Holiday houses 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

4.95 out of 5 average rating, 110 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.

LocationFamilyHot tub

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, 141 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.

FamilyValueSleep quality

Guest favourite

Home in Clarksville

5 out of 5 average rating, 10 reviews

Dockside Dreamz #2 w/beach & 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.

LocationFamilyWalkability

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, 31 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.

FamilyLocationGetting around

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, 211 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+).

ValueLocationSleep quality

Top Guest favourite

Cabin in Blackstone

4.96 out of 5 average rating, 282 reviews

Rustic Forest Cabin at Whetstone Creek Farm

Unwind in a private mini retreat- enjoy waking up in the king size bed to forest views, birdsong, and a front porch made for sitting! Listen to rain on the tin roof or enjoy a bonfire in the fire pit after taking a stroll down our private wooded trails or wading in the creek. Stay connected with WiFi, or just cozy up with a book or a game. Wildlife abounds on this woodland plant farm. Approximately 15 minutes from downtown Blackstone and Ft. Pickett, this is the perfect place to get away!

ValueFamilyCleanliness

Top Guest favourite

A circular firepit made of natural stones is surrounded by a gravel and mulch base, with a crackling fire at its center. The rustic cabin with a metal roof and large windows can be seen in the background, framed by lush greenery.

Home in Farmville

4.91 out of 5 average rating, 240 reviews

The Inn at Hampden-Sydney

A peaceful, quiet, and cozy home on 36 acres of beautiful land that rests just 5 minutes from Hampden-Sydney College and 10 minutes from Longwood University. We want your stay to be comfortable and relaxing, which is why each bed is comfortable and topped with luxurious linens. The house is equipped with 3 big screen tv's. You can also watch the deer from the enclosed front porch or open back deck. Enjoying sitting around the firepit or walking along one of the many paths on the property.

FamilyValueBackyard

Top Guest favourite

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, 24 reviews

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.

ValueFamilyComfort

Superhost

A tranquil lake scene is depicted, surrounded by lush green grass and bordered by trees. The water reflects the clear blue sky dotted with soft clouds, creating a peaceful natural setting. A small, unoccupied dock is visible in the distance along the shoreline.

Farm stay in Meherrin

4.85 out of 5 average rating, 144 reviews

Lakeside Farm Retreat

Quaint mobile home with remodeled interior on 270 acre family farm. This property stretches the length of a 20 acre private lake(we own the side the rental site) boasting great fishing and swimming opportunities, kayaks for use with your rental, and amazing star gazing away from the city lights! So, whether you are looking to escape the bustle of everyday life or you're just passing though, let our rustic farm help you disconnect and relax! Not the Hilton, but has character.

LocationFamilyBathroom

Guest favourite

A spacious porch area is highlighted by three blue rocking chairs, each adding a pop of color against the natural wood decking. A decorative cushion with a paisley pattern sits on one chair, complementing the inviting outdoor space near large windows adorned with soft curtains.

Home in South Boston

4.94 out of 5 average rating, 104 reviews

Papa's Place at Foy's Farm

Relax with the family, friends, or solo... Welcome to Papa's Place! Our completely renovated 1959 two bedroom one bath home in South Boston VA where rustic meets modern. We invite you to enjoy the large front yard, let the butterflies greet you, watch the deer graze, cherish sunsets from the front porch or late nights by the firepit. Only 26 miles from VIR and 30 from the NEW CEASARS VIRGINIA CASINO!! Come visit Papa's Place... where you will ALWAYS be at home!

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Guest favourite

Apartment in Keysville

5 out of 5 average rating, 7 reviews

Charming & Spacious Apartment

This charming apartment, in a beautifully preserved 1940's era home, offers a blend of vintage character and modern comfort. It is conveniently located in a small town that is known for its rural charm, historic sites, and agricultural roots. Guests will enjoy being able to access banks, groceries, medical care, and restaurants which are within 1 mile of this property. Guests only need to bring their essentials and enjoy being part of the Keysville community.

LocationSleep qualityHospitality

Top Guest favourite

The exterior of a grain bin home is shown, featuring a round metallic structure with a black roof. A covered porch adorned with a table and chairs is visible, alongside a grill. Lush green grass surrounds the home, complemented by a clear blue sky.

Home in Rustburg

4.96 out of 5 average rating, 127 reviews

A Grain Bin House near Lynchburg, 9 mins to LU

A Grain Bin turned into a modern home on a working farm 2 bedrooms (king Beds) 2 baths, nice kitchen. Loft area offers charm with mini bar overlooking a gorgeous staircase and the living area front covered porch with cooking area Home offers electric Heat Pump also a propane fireplace. Outside on the covered porch offers a table and chairs along with a propane blackstone griddle and grill.10 mins. to Liberty University.

LocationFamilyAmenities