Holiday rentals in Wylliesburg

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Top-rated holiday rentals in Wylliesburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 112 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, 144 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
Home in Clarksville
5.0 out of 5 average rating, 9 reviews

Dockside Dreamz- Deep Water Dock - sleeps 12

Lakefront duplex with stunning main lake views, a private dock, two fire pits and sandy beach, all just minutes from downtown Clarksville. Units rent separately (Dockside Dreamz #1 and #2), but this listing is for the whole place. 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 is the perfect escape with all the comforts of home. Sleeps 12 with two kitchens and baths, grills, & more.

Top guest favourite
A charming cottage is set amidst a neatly manicured green lawn, framed by mature trees and shrubs. The front porch, adorned with white railings, invites relaxation, while the house features a light exterior with dark shutters. A scenic pathway leads up to the entrance.
Home in Keysville
4.94 out of 5 average rating, 34 reviews

The Southern Magnolia Guesthouse

Come relax with the whole family at this peaceful, country setting. Enjoy the side porch and patios overlooking a beautiful boxwood garden! Great weekend getaway! Property is located only 2 minutes from Food Lion, Burger King, Subway and other local restaurants, including a hometown favorite Ethel’s. Less than 30 minutes from Hampden Sydney, Longwood, and Greenfront Furniture! Less than 5 miles from the wedding venue, The Barn at Pine View. Come enjoy the serenity of our quaint cottage.

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+).

Guest favourite
Guest house in Keysville
4.86 out of 5 average rating, 21 reviews

The Cottage at Kentwood

Escape the city life and immerse yourself in the peacefulness of our country retreat. Located at historic “Kentwood”, circa 1837, our cottage offers the perfect blend of charm and comfort. With spacious rooms, a fully equipped kitchen, and cozy living areas, you’ll feel right at home. Unwind on the porch watching the sunset or take a stroll around the property. Centrally located between Raleigh, Richmond, & Lynchburg. Convenient to Farmville, Longwood University, & Hampton Sydney College.

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, 233 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.

Top guest favourite
A charming two-story farmhouse is set amidst greenery, featuring a metal roof and classic white siding. A covered front porch is showcased, adorned with red chairs, while seasonal foliage adds color to the serene landscape. The spacious yard is littered with fallen leaves.
Home in Charlotte Court House
4.99 out of 5 average rating, 122 reviews

Couples retreat, family getaway, spacious, private

The farmhouse is a wonderful destination for those looking for a quiet place to stay in a farm setting. Surrounded by hayfields, cow pastures, and mature hardwood trees, this third generation home, dating back to 1919, provides ample space for guests to relax and enjoy themselves. Recently renovated using wood cut from the property and farmhouse style decor (Joanna Gaines inspired), this home is the perfect place to get away from the hustle and bustle of everyday life.

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, 51 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
A colonial-style home is set amidst lush greenery, featuring a brick exterior with multiple gabled roofs. A welcoming front entrance is framed by steps lined with colorful blooming flowers, inviting guests into a spacious layout. Surrounding trees provide a sense of privacy and tranquility.
Home in Lunenburg
4.88 out of 5 average rating, 16 reviews

Foxrun Venue

Welcome to Foxrun Venue – a charming colonial-style home that sleeps 14 comfortably, with space for up to 16 using a pullout in the garage. Nestled in a peaceful, private setting near Waverly Estates, it’s perfect for getaways, gatherings, or special events. Enjoy the quiet countryside just a short drive from Lake Gaston and Kerr Lake. Whether you’re looking to relax or celebrate, Foxrun Venue offers a warm, home-away-from-home experience.

Guest favourite
A wooden welcome sign is displayed within an ornate metal frame, gently swaying in the breeze. The word 'Welcome' is elegantly inscribed, inviting guests to enter the space. The natural scenery of green grass and trees is visible in the background.
Farm stay in Keysville
4.95 out of 5 average rating, 19 reviews

Heavenly Sky Farm Retreat

Close to FarmVille Virginia. Get away to the countryside and relax in our beautifully restored farmhouse. Surrounded by rolling fields and fresh country air, this serene getaway blends modern comforts with timeless charm. Enjoy spacious living areas, a fully equipped kitchen, and tranquil outdoor spaces. It’s the perfect place to unwind, whether you’re planning a family vacation, group retreat, or a romantic escape with someone special.

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.

Popular amenities for Wylliesburg holiday rentals