Vacation rentals in Pittsylvania County

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Top-rated vacation rentals in Pittsylvania County

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Top guest favourite

A small kitchen area features a black dining table surrounded by four wooden chairs. A coffee station is visible on the wall, with coffee cups and a coffee maker arranged neatly. Natural light enters through the window adorned with floral curtains.

Home in Danville

4.92 out of 5 average rating, 132 reviews

Quaint & Quiet Place 10 miles from VIR

Comfortable and relaxing, this older 3-bedroom home sits on 1.5 acres with large shade trees. Both front porch and back deck areas have peaceful views. Very safe, quiet neighborhood. The circle drive extending in front of the house adds extra paved parking for trailers, etc. VIR guests welcome! Under 10 mi to VIR. Less than 1 mi. to Danville Airport & dining, and 5 mi. to historic downtown Danville and the hospital, and 8 mi to Casino. Prime location to Danville. Very fast, high-speed WIFI.

Superhost

A charming cottage-style home features a pastel pink front door, flanked by two symmetrical windows with classic shutters. The entryway is approached by a stone pathway leading up from a landscaped front yard, enhancing the welcoming appearance of the property.

Home in Danville

4.91 out of 5 average rating, 11 reviews

Lovers retreat, walk to casino

Enjoy a trip away from your worries and strife by relaxing in this stylish couples haven that feels like stepping into your cottage Pinterest board. What better way to spend time away from home than in a spacious, artist-endowed retreat, far away from clutter, chores, and stress? Slip into a comfy bathrobe after a warm bath to watch tv, fall asleep listening to green noise, or enjoy coffee on the front porch. Ideal for longer stays- discounts applied. Extra linens and cleaning products supplied.

Top guest favourite

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, 132 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 favourite

Apartment in Danville

4.96 out of 5 average rating, 204 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 favourite

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

4.87 out of 5 average rating, 23 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 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.

Condo in Moneta

4.99 out of 5 average rating, 281 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 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, 232 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 favourite

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 favourite

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.

Guest favourite

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, 149 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!"

Guest favourite

A single-story brick home is surrounded by lush greenery, featuring a welcoming front porch with steps leading to the entrance. Large windows allow natural light to illuminate the inviting interior. The well-maintained lawn adds to the peaceful setting.

Home in Danville

4.9 out of 5 average rating, 21 reviews

The Owl House

Escape the daily grind and unwind at this charming retreat in Danville. Nestled in a peaceful neighborhood, our cozy hideaway offers all the comforts of home—ideal for relaxing and recharging. You're just minutes from the excitement of Caesars Casino, the charm of downtown, and scenic strolls along the Riverwalk. Plus, enjoy convenient access to local shopping centers and everything else the city has to offer.

Top guest favourite

A red barn-style house is situated amidst green grass and trees. A stone chimney rises from one side, while a fire pit with seating is positioned nearby. A separate building is visible in the background, contributing to the rural setting.

Farm stay in Union Hall

4.92 out of 5 average rating, 142 reviews

Pine Haven Farms

Make memories at this unique and family-friendly place. Pine Haven Farms is a working farm. Spread out and enjoy the pastoral surroundings. We are located less than two miles away from Magnum Point Marina at Smith Mountain Lake if you want to add some lake time to your vacation stay. Please be aware that electric fencing is used for the cattle. Children should be supervised at all times.