Vacation rentals in Pittsylvania County

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Top-rated vacation rentals in Pittsylvania County

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Guest favorite

Guest suite in Chatham

4.96 out of 5 average rating, 81 reviews

Mahalo Suite...beach vibes in Virginia foothills

Keep it simple at this 438 sq ft peaceful and centrally-located place in the heart of Chatham, VA. Within walking distance to Chatham Hall and Hargrave and our local coffee shop and restaurants. Conveniently located 25 minutes from Danville and 45 minutes from Lynchburg and a 5Smith Mountain Lake State Park is about 45 minutes from here which offers various outdoor activities, including lake swimming, boat ramp, hiking, and fishing. We apologize for any inconvenience but we do not allow animals.

Guest favorite

Apartment in Danville

4.92 out of 5 average rating, 165 reviews

FREE Parking!! 5★ Amenities! 1 Gig WIFI! DOWNTOWN!

This ground/first floor apartment situated in the heart of downtown is minutes from Averett Univ., Sovah Health, the Museum of Fine Arts and the forthcoming Caesar's Casino. The apt. itself: ✓ has keyless self check-in ✓ is designed in a pleasing farmhouse aesthetic ✓ is fully furnished with brand new furniture ✓ offers high-speed WiFi (1 Gig) ✓ features a large SMART TV for all your streaming services ✓ multiple heating and cooling options for different tastes ✓ complimentary coffee and tea

Top guest favorite

Apartment in Danville

4.95 out of 5 average rating, 185 reviews

Main St, near dtwn casino, coffee, wifi, free park

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.

Top guest favorite

Home in Danville

5 out of 5 average rating, 77 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

Top guest favorite

Home in Sandy Level

4.97 out of 5 average rating, 210 reviews

Antler Ridge Lodge

Only 3 miles from SMITH MOUNTAIN! Zip Code 24161. (There's another Sandy Level near NC.) It is well-stocked and waiting for your next get-a-way! Even have Gas Logs in the fireplace! Explore acres of yard, woods & creek. Leesville & SML beaches & boat launches are 9-30 mi away. Walk or ride 1/2-mi to the road's end at Leesville Lake. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt minutes away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge.

Top guest favorite

Cabin in Chatham

4.97 out of 5 average rating, 74 reviews

Log Cabin Retreat/Pet Friendly: Lake, Golf & Wine

WELCOME to this rustic log cabin nestled on a picturesque 80-acres! Enjoy the tranquility of nature while being just minutes from: -- ODAC/Olde Dominion Agricultural Complex (4 mi) -- Smith Mountain Lake (17 mi) -- Bridgewater Plaza (35 mi) -- Cedars Country Club (1 mi) -- Homeplace Vineyard (5.4 mi) -- Caesar's Casino (28 mi) This spacious cabin offers 2 bedrooms, 2 beds, 1 bath making it the perfect getaway for relaxation and adventure. BOOK NOW for an unforgettable stay!

Top guest favorite

Apartment in Hurt

5 out of 5 average rating, 27 reviews

Roark Mill Retreat

Welcome to the Roark Mill Retreat. Your cozy and private getaway located in the bottom level of our charming home on Roark Mill Road in Hurt, VA. This inviting space offers a comfortable queen bed along with a queen/twin bunk bed. We offer a well equipped kitchenette and a refreshing bathroom. Enjoy the convenience of a separate entrance and the tranquility of a peaceful neighborhood. Whether you’re here for one night or a longer stay, you’ll find everything you need for an enjoyable visit.

Guest favorite

Home in Danville

4.95 out of 5 average rating, 134 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!"

Top guest favorite

Home in Gretna

4.98 out of 5 average rating, 60 reviews

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

Top guest favorite

Farm stay in Hurt

4.97 out of 5 average rating, 107 reviews

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!

Guest favorite

Home in Danville

5 out of 5 average rating, 33 reviews

Chic 2Br/1Ba Home near Downtown & Caesars Casino!

This contemporary styled home, nestled in a quiet neighborhood, is perfect for extended business stays and family, couples or friend getaways. Enjoy quick access to explore Danville's Historic River District sites, trails, museums, restaurants and much more! Downtown Historic River District: 3.4mi Caesar's Virginia Casino: 5.5mi VIR (Virginia International Raceway): 17.5mi Martinsville Speedway: 33mi Liberty University: 59mi

Guest favorite

Home in Pittsville

4.95 out of 5 average rating, 188 reviews

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.