
Holiday houses in Pittsville
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Top-rated holiday 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.
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Fun Lake Getaway with Breathtaking Views
Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.
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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.
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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
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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!
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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
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Promised Treasure-Cove-Upper Deck-Fire Pit-Hot Tub
Promised Treasure is a stunning waterfront retreat, complete with a hot tub, fire pit, and a spacious two-tier deck. Enjoy three complimentary kayaks and two paddle boards. Indoor fun includes ping pong, foosball, air hockey, board games, and a large screen TV. The home offers a fully equipped kitchen, high-speed internet, and includes linens and towels. Everything you need for the ultimate lake vacation is here at Promise Treasure! Strict No Pet Policy; guests must be 24+ to book.
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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!
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11-Acre Lakefront Escape w/ Two Cottages
Two private cottages set 70 yards apart on 11 scenic acres with a rolling meadow and 200+ ft of waterfront with private dock. Enjoy fishing, canoeing, wiffleball, bucket golf, darts, grilling, and evenings by the firepit under incredible stars. Relax on the large patio with mountain and lake views. Rent a boat nearby and tie up at the dock. Minutes to restaurants and groceries- perfect for family getaways, golf trips, and exploring SML region. A truly one-of-a-kind escape.
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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.
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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
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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!
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Popular amenities for Pittsville holiday rentals
Other great holiday rentals in Pittsville

The Cottage on Locust Lane, Waterfront On SML
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Lakefront Retreat w/ Fire Pit, Dock & Mtn Views
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Smith Mountain Lake - Cedar Key Retreat
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Lake Escape to an Elegant 4 Br Home 3 bath Home
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4 bedroom, 2 bath; Penhook Hideaway at SML
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Smith Mountain Lake quiet cove w/ kayaks & firepit
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Deep Water Dock + Hot Tub | Lakefront, Sleeps 12
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SML Lake Retreat House
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Destinations to explore
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- Smith Mountain Lake State Park
- Virginia International Raceway
- Fairy Stone State Park
- Natural Bridge State Park
- Liberty Mountain Snowflex Centre
- National D-Day Memorial
- McAfee Knob Trailhead
- Martinsville Speedway
- Mill Mountain Zoo
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- Explore Park
- Mill Mountain Star
- Taubman Museum of Art
- Virginia Museum of Transportation
- Harvester Performance Center
- SeaQuest Lynchburg
- Amazement Square





