Holiday rentals in Pittsville

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Top-rated holiday rentals in Pittsville

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Top guest favourite
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, 239 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 favourite
An aerial view captures the cozy cottage nestled among dense green trees, highlighting the tranquil and secluded environment. The surrounding landscape showcases rolling hills, creating a peaceful natural setting away from the hustle and bustle.
Cottage in Roanoke
4.99 out of 5 average rating, 201 reviews

Mountain cottage next to hiking /nature preserve

Welcome to Indigo Woods Retreat! Our historic cottage is nestled in the woods just up the road from Roanoke and Salem on top Burkett Mountain. We are next to a >1400 acre nature preserve with 5 miles of trails. Appalachian Trail (McAfee Knob), Blue Ridge Highway, Smith Mountain Lake, James River, wineries, breweries, shopping are close by. 18 min to Roanoke College and 40 minutes to Virginia Tech. Pet friendly! Insta: @indigowoodscabin. Walking distance to our 2 other AirBnBs for larger groups.

Top guest favourite
An open living area features a stone fireplace with a mounted TV above and large windows that provide a panoramic view of the lake. A round glass dining table is set near the window, complemented by a cozy sofa and armchair, inviting relaxation and gatherings.
Apartment in Moneta
4.99 out of 5 average rating, 292 reviews

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.

Guest favourite
A sandy beach area is bordered by calm waters. Shade is provided by tiki umbrellas, while a volleyball net is visible in the soft sand. Kayaks are placed on the shore, and green lawns extend in the background, leading to a serene lakeside view.
Apartment in Moneta
4.98 out of 5 average rating, 116 reviews

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.

Guest favourite
A bronze plaque reads 'Established 1905 Scott School,' mounted on a white wooden surface. A decorative wreath with red flowers and green accents is positioned nearby, adding a touch of natural detail to the entrance.
Cottage in Brookneal
4.93 out of 5 average rating, 136 reviews

Scott School Cottage Stay at Scott School

Scott School was a Campbell County one-room school from 1905 to 1928. In 2010, Scott School was renovated and serves as a lovely tea room and quiet location for guests. The cottage is complete with two bedrooms (one twin, one full), central HVAC, full kitchen, and televisions. Points of interest nearby are: Red Hill-last home and burial place of Patrick Henry (5 miles), University of Lynchburg (30 miles), Liberty University (25 miles), Randolph College (30 miles), and Appomattox (22 miles).

Top guest favourite
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, 278 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.***

Guest favourite
A hot tub is situated on a grassy area, surrounded by trees and a view of a flowing creek in the background. Decorative string lights hang overhead, enhancing the tranquil outdoor space under a clear blue sky.
Guest house in New Castle
4.94 out of 5 average rating, 184 reviews

Waterfront Cottage Retreat with Hot Tub

"Refined with a Touch of Wild". Enjoy our country retreat minutes away from the East Coast's famous Blue Ridge Appalachian Trail & the Roanoke Valley's finest dining spots; or stay home for a home cooked meal adjacent to our unique waterfall patio. The Stonebridge Cottage is a private guest house offering the perfect mix of cozy & country with a resort-like finish. This property is part of the Sak's House Creek Retreat and can be reserved with the main house which sleeps up to 14 (9 beds).

Top guest favourite
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.
Apartment in Moneta
4.99 out of 5 average rating, 369 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 favourite
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
4.98 out of 5 average rating, 130 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.

Guest favourite
The front porch features a wooden railing and two white rocking chairs positioned for views of the surrounding landscape. A lantern hangs above, casting soft light, while a welcome mat lies at the entrance. Shadows from the railing create a pattern on the floor.
Home in Roanoke
4.95 out of 5 average rating, 123 reviews

Cozy Roanoke Escape

Minimalist 2BR home with stunning mountain views, a front porch for sunset watching, and a backyard with fire pit and grill. Fast Wi-Fi, pet-friendly, and surrounded by nature and wildlife. Fully equipped for long-term stays with modern comforts including a full kitchen, laundry, and workspace. 📍 Close to: Minutes from Roanoke Greenway, Carilion Memorial Hospital, and downtown Roanoke’s dining and arts. Easy drive to Virginia Tech. Enjoy convenience while tucked away in nature.

Guest favourite
A rustic kitchen area features a smooth white countertop bar with two wooden stools. Natural wood paneling complements modern appliances and decorative glass jars. Light enters through nearby windows, enhancing the space's warmth and clarity.
Cabin in Roanoke
4.95 out of 5 average rating, 352 reviews

Falling Pines Historic Cabin

The original log cabin was built in 1936 by the Civilian Conservation Corps (CCC). These cabins were built after the Blue Ridge Parkway was laid in 1935, which is just down the street. With love and attention our cabin's renovations were complete in 2017. We kept the original log walls to add a rustic feel to the contemporary, crisp clean decor. The cottage overlooks the babbling waters of Back Creek but is just a 5 minute drive to the grocery store, private yet convenient.

Top guest favourite
A serene view of the lake is showcased, with a grassy area leading down to the water. Boat docks are visible in the distance, and the calm water reflects the blue sky and clouds. The scene conveys a peaceful waterfront environment.
Apartment in Moneta
4.91 out of 5 average rating, 211 reviews

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.

Popular amenities for Pittsville holiday rentals