
House holiday rentals in Pittsylvania County
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Top-rated house rentals in Pittsylvania County
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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.
4.97 out of 5 average rating, 260 reviews
$98 LAKEfront w/Dock HotTub Kayaks Canoe Sun. Free
Fun Lakefront House...4 Bedrooms 7 beds HotTub Big Yard Secluded w/1.68 Acres. Most Desirable/Cleanest Water Location on SML. Best fishing. Amazing Views. No steps entrance. Gentle lot w/paved walkway to lake. Dock, Fireplace & Firepit w/Wood, Canoe & 4 Kayaks/LifeVests, Bikes w/Helmets, Screened Porch. Deck. Gas Grill. Activities for kids. Near Marina. Near State Park w/Hiking. Family/Pet Friendly. Lots of Parking. Sept-Dec. Sun.night free if book 2 nights w/check out on Sunday. $98 Mon.nights
4.89 out of 5 average rating, 160 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
5.0 out of 5 average rating, 106 reviews
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.
4.94 out of 5 average rating, 209 reviews
Gorgeous Lakefront Cabin Resort: 5400sqft 6BR, 5ba
Welcome to the Lake Bear Lodge family! 5,500sqft private lakefront resort w a gorgeous view feat: * King bed suite * 6br, 5 bath * Massive Game Room! ~20+ Arcades!!! ~75in TV ~Ping Pong ~2-player B-ball ~Pool Table ~Shuffleboard ~Bar w 2nd Fridge * Massive main living room w 75in TV * Private Dock * Firepit (propane) * Loaded Kitchen w Coffee Station * Huge Deck * 2 Screened Porch Areas (1 in master) * 6+ kayaks, Canoe * 2 paddleboards for rent, Message! * Whirlpool bathtub * Gas grill
4.93 out of 5 average rating, 114 reviews
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!
4.95 out of 5 average rating, 211 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.
4.92 out of 5 average rating, 132 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!"
4.94 out of 5 average rating, 175 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.
4.96 out of 5 average rating, 101 reviews
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.
4.92 out of 5 average rating, 166 reviews
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!
4.96 out of 5 average rating, 186 reviews
Peaceful Lakefront Getaway on Smith Mountain Lake!
Nestled in a peaceful wooded cove in the heart of Mountain View Shores, you'll surely enjoy our beautiful lake retreat! Our home is the ideal destination for a lovely family vacation as well as a romantic couples getaway! Unwind with a glass of wine in our screened-in porch, covered dock, or deck situated in a tree house setting.
4.93 out of 5 average rating, 197 reviewsPopular amenities for house rentals in Pittsylvania County
House rentals with a pool

SML Retreat | Pool Table & Kayaks + Lake Amenities
4.98 out of 5 average rating, 51 reviews
Blue Heron - Peaceful Cove, Beach, Ping Pong
4.93 out of 5 average rating, 14 reviews
Willow Oaks Guest House
4.98 out of 5 average rating, 55 reviews
Country Vineyard Escape
4.9 out of 5 average rating, 20 reviews
Casita Blanca White House dock the boat fish/swim
4.84 out of 5 average rating, 83 reviews
Private Dock, Lake Views & Outdoor Fun
4.59 out of 5 average rating, 29 reviews
Lake Allure Lakfront, Dock, Indoor Pool, Hot Tub
4.76 out of 5 average rating, 17 reviews
Smith Mountain Lake Retreat
4.97 out of 5 average rating, 30 reviewsWeekly house rentals

Large 4 BR, Game Room, *Midweek stay discounts*
4.99 out of 5 average rating, 193 reviews
Knot Too Shabby- SML -Waterfront Home/ Boat Dock
4.96 out of 5 average rating, 116 reviews
Waterfront Hot Tub | Dock | Game Room | SML
4.84 out of 5 average rating, 114 reviews
Hermione’s Purse
5.0 out of 5 average rating, 39 reviews
Nellie’s Nest
4.98 out of 5 average rating, 91 reviews
Heart of Danville Renovated Modern 3bd/2ba.
4.99 out of 5 average rating, 94 reviews
Cozy cottage
4.91 out of 5 average rating, 32 reviews
Vintage charm meets modern style!
4.99 out of 5 average rating, 95 reviewsPrivate house rentals

Comfy&Cozy 1K 2Q, 1mile Casino & Averett College
5.0 out of 5 average rating, 34 reviews
Charming Farm House Right in Town!
4.9 out of 5 average rating, 52 reviews
Lover’s retreat, walk to casino
4.98 out of 5 average rating, 47 reviews
Cozy Danville Retreat- updated game room!
4.97 out of 5 average rating, 77 reviews
Hycliff Lodge - water access
4.94 out of 5 average rating, 34 reviews
Zen at Marker 10* Lakefront with Hot Tub!
4.95 out of 5 average rating, 20 reviews
We have water! Spacious with Gentle Slope and Dock
5.0 out of 5 average rating, 14 reviews
Deep Water Dock + Hot Tub | Lakefront, Sleeps 12
4.93 out of 5 average rating, 89 reviewsDestinations to explore
- Pet-friendly rentals Pittsylvania County
- Rentals with pools Pittsylvania County
- Rentals with beach access Pittsylvania County
- Rentals with lake access Pittsylvania County
- Flat rentals Pittsylvania County
- Rentals with a kayak Pittsylvania County
- Waterfront rentals Pittsylvania County
- Rentals with a hot tub Pittsylvania County
- Beachfront rentals Pittsylvania County
- Family-friendly rentals Pittsylvania County
- Apartment rentals Pittsylvania County
- House rentals Virginia
- House rentals United States
- Smith Mountain Lake State Park
- Hanging Rock State Park
- Greensboro Science Center
- Virginia International Raceway
- Fairy Stone State Park
- Guilford Courthouse National Military Park
- Liberty Mountain Snowflex Centre
- International Civil Rights Center & Museum
- National D-Day Memorial
- Martinsville Speedway
- Mill Mountain Zoo
- Explore Park
- Percival's Island Natural Area
- Mill Mountain Star
- Taubman Museum of Art
- Elon University
- Tanger Family Bicentennial Garden
- Virginia Museum of Transportation
- Harvester Performance Center
- SeaQuest Lynchburg
- Greensboro Country Club
- Amazement Square





