Holiday rentals with a pool in Pittsylvania County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pittsylvania County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
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, 321 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
4.97 out of 5 average rating, 130 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 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.
Apartment in Moneta
4.9 out of 5 average rating, 303 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 favourite
An in-ground pool is surrounded by a smooth concrete deck, with lounge chairs positioned on either side. The calm water reflects the surrounding greenery, and a white fence provides privacy. The atmosphere suggests a peaceful space for relaxation.
Home in Ringgold
4.98 out of 5 average rating, 54 reviews

Willow Oaks Guest House

Welcome to Willow Oaks Guest House. We hope you enjoy your stay. Relazing Atmosphere Quality Bedding In ground pool in summer months Covered outdoor dining..charcoal grill Central heat / air Full size Washer and Dryer Small appliances / spices Board games and puzzles VIR raceway 7mi Danville Casino 11mi (future Ceasars Virginia) Hyco Lake 12mi Martinsville Speedway 39 mi Historic Downtown Danville 9mi Tickle's (from Moonshiners) Table restaurant 1mile Circle drive for turnaround space

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, 399 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

Superhost
A gravel area is surrounded by lush greenery, featuring a circular arrangement of dark blue Adirondack chairs encircling a stone firepit. The tranquil lake is visible in the background, along with a private dock extending over the water, framed by trees and gentle hills.
Home in Huddleston
4.93 out of 5 average rating, 14 reviews

Blue Heron - Peaceful Cove, Beach, Ping Pong

Perfect for an extended family vacation, all will love this beautiful lakefront home in a natural setting with open floor plan, panoramic lake views, ping pong, game room, 6 kayaks, canoe, 2 SUPs, firepit... Expansive shoreline, beach area, private deep water dock with large floating dock, bar, sunny and shaded areas. Away from boat traffic with beautiful, clean water is great for swimming, kayaking and fishing. Near the largest section of the lake with so much to explore nearby.

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
4.92 out of 5 average rating, 228 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.

Guest favourite
A modern living area features a cozy sofa facing a stone fireplace. Large glass doors open to reveal expansive lake and mountain views. A dining table is positioned near the window, complemented by natural light and decorative accents throughout the space.
Apartment in Moneta
4.95 out of 5 average rating, 162 reviews

Bernard's Landing Bliss! Breathtaking Views

Come savor the breathtaking lake and mountain views and experience the best of Bernards Landing in this condo! Enjoy the best amenities - high end stainless appliances, big flat screen TVs, keypad door access – and the list goes on! River Rock Tiled Shower and Silestone Counters! Bernard’s Landing offers so much – 2 outdoor/1 indoor pool, hot tub, beach, gym, sauna, boat launch, courtesy dock, tennis, pickle ball, racquetball courts, The Landing Restaurant, and more!

Top guest favourite
Aerial view of the cabin and pool area, surrounded by lush green trees and well-maintained gardens. A rectangular pool is centrally located, flanked by colorful umbrellas alongside sun loungers. The rustic cabin and neighboring structures feature varied roof styles, contributing to the serene country setting.
Farm stay in Hurt
4.97 out of 5 average rating, 123 reviews

18th Century Cabin Retreat

Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!

Top guest favourite
Townhouse in Huddleston
5.0 out of 5 average rating, 97 reviews

Lakefront Retreat, Waterfront, Pools, 2 Kayaks!

The Cozy Cove - Enjoy easy lake access from our first-floor end unit with a gentle slope walk to docks & beach! Recently renovated with brand new beds, sofas, linens, appliances & LVP flooring. Designed for comfort with down-free bedding, whole home air purifier & pillow choices. Fully stocked kitchen plus 2 paddleboards, 2 kayaks, games & more for the perfect getaway. Perfect for families, swimming, kayaking, golf, pickle ball & relaxing by the water!

Guest favourite
Guest house in Huddleston
4.9 out of 5 average rating, 107 reviews

Couples Lake Retreat! Swim, Boat, Relax and Enjoy

🍂 Escape to Smith Mountain Lake for a cozy fall getaway made for two. Enjoy colorful foliage, peaceful lake views, crisp mornings, and quiet evenings together. Explore local wineries, attend the SML Wine Festival, take a scenic drive through the Blue Ridge, enjoy fall fishing, or simply slow down and relax by the lake. 🍷🍁 With fewer crowds and beautiful autumn scenery, it’s the perfect setting for a romantic couples escape.

Top guest favourite
The living area features a spacious couch adorned with colorful pillows, complemented by a cozy armchair. A flat-screen TV displays content options. Natural light streams through the windows, highlighting the warm tones of the room and providing a welcoming atmosphere.
Home in Huddleston
4.98 out of 5 average rating, 51 reviews

SML Retreat | Pool Table & Kayaks + Lake Amenities

**ALL GUEST RECEIVE COMPLIMENTARY 15% OFF ALL MARINERS LANDING COUNTRY CLUB GREEN FEES** In the heart of Virginia's Blue Ridge Mountains, discover our luxurious retreat by Smith Mountain Lake. Perfect for eight guests, offering 3 well-appointed bedrooms, 2.5 baths, and exclusive amenities. This serene haven is perfect for nature lovers, water sports enthusiasts, golfers escape, and those seeking a peaceful getaway.

Popular amenities for Pittsylvania County rentals with a pool