
Holiday rentals 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.

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

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.

Cross Creek Luxury Couples Cabin
Cross Creek Luxury Couples Cabin is a one of a kind, romantic, get-away for two just 3 miles from the Blueridge Parkway. From its uniquely designed suspension over top of a creek, lighted boardwalk path through the woods that ramps up to the cabin amongst the trees giving it a true tree-house feel, 3 spacious decks for lounging and enjoying nature and the sounds of the roaring creek beneath you, to luxurious amenities galore inside and out. All in a secluded, private setting minutes from town!

Tiny house & hot tub, w/gorgeous mountain views!
Peaceful tiny house with amazing view of Sharp Top Mountain! Features: hot tub, outdoor dining area, small kitchenette amenities, and smart-tv w/firestick (must use your hotspot to stream). 10 min to BR Parkway, Peaks of Otter, and Claytor Nature Center. Wineries, orchards, and hiking nearby. Friendly dogs may occasionally visit from my mother’s house next door. (Look for Wind Tides Farm sign). ***If booking in winter months, keep in mind the wind tends to be heavy, depending on weather.***

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!

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!

Creekside Cabin • Hot tub • Fire pit • Seclusion
You found it. A secluded oasis tucked away in Virginia’s Blue Ridge Mountains. Wake up with coffee on the covered deck, listening to birdsong and the peaceful sounds of the creek. Spend your afternoons relaxing in the hammock chairs or soaking in the hot tub, then end the day around the fire pit under the stars. If you’ve been craving a quiet escape to reconnect and unwind, you’ve found it. •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke

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

Black Water Junction Cabin
Our cabin is built out of old wood and doors found on the farm. Because I am such a cold natured person, I installed heated floors and a heated towel bar in addition to the mini-split and electric fireplace! The cabin is surrounded by pastures that are the home to our cows, horses, goats, pot belly pig, and chickens. The highlight of a stay at BWJ Cabin would be to sit on the front porch in a rocking chair, day bed swing or hot tub looking out over the landscape and do nothing.

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

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!
Popular amenities for Pittsville holiday rentals
Other great holiday rentals in Pittsville

Luxe Silo w/ River Views <.5 mi to Downtown

Morewood Retreat - Fast Wifi & Upgraded Dock!

Cozy Cabin in the Country —NEWLY ADDED Fire Pit

Black Water Junction Casa

Granny Woman Healer House

Lake Haven - Hot Tub! Mountain Views!

Cozy Lakeside Mountain Home

Cozy SML Lakeside Cottage with Dock & Kayaks
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
- Amazement Square
- Mill Mountain Zoo
- Martinsville Speedway
- McAfee Knob Trailhead
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- Explore Park
- Taubman Museum of Art
- Mill Mountain Star
- Virginia Museum of Transportation
- Harvester Performance Center
- SeaQuest Lynchburg





