Vacation 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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Rental unit in Moneta

4.97 out of 5 average rating, 31 reviews

Hillside Haven

Welcome to Hillside Haven, a cozy, romantic one bedroom one bath condo with sweeping views of the Blue Ridge Mountains on a quiet cove at Smith Mountain Lake. Relax in this fully-equipped, light-filled, open concept home with patio doors that lead you out to the wrap around deck with spectacular views of the lake and mountains. The condo is within walking distance to all the amenities: restaurant/bar, beach, 1 indoor and 2 outdoor pools, hot tub, gym, pickleball, racket ball and tennis courts.

Guest favorite

Condo in Moneta

4.99 out of 5 average rating, 222 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 favorite

Condo in Moneta

4.98 out of 5 average rating, 93 reviews

Tranquility Cove Condo at Smith Mountain Lake

—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 open, bright, stylish & thoughtfully appointed space welcomes you to a full kitchen, king size bed, walk-in shower, and sleeper sofa w/ queen mattress. Resort amenities include restaurant & bar, tennis, pickle ball, gym, sauna, hot tub, three pools and a sandy beach.

Guest favorite

Condo in Moneta

4.91 out of 5 average rating, 225 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 favorite

Townhouse in Huddleston

5 out of 5 average rating, 48 reviews

Lakefront Walk-Out Condo w/Golf Course & Pools

Relax with the whole family at our peaceful lake getaway! Our condo is a first floor, end unit with a gentle slope down to the lake, docks and a beach. Renovated in 2023, we added special touches to make you feel at home. Brand new beds, sofas, linens, appliances, LVP flooring throughout, whole house air purifier, down free bedding, multiple pillow choices, fully stocked kitchen, 2 paddle boards, 2 kayaks, games and so much more! This is our little getaway that we’d love to share with you!

Superhost

Vacation home in Huddleston

4.83 out of 5 average rating, 101 reviews

Luxury Lakefront Lookout

Escape to the lake with a gorgeous view of the mountains at our luxury 2 bedroom 2 bathroom vacation home equipped with everything you could need & exclusive resort amenities. By staying wiht us you will be able to have complete access to all of Mariners Landing resort amenities, which include outdoor and indoor swimming pools & hot tubs, tennis courts, pickleball courts, beach access, a workout facility, hiking/walking trails, & discounted access to golfing, & all the resort retsuraunts.

Guest favorite

Condo in Moneta

4.97 out of 5 average rating, 38 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 favorite

Condo in Moneta

4.99 out of 5 average rating, 318 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

Farm stay in Hurt

4.97 out of 5 average rating, 101 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, cornhole, fire pit and bocce ball! 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!

Guest favorite

Condo in Moneta

4.9 out of 5 average rating, 174 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 favorite

Condo in Moneta

4.95 out of 5 average rating, 132 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!

Guest favorite

Home in Moneta

5 out of 5 average rating, 61 reviews

Cozy Lakefront Condo with Kayaks

Welcome to the Petite Lake Retreat! Our cozy, one-bedroom, one-bathroom, lakefront condo is located in the beautiful resort community of Bernard's Landing on Smith Mountain Lake. Steps away from the main marina and the popular restaurant, Napoli on the Lake, you can relax at the nearby beach, swim in one of the onsite pools, or tour around Smith Mountain Lake by watercraft. Come to The Petite Lake Retreat and make memories that will last a lifetime!