
Vacation rentals in Pittsville
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Top-rated vacation rentals in Pittsville
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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
Cute and Comfy Cabin, Stunning Lakefront Views,
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 & 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. See Notes
4.91 out of 5 average rating, 138 reviews
Hycliff Lodge - water access
Enjoy the nature and tranquility of this private, 5 acre mountain home on Leesville Lake. Hycliff offers comfortable sleeping for 6 with 3 bedrooms and 2 full bathrooms. The open floor plan, cozy furnishings and a plethora of entertainment are sure to make some core family vacation memories. Hiking and fishing lovers are sure to enjoy the challenging, 1/10 mile walk to the water to your private, covered dock. The mountain and sunset views are stunning all year long from this gorgeous property.
4.94 out of 5 average rating, 34 reviews
The Magical Cabin on Back Creek
Magic is the word most people use when they visit this hidden gem. Built in 1939 as a fishing cabin by a gentleman who incorporated box cars as rafters and beams, dates still visible since removing the attic. By far the best place I've ever lived. I decided to share it with others who love to explore, who love listening to the voice of the creek or who come just to sit on the porch high above the creek with a spouse, friend, family, or alone. For the best sleep, open the bedroom window!
4.96 out of 5 average rating, 406 reviews
Zen at Marker 10* Lakefront with Hot Tub!
Unwind on 2 private acres with serene lake access, where peaceful views and unforgettable moments await! Spend your evenings around the fire pit, tie your boat at the private dock, and enjoy the quiet beauty of lakeside living. On cooler nights, cozy up by one of the two inviting fireplaces. Challenge each other to a game of pool or classic arcade favorites in the game room, then end the day soaking in the stunning water views from the deck’s rocking chairs. Your perfect escape starts here!
4.95 out of 5 average rating, 20 reviews
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
4.99 out of 5 average rating, 400 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
Cozy SML Lakeside Cottage with Dock & Kayaks
Escape to this cozy lakeside cottage—perfect for couples or small families. Enjoy stunning views, direct lake access, and peaceful vibes. Lounge on the private dock or deck, swim, fish, or paddle out with two included kayaks or an inflatable paddleboard. A gentle sloping lawn leads to the water, plus a boat ramp (9'8" wide) and a private dock make lake adventures easy. Whether sipping coffee at sunrise or exploring the lake, this retreat blends comfort with outdoor charm.
4.97 out of 5 average rating, 36 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
4.98 out of 5 average rating, 91 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!
4.97 out of 5 average rating, 123 reviews
Cozy house in private Leesville Lake Community
Secluded home in private lake community with dock access and boat launch for day use. Property has plenty of room to house your boat or jet skis. The house is on 3.5 secluded, wooded acres just a stone's throw from the community dock. Property is private and wooded with plenty of wild life. Twenty minutes to Gretna, VA for shopping and restaurants. Minutes from the Smith Mountain Lake dam. Approximately 30 minutes from Smith Mountain Lake area attractions
4.81 out of 5 average rating, 16 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 reviewsPopular amenities for Pittsville vacation rentals
Other great vacation rentals in Pittsville

Lake Haven - Hot Tub! Mountain Views!
4.96 out of 5 average rating, 55 reviews
11-Acre Lakefront Escape w/ Two Cottages
5.0 out of 5 average rating, 30 reviews
Luxury Lakefront | Hot Tub, Fire Table & Theatre
4.98 out of 5 average rating, 63 reviews
Smith Mountain Lake - Cedar Key Retreat
5.0 out of 5 average rating, 50 reviews
We have water! Spacious with Gentle Slope and Dock
5.0 out of 5 average rating, 14 reviews
SML Retreat | Pool Table & Kayaks + Lake Amenities
4.98 out of 5 average rating, 51 reviews
Kayaks, Billiards Room, Outdoor Fireplace, Privacy
5.0 out of 5 average rating, 29 reviews
Hermione’s Purse
5.0 out of 5 average rating, 39 reviewsDestinations to explore
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