Vacation rentals in Pittsylvania County

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Top-rated vacation rentals in Pittsylvania County

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Top guest favorite

A charming two-story home with a white exterior is set against a clear blue sky. A welcoming entrance with a wooden door is flanked by decorative elements. A brick pathway leads through a manicured lawn, surrounded by lush greenery, enhancing the inviting atmosphere.

Home in Danville

4.98 out of 5 average rating, 127 reviews

Historic Gem w amenities * Midweek Stay Discounts*

Experience the best of Danville in this beautifully remodeled 1920’s gem! *MID-WEEK STAY DISCOUNT OF $30 OFF STAYS OF 3 NIGHTS OR MORE SUN-THUR* * 4 Bedrooms * 2 Full Bathrooms * 5 mins to Danville Caesars Virginia Casino * 20 mins to Virginia International Raceway * 35 mins to Martinsville Speedway * Fully Equipped Kitchen * Beautiful Deck with string lights/ yard games * Fire pit with Adirondack Chairs * Free Disney+ Streaming * Driveway & Street Parking * Walk to Averett or Downtown Danville

Top guest favorite

Apartment in Danville

4.96 out of 5 average rating, 201 reviews

The Historic Blessing House in Danville on Main

Located on historic Main Street, the home has central HVAC, is workspace friendly, w/ tv and walking distance to coffee shop/wine bar/restaurant/museum/ hospital. Averette Univ is 6 blocks. Casino 1 mi Queen bed, ceiling fan, window blinds, drapes, full floor mirror & walk-in closet. Full kitchen w/ ceiling fan, coffee, tea, Keurig, bottled water, disinfectant, sanitizer, and cooking essentials. Private Bath with shower, soap, shampoo, conditioner, hair dryer. Linens incl. W/D available.

Guest favorite

The studio apartment features a spacious bed dressed in blue linens, complemented by a decorative area rug. A wooden sofa and a dining table with four chairs are arranged nearby. Kitchen appliances are neatly organized, with light-colored cabinetry and countertop space utilized efficiently.

Apartment in Pittsville

4.86 out of 5 average rating, 22 reviews

Garage-top studio, Bedford Co. near Leesville Lake

In the country, as quiet as possible in Southern Bedford County. This garage-top studio apartment is on Dannie’s private driveway, 200 yards down from the gate. Dannie also operates an AirBnB Lake house at mile marker 8 on Leesville Lake, just 2 hundred yards further down the driveway, all located on Dannie's 10 acre, forested retirement retreat. There is free access to our Leesville Lake boat ramp available with plenty of parking for a boat trailer and possibly limited access to our dock.

Top guest favorite

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.

Condo in Moneta

4.99 out of 5 average rating, 280 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.

Top guest favorite

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.

Condo in Moneta

4.98 out of 5 average rating, 115 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.

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, 231 reviews

Antler Ridge Lodge

Only 3 miles from SMITH MOUNTAIN! Zip Code 24161. (There's another Sandy Level near NC.) It is well-stocked and waiting for your next get-a-way! Explore acres of yard, woods & creek. Leesville & SML beaches & boat launches are 9-30 miles away. Walk or ride 1/2-mi to the road's end at Leesville Lake. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt minutes away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge complete with a gas log fireplace.

Top guest favorite

A cozy living area features a wooden coffee table adorned with a decorative vase holding dried grass. A soft armchair is positioned beside the table, while a television is mounted on the wall, displaying a streaming service. A staircase leads to the upper level.

Apartment in Hurt

5 out of 5 average rating, 39 reviews

Roark Mill Retreat

Welcome to the Roark Mill Retreat. Your cozy and private getaway located in the bottom level of our charming home on Roark Mill Road in Hurt, VA. This inviting space offers a comfortable queen bed along with a queen/twin bunk bed. We offer a well equipped kitchenette and a refreshing bathroom. Enjoy the convenience of a separate entrance and the tranquility of a peaceful neighborhood. Whether you’re here for one night or a longer stay, you’ll find everything you need for an enjoyable visit.

Top guest favorite

A serene lakeside view is presented, showcasing a smoothly flowing body of water bordered by lush greenery. A dock is visible, with boats moored alongside. The sky is painted in soft blues and warm hues, reflecting the tranquil atmosphere of the setting.

Condo in Moneta

4.91 out of 5 average rating, 270 reviews

Dock Holiday at Bernard's Landing

Experience the water and mountain views at spectacular this 1 bedroom, 1 bath top floor corner condo in desirable Dockside section of Bernard's Landing. Guests enjoy all the amenities of Bernard's Landing including 2 outdoor and 1 indoor pool, Basketball, tennis and pickle ball courts,beach area, restaurant, fitness center and marina area with boat rentals. All pools and beach are short walk from the front door. Enjoy stunning views from the walk-out deck in this well-stocked condo.

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, 368 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

Guest favorite

A cozy living area is highlighted by a comfortable sectional sofa and a coffee table adorned with magazines. Two mirrors reflect light from nearby windows, enhancing the openness of the space. A decorative wall accent adds a welcoming touch.

Home in Danville

4.95 out of 5 average rating, 147 reviews

Comfy 3BR w/ large basement, deck, W/D, wifi

Our family's best memories occurred here - so we're opening our doors to groups looking to make memories of their own. With 3 bedrooms, 5 beds and free parking, there's room for everyone. Our huge family room with sleeper sectional, office nook, back deck, large yard, WiFi, large TVs, and games are reasons to stay in - but if you venture out, we're 10 minutes from the riverwalk and parks. With modern farmhouse decor, Retreat on Rosemary says, "Welcome to the South, y'all!"

Top guest favorite

The exterior of a charming single-story home features white siding, a grey roof, and two front entrances. A well-maintained lawn with green grass surrounds the house, and trees with autumn foliage provide a colorful backdrop. A paved walkway leads to the front doors.

Home in Gretna

4.99 out of 5 average rating, 73 reviews

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

Guest favorite

The image captures a fountain with multiple streams of water, set against a backdrop of a brick building with a vibrant awning. Outdoor seating is visible at a restaurant, surrounded by greenery and park space.

Loft in Danville

4.97 out of 5 average rating, 190 reviews

2BR Riverview Fountain Loft - Best Location!

BEST LOCATION! 2 BR River District Loft in the very heart of downtown. River and Fountain Park views. Popular local restaurant downstairs and many more within short walking distance as well as Ballad Brewery and Riverwalk access and a Bikeshare station within 50 yards. Great for VIR, Averett University, Caesar’s Casino and Corporate visits.