
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.

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

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.

Chic Haven: 2b/1bath in the Heart of Danville
Welcome to our chic and charming boutique-inspired Airbnb nestled in the heart of the Old West End, just steps from Downtown Danville. Designed with a passion for style and comfort, our space offers a unique blend of luxury and personality, curated to provide you with an unforgettable stay. While there are stairs, the privacy that you'll find on your front and back patios is unmatched! You'll be able to enjoy your morning coffee with a private view. STR Permit# PZ25-00015

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.

Walking Distance to Casino
Step back in time without sacrificing comfort in this beautifully updated 2-bedroom mill house. Originally built in the early 1900s this charming home has been thoughtfully renovated to preserve its character while offering all the modern conveniences you expect. The Danville Caesars Virginia Casino is Just 0.5 mile distance and a short 9 minute walk. This home offers a private back deck with outdoor seating, fenced in backyard and a picnic table for additional seating.

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!

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.

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

Cozy Danville Retreat- updated game room!

The Empty Nest

Lakefront Hideaway | Lake Life without the Splurge

Smith Mountain Lake / Blue Ridge

Whistling Hill, 3.5 Miles from VIR

Relaxing oasis

Cozy condo on Smith Mtn Lake

Comfy&Cozy 1K 2Q, 1mile Casino & Averett College
Destinations to explore
- Pet-friendly rentals Pittsylvania County
- Rentals with lake access Pittsylvania County
- Rentals with a firepit Pittsylvania County
- Rentals with pools Pittsylvania County
- Rentals with a washing machine and dryer Pittsylvania County
- Flat rentals Pittsylvania County
- Rentals with a hot tub Pittsylvania County
- Rentals with a fireplace Pittsylvania County
- Rentals with a patio Pittsylvania County
- Waterfront rentals Pittsylvania County
- Apartment rentals Pittsylvania County
- Rentals with beach access Pittsylvania County
- Family-friendly rentals Pittsylvania County
- Rentals with outdoor seating Pittsylvania County
- Fitness-friendly rentals Pittsylvania County
- Rentals with a kayak Pittsylvania County
- House rentals Pittsylvania County
- Beachfront rentals Pittsylvania County
- Smith Mountain Lake State Park
- Hanging Rock State Park
- Greensboro Science Center
- Virginia International Raceway
- International Civil Rights Center & Museum
- Liberty Mountain Snowflex Centre
- Guilford Courthouse National Military Park
- National D-Day Memorial
- Amazement Square
- Fairy Stone State Park
- Elon University
- Martinsville Speedway
- Mill Mountain Zoo
- Explore Park
- Percival's Island Natural Area
- Taubman Museum of Art
- Mill Mountain Star
- Tanger Family Bicentennial Garden
- Virginia Museum of Transportation
- Harvester Performance Center
- Greensboro Country Club
- SeaQuest Lynchburg





