Holiday rentals in Pittsville

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.

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.

Triple Crown Cabin w/ Trout pond!

Amazing handcrafted cabin located in the center of the "Roanoke Triple Crown" (McAfee's Knob, tinker cliffs and dragons tooth trails) just minutes from each trail head. Cabin is tucked away from everything. No other houses can be seen from the cabin. The cabin overlooks a beautiful pond with a small waterfall cascading in. Cabin was sustainability built with trees from the 20 acres it sits on. McAfee's Knob trailhead is 10 minutes away, Andy Layne trailhead to tinker cliffs is 9 minutes away.

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!

Cute and Comfy Cabin

Escape to one of the most charming lakefront cabins on Smith Mountain Lake. This cozy 2-bedroom, 1-bath retreat is wrapped in warm cedar with soaring cathedral ceilings, creating the perfect blend of rustic charm and comfort. Inside, you’ll find a playful bear-themed décor that guests of all ages love—adding a fun, memorable touch to your stay. Step outside and take in peaceful views of the lake, Smith Mountain, and a lovingly tended lakeside garden , perfect for mornings and sunsets.

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.

Lake Escape - Smith Mountain Lake Condo

Located in Bernard's Landing, SML, this ground-floor condo offers everything you need for a quick getaway or a week-long vacation. The condo has recently been re-decorated and offers beautiful lake views, convenient access to boat rentals, one of the best restaurants on SML (Napoli by the Lake), and all the amenities you need. Guests have access to indoor and outdoor pools (outdoor pools open seasonally), sandy beach area, sauna, gym, and tennis and pickle ball courts.

Unplugged Getaway | Stunning Mtn Views + Hiking

Unplug. Unwind. Refresh & retreat from the everyday. •17 acre farm that boasts stunning sunset views of the iconic Peaks of Otter •Meticulously clean couples' suite with private entrance + cozy farmhouse environment •Fire pit, stocked pond, gazebo, hammock, full kitchen •5 min to town (Bedford), 10 min to great hiking in the Blue Ridge Mtns, 25-30 min to Lynchburg Perfect for vacation, romantic getaway, or personal retreat with option for on-site life coaching.

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