House holiday rentals in Pittsylvania County

4.97 out of 5 average rating, 260 reviews

A charming lodge exterior is framed by a large tree, showcasing a cozy structure with a sloped roof and a brick chimney. Outdoor seating is arranged near a gravel area, inviting relaxation in a serene natural setting.

Home in Sandy Level

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.

LocationValueAmenities

A welcoming entryway features an archway leading to a cozy living area, illuminated softly from a nearby lamp. Framed botanical art adorns the walls, alongside decorative plants in stylish pots. A neutral rug adds warmth and texture to the wooden floor.

5.0 out of 5 average rating, 106 reviews

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

FamilyLocationGetting around

4.94 out of 5 average rating, 209 reviews

A spacious living area is furnished with a dark sectional sofa and a wooden coffee table atop a neutral area rug. Light fixtures hang from the ceiling, and a warm welcome sign is mounted on the wall. The open layout provides a view into the dining space.

Home in Alton

8 mi. to VIR! 18 min to Danville, South Boston, Va

Spacious & relaxing, this rural country home is 8 miles from VIR, and ~18 mi to Danville, South Boston, & Roxboro. The listing is on one floor level. High-speed Starlink WiFi. Bedrooms have linens/pillows/blankets. Bathrooms have towels,soap, etc. Full kitchen with coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Close to hwy, may want to pack earplugs. Please note: this listing is not in the city. Strict no smoking or pets please.

FamilyLocationKitchen

4.95 out of 5 average rating, 211 reviews

A lakehouse is framed against a vibrant sunrise, with soft hues of orange and pink reflecting on the tranquil water. The structure features a wraparound deck, and a slight mist hovers above the lake, enhancing the serene atmosphere of the secluded setting.

Home in Pittsville

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!

FamilyValueWalkability

The image showcases different areas of the home. A cozy living room with a smart TV and seating is visible alongside a modern kitchen with ample counter space. A dining nook features a round table with decor. A game room highlights entertainment options, including a dartboard and a mini-golf setup.

4.92 out of 5 average rating, 132 reviews

Family Retreat w/Gameroom Near Averett and Casino

Enjoy the comfort and convenience of our spacious home, perfect for both short getaways and extended stays. It is only 5 minutes away from Caesars Casino and 30 minutes away from VIR. Our property is equipped with modern amenities you need for a comfortable and productive stay, including: * High-speed Wi-Fi * Dedicated workspace * Smart TVs in all bedrooms * Sound system (Bluetooth) in living rooms * Game room * BBQ grill Message me about weekly or extended stay discount.

LocationFamilyBack garden

A cozy living area is highlighted by a comfortable sectional sofa and a coffee table adorned with magazines. Two mirrors reflect light from nearby windows, enhancing the openness of the space. A decorative wall accent adds a welcoming touch.

4.94 out of 5 average rating, 175 reviews

Comfy 3BR w/ large basement, deck, W/D, wifi

Our family's best memories occurred here - so we're opening our doors to groups looking to make memories of their own. With 3 bedrooms, 5 beds and free parking, there's room for everyone. Our huge family room with sleeper sectional, office nook, back deck, large yard, WiFi, large TVs, and games are reasons to stay in - but if you venture out, we're 10 minutes from the riverwalk and parks. With modern farmhouse decor, Retreat on Rosemary says, "Welcome to the South, y'all!"

ValueFamilyCleanliness

The exterior of a historic house features a covered front porch and a rooftop veranda with seating. Lush greenery surrounds the property, and a well-maintained lawn offers a welcoming appearance. The structure showcases a blend of classic design with modern renovation elements.

4.96 out of 5 average rating, 101 reviews

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.

LocationFamilyAir conditioning

4.92 out of 5 average rating, 166 reviews

A serene view of the lake is captured at sunset, where the sun reflects off the water's surface. Lush greenery outlines the shoreline, and wooden docks are visible in the distance, creating a peaceful atmosphere by the water's edge.

Home in Moneta

Shady Oak at Water’s Edge

Welcome to the Shady Oak at Water’s Edge! This secluded 3 bedroom, 4 bed, 2 bathroom home will meet your every desire! Enjoy an open concept feel throughout the kitchen, dining, and living area. *Upper level includes-kitchen, living area, master bedroom, queen bedroom, full bathroom, wood burning fireplace. *Lower level includes-kitchenette, living area, master bedroom, second conversion room including full and twin beds, gas fireplace, and a washer/dryer.

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4.99 out of 5 average rating, 193 reviews

Large 4 BR, Game Room, *Midweek stay discounts*

Welcome to River City Retreat's The Grove Park House! * 4 Large Bedrooms * 3 Full Bathrooms * Well equipped large kitchen * 4 TV's w Free Disney+ Streaming * Game Room/ Basement Bar * Additional Basement Living Room and Kitchenette * Screened in Porch * Firepit with Adirondack Chairs * Large driveway and plenty of street parking available * Quiet, safe, family friendly neighborhood * 5 mins from SOVAH Danville Hospital * 7 mins from Caesars Virginia Casino

LocationValueComfort

4.96 out of 5 average rating, 186 reviews

Home in Huddleston

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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