Holiday rentals in Wilderness

The Little Stone Watermill Romantic Couples Escape

Escape to a one-of-a-kind romantic getaway for 2 at this unique, charming replica of an Old Virginia Mill surrounded by its own Little River with a WORKING WATER WHEEL. Designed for couples seeking relaxation, connection & time together. This cozy stay blends historic charm with modern amenities & luxury comforts. Located on the edge of a National Park & near wineries, lakes, scenic parks, historic sites, restaurants & shopping. It's the perfect place to slow down & create unforgettable memories

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.

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!

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.

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)

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

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.

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.

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!

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!

Mount Hope

A tucked away rental surrounded by trees . A 1,000 square foot furnished basement apartment with private entrance, laundry room, full kitchen, one bedroom, bathroom, living room and plenty of closet space. Enjoy your morning coffee while sitting outside on the patio. The apartment is adjacent to our pool which guests are welcome to use. Apartment has full size bed, a rollaway twin size bed and a pack and play. Apartment is close to Stafford Hospital and VRE.

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.