Vacation rentals in Skipwith

Dockside Dreamz #1 w/beach & dock

The downstairs unit of this lakefront duplex offers stunning main lake views, a private dock, fire pit and sandy beach (normal pool), all just minutes from downtown Clarksville. Whether you’re fishing Buggs Island/Kerr Lake, vacationing with family, relaxing on the patio, or checking out the local wineries and brewery, Dockside Dreamz #1 is the perfect escape with all the comforts of home. Sleeps six, Wi-Fi, grill, and a large patio. Discounts available for those also renting Dockside Dreamz #2.

Lakefront Getaway with dock & boat ramp

This lakefront home with water views is the perfect place to enjoy the largest lake in NC/VA. Explore nearby state parks, the town of Clarksville, local breweries, and restaurants. Conveniently located just 15 minutes from Clarksville, VA and Henderson, NC, the peaceful neighborhood offers the perfect place to relax. Enjoy open lake views with access to a private dock and boat ramp for fishing, swimming or docking your watercraft. Perfect for couples, families & fishermen looking for a getaway.

Bring your BOAT-Waterfront-Private Dock-Gameroom

Bring your family, or 3 families, to "Kerr Castle," our spacious European Cottage-Inspired lakefront home! Drink your coffee and enjoy close-up views of deer and other wildlife. House features: - Private Dock in cove off of Main Lake -Sleeps 12 - 5 bedrooms/3 bathrooms -Over 2700 sq. ft. -Smart TVs in every bedroom -Large Gameroom with TV/Nintendo area, board games, card table, and play area -Ping Pong -Firepit -Propane Grill -Large Deck -10 mins. to Downtown Clarksville restaurants and shops

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.

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.

TDF Retreat on Kerr Lake

PLEASE NOTE: The lake level is very low right now. No tie up access to the dock. Come enjoy your own space at your own pace, directly on Kerr Lake. Quaint two bdrm/1 bath house. 90 minutes from Raleigh or Richmond. This charming home, sleeps five. 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. Nonsmoking property. No vehicles on the back lawn. NO PARTIES. Please review cancellation policy.

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+).

Red, White & Bluestone - Lake Front, Private Dock

We still have water at our dock! And an XL beach! 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.

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.

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.

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!

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.