Virginia. Relax on the huge deck, have a soak in the hot tub, catch a fish, or enjoy a cocktail on your private patio on the water. Home has two large living spaces for entertaining, including pool table/ping pong, and arcade games, wood FP, large kitchen, plenty of parking, and extra bunk beds for the kids. Outdoor FP on patio by the lake, grill, level 2 EV charger. Great for relaxing getaway!

Guest favourite
Home in Spotsylvania Courthouse
4.91 out of 5 average rating, 87 reviews

Lakefront Retreat | Hot Tub • EV Charger • Gazebo

⭐ ABOUT THIS SPACE ⭐ Escape to your own private lakefront retreat on Wilderness Run Lake. Wake up to peaceful water views, spend your day kayaking or fishing right from the dock, and unwind in the hot tub surrounded by trees as the sun sets. 🌿 WHAT MAKES THIS PLACE SPECIAL 🌊 Direct lake access with private dock and kayaks 🛁 Secluded hot tub 🌳 Gazebo for enjoying nature and flat top grill for breakfast 🔥 Outdoor chimney by the lake 🔌 EV charger on-site (perfect for Tesla & EV travelers)

Guest favourite
A spacious living area is furnished with a light gray sectional sofa complemented by colorful cushions. Three vibrant artwork pieces of ducks are displayed on the wall above, while a wooden coffee table occupies the center. Natural light filters in through the nearby sliding door.
Home in Locust Grove
4.94 out of 5 average rating, 85 reviews

Beach, Hot Tub, Arcade, Golf, Pub: The Lucky Duck!

Unforgettable retreat with partial lake view, luxurious 7-person Jacuzzi, custom pub featuring a retro 4-player arcade with 7,500+ games and trackball, cozy woodstove, and delightful surprises! Ideal for epic family vacations, The Lucky Duck in the exclusive gated Lake of the Woods offers year-round fun—two lakes, eight pristine beaches, two pools, a golf course, an equestrian center, and scenic parks with fitness trails await! Come experience lakeside fun and relaxation! #TheLuckyDuckLOW

Top Guest favourite
Cabin in Culpeper
4.96 out of 5 average rating, 109 reviews

Bison Farm - Cabin "Cielo"

Bison Farm cabin in a very secluded section toward the back side of a 300 acre working bison farm. This is a tiny home Park Model with 400 sq. ft. and a nice spacious covered deck providing an outdoor living room. The kitchen has a 2-burner induction cook-top, a convection oven that is also a microwave and a small refrigerator and freezer two drawer unit that has decent space but is not a full sized appliance. Note: bison rotate pastures daily. Please don't expect them in your cabin view.

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, 484 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.

Guest favourite
A spacious living room features hardwood flooring and large windows offering views of the lake. Comfortable seating includes a light-colored sofa and wooden chairs. A television is positioned near a stone fireplace, enhancing the room's cozy feel.
Home in Locust Grove
4.79 out of 5 average rating, 106 reviews

Lakefront Access | Hour from DC | Kayaks Provided

Welcome to Lakeside Serenity, located in the Locust Grove gated community of Lake of the Woods. This charming residence, situated in a quiet cove, features a spacious backyard with direct lake access perfect for swimming, fishing, kayaking, or lounging lakeside. Enjoy the convenience of an on-site grill for delightful barbecues and dine al fresco in our outdoor seating area overlooking the lake. This home is a haven for anyone looking for a peaceful getaway!

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
4.98 out of 5 average rating, 84 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.

Top Guest favourite
The exterior of a late-19th century converted dairy barn is showcased, featuring a rustic red facade. Large windows are prominently displayed, allowing natural light to illuminate the interior. The sloping green lawn leads up to the barn, surrounded by scenic views of rolling hills.
Barn in Orange
4.99 out of 5 average rating, 69 reviews

Stunning 2-bedroom Barn with indoor fireplace

This rare, late-19th century converted dairy barn, is both historic and one-of-a-kind. Nestled in the foothills of the Blue Ridge Mountains, it is the perfect place to escape to for a quiet weekend or to explore rural Virginia’s many offerings such as Skyline Drive in the Shenandoah National Park, the heart of Virginia Wine Country, Montpelier, Monticello and the historic downtown of Charlottesville.

Popular amenities for Wilderness holiday rentals