Family-friendly vacation 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.

Guest favorite
Cabin in Huddleston
Promised Treasure-Cove-Upper Deck-Fire Pit-Hot Tub
Promised Treasure is an incredible waterfront property! Quiet Cove, Hot Tub, Fire Pit, 2-Tier Deck, Mountain View. Three complimentary kayaks and two paddle boards. Enjoy ping pong, Foosball & air hockey tables. Corn hole, board games, movies, X-Box. Fully equipped kitchen. Xfinity high speed internet throughout home and linens/towels included. Experience a cabin in the woods feeling while you capture the beauty of Smith Mountain Lake! Strict No Pet Policy and must be 24 years old to book.
Oct 19 – 26
$500 per night
4.96 out of 5 average rating, 115 reviews
Guest favorite
Cottage in Huddleston
A Nautical Nook on Smith Mountain Lake
A pristine, scenic, lovely 2 bed, 1 bath waterfront cottage set on about an acre of property gently tucked into a cove of Smith Mountain Lake. Private stylish cozy retreat for a couple or small family of 4, with graceful appointed furnishings. Designed open floor plan living area blending dining, kitchen, living room. Gently slopping yard to 24' x24' dock and private boat ramp. Stroll over to the fire pit in the evening after enjoying a day on the lake. Come and enjoy our slice of paradise!
Sep 19 – 26
$325 per night
4.82 out of 5 average rating, 127 reviews
Guest favorite
Condo in Moneta
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!
Jan 4 – 11
$109 per night
4.95 out of 5 average rating, 122 reviews

Popular amenities for Pittsylvania County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Huddleston
Tradewind Terrace- Awesome Views & Amenities
Apr 2 – 9
$650 per night
4.97 out of 5 average rating, 39 reviews
Guest favorite
Home in Huddleston
Summer Lane at the Lake
Nov 18 – 25
$575 per night
4.98 out of 5 average rating, 87 reviews
Guest favorite
Guest suite in Huddleston
Woodsy apartment next to SML State Park
Aug 9 – 16
$103 per night
4.9 out of 5 average rating, 115 reviews
Guest favorite
Condo in Moneta
Bernards Landing BEST VIEW! Indoor Pool Open
Jan 30 – Feb 6
$163 per night
4.84 out of 5 average rating, 172 reviews
Guest favorite
Home in Huddleston
Journey's End-Beach, Kayaks, WIFI, Hot tub & More
Oct 19 – 26
$675 per night
4.99 out of 5 average rating, 107 reviews
Guest favorite
Cabin in Huddleston
Promised Treasure-Cove-Upper Deck-Fire Pit-Hot Tub
Oct 19 – 26
$500 per night
4.96 out of 5 average rating, 115 reviews
Superhost
Cabin in Chatham
Spacious Countryside Cabin w/Hot Tub and Firepit
Oct 6 – 13
$228 per night
4.64 out of 5 average rating, 53 reviews
Superhost
Home in Huddleston
Lake Escape to an Elegant 4 Br Home
Mar 25 – Apr 1
$529 per night
4.92 out of 5 average rating, 12 reviews
Guest favorite
Townhouse in Moneta
Lake front, kayaks, SUP, WiFi, Views, pools,resort
Apr 6 – 13
$598 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Loft in Sutherlin
Charming loft, Close to VIR, HYCO, and Hargrave
May 2 – 9
$180 per night
4.93 out of 5 average rating, 29 reviews
Townhouse in Moneta
Smith Mountain Lake- waterfront Incredible view
Jan 4 – 11
$300 per night
4.81 out of 5 average rating, 63 reviews
Guest favorite
Townhouse in Moneta
Postcard Pointe @ Bernard's Landing-Smith Mtn Lake
Aug 17 – 24
$540 per night
5.0 out of 5 average rating, 18 reviews

Family- and pet-friendly home rentals

Guest favorite
Apartment in Huddleston
Nature's Retreat
Oct 24 – 31
$150 per night
4.72 out of 5 average rating, 191 reviews
Superhost
Cabin in Chatham
Countryside Cozy Cabin with Firepit and Wifi
Nov 14 – 21
$109 per night
4.74 out of 5 average rating, 39 reviews
Guest favorite
Home in Huddleston
Vacation to Remember
Nov 29 – Dec 6
$292 per night
4.98 out of 5 average rating, 48 reviews
Superhost
Home in Altavista
Frazier 102 - 4 bedroom 2 Bath Whole House listing
Jul 21 – 28
$126 per night
4.71 out of 5 average rating, 48 reviews
Guest favorite
Cabin in Huddleston
Cute and Comfy Cabin
Oct 21 – 28
$309 per night
4.87 out of 5 average rating, 79 reviews
Guest favorite
Home in Huddleston
Knot Too Shabby- SML -Waterfront Home/ Boat Dock
Sep 15 – 22
$350 per night
4.96 out of 5 average rating, 73 reviews
Home in Moneta
Dream Come True
Apr 12 – 19
$693 per night
5.0 out of 5 average rating, 4 reviews
Superhost
Cabin in Chatham
Spacious Countryside Cabin w/Hot Tub and Firepit
Oct 6 – 13
$228 per night
4.64 out of 5 average rating, 53 reviews
Superhost
Home in Huddleston
Lake Escape to an Elegant 4 Br Home
Mar 25 – Apr 1
$529 per night
4.92 out of 5 average rating, 12 reviews

Family-friendly home rentals with a pool

Guest favorite
Townhouse in Moneta
Lake front, kayaks, SUP, WiFi, Views, pools,resort
Apr 6 – 13
$598 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Loft in Sutherlin
Charming loft, Close to VIR, HYCO, and Hargrave
May 2 – 9
$180 per night
4.93 out of 5 average rating, 29 reviews
Townhouse in Moneta
Smith Mountain Lake- waterfront Incredible view
Jan 4 – 11
$300 per night
4.81 out of 5 average rating, 63 reviews
Guest favorite
Townhouse in Moneta
Postcard Pointe @ Bernard's Landing-Smith Mtn Lake
Aug 17 – 24
$540 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Condo in Huddleston
Mariners Landing: Studio Suite #2100
Aug 7 – 14
$166 per night
4.8 out of 5 average rating, 10 reviews
Superhost
Condo in Moneta
Bernards Landing BEST Amenities KAYAK Grill & More
Oct 11 – 18
$174 per night
4.78 out of 5 average rating, 141 reviews
Superhost
Apartment in Sutherlin
Showbarn Suite minutes from VIR and close to Hyco
Jun 2 – 9
$200 per night
5.0 out of 5 average rating, 7 reviews

Destinations to explore