
Family-friendly holiday rentals in Pittsylvania County
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Top-rated family-friendly rentals in Pittsylvania County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

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.

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

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!"

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.

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!

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.

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.

The Central Stay on Main 1b/1bth
Discover the perfect blend of history and comfort in this 1-bedroom, 1-bathroom apartment located in a beautifully preserved historic house on Main Street, Danville, VA. With stunning natural light, exquisite stained glass accents, and a welcoming atmosphere, this space is perfect for a relaxing getaway.
Popular amenities for Pittsylvania County family-friendly rentals
Family-friendly home rentals with a hot tub

One Particular Harbor at Smith Mountain Lake

Little House at Leesville Lake

$98 Lakefront Fireplace Dock HotTub Kayaks PetBike

NEW, CLEAN - Belle's Boat Haven in SML

Lakefront Condo at Mariner's Landing on SML

Southern Escape @ Bernards Landing w/ Kayaks

Beautiful condo W/great views & a sleeper sofa +2

Spacious 4BR Retreat w Pool & Hot tub
Family- and pet-friendly home rentals

Cute and Comfy Cabin

Bayview Cottage on SML- Westlake R26'ish

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

Nature's Retreat

The Owl House

Room to Roam

Shady Oak at Water’s Edge

The Cedar Farm | Close To VIR, Danville
Family-friendly home rentals with a pool

SML Retreat | Pool Table & Kayaks + Lake Amenities

Spacious little condo at SML

Couples Lake Retreat! Swim, Boat, Relax and Enjoy

Charming Lakefront Condo at Bernard's Landing

Lakefront Hideaway | Cozy Winter Escape

Hillside Haven

Smith Mountain Lake condo with breathtaking views!

SML One Bed Getaway
Destinations to explore
- Flat rentals Pittsylvania County
- Rentals with a washing machine and dryer Pittsylvania County
- Rentals with lake access Pittsylvania County
- Rentals with a kayak Pittsylvania County
- Fitness-friendly rentals Pittsylvania County
- Rentals with a hot tub Pittsylvania County
- Rentals with a fireplace Pittsylvania County
- Apartment rentals Pittsylvania County
- Rentals with outdoor seating Pittsylvania County
- Beachfront rentals Pittsylvania County
- Pet-friendly rentals Pittsylvania County
- House rentals Pittsylvania County
- Rentals with beach access Pittsylvania County
- Rentals with pools Pittsylvania County
- Rentals with a firepit Pittsylvania County
- Waterfront rentals Pittsylvania County
- Rentals with a patio 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
- National D-Day Memorial
- Elon University
- International Civil Rights Center & Museum
- Virginia International Raceway
- Martinsville Speedway
- Guilford Courthouse National Military Park
- Tanger Family Bicentennial Garden
- Taubman Museum of Art
- Fairy Stone State Park
- Virginia Museum of Transportation
- Mill Mountain Star
- Mill Mountain Zoo
- Percival's Island Natural Area
- Explore Park




