Vacation rentals in Skipwith

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Top-rated vacation rentals in Skipwith

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Top guest favorite
The living area features a large window with sliding glass doors, allowing natural light to fill the space. A comfortable sofa and coffee table are positioned beside a dining area with chairs. A ceiling fan and subtle grey walls complement the wooden floor, enhancing the atmosphere.
Apartment in Clarksville
4.98 out of 5 average rating, 124 reviews

Cozy Getaway Efficiency on Buggs Island/Kerr Lake

Fully stocked efficiency on Bluestone Creek, Clarksville, VA. Will sleep 4 (queen bed and sofa sleeper). Best suited for a couple or will accommodate family up to 4. Covered deck overlooking lake. Quiet and secluded, surrounded by 28 acres of woods. Perfect for fishermen and recreation. Parking for boat/ trailer. Dock has electric. A canoe is provided. 15-minute boat ride to Clarksville. Launch is 4 miles from property. Private entrance, 2nd floor. No meals served. Over 10 yrs is an extra guest.

Guest favorite
A serene view of Kerr Lake is displayed, with sunlight glimmering on the gentle waves. Bare trees outline the shoreline, while a distant dock is visible against the clear sky, contributing to the tranquil lakeside scenery.
Home in Clarksville
4.9 out of 5 average rating, 157 reviews

TDF Retreat on Kerr Lake

Come enjoy your own space at your own pace, directly on Kerr Lake. Quaint two bdrm/1 bath house on the Lake. 90 minutes from Raleigh or Richmond. This charming home, sleeps five, and is just steps to the dock which you can tie your boat up to. Longwood State Park is the closest boat ramp, and a mere 10 minute boat ride from there. Spend nights watching the sun set and sitting around the firepit making smores. Nonsmoking property. No vehicles on the back lawn. Please review cancellation policy

Guest favorite
The exterior of a modern A-Frame cabin is framed by trees, featuring a striking triangular window that reflects warm light. A welcoming entrance is highlighted by a wooden door, while two outdoor chairs are positioned on a gravel patio, inviting relaxation.
Cottage in Warren County
4.85 out of 5 average rating, 152 reviews

A-FRAME Lake Cabin. Private Boat Dock, Kayaks, SUP

BRAND NEW (2022) custom lakefront A-Frame Cabin. Mid-Century Modern. You'll love the stylish cottage & all the outdoor living/playing. Close walk to your own private dock (2 boat slips) and boat ramps close by. Located right on Kerr Lake (aka Buggs Island). NEW for 2024; ALL NEW BATHROOM, NEW stable internet, concrete sidewalk, Solostove firepit patio, NEW hot tub, patio lights, gas grill, outdoor shower. Toys left out; wagon for hauling, kids kayak, adult kayak, paddle board, and beach chairs.

Guest favorite
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, 11 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!

Guest favorite
A clear glass with a vibrant orange inscription reading 'The Nest est. 2025' is placed on a textured, neutral-toned tablecloth. Soft ambient lighting enhances the warmth of the space in the background.
Cottage in Macon
4.91 out of 5 average rating, 22 reviews

New! Your ‘Nest’ Awaits @ Lake Gaston Estates!

Your rustic-chic lake escape at The Nest packs a lot into a tiny package! Lazy lake days, boating, birding, s’mores, fishing, stargazing, kayaking, brewery hopping, stops btwn NYC & ATL, or just quality time w/ friends & family - THE NEST has it all! New in 2020, THE NEST features 20ft ceilings, cozy bedrooms, full bath with shower, upper & lower decks, a fire pit, 2 grills, a fenced yard & covered parking. Perched high, beside a creek, THE NEST has great views. Plz read on before booking!

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
4.93 out of 5 average rating, 189 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+).

Top guest favorite
Tall trees frame the serene view of a calm lake, with a sandy beach visible along the shoreline. A wooden dock extends into the water, reflecting the surrounding autumn foliage and gentle sky, creating a tranquil setting for nature observation.
Home in Clarksville
4.96 out of 5 average rating, 50 reviews

Kerrma — Your Happy Place on Kerr Lake

WOW! View & access to Kerr Lake is unbeatable! Cove point w 2 docks (NEW ALUMINUM DOCK)! Serene, level lot just steps to the water! 5 min drive or boat trip to downtown Clarksville. Outdoors: grill, new Trex deck, cornhole, kayaks, fire pit & chairs at water’s edge. Circular driveway for trucks/boat trailers. Home is clean, comfy and retro, stocked kitchen. King, 2 full & 2 twin beds. Ideal for families, workers & fishermen. Free Wifi w 2 smart TVs. Bring your pet (limit 2 w pet fee)!

Top guest favorite
A serene view of a lake at sunset, featuring soft hues of orange and pink reflecting on the calm water. The image captures the perspective from a boat, with plush seating visible in the foreground, enhancing the feeling of tranquility.
Home in Clarksville
5 out of 5 average rating, 36 reviews

Buggs Island / Kerr Lake Water Views Dock

Party in Slow Motion is a 3 Bedroom 2 Bathroom beautifully decorated lake cottage with views of Buggs Island/Kerr Lake sits on a cove with large private slip dock. The lake access is within view of the home, and an easy walk and there are two kayaks for your use. Families, group of friends, group of fishermen will all find a nicely equipped cottage with high-speed Wi-Fi, and air conditioning. Right in the heart of Clarksville, and easy to enjoy all that Clarksville has to offer.

Top guest favorite
A rustic log cabin is nestled among lush greenery, surrounded by trees. A grassy yard extends in front, with a vehicle parked nearby. The structure features multiple windows, showcasing its charming facade and creating a sense of tranquility in the natural setting.
Cabin in Keysville
4.98 out of 5 average rating, 143 reviews

Peaceful Log Cabin in the country (no extra fees)

Hand-Hewn Log Home on 1.5 acres with a newly added outdoor area in Sept 2025. 20 minutes to Pineview, Waverly and Pavilion @Mimosa wedding venues. 5 Minutes from town, 35/40 minutes to Longwood U and Hampden Sydney College. Zero traffic! Plenty of room - 2 bedrooms, fully stocked kitchen, Coffee & Tea Bars. Clean and cozy. The perfect place to unwind, unplug and reset your clock We strive to go beyond expectations designing our cabin the way Airbnb vacations once were.

Guest favorite
A spacious bedroom features a king bed with a neatly arranged white quilt. A bedside lamp illuminates the room beside a dark wooden nightstand. Natural light enters through a large window, complemented by soft carpeting underfoot.
Apartment in South Boston
5 out of 5 average rating, 15 reviews

Quiet Downtown Apartment

Quiet upstairs apartment, perfect for long term stays. Spacious rooms are above professional offices below, so your privacy and personal quiet space is ensured. King bed, two large dressers, additional seating and work area make this a terrific space for an individual or couple. Bathroom and dressing area is spacious, with dresser and large closet to make your long term stay feel more like home. Kitchenette includes under counter refrigerator, microwave and Keurig.

Top guest favorite
The exterior of the silo is showcased, featuring a cylindrical shape with silver metal siding. A wooden awning covers the entrance, and a concrete path leads to the door. Surrounding gravel adds to the rustic setting, with trees visible in the background under a clear blue sky.
Cycladic home in Buffalo Junction
4.92 out of 5 average rating, 25 reviews

The Silo at Lake Front Winery

The design of our silo embraces the cylinder shape using it for multilevel living. There is an open kitchen that flows into the dining area with modern appliances and fixtures. Fully furnished. One bathroom that is fully functional, stylish and elements that complement the silo character. The silo sits on a winery and overlooks a farm on one side and the vineyard on the next. Located about 5-10 minutes to Clarksville, VA and 15-20 minutes from South Boston, VA.

Top guest favorite
A red brick house is set amidst a grassy yard, featuring green shrubs and small trees. The structure has white window trim and black awnings over the windows. A covered porch is seen on one side, enhancing the outdoor space with shade.
Home in Clarksville
4.97 out of 5 average rating, 71 reviews

Country Living near Buggs Island/Kerr Lake

RUSTIC COUNTRY CHARM just minutes away from Buggs Island/Kerr Lake. This 2 bedroom, 1 bath home is perfect for the person/family looking to disconnect and relax for a few days. Surrounded by farmland, you are welcome to take a nature hike around the farm and soak up the beauty. Located 5 minutes from Staunton View Boat Landing and 15 minutes from the Town of Clarksville. During deer hunting season, arrangements can be made to use deer stand on the farm.

Popular amenities for Skipwith vacation rentals

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