Family-friendly vacation rentals in Pittsylvania County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Pittsylvania County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Huddleston
4.98 out of 5 average rating, 89 reviews

Summer Lane at the Lake

CarlaRating, 5 stars13 months ago
This was our 2nd stay. It's such a great place to spend time with family--lots of room & things to do...and a very well stocked kitchen. And they lake is so peaceful. Thank you, Charles and Nancy, for sharing your beautiful place.
Top guest favorite
Home in Huddleston
4.98 out of 5 average rating, 46 reviews

Tradewind Terrace- Awesome Views & Amenities

GarrettRating, 5 stars2 weeks ago
Beautiful scenery. Fully stocked house (THANK YOU). They have kayaks, a wonderful outdoor firplace/gas grill (with a small fridge and microwave as well! Hightly recommend!
Superhost
Cabin in Chatham
4.64 out of 5 average rating, 58 reviews

Country Cottage-Hot Tub-Pet Friendly-Fast Wifi

NicolaiRating, 5 stars1 month ago
Ms. Michelle hosted my team as we were in town for a tournament and we thoroughly enjoyed the large space with the nice bedrooms, spacious living rooms, and the hot tub. We had access to everything we needed, with Ms. Michelle even getting some extra towels for us. A great stay!
Guest favorite
Home in Huddleston
4.96 out of 5 average rating, 25 reviews

Lake Escape to an Elegant 4 Br Home

AmineRating, 5 stars1 week ago
Quaint and peaceful place perfect for a long weekend gateway! Alicia is a very responsive host that quickly addressed a couple of minor issues at check-in. We ate a couple of times at the golf club’s restaurant nearby (~10min away, good food) and ordered in from a local pizzeria for our last night at the lodge (Alessandro’s). Highly recommend this place.

Family- and pet-friendly home rentals

Guest favorite
Loft in Sutherlin
4.94 out of 5 average rating, 31 reviews

Charming loft, Close to VIR, HYCO, and Hargrave

NicoleRating, 5 stars5 months ago
Laurie was nice. Great communication. The place was conveniently located close to VIR. Located on a beautiful piece of property, but we spent so much time at the track that we did not get to utilize any of the amenities.
Guest favorite
Cabin in Huddleston
4.88 out of 5 average rating, 102 reviews

Cute and Comfy Cabin

SophiaRating, 5 stars2 weeks ago
Had a wonderful stay, the area was absolutely stunning and Alicia was very kind, we had some questions about the fishing in the area and she was extremely helpful in giving us some tips! The cabin was so cozy and we definitely plan on coming back for another visit in the warmer months!
Superhost
Apartment in Moneta
4.89 out of 5 average rating, 104 reviews

Bayview Cottage on SML- Westlake R26'ish

JulieRating, 5 stars8 months ago
The apartment is very comfortable and cozy feeling. Beautiful, peaceful surroundings. The kitchen and bathroom were both well stocked with anything we might need. Very nice outdoor sitting and eating area as well. We had such a relaxing time!
Guest favorite
Home in Huddleston
4.96 out of 5 average rating, 25 reviews

Lake Escape to an Elegant 4 Br Home

AmineRating, 5 stars1 week ago
Quaint and peaceful place perfect for a long weekend gateway! Alicia is a very responsive host that quickly addressed a couple of minor issues at check-in. We ate a couple of times at the golf club’s restaurant nearby (~10min away, good food) and ordered in from a local pizzeria for our last night at the lodge (Alessandro’s). Highly recommend this place.
Superhost
Cabin in Chatham
4.72 out of 5 average rating, 46 reviews

Cozy Cabin-Firepit-Fast Wifi-Pet Friendly

AndreaRating, 5 stars11 months ago
Amazing and YES, cozy but not small country cottage! Beautiful Natural and well kept outdoors. Many sitting and dinning areas. inside provided tremendous light, many windows, Amazing space and separation of sleeping areas and very private bath. Kitchen perfectly laid out with much space for multiple cooks. Clean, private, quite and indoor bug free environment. Two perfect fire pits; one secluded for privacy and another perfect for gatherings. Perfect ambience. We felt we were home away from home. We had last minute request and Michelle was flexible, accommodating and went beyond host duties to fulfill our unusual needs. We will definitely return for another country cozy get away. Check in/out instructions were clear and minimal. Thank you for an amazing getaway! Look for us to return. We will definitely tell our friends!
Guest favorite
Cottage in Huddleston
4.83 out of 5 average rating, 134 reviews

A Nautical Nook on Smith Mountain Lake

CynthiaRating, 5 stars7 months ago
A Nautical Nook was a peaceful place to spend Labor Day Weekend with our two dogs and college-age kids. We loved the dock and used kayaks each day to paddle up the lake. Our dogs loved chasing a ball in the backyard and swimming with us at the water’s edge. The location is close to Smith Mtn Lake State Park and Mariners Landing, the latter where we ate dinner three nights, rented wave runners one afternoon to explore the larger lake, and played golf one afternoon. Robert’s kitchen had all we needed and the screened in porch was great. We didn’t have any issues during our stay but up until our visit Robert was very responsive so we imagine he would have been quick to respond had anything been needed.
Superhost
Cabin in Chatham
4.64 out of 5 average rating, 58 reviews

Country Cottage-Hot Tub-Pet Friendly-Fast Wifi

NicolaiRating, 5 stars1 month ago
Ms. Michelle hosted my team as we were in town for a tournament and we thoroughly enjoyed the large space with the nice bedrooms, spacious living rooms, and the hot tub. We had access to everything we needed, with Ms. Michelle even getting some extra towels for us. A great stay!
Apartment in Huddleston
4.71 out of 5 average rating, 207 reviews

Nature's Retreat

JosephRating, 5 stars6 months ago
We really enjoyed our stay. The accommodations and amenities were as advertised and we really enjoyed the many deer and other wildlife that came around quite a bit. The location was very close to the lakes beach and restaurants and boat rentals reasonably close and easy to find.

Family-friendly home rentals with a pool

Guest favorite
Loft in Sutherlin
4.94 out of 5 average rating, 31 reviews

Charming loft, Close to VIR, HYCO, and Hargrave

NicoleRating, 5 stars5 months ago
Laurie was nice. Great communication. The place was conveniently located close to VIR. Located on a beautiful piece of property, but we spent so much time at the track that we did not get to utilize any of the amenities.
Townhouse in Moneta
5 out of 5 average rating, 18 reviews

Postcard Pointe @ Bernard's Landing-Smith Mtn Lake

JoshRating, 5 stars32 months ago
Great location at Bernard’s Landing - right next to the club house with the pool and other amenities. Very large space that could easily accommodate 4 couples. Would definitely stay here again!
Guest favorite
Condo in Moneta
4.84 out of 5 average rating, 211 reviews

April dates Reduced BEST VIEWS Bernards Landing

EstherRating, 5 stars1 week ago
We had a lovely stay at John’s condo, the view is beautiful! We enjoyed the indoor pool, hot tub, sauna and steam room. SML is such a relaxing place, there isn’t a ton of “stuff” to do and I think that’s why we like it so much. It really forces you to relax and take in the beauty of the surrounding areas. We did the baby goat snuggles activity that is suggested and it was so much fun and such a great family experience, we highly recommend it! Thank you John, we look forward to booking again in the future 🙂
Condo in Huddleston
4.82 out of 5 average rating, 11 reviews

Mariners Landing: Studio Suite #2100

DougRating, 5 stars10 months ago
Great place to stay. Easy access and everything was clean and in order We would stay here again
Guest favorite
Condo in Moneta
4.78 out of 5 average rating, 170 reviews

April Dates Reduced BEST Amenities BernardsLanding

NeerajRating, 5 stars5 days ago
The place was breathtaking. A lot of water activities to choose from !
Guest favorite
Condo in Moneta
4.95 out of 5 average rating, 136 reviews

Bernard's Landing Bliss! Breathtaking Views

MeganRating, 5 stars1 month ago
We had an amazing stay! Such a great location and lots to do inside the community. I recommend it!

Destinations to explore