Holiday rentals in Skipwith

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Top-rated holiday rentals in Skipwith

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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, 145 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.

ValueFamilyKitchen

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, 112 reviews

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.

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Superhost
A private dock extends into a serene cove, surrounded by lush greenery. The still water reflects the peaceful landscape, creating a tranquil atmosphere. Boats are anchored nearby, enhancing the natural setting and providing access to the main body of the lake.
Cottage in Clarksville
4.91 out of 5 average rating, 55 reviews

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

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Top guest favourite
Home in Clarksville
5.0 out of 5 average rating, 13 reviews

Dockside Dreamz #2 Deep Water 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.

LocationFamilyDecor

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
5.0 out of 5 average rating, 26 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.

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Top guest favourite
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
4.91 out of 5 average rating, 181 reviews

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.

FamilyValueComfort

Superhost
The kitchen features modern appliances, including a refrigerator and stove, set against clean white cabinetry. A breakfast bar with three black stools provides seating. The open layout showcases the stained wood ceiling and natural light from large windows, enhancing the spacious feel.
Home in Henderson
4.82 out of 5 average rating, 141 reviews

The Cottage in the Cove - Kerr Lake

This peaceful lakeside cottage is ready to be your next family getaway! Full of natural light, stained original wood ceilings, and loaded with plush modern amenities, this is the perfect home for the wife, the kids, and anyone who is an avid lake goer. Bring your boat and spend time enjoying the open waters of Kerr Lake, taking an easy walk down our lakeside path to the dock, playing in the game room, or sitting by the fire pit as the sun sets in the evening. Come enjoy some R & R at Kerr!

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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, 213 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+).

FamilyLocationWalkability

Top guest favourite
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
4.94 out of 5 average rating, 234 reviews

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.

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Guest favourite
A newly constructed house is nestled in a wooded area, featuring a light-colored exterior with dark shutters. A screened-in front porch invites guests, while a gravel driveway provides accessible parking. Lush greenery surrounds the property, enhancing the natural setting.
Cottage in Clarksville
4.9 out of 5 average rating, 60 reviews

Ruffin' It at Kerr Lake | New Home, Lake Access

Are you looking for camping without the bugs, with the comfort of AC, indoor plumbing, a comfy bed, but still able to enjoy the outdoors? Looking for some fishing time? Have a canine friend to bring? Then we have the house at Kerr Lake for you? One adult dog per stay allowed. All guests must be non smokers of any kind. A 5-8 min walk down the path in the back takes you to the lake. Hiking at nearby parks. Shopping, restaurants, golf, brewery, and boat ramps within 10 minutes.

LocationFamilyGrill

Top 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
5.0 out of 5 average rating, 52 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.

LocationFamilyView

Guest favourite
A single-story home is shown in a grassy yard, featuring light gray siding and white windows. A set of steps leads to the front entrance, while a small American flag is displayed. A spacious covered area is visible alongside the house.
Home in Clarksville
4.96 out of 5 average rating, 26 reviews

Fishing or family time retreat

Make some memories at this unique and family-friendly place. Located just a block from Clarksville Marina. Boat slip supplied. Bring your boat and enjoy gorgeous Kerr Lake. Whether your fishing for the weekend or taking the family for a nice vacation, this home has everything you need. Nearly 50,000 acres of water fun waiting for you. Located in beautiful downtown Clarksville VA this home has a cozy 3 bedroom, 2 bath layout.

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Popular amenities for Skipwith holiday rentals