Holiday houses in Skipwith

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Top-rated holiday rentals in Skipwith

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Guest favourite
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
4.96 out of 5 average rating, 107 reviews

Spacious Woodland Cabin - Kerr Lake

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.

Guest favourite
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
4.92 out of 5 average rating, 140 reviews

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.

Top Guest favourite
A wooden dock stretches over calm waters, leading into a scenic view of a lake surrounded by green trees. The horizon shows a clear sky with a blend of soft blues and whites, contributing to a peaceful lakeside atmosphere.
Home in Clarksville
5 out of 5 average rating, 23 reviews

Red, White & Bluestone - Lake Front, Private Dock

Make wonderful memories at this thoughtfully outfitted and decorated family-friendly lake front home. Stay in Red, White & Bluestone, located in a charming cove on Buggs Island lake, close to the town of Clarksville (Virginia’s only lakeside town), shops, a brewery, restaurants, and more! The private dock has boat cleats and fishing rod holders and is just steps away, so bring your boat! Bluestone boat landing is just a mile away. Boating is the perfect way to spend your time on the lake!

Top Guest favourite
Home in Clarksville
5 out of 5 average rating, 10 reviews

Dockside Dreamz #2 w/beach & dock

The upstairs unit of this lakefront duplex offers stunning main lake views, a private dock, fire pit and sandy beach, all just minutes from downtown Clarksville. 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 #2 is the perfect escape with all the comforts of home. Sleeps six with new luxury bedding, wifi and a large deck. Discounts available for those also renting Dockside Dreamz #1.

Top Guest favourite
A serene waterfront view is framed by a covered deck. The sunset casts soft hues across the lake, reflecting on the calm water. The private dock is visible, along with green lawns and trees lining the shore.
Holiday home in Clarksville
5 out of 5 average rating, 25 reviews

Kerr Lake/Buggs Island Lakefront Amazing View

Escape to Kerr Contentment... comfortable and spacious, with a fabulous view! This bright and peaceful waterfront home is the perfect location for your vacation fun. Swimming, fishing, boating, or just floating & relaxing, are right outside your door with a private dock and deep water only steps away. When you’re ready for a treat beyond the neighborhood and water, you’re conveniently close to the lakeside town of Clarksville with restaurants, shopping and historic sites just minutes away.

Top Guest favourite
A welcoming sign for Mary's Place is displayed prominently in the well-maintained front yard. Lush grass surrounds the sign, while blooming crepe myrtle trees add vibrant touches of pink in the background, enhancing the inviting atmosphere of the cottage.
Cottage in Warrenton
5 out of 5 average rating, 110 reviews

Mary's Place ❤ Bright 3BR with deck/private yard

Mary's Place, a charming cottage renovated in 2022, is nestled in the historic walkable town of Warrenton. With all the comforts of home, this peaceful haven is ideal for any traveler-couples, families, or singles. Complete with extras, like a coffee station, a king sized bed and cozy fireplace in the master suite, and a deck that wraps around to the spacious backyard. The oak tree shaded back deck is perfect for taking in that sweet southern breeze with a cup of coffee or a glass of wine.

Top Guest favourite
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
4.94 out of 5 average rating, 208 reviews

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+).

Superhost
The screened porch features a colorful area rug with seating options, including four chairs in vibrant hues. Decorative lighting hangs above, adding to the cheerful atmosphere. A small table is placed beside a potted plant, enhancing the inviting and relaxed space.
Home in Clarksville
4.88 out of 5 average rating, 129 reviews

Buggs Island Bungalow

Buggs Island Bungalow One of the oldest residences in Clarksville, the house dates back to the 1800's. We purchased it in 2019 and have lovingly renovated the space and returned it to its former glory. Enjoy all the amenities Clarksville has to offer. Enjoy morning coffee on the screened porch and then stroll to the lake or downtown for antique shopping, and then enjoy a brew at Buggs Island Brewing Company. Please note due to parking constraints we cannot accommodate boat parking.

Guest favourite
A cozy living room features a sectional sofa facing an electric fireplace. French doors lead to a private outdoor space. The kitchen is visible in the background, showcasing modern appliances and a countertop that invites gatherings.
Cabin in Henderson
4.83 out of 5 average rating, 102 reviews

Charming Kerr Lake Cabin

Beautiful new lake cabin, Sleeps 4 ONLY. Just a short walk through the woods, on Kerr Lake with private beach & wooden floating dock. Soak up the sun on your leisure time. Fish off the dock, go for a swim. Enjoy all of the amenities living on one of the most popular lakes in NC. Enjoy a book on the screened in porch or grill on your black stone. Outdoor shower. 30 amp camper hookup avail for an extra $40 per night. * the lake can be at high or low levels typically in the fall/winter

Top Guest favourite
Outdoor seating areas are highlighted by colorful chairs surrounding a firepit. A hammock is visible nearby, offering a relaxed space among the trees. The cabin is set back with a spacious deck, nestled within a natural green landscape.
Home in Clarksville
5 out of 5 average rating, 54 reviews

Rooted In Love

Kerr Lake: cozy, super-cute cabin, w/private lake access in neighborhood less than half mile away. Upstairs bedroom, open LR/kitchenette, one bath, in rural VA. Two-burner cooktop & tiny oven (no dishwasher), plus w&d. King bed, plus a daybed w/pop-up trundle in loft; queen foldout sofa downstairs. Strong wi-fi. Boat parking/fish cleaning station. Fenced in dog-run for well-behaved dog. Hammock, firepit & picnic table lakeside! Front porch for sunset and star viewing!

Guest favourite
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
5 out of 5 average rating, 48 reviews

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.

Guest favourite
An entryway displays patterned wallpaper accented by a decorative framed piece. A wooden bench offers seating, paired with a woven basket and decorative pillows. Light hardwood flooring complements the warm tones of the furnishings, creating a welcoming space for guests.
Holiday home in Clarksville
4.98 out of 5 average rating, 84 reviews

★ Boutique Guest Stay in Downtown Clarksville ★

Built in the late 1800s, this charming apartment is newly renovated and centrally located in downtown Clarksville (Virginia's only lakefront town!). Styled in a modern cottage inspired design, this home is cozy and functional. Featuring a spacious kitchen, primary bedroom with en-suite, workspaces, and porch overlooking Virginia Avenue, this space is the perfect option for a weekend away or an extended stay.

Popular amenities for Skipwith holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Mecklenburg County
  5. Skipwith