Holiday rentals in Wilderness

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Top-rated holiday rentals in Wilderness

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 156 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!

Guest favourite
An A-frame cabin nestled among trees features a wrap-around deck overlooking the landscape. The kitchen showcases modern appliances and a spacious counter with bar stools, while a gentle waterfall flows over rocks nearby, surrounded by lush greenery.
Cabin in Bentonville
4.96 out of 5 average rating, 233 reviews

Timber Creek: Falls - A Shenandoah Cabin

Nestled on 8 acres, the Timber Creek Falls A-frame sits on the Shenandoah National Park border overlooking a beautiful cascading waterfall. A 90-min drive from DC, this cabin getaway will have you unwinding in tranquility. A hot tub offers views stretching 50mi to West Virginia on a clear day, and the closest neighbor is a half mile away. A truly private retreat comes w/ modern conveniences including: EV charger, smart devices, flat-screen TV, standing desk, wood burning stove & spa bathrobes.

Guest favourite
Home in Spotsylvania Courthouse
4.9 out of 5 average rating, 84 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)

Top guest favourite
Cabin in Culpeper
4.97 out of 5 average rating, 106 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.

Guest favourite
A two-story house is surrounded by lush greenery, showcasing a welcoming front porch with wooden railings. Flowering shrubs add a pop of color to the landscape, while ample sunlight filters through the trees, illuminating the inviting exterior of the home.
Home in Locust Grove
4.87 out of 5 average rating, 60 reviews

Beachwalk Hideaway

Escape to our delightful Beachwalk Hideaway, a cozy retreat that offers easy access to the serene beach on the shimmering lake. Walk just 6 houses down to Ramsey Beach for sandy shores on the lake. Lounge by Ramsey Beach water's edge, build sandcastles, swim, and immerse yourself in the calm of lakeside living. As evening falls, enjoy breathtaking sunsets and starlit skies from your piece of paradise. Book your stay now and experience the ultimate in lakeside relaxation and recreation.

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, 483 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 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
4.94 out of 5 average rating, 141 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!

Top guest favourite
Cabin in Etlan
5 out of 5 average rating, 217 reviews

Old Rag Mountain Stay w/WiFi, TV, Fire Pit, Patio

This unique, modern A Frame cabin is located at the foothills of The Shenandoah Mountains only minutes from Old Rag Mountain, White Oak Canyon, trout fishing, horseback riding, wineries, breweries, and more! This 400 sq ft. tiny home has all the modern amenities you need to feel right at home. Step outside, enjoy the mountain air, and relax on your private patio with a cozy,private fire. Are your desired dates already booked? Check out our other listing, Black Bear Cabin!

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
4.97 out of 5 average rating, 196 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.

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, 104 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
Cabin in Reva
5 out of 5 average rating, 84 reviews

1830 Historic Log Cabin Near Shenandoah NP

Escape to Crooked Tree Cabin, a beautifully restored c.1830 log cabin near Shenandoah National Park in Virginia. Perfect for couples, this romantic cabin blends historic charm with modern comforts, including central heat/AC and high-speed Starlink Wi-Fi. Explore nearby wineries, hiking, Montpelier, Monticello, and the Blue Ridge Mountains. Enjoy dark skies for stargazing and convenient self check-in—all just 90 minutes from Washington, DC.

Guest favourite
Dome in Unionville
4.86 out of 5 average rating, 197 reviews

Luxury Couples Dome Hot Tub, Fire Pit & Stargazing

Slip away to a private couples-only dome on a peaceful 110-acre farm in Unionville, Virginia — just one hour from Washington, DC. Sleep beside a breathtaking panoramic window, soak in your private hot tub under the stars, and end the evening around the fire pit surrounded by nature. Designed for anniversaries, birthdays, proposals, baby moons, and quiet escapes, our luxury dome was created to help couples reconnect and unwind.

Popular amenities for Wilderness holiday rentals