Cottage holiday rentals in Fredericksburg

Rappahannock River Cottage Near I-95 Sleeps 6!

Charming 3-Bedroom with rustic charm Built in 1895. Ideal location for shopping, entertainment, history, and outdoor adventures. Discover all things Fredericksburg! Your cozy haven awaits! 🏡✨ New for 2026!! —Updated hardwood flooring throughout the whole house. Also, a small fenced in front yard (3 1/2 foot tall) AND screened in front door complete with doggie door for the fur babies! 🐕 🐾 Please see last 2 photos in photo gallery for IMPORTANT INFORMATION about insects/wildlife. 🐛 🐞🦟🪲🐜

Sunrise Cottage in Wine Country

The place for nature lovers and the audiophile! Newly renovated cottage with queen bed and queen sleeper sofa! Situated on five acres, at Sunrise Cottage you can see no other dwellings except those in the valley far below. Lay in bed and watch the sun rise from the East. 60 mile views with a monarch waystation off the deck. Relax in the hot tub or sit around the fire pit. Bathroom has a spa feel with rainfall showerhead. Close to Marriott Ranch for horse trail rides and surrounded by wineries!

Garden Oasis outdoor entertainment at FrogPointe.

Nestled in between The Plains and Middleburg, this charming cottage is ready to help you relax. Perfect for family and friends during horse events nearby, like Gold Cup, Middleburg Film Festival, Christmas in Middleburg, Twighlight Polo, and much more. Fully functional kitchen with all you could need to cook a meal, fully furnished, indoor and outdoor dining, two large modern bathrooms, and internet / movies for a calm night in. Please be mindful this property is near a train track, charming!

Comfy Cottage Near SNP, Hiking, & Wineries

This cottage at Grateful View is conveniently located in beautiful Madison Co. Accessible to Rt 29 and centrally located to local breweries, wineries (across from Prince Michel), and hiking. A few local places to visit include: Bald Top Brewing Company, Early Mountain Vineyard, the Skyline Drive in Shenandoah National Park (Old Rag Mtn and White Oak Falls). An easy 15-minute drive to Culpeper or 35-minute drive to Charlottesville with historical sites, restaurants, and antique shops not far.

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

“Little Sligo” Historic Downtown Cottage Near I-95

“Little Sligo” a charming cottage built in 1760 and lovingly restored less than 5 years ago. Our unique property blends old-world charm with modern amenities, sits on a beautiful 2-acre historic site adjacent to a 46-acre public park, perfect for morning walks, sports, & family activities. Public swimming pool is OPEN Memorial Day to Labor Day. 1 minute walk from the cottage. Enjoy the convenience of being just 3 minutes from the heart of Downtown FXBG and 3 miles from I-95.

The Soper House-A Quaint & Lovely Country Getaway

The Soper House is a 1,000 sq.ft. ranch-style home with 3 bedrooms & 1 bath perfectly situated on a 5 acre farmette. Located in Fauquier County, VA. also known as Hunt, Horse & Wine country, each of the bedrooms uniquely displaying these historical themes. This charming cottage has a fully functional eat-in kitchen, a living room & a mudroom with W/D for your use. There are a few neighbors that are visible & we live in the adjacent property & can be easily available.

Luxury Cottage | Hot Tub & Quiet Oasis Near DC

Come visit our high-end guesthouse on the same lot as our main home. We are about 15 minutes from DC. Relax in the private hot tub, enjoy the spacious backyard with a grill and cozy fire pit, and unwind in a serene, quiet neighborhood. Perfect for families, friends, or business travelers seeking comfort and convenience. Modern amenities and thoughtful touches make this retreat ideal for relaxing after exploring the city or hosting a peaceful weekend getaway.

Bond House: Historic Retreat at Walnut Grove

Escape from the city to a historic 1740s cottage with a distant view of the Blue Ridge Mountains and peaceful surroundings with the opportunity to experience the slower pace of country living. Spend the day at Lake Anna to swim/ kayak/ boat or visit the state park, just 5 minutes away. Enjoy local wineries, and explore historic Civil War battlefields. After a fun filled day, return to your private oasis with a fully equipped kitchen.

Hunt Country Cottage

The Hunt Country Cottage is a cheerful cottage in the stable complex on a farm. Great location for enjoying all the area has to offer...touring, shopping, bike riding, hiking, wine tasting (there are 3 wineries within 5 minutes), horse shows, polo matches. Convenient to Great Meadow Foundation event center, the historic villages of Middleburg, Aldie, Upperville and The Plains and Sky Meadows State Park- a great place to hike.

Great guest house —Del Ray, Alexandria, VA

Welcome to the "Casita"—your home away from home in the heart of Del Ray . . . Alexandria's artsy, laidback neighborhood that's the best place to stay in the DC area! Staying here offers the perfect combination of walkable city vibrancy and private neighborhood retreat. The Casita is steps away from Del Ray's coffee shops, restaurants, and shopping, and right next to the Saturday morning Farmer's Market.

Country Cottage with Modern Amenities

Looking for a relaxing weekend getaway in Virginia's countryside? Welcome to the Shade Tree Cottage! This home dates back to the Civil War and is full of cottage vibes. Located just a 3-minute drive from downtown Gordonsville, the home is the perfect combination of rural retreat and launch pad to some of Central Virginia's best wineries, historic sites, and attractions.