
Pet-friendly holiday rentals in Chesterfield County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chesterfield County
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesterfield County pet-friendly home rentals
Pet-friendly house rentals

Spacious home near downtown RVA
Mateo and his beautiful home were great during my short stay. Was very impressed and planning on coming back.

Erin's Oasis
Erins home was just right for our trip to Richmond! We needed a "soft place to land" so to speak and it was just right...Would have spent more time on the porches but the Spring pollen was thick! Fully equipped with towels and kitchen supplies. Thanks Erin!

Fan District Historical Home | Walkable & Clean
Our family had a wonderful stay! The house was perfectly accommodating and more than enough space for our family of four. We loved the outdoor space for the kids to have their fun. We enjoyed walking the lovely neighborhood and easily coming and going from museums and other activities. Blair was a great host and great communicator for anything we needed!

Modern Stylish Vacation Home
House is everything we needed while traveling for work. We would stay here again.

Cozy city home close to James River *pet friendly
This was a nice and cozy place to stay while we were visiting! Very much enjoyed our time here.

Retro Bungalow A Block to Tennis Courts & Park
James' place was a perfect place to stay while I was relocating to Richmond with my 2 dogs. The house is a 4 minute drive to my new house and accommodated my dogs and me in all respects! It's such a cozy house, I wish I had been able to spend more time enjoying it! Also worth noting, James graciously arranged to extend my stay one day without a lot of notice when I realized I needed a bit more time. Service like that is hard to find!

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL
Katie was an amazing host! She responded quickly and was so incredibly helpful. Her home was very comfortable and clean as well as charming. Our dogs also loved the backyard and we had a blast together! Definitely would come again!

Cozy Cape Close to the City!
This was a great place overall—clean, comfortable, and easy to get to, which made check-in and coming and going super convenient. My family really enjoyed the space, especially the layout and how everything was thoughtfully arranged. However, we did feel a bit exposed at times, as the front and back doors didn’t have any curtains or coverings, which made the inside visible from outside, especially at night. Additionally, the locks on those doors didn’t feel very secure, which made us a little uneasy during our stay. A few small improvements—like adding door curtains or blinds and upgrading the locks—would go a long way in making the place feel more private and secure. Otherwise, a very pleasant stay!
Pet-friendly home rentals with a pool

Historic Blanton Getaway
Stunning historic house in an amazing area. Wonderful communication with Richard. Will be back

Charming Retreat/Stunning Sky Lounge/parking/WiFi
Amazing place perfect for a couple traveling. Very clean, location is top tier! Everything is just a few mins away. This bnb gives you access to all amenities- pool, dog park, roof top, garage parking. Literally the Airbnb best experience. 10/10 recommend

River City Den
This was our second stay at Cherrie’s place. We just love it. It has everything we need, is quiet, cozy and clean. Great neighbors and a cute neighborhood. The building itself could use a little upkeep, but once you’re inside River City Den, all is from well. We’ll be back!

The Branson Lakeside Villa
Beautiful setting, comfy space, and super friendly and communicative host. Highly recommend!

Magnolias, a place to chill out.
very spacious the entire second floor of the house is yours. it's a pet friendly rental complete with a dog bed. beautiful house hardwood floors large mirrors in bathroom very clean shower there's a bidet in the toilet

Keystone Acres Farm *Enclosed Heated Pool*
Great place for getaway with Kids - lots to do and close to Richmond.

Lakefront Resort
This house is awesome. It's huge and priced very competitively. It did have issues, but they didn't bother us too much. If you're expecting perfection from a home this size, at this location at this price, you're not being reasonable. For our needs, it was PERFECT.

Lovely 1 BR Apartment with Riverfront Balcony
Although we had a brief communication issue, Felicity was there with the support I needed. She reached out proactively to make sure I was completely satisfied. I would definitely recommend and would book with her again!
Private, pet-friendly home rentals

Beautiful and Lovely Home
Enjoyed our stay at Alveena's place. Free parking, easy check in, good location. Fast wifi, we were able to have work meetings with no issues. The kitchen is well stocked and good for reheating/quick meals.

2-Bedroom oasis in Chesterfield
Ashley was amazing! When I told some issues she came and looked into it and fixed it ASAP. (Issue was very minor). The layout was great, sofas comfortable enough that you could sleep on them! Backyard was great for my two large dogs! Ashley was great! This is a perfect place for temporary housing or for like me for in between houses where I sold and had to wait a couple weeks until I could get into my new place!

Spacious Home in Richmond's Fan
This is a great house in a great neighborhood! We loved being able to park the car and walk to everything (museums, restaurants, coffee shops, parks). Easy bike ride to VCU. It was a super dog friendly area. Our pups loved long walks in the neighborhood checking out all the dog messages while we looked at all the cool houses! It was our first trip to Richmond and we loved it!

Historic Apartment in North Side
The place was perfect for what we needed as we primarily just slept and showered there. The kitchen was nice, but we did not use it.

Charming Bungalow in the heart of Carytown
The house was clean and comfortable! The outdoor space was great for the dogs and the location of the house couldn’t be more perfect!

cozy urban oasis-free private parking
Reagan’s place was absolutely perfect for me, my husband, and our dog. Nice richmond homes are few and far between, especially in the city, and especially at a reasonable rate. The place was completely SPOTLESS. It was around the corner from any and all restaurants you could need - we went to mama js and got a few groceries from Stella’s Groceries. The parking is very convenient and we had zero issues checking in. We WILL be back- if the place is available! Thanks Reagan!

Civil Century Flex-Room Suite!
Madelyn's offering was all we needed for a one-night stay. As she listed, you have to walk through the adjoining bedroom for bathroom access which could be a problem. We slept in separate bedrooms since I snore, but walking through the bedroom for my wife of 54 years wasn't an issue. The interior was spotless, and all the beds were VERY comfortable. The reason for a four-star rating on the neighborhood was only because it's an up and coming area of Petersburg, Virginia. Some of the adjoining houses were in the renovation phase, so we were a little surprised when we turned onto the street. However, our stay was great with a quiet night.

The Creekside Cool Bus
Very quiet, relaxing location for "glamping" with more amenities than you would expect with camping on your own. The fire pit, covered picnic table, and the walking trail made our trip so nice. Our dogs loved hanging out in the space. We especially appreciated staying in the bus when it rained overnight and we were comfortable and dry. Highly recommend this unique experience. Cameron and Chloe have thought of everything to make this a fun, enjoyable experience.
Destinations to explore
- Rentals with a fire pit Chesterfield County
- Rentals with outdoor seating Chesterfield County
- Rentals with a washing machine and dryer Chesterfield County
- Rentals with an EV charger Chesterfield County
- Apartment rentals Chesterfield County
- Rentals with a kayak Chesterfield County
- Waterfront rentals Chesterfield County
- Rentals with a fireplace Chesterfield County
- Rentals with pools Chesterfield County
- Condo rentals Chesterfield County
- Kid-friendly rentals Chesterfield County
- House rentals Chesterfield County
- Rentals with a home theatre Chesterfield County
- Fitness-friendly rentals Chesterfield County
- Rentals with breakfast Chesterfield County
- Smoking-friendly rentals Chesterfield County
- Rentals with a patio Chesterfield County
- Rentals with a hot tub Chesterfield County
- Rentals with lake access Chesterfield County
- Pet-friendly rentals Virginia
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Carytown
- Kings Dominion
- Brown's Island
- Pocahontas State Park
- Independence Golf Club
- Royal New Kent Golf Club
- Science Museum of Virginia
- The Foundry Golf Club
- The Country Club of Virginia - James River
- Hermitage Country Club
- Jamestown Settlement
- Grand Prix Raceway
- Kinloch Golf Club
- NGCOA Mid-Atlantic
- Libby Hill Park
- Hollywood Cemetery
- The Poe Museum
- Kiskiack Golf Club