Holiday rentals with a pool in Pittsylvania County

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Top-rated rentals with a pool in Pittsylvania County

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

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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, 309 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 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, 125 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 favourite
A serene view of a lake is framed by lush greenery and a gently sloping lawn. The water reflects cloudy skies, while colored boats are anchored at the docks in the distance. A gravel pathway adds texture to the foreground, enhancing the natural setting.
Apartment in Huddleston
5 out of 5 average rating, 50 reviews

Cute condo with pool

Relax in the efficiency space offering kitchen, queen bed and walk-in shower. The couch pulls out to a queen bed. A few steps from your door is a saltwater pool with views of the lake. Bath/Kitchen towels provided, but NOT SHEETS. Smart TV for streaming and Xfinity high speed internet. NO Boat/Trailer parking at the condo. Parkway Marina charges $10 for the first day and $6 for additional days to put in, take out and park boat/trailer. We are located 2 minutes (.7 miles) from Parkway Marina.

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, 293 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.

Superhost
Guest house in Huddleston
4.89 out of 5 average rating, 103 reviews

Couples Lake Retreat! Swim, Boat, Relax and Enjoy

Escape to the perfect fishing getaway at our 1BR/1BA condo, just a short walk from the water! Enjoy easy access to a fishing dock and a well-stocked lake teeming with bass, catfish, and more. Winter fishing at SML is a dream—crisp mornings, peaceful waters, and trophy catches await. Launch your boat from nearby Mitchell Point Marina. Dock slips and golf cart rentals are available (fee/availability-based). Due to owner allergies, No pets are allowed. Book your winter fishing retreat today!

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, 49 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

Guest favourite
A patio area features a wooden table accompanied by two folding chairs adorned with floral cushions. Two blue Adirondack chairs provide additional seating, with a grassy expanse visible in the background, leading to serene lake views under a cloudy sky.
Apartment in Moneta
4.96 out of 5 average rating, 45 reviews

Bernard’s Landing Hillside Lake Escape @SML

Come relax and enjoy the breathtaking lake and mountain views at our 1 bed 1 bath condo on Smith Mountain Lake. The condo is located at Bernard's Landing, a premier waterfront resort. Come experience lake life on the 70-acre resort that offers lush green spaces, panoramic views of the lake and year-round activities for the entire family. Our ground level condo is newly renovated and ready for you to enjoy! A ground floor unit is a premium that you never knew you wanted in a rental.

Guest favourite
Home in Danville
5 out of 5 average rating, 27 reviews

Luxury 4BR • Salt Pool/Hot Tub •Work • Casino/Univ

Save on Sun–Thu Stays! Welcome to Bienchis Amethyst Home! This 4BR retreat features a private saltwater pool (Mar–Oct) with calming nature views perfect for family fun or relaxing with friends. Enjoy the year-round hot tub, gas grill and fire pit. Kids love the playground; the game room brings everyone together. A fully equipped kitchen lasting memories family gatherings, work stays, or pure relaxation. 4 min to Caesars Casino, 5 min to Sovah Health, 10 min to Averett, 17 mi to VIR.

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
4.92 out of 5 average rating, 13 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, 225 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, 157 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, 118 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!

Popular amenities for Pittsylvania County rentals with a pool