Family-friendly holiday 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 favourite
Loft in Sutherlin
4.94 out of 5 average rating, 34 reviews

Charming loft, Close to VIR, HYCO, and Hargrave

MichelleRating, 5 stars4 weeks ago
We had a great stay. The home is as pictured. We were so happy to have a king sized bed to crash into each night. We were moving so we were hardly there. Up early in the morning and back late at night. So the bed being comfortable was a God send!! Wish more places offered a king bed but they are hard to find. Thankful Laurie let us extend our stay by another day. We were not done moving and needed another day. I would recommend this place to anyone!
Guest favourite
Home in Huddleston
4.96 out of 5 average rating, 27 reviews

Lake Escape to an Elegant 4 Br Home

DebbiRating, 5 stars1 month ago
We loved staying at this location. The scenery was amazing and the home was beautiful. It had ample room and everything was so comfy. We had a busy graduation schedule but hope to come back at another time where we can really take in the lovely mountain air and the lake! Thanks Alicia for being a great host and sharing this amazing home with us!
Apartment in Huddleston
4.82 out of 5 average rating, 11 reviews

Mariners Landing: Studio Suite #2100

DougRating, 5 stars12 months ago
Great place to stay. Easy access and everything was clean and in order We would stay here again
Superhost
Cabin in Chatham
4.63 out of 5 average rating, 59 reviews

Spacious Cottage-Hot Tub-Pet Friendly-Fast Wifi

NicolaiRating, 5 stars3 months 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 favourite
Home in Huddleston
4.98 out of 5 average rating, 90 reviews

Summer Lane at the Lake

NicoleRating, 5 stars1 month ago
Nancy’s place met all expectations. Great amenities. Comfort and space excellent. Perfect place to work, play and relax. Great view. Loved hanging on the decks and dock. Everything was easy and comfortable. Highly recommend. We loved our stay.
Guest favourite
Home in Huddleston
4.98 out of 5 average rating, 49 reviews

Tradewind Terrace- Awesome Views & Amenities

JessaleeRating, 5 stars3 weeks ago
Great stay! All bedrooms are super comfy and well sized, the dock is so fun and well set up for hanging out. We loved all the games inside the house and the kayaks. Nice big kitchen and great outdoor dining options. Perfect for a weekend trip with our group of adults and children.
Townhouse in Moneta
5 out of 5 average rating, 18 reviews

Postcard Pointe @ Bernard's Landing-Smith Mtn Lake

JoshRating, 5 stars34 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 favourite
Home in Huddleston
4.98 out of 5 average rating, 129 reviews

Journey's End-Beach, Kayaks, WIFI, Hot tub & More

RobertRating, 5 stars3 weeks ago
Nancy's listing seemed a little pricy at first, but overall was a fair price. It has a lot to offer and we would certainly consider returning some time in the future.

Family- and pet-friendly home rentals

Guest favourite
Loft in Sutherlin
4.94 out of 5 average rating, 34 reviews

Charming loft, Close to VIR, HYCO, and Hargrave

MichelleRating, 5 stars4 weeks ago
We had a great stay. The home is as pictured. We were so happy to have a king sized bed to crash into each night. We were moving so we were hardly there. Up early in the morning and back late at night. So the bed being comfortable was a God send!! Wish more places offered a king bed but they are hard to find. Thankful Laurie let us extend our stay by another day. We were not done moving and needed another day. I would recommend this place to anyone!
Guest favourite
Cabin in Huddleston
4.88 out of 5 average rating, 109 reviews

Cute and Comfy Cabin

LisaRating, 5 stars3 weeks ago
Our stay was very relaxing. Alicia was very attentive and quick to respond to our messages. I would recommend her cabin to family and friends.
Guest favourite
Flat in Moneta
4.9 out of 5 average rating, 108 reviews

Bayview Cottage on SML- Westlake R26'ish

ToddRating, 5 stars1 week ago
Anthony's place was very clean and welcoming. felt secluded even though was close to everything. was well pleased with our stay. only drawback was we weren't able to control the temperature and the house was 76 degrees too hot for June. Anthony did turn it down some but was still too hot for us . plenty of wildlife if that's your thing, the deer come close enough to almost pet them . I will definitely stay here again it's perfect for just 2 people
Superhost
Cabin in Chatham
4.72 out of 5 average rating, 47 reviews

Cabin-Firepit-Fast Wifi-Pet Friendly

AmieRating, 5 stars9 months ago
Fantastic little hidden cabin that met all of our needs. We loved that it was dog friendly and isolated enough we didnt have to worry about a leash. The solar driveway lights were a great touch as we arrived late. The creek was a lovely suprise, larger than expected. The driveway is gravel and long, tucked in just like we like! Nice decks and seating areas to enjoy the view.
Guest favourite
Home in Huddleston
4.96 out of 5 average rating, 27 reviews

Lake Escape to an Elegant 4 Br Home

DebbiRating, 5 stars1 month ago
We loved staying at this location. The scenery was amazing and the home was beautiful. It had ample room and everything was so comfy. We had a busy graduation schedule but hope to come back at another time where we can really take in the lovely mountain air and the lake! Thanks Alicia for being a great host and sharing this amazing home with us!
Guest favourite
Cottage in Huddleston
4.83 out of 5 average rating, 137 reviews

A Nautical Nook on Smith Mountain Lake

BrittanyRating, 5 stars1 week ago
This was our second time staying at Nautical Nook, we absolutely love it here. Truly is a very special place.
Superhost
Cabin in Chatham
4.63 out of 5 average rating, 59 reviews

Spacious Cottage-Hot Tub-Pet Friendly-Fast Wifi

NicolaiRating, 5 stars3 months 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!
Serviced apartment in Huddleston
4.72 out of 5 average rating, 211 reviews

Nature's Retreat

BasharatRating, 5 stars4 weeks ago
It was a great place to stay. I would definitely book again if I’m in the area and recommend others looking for a getaway in the nature and smith mountain surrounding.

Destinations to explore