
Vacation rentals in Pittsylvania County
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Top-rated vacation rentals in Pittsylvania County
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Antler Ridge Lodge - 19 Acres of Seclusion +WiFi
Only 12-mi to the Anthony Ford Boat Launch at SML, 8-mi to Myers Creek ramp at Leesville Lake. Well-stocked and waiting for your next get-a-way! Explore acres of yard, woods & creek. Leesville Lake only a 1/2-mi walk to the end of the road. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt only 3-mi away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge complete with a gas log fireplace, 65" Smart TV, & Fiber WiFi, 50 MBS up & down. Pet friendly.
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BRAND NEW! Charming 2 Br home...great location!!!
Perfectly nestled in a quiet, safe neighborhood! Centrally located near the downtown River District and Riverwalk Trail, Averett Univ., SOVAH Health and great restaurants. Professionally renovated, decorated and landscaped with attention to details to make your stay comfortable and enjoyable! Screened porch for coffee and birdwatching, fresh herbs and flowers for cutting, great internet for home office and smart tvs in every room. Well supplied throughout to make the perfect home away from home
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Lakehouse on Leesville Lake in Bedford County VA
This secluded, 3 bedroom lakefront home was renovated In 2019. My late wife Gail and I installed a new kitchen, vinyl plank flooring, new well, and new decks (both wraparound and lower deck.) The home is located about an hours drive from Lynchburg, Roanoke or Danville. Enjoy our private dock and boat ramp for fishing, watercraft, swimming, and nature watching! Keep an eye out for wildlife, both great and small! Great Blue Herons, Eagles and Osprey are personal favorites!
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100acre Woods Cabin Retreat
No Smoking in home, No animals or pets allowed! 30 mi to Lynchburg, 11 to Altavista. This cabin boasts 100 acres of serene nature while hiking the trails, and with just a 20 minute hike you can be at the boat slip, fishing, and swimming in the river . Relax on the large rocking chair front porch with your honey on the porch swing, or roast marshmallows and sip drinks around the fire pit! This is not a party house, it is meant to relax and enjoy peace, quiet, and nature, enjoy!
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Hermione’s Purse
In the heart of downtown Chatham just across the creek from Chatham Hall, you will find a tiny home with room for everyone. Private and quiet with sweeping green views, Hermione’s Purse is within easy walking distance of both private schools and all downtown businesses. Built to last in 1960, the original part of the home consists of the living room and kitchen, with two bedrooms upstairs. The home’s first indoor bathroom and a bedroom downstairs were added in the 1980s.
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Historic house w/modern touches
*20% WEEKDAY DISCOUNTS* Centrally located near historic downtown, Averett U, and Caesar’s, this 100-yr-old beauty has been attractively renovated & tastefully appointed with curated furnishings to modernize it while maintaining its historic roots. Covered front porch and rooftop veranda for savoring a lazy morning or unwinding at day’s end. Spacious main level en-suite Master bedroom; stunning, fully equipped kitchen; office space; bunkbeds and game room for the kids.
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Nellie’s Nest
This adorable three bedroom is perfect for your stay in Gretna. Hit the sidewalks for a run or walk down to the best coffee shop around, The Pod. Take a quick 15 min drive to Smith Mountain Lake or visit the wineries just outside of town. Relaxed living at it's best here in small town Virginia! *More photos coming Common Destinations: Chatham Hall and Hargrave Military Academy - 12 mins Olde Dominion Agricultural Complex - 6 mins Liberty University - 36 miles
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18th Century Cabin Retreat
Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!
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"Remodeled Spacious Retreat"
Welcome to our tranquil retreat. Our renovated home provides a spacious, peaceful environment in a quiet neighborhood. The open layout encourages stress-free relaxation, and the basement includes a fun entertainment area with a wet bar, pool table, and arcade machines. Relax and rest in cozy bedrooms with modern amenities and explore nearby attractions. Make unforgettable memories in this revitalized gem, where comfort and happiness come together!
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The Cedar Farm | Close To VIR, Danville
Welcome to the Cedar Farm located in Ringgold, Virginia. This beautiful and newly renovated home is surrounded by nature. Cedar Farm is the perfect stay for those looking to getaway and enjoy the quiet of nature while still being close to everything the area has to offer. Relax in the upscale interior, hangout on the sunny back deck, or build a cozy fire at the fire pit and gaze at the stars. We can't wait to host you at Cedar Farm!
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Diving Board, Waterslide, Private, Lakefront
Welcome to this peaceful & private 1-acre A-Frame lakefront escape on stunning Smith Mountain Lake, VA! Enjoy sweeping wide-water views, breathtaking sunsets, and mountain vistas from four serene outdoor living spaces. Jump in the crystal clear lake from the dock’s diving board, race down the waterslide, or just relax in total privacy. Peaceful, fun, and unforgettable, this is lake life at its best!
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Pine Haven Farms
Make memories at this unique and family-friendly place. Pine Haven Farms is a working farm. Spread out and enjoy the pastoral surroundings. We are located less than two miles away from Magnum Point Marina at Smith Mountain Lake if you want to add some lake time to your vacation stay. Please be aware that electric fencing is used for the cattle. Children should be supervised at all times.
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Popular amenities for Pittsylvania County vacation rentals
Other great vacation rentals in Pittsylvania County

Cozy cottage
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11-Acre Lakefront Escape w/ Two Cottages
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Heart of Danville Renovated Modern 3bd/2ba.
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Hycliff Lodge - water access
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Zen at Marker 10* Lakefront with Hot Tub!
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Levi Hall Farmhouse- Whole House
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Room to Roam
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Cozy SML Lakeside Cottage with Dock & Kayaks
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Destinations to explore
- Pet-friendly rentals Pittsylvania County
- Rentals with pools Pittsylvania County
- Rentals with beach access Pittsylvania County
- Rentals with lake access Pittsylvania County
- House rentals Pittsylvania County
- Rentals with a kayak Pittsylvania County
- Beachfront rentals Pittsylvania County
- Apartment rentals Pittsylvania County
- Waterfront rentals Pittsylvania County
- Rentals with a hot tub Pittsylvania County
- Condo rentals Pittsylvania County
- Family-friendly rentals Pittsylvania County
- Smith Mountain Lake State Park
- Hanging Rock State Park
- Greensboro Science Center
- Virginia International Raceway
- Fairy Stone State Park
- Guilford Courthouse National Military Park
- Liberty Mountain Snowflex Centre
- International Civil Rights Center & Museum
- National D-Day Memorial
- Martinsville Speedway
- Mill Mountain Zoo
- Explore Park
- Percival's Island Natural Area
- Mill Mountain Star
- Taubman Museum of Art
- Elon University
- Tanger Family Bicentennial Garden
- Virginia Museum of Transportation
- Harvester Performance Center
- SeaQuest Lynchburg
- Greensboro Country Club
- Amazement Square





