
Holiday rentals in Pittsylvania County
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Top-rated holiday rentals in Pittsylvania County
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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.

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.

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.

Scenic Lake Getaway
Awesome walkout basement apartment in a new home that is perfect for couples. Wake up to emerald waters and picturesque Smith Mountain view from the comforts of your bed. Full kitchen and dining as well as a furnished outdoor patio space with hot tub. The is an outdoor grill fire pit. A pontoon boat, 2 stand up paddleboards , 2 kayaks and a jet ski are available to rent. You are welcome to share the dock with us! It's a number of steps to get to the water, but well worth the walk back up.

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, fishing and swimming in the river. Canoe from the boat slip down river to the long Island community center. 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!

Cute and Comfy Cabin
Every season offers something special be it summer on the water, fall foliage, cozy winters by the electric fireplace, and blooming springs. Book your stay and experience why guests return year after year. Wake up to panoramic lake and mountain views in a peaceful, no-wake 60 acre cove, perfect for fishing, relaxing, reconnecting, and making memories. Inside, this cabin you’ll find a playful bear-themed décor that guests of all ages love—adding a fun, memorable touch to your stay.

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

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!

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.

Lakehouse on Leesville Lake in Bedford County VA
My late wife, Gail, & I came out of retirement to renovate this unique home with a completely new kitchen, vinyl plank flooring, new deck & new well in the Fall of 2019. This 3 bedroom lakehouse is very secluded within about an hour drive from Lynchburg, Roanoke or Danville. The dock and boat ramp are especially convenient. Keep an eye out for eagles, osprey, deer, bear, turkeys, otters, geese & heron.

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!

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.
Popular amenities for Pittsylvania County holiday rentals
Other great holiday rentals in Pittsylvania County

Lucky 732 Retreat - 2bd/1bth Near Casino

Danville Rock Cottage

Cozy Danville Retreat- updated game room!

Lover’s retreat, walk to casino

Hycliff Lodge - water access

Crows Sunset Roost

Martha - a view of 3 Sisters! Lucky Number 7!

Terrapin Station
Destinations to explore
- Rentals with pools Pittsylvania County
- Waterfront rentals Pittsylvania County
- Rentals with a hot tub Pittsylvania County
- Rentals with outdoor seating Pittsylvania County
- Rentals with a washing machine and dryer Pittsylvania County
- Family-friendly rentals Pittsylvania County
- House rentals Pittsylvania County
- Rentals with a kayak Pittsylvania County
- Fitness-friendly rentals Pittsylvania County
- Rentals with a firepit Pittsylvania County
- Rentals with a patio Pittsylvania County
- Apartment rentals Pittsylvania County
- Rentals with a fireplace Pittsylvania County
- Flat rentals Pittsylvania County
- Rentals with lake access Pittsylvania County
- Rentals with beach access Pittsylvania County
- Pet-friendly rentals Pittsylvania County
- Beachfront rentals Pittsylvania County
- Smith Mountain Lake State Park
- Hanging Rock State Park
- Greensboro Science Center
- International Civil Rights Center & Museum
- Amazement Square
- Virginia International Raceway
- Liberty Mountain Snowflex Centre
- Fairy Stone State Park
- Elon University
- National D-Day Memorial
- Martinsville Speedway
- Guilford Courthouse National Military Park
- Tanger Family Bicentennial Garden
- Taubman Museum of Art
- Virginia Museum of Transportation
- Explore Park
- Mill Mountain Star
- Percival's Island Natural Area
- Mill Mountain Zoo





