
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
WE OFFER KAYAKS, CANOE AND PADDLE BOARD FOR RENT, Sleeps 4. Free Fast Wifi 99.99% GERM FREE Welcome to Cedar Key Village, a charming lakefront community of 11 homes. This spectacular all Cedar lake front Cabin is nestled in a secluded no wake cove. Beautiful lake side garden adds to the beauty of the lake and mountains. Boat slip and shared dock with 1 other cabin I call clients after booking to answer questions, please inform me prior to booking if you would prefer me not to phone you.

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!

Tranquility Cove Condo at Smith Mountain Lake
—We Welcome You— Visit and experience the ultimate respite while enjoying amazing water and mountain views, sunrises, and sunsets. This ground level condo is perfectly situated in Bernard's Landing Resort on beautiful Smith Mountain Lake! This bright, stylish & thoughtfully appointed space welcomes you to a full kitchen, spacious bdrm w/king bed, walk-in shower, and a queen sleep sofa. Amenities include restaurant & bar, tennis, pickle ball, gym, sauna, hot tub, three pools and a sandy beach.

Scenic Lake Getaway
Awesome walkout basement apartment in a new home that is perfect for couples. Wake up to emerald waters and picturesque Smith Mountain view from the comforts of your bed. Full kitchen and dining as well as a furnished outdoor patio space with hot tub. The is an outdoor grill fire pit. A pontoon boat, 2 stand up paddleboards , 2 kayaks and a jet ski are available to rent. You are welcome to share the dock with us! It's a number of steps to get to the water, but well worth the walk back up.

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!

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.

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!

Otterview Mountain House
Otterview has one of the most incredible views in the state, huge deck, and pond. The house is open format with 3 bedrooms, a top of the line kitchen, cozy living room, and extraordinary great room. Look out at the Peaks of Otter, enjoy incredible sunrises and sunsets. You are welcome to grill out on the Blackstone, enjoy the firepit, and relax on the dock. There is two miles of trails on the 37 acre property with their own trail signs and map.

Peaceful Escape | Creekside Cabin + Hot Tub |
Welcome! Escape to a secluded creekside cabin deep in the poplar trees. Soak in the private hot tub, fall asleep to the sound of the water, and reconnect in total peace. Tucked away in the woods…yet close enough for a perfect weekend getaway. •15 min to the Blue Ridge Parkway •20 min to Smith Mountain Lake •25 min to Downtown Roanoke •40 min to Peaks of Otter Follow our IG @rambleonpines for cabin tours and photos
Popular amenities for Pittsville holiday rentals
Other great holiday rentals in Pittsville

Morewood Retreat - Fast Wifi & Upgraded Dock!

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

Private, peaceful escape with stunning views

Lake Front | Beautiful Views | Perfect Getaway

Lakefront 3BR - Dock|Fire Pit|Lawn Games|Game Room

The Haven on SML

Lakefront Condo~Beach, Pools, Hot Tub, Gym, Sauna!

The StarBird: Waterfront with BIG views!
Destinations to explore
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- Smith Mountain Lake State Park
- Amazement Square
- Liberty Mountain Snowflex Centre
- Virginia International Raceway
- Martinsville Speedway
- National D-Day Memorial
- Fairy Stone State Park
- Natural Bridge State Park
- Virginia Museum of Transportation
- McAfee Knob Trailhead
- Taubman Museum of Art
- Mill Mountain Star
- Percival's Island Natural Area
- Appomattox Court House National Historical Park
- Explore Park
- McAfee Knob
- Mill Mountain Zoo




