Cabin holiday rentals in Orange County

Bear Pond Cabin

Take it easy at this unique and tranquil getaway where nature surrounds you. The recently finished cabin sits .5 miles off the main road, and was built with lumber from the property. You may see different types of wildlife during your stay. They are represented throughout the decor and furnishings. There are multiple seating areas inside and out with views of a private pond where you may see wildlife such as geese, ducks, or deer. This is a place to get back to basics and connect with nature.

Bloomingdale Honeymoon Cabin w/Mountain/Barn Views

Relax in the rustic cabin retreat set on the hill crest of our 14 acre farm. With mountain views and vintage vibes, it's the perfect getaway for those who want to unplug, or need a change of scenery while working remote! We are near some of the top wineries in VA. There are plenty of options for hiking, antiquing, sightseeing and eating in all directions: 5 min. from the Market at Grelen and Montpelier; minutes to Orange and Gordonsville; 30 min. to Charlottesville & Shenandoah. Come and see!

Cozy Lake Cabin Families Will Love + Vintage Games

Make lasting memories at this unique, secluded, family-friendly lake cabin. Relax, play games, frolic in the water, and explore Lake Anna, VA. Our cabin features 4 beds: king in 1 bedroom, queen & twin XL bunk in bedroom 2, & twin sofa bed in living area. Board games & DVDs are nearby. In the garage w/ A/C and oscillating space heater, play Foosball, Bumper Pool, Bucket Corn Hole, Legos, & other vintage games! Only a 5 min. walk to the Commons Area to picnic, swim, & launch kayaks or a SUP.

Riverside Cabin in the Blue Ridge Mountains

Tucked away in the heart of the stunning Blue Ridge Mountains, Riverside Cabin offers the perfect getaway for families, couples, or friends looking to unwind and reconnect with nature. Surrounded by scenic mountain trails, this peaceful 8-acre retreat provides the best of both adventure and relaxation with private beach access for fishing, or relaxing by the water. Wander and discover the waterfall-fed koi pond or watch local wildlife from the deck. Sleeps 6, up to 8 for an additional fee.

Lakefront Cabin Boat Slip Wi-fi Fishing Firepit

An AMAZING, RELAXING/ADVENTOUROUS, retreat with gorgeous lake views and access. *Perfect for Business Retreats, Personal Getaways, Family Vacations, Friend-cations, or anyone wanting a spectacular time and enjoy natures beauty. *Lake Front *Boat slip/dock access *3.5-levels *4bdr/4.5 ba (sleeps up to 13 guests) *Pool table *Grill on the deck *Hammock *Firepit *Fishing galore *Near wineries, breweries, cideries *Grocery shopping minutes away *Restaurants *Wood burning fireplace *Games *Books

Wise Acres—Quiet seclusion, not isolation

Discover Virginia in this log cabin tucked into 14 private acres of lush woodland, bordered by a tranquil wetland and a crystal-clear tributary to Mine Run. Just minutes from Fredericksburg’s storied battlefields, historic Culpeper, Lake of the Woods, and charming Orange, yet still within driving distance to DC, Richmond and Charlottesville. Wise Acres is the perfect blend of serene country escape and easy access to history and culture. Ready for your next adventure? Book your stay today!

Spacious log house retreat w/ hot tub & pool table

Nestled on 30 acres of serene woods & open pastures, this spacious retreat is perfect to unwind & reconnect w/ nature. Whether you're here for a family gathering, retreat, or simply a break from the everyday, you'll find plenty of room to breathe, relax, & explore. Take a peaceful walk along the nearly one-mile trail through the woods leading to a tranquil creek/ As night falls, don’t miss the breathtaking stargazing from our hot tub! Fresh air, open skies, and quiet moments awaits you!

Charming Madison Cabin. Hot Tub, Fire pit & WiFi

Escape to our charming log cabin retreat, perfectly tucked away in the peaceful woods near Shenandoah National Park. Enjoy a fully equipped kitchen, spacious living area, fast Wi-Fi, and comfortable bedrooms. Step outside to your private deck, fire pit, and quiet forest surroundings. Easy access to hiking, Massanutten Resort, antique shops, and wineries. This cabin is the perfect home base for your mountain getaway. Relax on the screened porch, a tranquil space where memories are made.

Rustic Luxury Near C'ville, Montpelier, & Wineries

Dove Cabin is a lovingly restored antique log cabin C. 1810- just 20 mi from Charlottesville! Here you can enjoy a rustic getaway, with modern features to keep you perfectly comfortable. You will find yourself surrounded by an abundance of wildlife: Deer, Turkey, Foxes, Eagles, Osprey, Herons and more. Look out the window and be met with top notch country views- rolling pastures and pristine ponds. For a video tour of the cabin/property, look up "Dove Cabin - William Dove" on YouTube.

Lakefront Cabin • Dock • Sunset Views

Gather your people and settle into this spacious Lake Anna waterfront cabin, thoughtfully designed for families, multi-generational groups, and friends traveling together. Enjoy open lake views, a screened-in porch, a private dock, kayaks, paddleboards, and a well-equipped kitchen perfect for cooking and gathering around a large dining table. With plenty of room to spread out and welcoming hosts who are always available, this is a relaxed, comfortable lake home made for connection.

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

Cozy Cabin on the Cove with Titan Swim Spa/Hot Tub

Charming Lakeside Cabin on Lake Anna with Titan Swim Spa/Hot tub Cozy cabin on public side of Lake Anna, perfect for families or small groups. The cabin features a loft with a king bed, two twin beds plus two private bedrooms with queen beds. Enjoy an open-concept kitchen and living area leading to a screened-in front porch overlooking the cove. A gentle slope takes you down to the water, where you’ll find a deck, floating docks, and a fire pit—perfect for lakeside relaxation.