Cottage vacation rentals in Lake of the Woods

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Top-rated cottage rentals in Lake of the Woods

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Guest favorite

A living area features a dark leather armchair and a black sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, while a floor lamp provides soft lighting. Large windows offer a view of the surrounding nature.

Cottage in Hood

4.95 out of 5 average rating, 106 reviews

The Cozy Conway Cottage

Enjoy peace and quiet along the Conway River. This relaxing getaway is about 1/4 mile off of rte 230. The cottage was an original one-room cabin with a centrally located wood stove/fireplace. It now boasts 2 bedrooms, 1 bathroom, a full kitchen, large windows and a patio/deck with river views. During the fall and winter months, you can see the sunset over the mountains of the National park. It’s a 20 min drive to the Shenandoah National Park entrance and 5 minutes from Early Mountain Vineyard.

Top guest favorite

A cozy living room features a stone gas fireplace framed by elegant wooden details. Two black reclining chairs provide comfortable seating around a patterned area rug. Ambient lighting from decorative fixtures complements large windows that invite natural light into the space.

Cottage in Locust Grove

4.99 out of 5 average rating, 153 reviews

Quaint & Cozy LakeView Cottage - Lake of the Woods

Welcome to Brent and Carla's Lake View Cottage! Our beautifully renovated, fully furnished, unique and luxurious home is stocked with everything you need to enjoy your stay in beautiful Lake of the Woods. Our cozy cottage is a perfect get-away for your next vacation, visit with family, work trip, staycation or weekend getaway. You will instantly be set at ease as you enter our home featuring wonderful décor, detailed craftsmanship and lots of amenities to make your stay relaxing and memorable.

Guest favorite

A charming single-story house is presented with a light-colored exterior and dark shutters. Rocking chairs are positioned on the front porch, inviting relaxation. A well-maintained lawn surrounds the home, and a backdrop of trees complements the serene setting.

Cottage in Orange

4.9 out of 5 average rating, 186 reviews

Willie's Place Country Cottage Pets Allowed

Step out your front door and pet horses located next door. Willie's place is newly renovated and has all the amenities you need. Located close to wineries, shopping, wedding venues, Historic Montpelier, Corn Maze, Town of Orange, Woodberry Forest School, 10 minutes to Gordonsville, 30 minutes to Charlottesville. Kayak the Rapidan, take a horseback ride at Oakland Heights or see a play at Barboursville. Exposed beams throughout, a beautiful Loft and back porch for sitting. You won't go wrong.

Guest favorite

A two-story cottage is set amidst a wooded backdrop, showcasing a mixture of wood and stone exterior. Large windows and a balcony enhance the home’s charm. A pathway leads to the entrance, and a few outdoor seating options are visible on the lower level.

Cottage in Bentonville

4.97 out of 5 average rating, 539 reviews

The Cottage

Need some time to refresh? Spending time in the foothills of the Skyline Drive at our cozy cottage may be for you. Well behaved dogs are welcome but not on furniture. The driveway is long and home is very secluded. Winter access will be subject to weather conditions. Driveway does not get plowed and gets rutty during rainy periods. Cell service is spotty on Browntown road. The cottage has a landline and wifi. Use your wifi calling feature for cell phone use. More info under photos.

Top guest favorite

A living area features a comfortable gray sofa and armchair, set on a light area rug. A wooden coffee table is centrally located, while a TV sits on a decorative stand. Natural light enters through a window, complemented by soft lighting from a chandelier above.

Cottage in Orange

4.96 out of 5 average rating, 453 reviews

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!

Top guest favorite

A view from an open doorway reveals a covered porch with white rocking chairs. A welcome mat lies on the wooden floor, leading to a scenic landscape of rolling hills adorned with autumn foliage. A glimpse of black chairs is visible in the distance.

Cottage in Gordonsville

5 out of 5 average rating, 178 reviews

Merry View Cottage

Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.

Top guest favorite

A panoramic view of a serene countryside is showcased, featuring rolling green fields and a backdrop of the Blue Ridge Mountains. Fluffy white clouds dot a bright blue sky. A rustic barn and a winding dirt road are visible in the distance, enhancing the peaceful landscape.

Cottage in Charlottesville

4.95 out of 5 average rating, 671 reviews

Tranquil Cottage sleeps 5

An adorable home with breathtaking sunsets over the Blue Ridge mountains. We are 4 miles to downtown and minutes to many vineyards, shows and restaurants. Enjoy comfortable beds, the fire pit with Adirondack chairs, big skies filled with stars and animals. Walk our country roads, feed the horses, enjoy the views of the mountains and meadows. Base price is for 2 people, no pets or children under 8 for safety. Stays more than 3 nights will have an added cleaning fee of 20.00

Guest favorite

A charming cottage is framed by lush greenery and a manicured lawn. Sunlight filters through the leaves overhead, highlighting the exterior, which features light-colored siding and flower beds. A small porch on the side invites guests to enjoy the tranquil outdoor setting.

Cottage in Fredericksburg

4.93 out of 5 average rating, 131 reviews

“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-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.

Superhost

A charming guest cottage is nestled among lush green landscaping. The structure features a metal roof and a porch with simple white railings. Tall trees provide shade, contributing to the serene atmosphere of the surrounding countryside.

Cottage in Madison

4.92 out of 5 average rating, 165 reviews

Charming Guest Cottage at Winery

Early Mountain Vineyards' charming Guest Cottage, nestled next to our front block of grapevines and below our historic hilltop barn, offers breath-taking views of the Blue Ridge Mountains and a serene place to watch the sunset while sipping wine. Only short distance to our Tasting Room - open 5 days a week, Thursday - Monday. We recommend a reservation in advance - this can be made via our website, Early Mountain Vineyards, or by calling our winery directly.

Guest favorite

A charming historic cottage is featured, showcasing a white exterior with a red metal roof. The front porch is framed by a small staircase and surrounded by well-maintained greenery. Tall trees provide shade on the side, set against a backdrop of an expansive blue sky.

Cottage in Spotsylvania Courthouse

4.88 out of 5 average rating, 169 reviews

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.

Top guest favorite

The exterior of the house is framed by vibrant autumn foliage, showcasing a mix of reds, oranges, and yellows. Stone steps lead to a welcoming porch, illuminated by soft interior lights. A gravel pathway is bordered by lush greenery, enhancing the natural setting.

Cottage in Palmyra

4.96 out of 5 average rating, 139 reviews

Hawkwood House King Bedroom

Hawkwood House is close to Charlottesville, VA. It is in a 100-acre wood. Two guests share downstairs bedroom. Guests may use upper floor only with prior arrangements. It is a very quiet, peaceful setting. It is located near historic sites from colonial times of the United States and the Civil War and near Charlottesville VA and homes to three early US presidents (Monticello, Ash Lawn and Montpelier).

Guest favorite

The exterior of the cottage features a welcoming red door framed by white clapboard siding and black shutters. Flower pots with pink blooms are hung on either side, adding a touch of color. A set of steps leads up to the entrance, surrounded by green foliage.

Cottage in Fredericksburg

4.86 out of 5 average rating, 467 reviews

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 2025!! —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! 🐕 🐾