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Vacation rentals in Pittsville

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Top-rated vacation rentals in Pittsville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming lodge exterior is framed by a large tree, showcasing a cozy structure with a sloped roof and a brick chimney. Outdoor seating is arranged near a gravel area, inviting relaxation in a serene natural setting.
Home in Sandy Level
4.97 out of 5 average rating, 251 reviews

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.

Top guest favorite
An open-plan interior features a king size bed with a light-colored bedspread in the foreground. A cozy seating area with a loveseat and coffee table is situated next to the kitchenette, which includes modern appliances and a window allowing natural light to fill the space.
Treehouse in Bedford
5 out of 5 average rating, 161 reviews

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!

Top guest favorite
A well-furnished living area features a red sofa and a white sofa, accompanied by two decorative lamps on side tables. Large windows allow natural light to illuminate the space, which is adorned with art on the walls and a patterned rug on the hardwood floor.
Home in Bedford
4.99 out of 5 average rating, 416 reviews

Gateway Cottage. Historic Homeplace+Mountain Views

We have some surprises for you at Gateway Cottage! We hope you'll come share them. It's the historic homeplace for a family of seven who lived here for 100 years. It's now a blend of farmhouse and contemporary. This cottage is also a blend of country and town, with plenty of space to spread out, relax, walk our 3 acres, view mountains, and watch the deer. Need something you might have at home? I bet we've thought of it! You'll be surprised to find how well-equipped Gateway Cottage is.

Top guest favorite
A wide grassy area is framed by trees as golden sunlight bathes the landscape. Sharp Top Mountain rises in the distance, its silhouette contrasting against a clear sky. The tranquil scene offers an expansive view, highlighting the natural beauty of the surrounding area.
Tiny home in Bedford
4.97 out of 5 average rating, 303 reviews

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.***

Top guest favorite
A charming living area features rustic wooden logs as walls, complemented by a light hardwood floor. A comfortable sofa adorned with patterned cushions invites relaxation. Natural light enters through multiple windows, and a decorative chandelier hangs above a coffee table with a small plant.
Cabin in Roanoke
4.96 out of 5 average rating, 393 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!

Top guest favorite
A hot tub filled with sparkling water is set against a backdrop of rolling fields. A bottle of rosé wine and two glasses are placed on the edge of the tub. Horses can be seen grazing peacefully nearby, adding to the serene rural atmosphere.
Cottage in Glade Hill
4.99 out of 5 average rating, 100 reviews

Farm Cottage, HotTub, Field Views of Animals

Relax at the Happy Rooster, w/ friends & family in the country. Peaceful privacy surrounded by fields of animals & panoramic mountain views. Brand new HOT TUB! Spacious porch to enjoy sunrise, sunsets, & the stars. Sit by the campfire, to enjoy the sounds of nature. Relish on a mile plus peaceful stroll surrounded by farms to the end of the cul-de-sac. WiFi works great. 10 minutes from Smith Mountain Lake, 15 minutes to Rocky Mount; 5 minutes to Coves Amphitheater at Smith Mountain Lake.

Top guest favorite
A cedar cabin is set against a backdrop of serene water and mountains, with vibrant pink blooms in the foreground. The tranquil scene is enhanced by lush greenery surrounding the cabin, providing a peaceful lakefront atmosphere.
Cabin in Huddleston
4.9 out of 5 average rating, 130 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 and 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. 

Top guest favorite
Cabin in Vinton
4.99 out of 5 average rating, 191 reviews

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

Top guest favorite
A breathtaking sunset casts vibrant shades of orange, pink, and purple across the lake's surface. Silhouetted docks extend into the water, framed by distant mountains and a softly illuminated sky, creating a serene lakeside scene.
Condo in Moneta
4.99 out of 5 average rating, 391 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

Top guest favorite
A cozy bedroom features a spacious bed adorned with decorative pillows and a red throw blanket. Warm wood paneling creates a natural ambiance. Soft lighting is provided by bedside lamps, and a wooden bench offers additional seating at the foot of the bed.
Cabin in Union Hall
4.99 out of 5 average rating, 141 reviews

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.

Top guest favorite
Farm stay in Bedford
4.99 out of 5 average rating, 425 reviews

Unplugged Getaway | Stunning 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.

Top guest favorite
A spacious mountain house is set against a backdrop of rolling hills and clear blue skies. The building features a large deck, and an expansive driveway leads up to the entrance. Lush greenery surrounds the property, emphasizing its serene natural setting.
Home in Blue Ridge
4.98 out of 5 average rating, 123 reviews

Otterview Mountain House

Otterview has one of the most incredible views in the state, a huge deck, and a pond. The house is open format with 3 bedrooms, a top-of-the-line kitchen, cozy living room, and an 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 fire pit, and relax on the dock. There are two miles of trails on the 37-acre property with their own trail signs and map.

Popular amenities for Pittsville vacation rentals