Holiday rentals in Skipwith

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Top-rated holiday rentals in Skipwith

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Guest favourite
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.
Flat 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 favourite
A serene view of Kerr Lake is framed by tall trees, showcasing a wooden dock extending into the calm water. Two Adirondack chairs sit on the lush green lawn, inviting relaxation while enjoying the tranquil surroundings.
Home in Clarksville
4.9 out of 5 average rating, 163 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 favourite
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
4.86 out of 5 average rating, 160 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.

Top guest favourite
Cabin in Clarksville
4.96 out of 5 average rating, 101 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 serene body of water reflects a clear blue sky, surrounded by lush green grass and trees. A spacious metal barn is visible in the distance, adding a rustic touch to the tranquil landscape.
Barn in Buffalo Junction
4.91 out of 5 average rating, 22 reviews

Barndominium oasis on 22 acres

Get away from it all when you stay under the stars. Enjoy this little one bedroom one bathroom apartment just a short distance from Kerr Lake & Clarkesville. Open the barn doors, grab a beer and enjoy the night fire under the star Happy to host events on the property, just let me know what kind and how many people! Bring your own tents, chairs, tables and have a blast :) Ps. There is no internet available at this time. We do have a lifetime supply of DVDs :) Boats are welcome in the garage!

Top 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
4.94 out of 5 average rating, 127 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
Cottage in Clarksville
4.93 out of 5 average rating, 194 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+).

Guest favourite
The outdoor patio features a spacious area with a circular seating arrangement and a dining table surrounded by comfortable chairs. A cozy sofa set is arranged on one side, and string lights are strung overhead, enhancing the natural setting of trees in the background.
Cottage in Bracey
4.94 out of 5 average rating, 143 reviews

Cheerful 3-bedroom Cottage in lakeside community

Enjoy family time at the lake and relax in this peaceful cottage that is walking distance to the community beach with a sand volleyball court, basketball court, picnic and playground area. If you have a boat bring it. You will have access to the beach boat ramp. The home has 3 Bedrooms and 2 bathrooms. If you love golf , no problem..the property is part of a country club with a 9 hole golf course (daily fees apply). If you like tennis, tennis courts are also available for a daily fee.

Top guest favourite
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, 55 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 favourite
Cabin in Keysville
4.98 out of 5 average rating, 150 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.

Top guest favourite
The interior features wooden walls and flooring, creating a rustic feel. A spacious sofa with decorative pillows is positioned in the living area, facing a fully equipped kitchen with modern appliances. A loft with a bed is visible above, accessed by a wooden railing.
Cycladic home in Buffalo Junction
4.92 out of 5 average rating, 37 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.

Guest favourite
A modern kitchen features white cabinetry and a large central island with a wooden countertop. Stainless steel appliances complement the space. Natural light streams in from windows, and decorative shelving showcases dishware. An elegant light fixture adds a stylish touch to the ceiling.
Home in Clarksville
4.98 out of 5 average rating, 42 reviews

Charming Cove Hideaway

Make some wonderful memories at this unique, fully renovated and family-friendly home! Welcome to the Charming Cove Hideaway in Clarksville, where you are close to the lake, cute shops, the brewery and much more! Longwood Park Lake Access is less than a 2 min drive! Here you can launch your boat and spend the day on the lake; or if you want to splash around, Longwood Park is the perfect place for everyone offering a playground and beach area for swimming!

Popular amenities for Skipwith holiday rentals

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