Kid-friendly holiday rentals in Pittsylvania County

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Top-rated family-friendly rentals in Pittsylvania County

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Chatham

4.96 out of 5 average rating, 81 reviews

Mahalo Suite...beach vibes in Virginia foothills

Keep it simple at this 438 sq ft peaceful and centrally-located place in the heart of Chatham, VA. Within walking distance to Chatham Hall and Hargrave and our local coffee shop and restaurants. Conveniently located 25 minutes from Danville and 45 minutes from Lynchburg and a 5Smith Mountain Lake State Park is about 45 minutes from here which offers various outdoor activities, including lake swimming, boat ramp, hiking, and fishing. We apologize for any inconvenience but we do not allow animals.

Guest favourite

Flat in Danville

4.92 out of 5 average rating, 165 reviews

FREE Parking!! 5★ Amenities! 1 Gig WIFI! DOWNTOWN!

This ground/first floor apartment situated in the heart of downtown is minutes from Averett Univ., Sovah Health, the Museum of Fine Arts and the forthcoming Caesar's Casino. The apt. itself: ✓ has keyless self check-in ✓ is designed in a pleasing farmhouse aesthetic ✓ is fully furnished with brand new furniture ✓ offers high-speed WiFi (1 Gig) ✓ features a large SMART TV for all your streaming services ✓ multiple heating and cooling options for different tastes ✓ complimentary coffee and tea

Guest favourite

Home in Alton

4.94 out of 5 average rating, 171 reviews

8 mi. to VIR! 18 min to Danville, South Boston, Va

Spacious, clean, relaxing- this home is less than 8 miles from VIR and 18 mi to Danville, South Boston, or Roxboro. The listing is on one floor level to accommodate those with mobility issues. High-speed satellite WiFi. Bedrooms provide linens/pillows/blankets. Bathrooms provide towels, toilet tissue, handsoap, bodywash, & shampoo. Fully functional kitchen w/coffee. Oversized paved parking with easy accessibility. Perfect for trailers/multiple large vehicles. Strict no smoking or pets please

Top guest favourite

Flat in Danville

4.95 out of 5 average rating, 185 reviews

Main St, near dtwn casino, coffee, wifi, free park

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.

Top guest favourite

Apartment in Moneta

4.98 out of 5 average rating, 254 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

Home in Sandy Level

4.97 out of 5 average rating, 210 reviews

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! Even have Gas Logs in the fireplace! Explore acres of yard, woods & creek. Leesville & SML beaches & boat launches are 9-30 mi 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.

Top guest favourite

Flat in Hurt

5 out of 5 average rating, 27 reviews

Roark Mill Retreat

Welcome to the Roark Mill Retreat. Your cozy and private getaway located in the bottom level of our charming home on Roark Mill Road in Hurt, VA. This inviting space offers a comfortable queen bed along with a queen/twin bunk bed. We offer a well equipped kitchenette and a refreshing bathroom. Enjoy the convenience of a separate entrance and the tranquility of a peaceful neighborhood. Whether you’re here for one night or a longer stay, you’ll find everything you need for an enjoyable visit.

Guest favourite

Home in Danville

4.95 out of 5 average rating, 134 reviews

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!"

Top guest favourite

Farm stay in Hurt

4.97 out of 5 average rating, 107 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

Home in Danville

4.99 out of 5 average rating, 136 reviews

Large 4 BR, Game Room, *Midweek stay discounts*

Welcome to River City Retreat's The Grove Park House! * 4 Large Bedrooms * 3 Full Bathrooms * Well equipped large kitchen * 4 TV's w Free Disney+ Streaming * Game Room/ Basement Bar * Additional Basement Living Room and Kitchenette * Screened in Porch * Firepit with Adirondack Chairs * Large driveway and plenty of street parking available * Quiet, safe, family friendly neighborhood * 5 mins from SOVAH Danville Hospital * 7 mins from Caesars Virginia Casino

Guest favourite

Home in Pittsville

4.95 out of 5 average rating, 188 reviews

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.

Guest favourite

Home in Danville

4.88 out of 5 average rating, 137 reviews

Cute Comfy House

Only 1 mile from the new Caesars casino - Welcome to the cute comfy house! This home has 2 bedrooms with a queen in each room. There is an additional single person foldout cot in the closet. Freshly remodeled from top to bottom and situated on an acre in a quiet and peaceful neighborhood minutes away from Main St., Averette University, downtown and the Riverwalk. Washer/Dryer in the basement