
Family-friendly holiday rentals in Pittsylvania County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pittsylvania County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Antler Ridge Lodge - 19 Acres of Seclusion +WiFi
Only 12-mi to the Anthony Ford Boat Launch at SML, 8-mi to Myers Creek ramp at Leesville Lake. Well-stocked and waiting for your next get-a-way! Explore acres of yard, woods & creek. Leesville Lake only a 1/2-mi walk to the end of the road. Horses/hikers/bikers are welcome along the 5-mi ridge of Smith Mt only 3-mi away. Relax around a fire enjoying the starry sky or kick back in the comfortable lodge complete with a gas log fireplace, 65" Smart TV, & Fiber WiFi, 50 MBS up & down. Pet friendly.

Cute and Comfy Cabin
WE OFFER KAYAKS, CANOE AND PADDLE BOARD FOR RENT, Sleeps 4. Free Fast Wifi 99.99% GERM FREE Welcome to Cedar Key Village, a charming lakefront community of 11 homes. This spectacular all Cedar lake front Cabin is nestled in a secluded no wake cove. Beautiful lake side garden adds to the beauty of the lake and mountains. Boat slip and shared dock with 1 other cabin I call clients after booking to answer questions, please inform me prior to booking if you would prefer me not to phone you.

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.

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.

$98 Lakefront Dockw/Lift HotTub Kayaks Canoe Pets
Lakefront House...4 Bedrooms 7 beds HotTub Big Yard Secluded w/1.68 Acres. Most Desirable/Cleanest Water Location on SML. Best fishing. Amazing Views. No steps entrance. Gentle lot w/ paved walkway to lake. Dock w/Boat Lift, Firepit w/Wood, Canoe & 4 Kayaks/LifeVests, Bikes w/Helmets, Screened Porch. Deck. Gas Grill. Activities for kids. Near Marina w/Boat Rentals. Near State Park w/Hiking. Family/Older Folks/Kids/Pets. Lots of Parking. Near Lynchburg/Roanoke. March-May Special Mon. nights $98

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.

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

Chic Haven: 2b/1bath in the Heart of Danville
Welcome to our chic and charming boutique-inspired Airbnb nestled in the heart of the Old West End, just steps from Downtown Danville. Designed with a passion for style and comfort, our space offers a unique blend of luxury and personality, curated to provide you with an unforgettable stay. While there are stairs, the privacy that you'll find on your front and back patios is unmatched! You'll be able to enjoy your morning coffee with a private view. STR Permit# PZ25-00015

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!

Lakehouse on Leesville Lake in Bedford County VA
My late wife, Gail, & I came out of retirement to renovate this unique home with a completely new kitchen, vinyl plank flooring, new deck & new well in the Fall of 2019. This 3 bedroom lakehouse is very secluded within about an hour drive from Lynchburg, Roanoke or Danville. The dock and boat ramp are especially convenient. Keep an eye out for eagles, osprey, deer, bear, turkeys, otters, geese & heron.

Private, diving board, water slide, game room
Welcome to this peaceful & private 1-acre A-Frame lakefront escape on stunning Smith Mountain Lake, VA! Enjoy sweeping wide-water views, breathtaking sunsets, and mountain vistas from four serene outdoor living spaces. Jump in the crystal clear lake from the dock’s diving board, race down the waterslide, or just relax in total privacy. Peaceful, fun, and unforgettable, this is lake life at its best!

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.
Popular amenities for Pittsylvania County family-friendly rentals
Family-friendly home rentals with a hot tub

SML Retreat | Pool Table & Kayaks + Lake Amenities

Westover Hills Cottage / Hot Tub/ 5 beds/ 2 bath

Lakefront Gem Newly remodeled huge new dock

Moondance at Bernard’s Landing

Dock Holiday at Bernard's Landing

Spacious condo in Huddleston SML

Scenic Lake Getaway

Lakefront Walk-Out Condo w/Golf Course & Pools
Family- and pet-friendly home rentals

Farmhouse in Gretna, Virginia

Charming loft, Close to VIR, HYCO, and Hargrave

Bayview Cottage on SML- Westlake R26'ish

Gorgeous Lakefront Cabin Resort: 5400sqft 6BR, 5ba

Room to Roam

Smith Mountain Lake Retreat on Peaceful Cove - 4BR

SML Lake Retreat House

Roark Mill Retreat
Family-friendly home rentals with a pool

3402-Pointe Studio-Mariners Landing

Charming Lakefront Condo at Bernard's Landing

Lakefront Hideaway | 2+ Night Stay Discount

Lakefront Condo~Beach, Pools, Hot Tub, Gym, Sauna!

Lakefront Condo at Mariner's Landing on SML

Bernard's Landing Bliss! Breathtaking Views

Hook, Wine & Sinker

Willow Oaks Guest House
Destinations to explore
- Rentals with a fire pit Pittsylvania County
- Pet-friendly rentals Pittsylvania County
- Rentals with pools Pittsylvania County
- Rentals with lake access Pittsylvania County
- Rentals with outdoor seating Pittsylvania County
- Rentals with beach access Pittsylvania County
- Beachfront rentals Pittsylvania County
- House rentals Pittsylvania County
- Rentals with a kayak Pittsylvania County
- Rentals with a patio Pittsylvania County
- Fitness-friendly rentals Pittsylvania County
- Apartment rentals Pittsylvania County
- Rentals with a hot tub Pittsylvania County
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- Rentals with a fireplace Pittsylvania County
- Condo rentals Pittsylvania County
- Waterfront rentals Pittsylvania County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Hanging Rock State Park
- Smith Mountain Lake State Park
- Greensboro Science Center
- Amazement Square
- Liberty Mountain Snowflex Centre
- Elon University
- International Civil Rights Center & Museum
- Virginia International Raceway
- National D-Day Memorial
- Martinsville Speedway
- Fairy Stone State Park
- Guilford Courthouse National Military Park
- Virginia Museum of Transportation
- Tanger Family Bicentennial Garden
- Taubman Museum of Art
- Mill Mountain Star
- Percival's Island Natural Area
- Explore Park
- Mill Mountain Zoo




