Vacation rentals in Scottsburg

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Top-rated vacation rentals in Scottsburg

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Guest favorite
The kitchen and dining area features wooden walls and ceiling, complemented by natural light from a window. A spacious kitchen island with bar stools is visible, alongside a dining table surrounded by black chairs. Decor includes mounted deer heads, enhancing the rustic ambiance.
Cabin in Clarksville

Spacious Woodland Cabin | Hot Tub | Lake Access

Calling all nature lovers, outdoors men, women, & families looking for adventure! Take a hike or enjoy the hot tub. Wooden Cabin close to Clarksville & Bluestone Landing. Take a walk or a golf cart ride to reach the property’s dock or sit on the porch & unwind. Close to everything, yet far away. Enjoy a beautiful cabin w/ modern amenities such as Starlink Internet & smart TVs throughout. Best Wi-Fi you can get -2 bedrooms, 2 full baths, rec room & loft w/4 beds. The perfect place to disconnect.

4.96 out of 5 average rating, 114 reviews
Top guest favorite
A wooden dock extends over calm water, featuring a picnic table shaded by a large umbrella. A gentle slope leads to the dock, surrounded by a serene lake landscape and distant tree-covered hills under a partly cloudy sky.
Home in Clarksville

Kerr Lake Amazing Views, Private Dock, Quiet

Peaceful lakefront retreat: Private dock, table, and new solar-lit umbrella (7/28/25). Amenities include a new gas grill (7/28/25), paddleboard, canoe, kayak, cornhole, hammock, firepit, puzzles, books, and games. Enjoy a large deck with two tables and a screened porch with couch—perfect for morning coffee. The home features 3 bedrooms, a loft, 3 full baths, and a dedicated workspace. Ideal for families, friends, or fishing trips. Driveway fits 5 trucks with trailers; boat launch 2 miles away.

4.93 out of 5 average rating, 147 reviews
Top guest favorite
Home in Clarksville

Dockside Dreamz- Deep Water Dock - sleeps 12

Lakefront duplex with stunning main lake views, a private dock, two fire pits and sandy beach, all just minutes from downtown Clarksville. Units rent separately (Dockside Dreamz #1 and #2), but this listing is for the whole place. Whether you’re fishing Buggs Island/Kerr Lake, vacationing with family, relaxing on the deck, or checking out the local wineries and brewery, Dockside Dreamz is the perfect escape with all the comforts of home. Sleeps 12 with two kitchens and baths, grills, & more.

5.0 out of 5 average rating, 11 reviews
Top guest favorite
A charming sunlit cottage nestled on a green lawn, framed by trees. The structure features large windows, maximizing natural light. A patio with a gazebo is visible in the foreground, providing a relaxing outdoor space. The backdrop includes serene surroundings and hints of Kerr Lake.
Cottage in Clarksville

Lakefront Cottage w/ great view and use of dock

The sunlit cottage is perfect place to enjoy the largest lake in Virginia, exploring nearby state parks, the quaint town of Clarksville, or nearby breweries/wineries. The cottage offers an open view of the lake and use of a dock (150 yds from house) for fishing, swiming, docking watercraft or watching the sunset. A great retreat for a small family of 4 or 2 couples. Please indicate the number of guests; parties over 4 must be pre-approved. Reservation must be by an adult (age 21+).

4.94 out of 5 average rating, 214 reviews
Top guest favorite
A serene wooded area is visible, featuring tall trees with dense green foliage. A deer stands quietly on a small clearing, with the calm waters of the lake partially visible in the background, creating a peaceful natural setting.
Cabin in Clarksville

Kerr Lake Log Cabin on calm cove

Lake views, gentle slope, calm cove, sandy beach, private dock, fish-cleaning station, screened porch, deck, grill, dog-friendly three-acre property. UPDATE: Extreme drought in effect, affecting lake levels. Cove is inaccessible by boat below 298 ft mean sea level. Check kerr . uslakes . info for lake level status. Contact us with questions. We are happy to share our most recent photos of the dock and cove area. Keep in mind that levels can fluctuate dramatically on a weekly basis.

4.94 out of 5 average rating, 234 reviews
Guest favorite
Home in Halifax

Spencer Hill

Home Away from Home! Spencer Hill features 3 bedrooms, 1 bath, large fully equipped kitchen, family room, and screened in patio. We are centrally located between Historic Downtown Halifax and South Boston minutes to shopping, fine dining and entertainment, Molasses Grill, Berry Hill Plantation, Factory Street Brewing, Springfield Distillery, Tunnel Creek Vineyards, short track racing at South Boston Speedway, 20 mins west is VIR race track, and Clarksville lake is 20 mins east.

4.91 out of 5 average rating, 151 reviews
Top guest favorite
A welcoming entryway features double doors that open to a view of a tree-lined street. Natural light enhances the space, highlighting a plush sofa adorned with decorative cushions. A stylish lamp stands on a side table, while wall decor adds subtle character.
Home in Halifax

The Lucky Leah - Charming Home in Downtown Halifax

Welcome to the Lucky Leah! Enjoy this newly renovated home built in 1900 located in the heart of Historic Downtown Halifax. The flow and function of this home will work for families of all sizes. This home sleeps 6 guests and features spacious 2 Bedrooms 2 Bathrooms including a queen size sleeper sofa . Only footsteps away from Molasses Grill and a short drive to Tunnel Creek Vineyards, Factory Street Brewing, and Springfield Distillery, and located only 20 miles from VIR.

5.0 out of 5 average rating, 64 reviews
Guest favorite
A curious dog observes a herd of grazing cattle in a lush green field. The cows, in various shades of brown and black, are scattered throughout the expansive landscape, surrounded by tall grass and a clear blue sky.
Home in Halifax

Pastoral Retreat: Embracing Equines, Cows & Nature

Escape to this serene retreat, where comfort meets nature. The home features 3 cozy bedrooms, 2 modern bathrooms, and ample space for six guests. Relax in the inviting living area, cook in the fully equipped kitchen, or explore the 300-acre property with hiking trails and an equestrian facility. This nonsmoking house ensures a fresh environment, with a $150 fee for any violations. Book now to experience the perfect blend of comfort and adventure in a truly special setting.

4.93 out of 5 average rating, 44 reviews
Guest favorite
A spacious porch area is highlighted by three blue rocking chairs, each adding a pop of color against the natural wood decking. A decorative cushion with a paisley pattern sits on one chair, complementing the inviting outdoor space near large windows adorned with soft curtains.
Home in South Boston

Papa's Place at Foy's Farm

Relax with the family, friends, or solo... Welcome to Papa's Place! Our completely renovated 1959 two bedroom one bath home in South Boston VA where rustic meets modern. We invite you to enjoy the large front yard, let the butterflies greet you, watch the deer graze, cherish sunsets from the front porch or late nights by the firepit. Only 26 miles from VIR and 30 from the NEW CEASARS VIRGINIA CASINO!! Come visit Papa's Place... where you will ALWAYS be at home!

4.94 out of 5 average rating, 108 reviews
Top guest favorite
A private dock is set against calm waters, with two green Adirondack chairs positioned for relaxation. The surrounding area features tree-lined shores and a clear blue sky, enhancing the peaceful lakeside atmosphere.
Home in Clarksville

Kerr Lake Escape | Dock + Beach Access

One of the few Kerr Lake rentals located right in Clarksville. Party in Slow Motion is a beautifully decorated 3BR/2BA lake cottage near Clarksville with views of Buggs Island/Kerr Lake. Located just one row back from the water, it’s an easy ~100 yard walk to our private slip dock and quiet beach access in a calm cove. Two kayaks are included for exploring the lake. Ideal for families, fishermen, and small groups, with high-speed Wi-Fi and air conditioning.

5.0 out of 5 average rating, 53 reviews
Top guest favorite
Home in South Boston

Farm Life, Close to Town

Relax in this beautiful rural setting while remaining super close to town. Fully remodeled, this home has all up to date amenities, stylish furniture and fixtures, cleanliness and tranquility, all within minutes of the most popular attractions in South Boston and Clarksville. Perfect for work or travel, or just to explore a new area for a bit, we welcome you to come and relax on our deck at sunset and see why we love it so much here.

4.94 out of 5 average rating, 33 reviews
Superhost
A cozy living room corner is highlighted by an electric fireplace with a glowing ember effect. A mounted television is positioned above a low shelf, which holds an assortment of board games. Green walls and soft lighting create a relaxing atmosphere.
Home in Scottsburg

Uncle Nelson's Woodland Hideaway! Scottsburg, VA

Welcome to the Woodland Hideaway at the Little Tin Can Campground! Come rest, relax and enjoy the charming little town of Scottsburg, VA! This cozy-cabin has been completely renovated and is just minutes away from fishing, hiking and outdoor activities at Staunton River State park; situated close to South Boston and the Speedway; and about 20-30 min away from several wineries.

4.89 out of 5 average rating, 9 reviews

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