Holiday rentals in Pittsylvania County

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

Spacious, clean, & relaxing, this home is less than 8 miles from VIR and 18 mi to Danville, South Boston, or Roxboro. The listing is on one floor level to accommodate those with mobility issues. High-speed Starlink WiFi. Bedrooms provide linens/pillows/blankets. Bathrooms provide towels & necessities. Full kitchen w/coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Close to hwy, may want to pack earplugs. Strict no smoking or pets please.

Cute and Comfy Cabin

WE OFFER KAYAKS, CANOE AND PADDLE BOARD FOR RENT, Sleeps 4. Free Fast Wifi 99.99% GERM FREE Welcome to Cedar Key Village, a charming lakefront community of 11 homes. This spectacular all Cedar lake front Cabin is nestled in a secluded no wake cove. Beautiful lake side garden adds to the beauty of the lake and mountains. Boat slip and shared dock with 1 other cabin I call clients after booking to answer questions, please inform me prior to booking if you would prefer me not to phone you.

The Historic Blessing House in Danville on Main

Located on historic Main Street, the home has central HVAC, is workspace friendly, w/ tv and walking distance to coffee shop/wine bar/restaurant/museum/ hospital. Averette Univ is 6 blocks. Casino 1 mi Queen bed, ceiling fan, window blinds, drapes, full floor mirror & walk-in closet. Full kitchen w/ ceiling fan, coffee, tea, Keurig, bottled water, disinfectant, sanitizer, and cooking essentials. Private Bath with shower, soap, shampoo, conditioner, hair dryer. Linens incl. W/D available.

Fun Lake Getaway with Breathtaking Views

Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.

Lake Lover's Paradise

Come to the lake! This spacious one bedroom top floor end unit is uniquely located between Napoli by the Lake restaurant and large outdoor swimming pool. Fantastic views of the lake from the large deck! Sleeps 2 adults and 2 small children under three. The following amenities are provided during your stay (Subject to season and repair): 2 Outdoor Pools Exercise Room Boat & Jet Ski Rental 1 Indoor Pool Hot Tub Courtesy Boat Slips Beach & Boat Launch Area Tennis & Pickleball Courts

Levi Hall Farmhouse- Whole House

This beautifully renovated farmhouse blends rustic charm with all the modern amenities needed for a relaxing and memorable stay. Nestled in a peaceful rural setting, the home features five spacious king bedrooms and four full bathrooms, thoughtfully designed for convenience and comfort. Fresh linens, plush towels, & toiletries are provided to make your stay as comfortable as possible. The kitchenette is minimal and tidy, meant for convenience rather than full-scale cooking.

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.

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!

Heart of Danville Renovated Modern 3bd/2ba.

Newly renovated ranch in the heart of Danville. As you enter the front door is a sitting room to relax and enjoy reading a good book. Three bedrooms with King Size Beds and 60” Smart TVs . Enter the open floor plan from the kitchen into family room with the fireplace, 65” Smart TV, a new modern style sectional sofa and chair for a relaxing stay. Outdoor eating on the new deck. A Fire Pit is located in the backyard for sitting around a cozy fire.

SML Lake Retreat House

FISHING | BOATING | WATER SPORTS | RELAXATION PARADISE! This is your dream spot. RELAX & ENJOY NATURE! Feels like you're in a TreeHouse. Surrounded by Gorgeous Green. Serenity Now! Cozy Lake Retreat House overlooks a Deep Water (45') Cove. Near the SML Dam! Sun shines through every Window! Lower Level, 10 ft Ceilings! 31 lb Striper caught off this Dock! Blue Herons glide by, while you enjoy your morning coffee & Happy Hour cocktails.

Private, diving board, water slide, game room

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!

2BR Riverview Fountain Loft - Best Location!

BEST LOCATION! 2 BR River District Loft in the very heart of downtown. River and Fountain Park views. Popular local restaurant downstairs and many more within short walking distance as well as Ballad Brewery and Riverwalk access and a Bikeshare station within 50 yards. Great for VIR, Averett University, Caesar’s Casino and Corporate visits.