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Pet-friendly holiday rentals in Chesterfield County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chesterfield County pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Richmond
4.86 out of 5 average rating, 177 reviews

Erin's Oasis

NikkiRating, 5 stars2 weeks ago
perfect house for our girls trip! beds were comfy, the front porch was an excellent spot to sit and relax, the back yard area was gorgeous, though we didn't spend too much time there as we explore the city and different activities we had planned. we would definitely recommend and enjoyed our weekend immensely!
Guest favourite
Home in Richmond
4.95 out of 5 average rating, 184 reviews

Fan District Historical Home | Walkable & Clean

PeterRating, 5 stars3 days ago
We really like stopping in The Fan neighborhood when traveling through RVA. Blair’s place is quite large and has a very historic feel. She was accommodating throughout!
Superhost
Home in Richmond
4.82 out of 5 average rating, 57 reviews

Modern Stylish Vacation Home

Jerricka Rating, 5 stars3 weeks ago
Malik’s place was very nice, comfortable and beautiful on the inside. Would definitely stay here again. His place felt more like a home for me and my family and we appreciated the stay.
Guest favourite
Home in Richmond
4.93 out of 5 average rating, 27 reviews

Cozy city home close to James River *pet friendly

OliviaRating, 5 stars2 months ago
This was a nice and cozy place to stay while we were visiting! Very much enjoyed our time here.
Superhost
Home in Richmond
4.93 out of 5 average rating, 70 reviews

Retro Bungalow A Block to Tennis Courts & Park

JonRating, 5 stars3 weeks ago
The highlight of our stay here was Definitely James, the host. We had a few hiccups during our stay, but James addressed the issues we brought to him promptly and thoroughly. He was an exceptional host, making sure to take care of everything we needed. I would highly recommend any of his available Airbnb rentals and I would highly recommend him if you're looking for someone to manage your Airbnb.
Guest favourite
Home in Colonial Heights
4.92 out of 5 average rating, 145 reviews

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

ReneeRating, 5 stars6 days ago
The home was everything we needed as a family before leaving our son at AIT. You know it’s a perfect home when the house is filled with love and laughter during your stay. Katie was so kind, responsive, and had fabulous recommendations for food, treats, and some adventure with the kids. The home had everything we needed for our stay and more; it was simply incredible and homey. We are so grateful for our time spent in their home and plan to return soon.
Superhost
Home in Richmond
4.84 out of 5 average rating, 118 reviews

Cozy Cape Close to the City!

RichardRating, 5 stars2 weeks ago
Great place to stay, I would definitely recommend staying here
Superhost
Home in Richmond
5 out of 5 average rating, 5 reviews

Modern Comforts, Classic Charm: Neighborhood Gem

AbileneRating, 5 stars3 weeks ago
James was great with communication and recommended a lot of places. The home was clean and spacious. I had no complaints or concerns! Definitely staying here again!

Pet-friendly home rentals with a pool

Top guest favourite
Home in Richmond
5 out of 5 average rating, 21 reviews

Historic Blanton Getaway

IngridRating, 5 stars2 weeks ago
Richard went above and beyond to ensure that my family was comfortable and at home. He was highly communicative and responsive and the information provided before and during the stay was extremely helpful. I booked this home for family who visited the area during my wedding week and, as a local, can say that the house is in a prime location between parks and the river park system and a vibrant shopping and restaurant district. A fantastic stay in a well provisioned, unique space that is meant to be enjoyed!
Guest favourite
Flat in Richmond
4.93 out of 5 average rating, 15 reviews

Charming Retreat/Stunning Sky Lounge/parking/WiFi

SnowRating, 5 stars4 months ago
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
Guest favourite
Flat in Richmond
4.93 out of 5 average rating, 54 reviews

River City Den

DianeRating, 5 stars2 weeks ago
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!
Top guest favourite
Guest house in Chesterfield
5 out of 5 average rating, 17 reviews

The Branson Lakeside Villa

LisaRating, 5 stars2 weeks ago
Hannah was a friendly, responsive host. The property is lovely and was perfect for our stay
Guest suite in Richmond
4.56 out of 5 average rating, 45 reviews

Magnolias, a place to chill out.

VirginiaRating, 5 stars3 weeks ago
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
Guest favourite
Farm stay in Chesterfield
4.97 out of 5 average rating, 97 reviews

Keystone Acres Farm *Enclosed Heated Pool*

SheenaRating, 5 stars1 week ago
This was our second stay at the Horse Farm. It is perfect for an extended family get together. The grounds are great for walks. Everyone enjoyed the indoor pool. The grounds are beautiful.
Home in Chesterfield
4.82 out of 5 average rating, 34 reviews

Lakefront Resort

JamesRating, 5 stars1 month ago
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.
Flat in Richmond
4.79 out of 5 average rating, 19 reviews

"Chic Downtown Oasis – Walk to Everything!"

MichaelRating, 5 stars8 months ago
Great communication and great location!

Private, pet-friendly home rentals

Guest favourite
Home in Richmond
4.88 out of 5 average rating, 25 reviews

Beautiful and Lovely Home

AdaRating, 5 stars4 months ago
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.
Guest favourite
Home in Petersburgh
5 out of 5 average rating, 23 reviews

2-Bedroom oasis in Chesterfield

MicheleRating, 5 stars6 months ago
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!
Guest favourite
Townhouse in Richmond
4.87 out of 5 average rating, 77 reviews

Spacious Home in Richmond's Fan

Brian TRating, 5 stars2 weeks ago
The apartment is roomy for up to four easily. parking is available, low hassle and free. easy walks to the museum and Carytown streets. nice front porch and rear sitting area.
Guest favourite
Guest suite in Richmond
4.98 out of 5 average rating, 49 reviews

Historic Apartment in North Side

XavierRating, 5 stars2 weeks ago
Desi was a great host everything was smooth sailing.
Superhost
Bungalow in Richmond
4.81 out of 5 average rating, 88 reviews

Charming Bungalow in the heart of Carytown

Debbie Rating, 5 stars1 week ago
Charming bungalow! Great location on a quiet street in the heart of Carytown and within walking distance to VMFA. Highly recommend this if you are traveling with your dogs - fenced back and yard and covered front porch are great.
Guest favourite
Guest suite in Richmond
4.94 out of 5 average rating, 479 reviews

cozy urban oasis-free private parking

KennethRating, 5 stars1 week ago
This place was an excellent find! It was great for the convention nearby, plenty of places within a walkable distance, the parking was extremely convenient, and Reagan was incredibly helpful as a host. Would absolutely come back and stay again!
Superhost
Guest suite in Petersburgh
4.97 out of 5 average rating, 30 reviews

Civil Century Flex-Room Suite!

JörnRating, 5 stars2 weeks ago
fits the description. as expected. thank you!
Guest favourite
Bus in Chesterfield
4.93 out of 5 average rating, 123 reviews

The Creekside Cool Bus

AudreyRating, 5 stars6 days ago
My family and I loved staying here. We have a bloodhound and a chocolate lab and it was nice letting them chill in a safe environment that was peaceful. We also have a 2 year old and 4 month old and they loved being on the little path with us and listening to the rain on the bus in the night. It was also neat watching my 2 year old get excited listening to the owls right next to ya. Great experience. Great hospitality. Definitely staying there again in the future!

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