Pet-friendly holiday rentals in Chesterfield County

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Popular amenities for Chesterfield County pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Richmond
4.82 out of 5 average rating, 144 reviews

Hidden gem in The Fan

MarcellaRating, 5 stars2 weeks ago
Great location, really cute apartment. Very clean and well appointed. Cameron was super helpful and responsive.
Guest favourite
Home in Richmond
4.94 out of 5 average rating, 33 reviews

Spacious home near downtown RVA

DianneRating, 5 stars4 days ago
It was nice to spend a night at Mateo's house to break up our drive home from Florida. The house is very spacious and comfortable for me and my husband, and our dog. Mateo was flexible with the check out time when we asked. We would stay there again.
Guest favourite
Home in Richmond
4.86 out of 5 average rating, 169 reviews

Erin’s Oasis

JohnRating, 5 stars1 week ago
We stayed 4 nights in February - the weather was quite cold but Erin’s place we had great heating! It was exactly as described. The kitchen was well supplied although we did not cook there. Quiet area. Plenty of hot water & great shower pressure. We had as few Questions and Erin responded promptly. We recommend and would definitely stay again.
Guest favourite
Home in Richmond
4.96 out of 5 average rating, 169 reviews

Fan District Historical Home | Walkable & Clean

GavinRating, 5 stars1 week ago
Great space and host. We'll be back to visit again. Thanks!
Superhost
Home in Richmond
4.81 out of 5 average rating, 47 reviews

Modern Stylish Vacation Home

HeatherRating, 5 stars4 weeks ago
Loved the home felt private and secure everything as describes
Guest favourite
Home in Richmond
4.92 out of 5 average rating, 25 reviews

Cozy city home close to James River *pet friendly

RachelRating, 5 stars2 weeks ago
Had a wonderful stay at this cute home! Very cozy and relaxing.
Superhost
Home in Richmond
4.92 out of 5 average rating, 64 reviews

Retro Bungalow A Block to Tennis Courts & Park

JanieRating, 5 stars2 weeks ago
James was absolutely amazing communicating with me. His site also gave fabulous recommendations for food and things to do that were close proximity to the house. Loved the fenced in back yard for my two dogs. He was a delight to correspond with!!
Superhost
Home in Richmond
4.83 out of 5 average rating, 108 reviews

Cozy Cape Close to the City!

MelissaRating, 5 stars1 month ago
A little noisy but other then that perfect!

Pet-friendly home rentals with a pool

Superhost
Home in Moseley
4.57 out of 5 average rating, 7 reviews

2 Water Front homes w/Pool-Enjoy Resort style!

CristelRating, 5 stars2 months ago
The place is big and was perfect for our office party. Everybody enjoyed their stay and had everything we needed. We will be back definitely in the summer.
Guest favourite
Home in Richmond
5 out of 5 average rating, 16 reviews

Historic Blanton Getaway

ChrisRating, 5 stars2 months ago
This home was just lovely. Super comfortable and perfect for our group of 3 adults and 4 kids. Trampoline was a huge plus! Directly across the street from a large park and a very very quick drive (could have walked) to restaurants and shops. Hosts were very responsive, flexible and friendly. Highly recommend!!
Guest favourite
Flat in Richmond
4.94 out of 5 average rating, 48 reviews

River City Den

StaciaRating, 5 stars1 month ago
Would definitely stay here again! Perfect spot for a week of exploring the city. Large, comfortable space with thoughtful amenities. The location was nearby many convenient hot spots, while being removed enough to be quiet from street noise. Cherrie was kind and responsive, making the entire stay easy!
Guest suite in Richmond
4.55 out of 5 average rating, 44 reviews

Magnolias, a place to chill out.

CarlRating, 5 stars7 months ago
Winston was communicative and open to a booking on short notice. This is a solid place to spend a night if you have doggos and need something quick and easy.
Guest favourite
Farm stay in Chesterfield
4.97 out of 5 average rating, 92 reviews

Keystone Acres Farm *Enclosed Heated Pool*

JerricaRating, 5 stars2 months ago
I cannot say enough good things about Heather and my stay in Chesterfield. I live about 30 minutes away and wanted to do something special for my daughter's 10th birthday with her friends. When I found Heather’s listing and the heated pool, I had to have it. This was a weekend we will cherish for a lifetime! Heather was very flexible with check-in and allowed me to decorate the space although it was already beautiful. Anything I needed, she was very responsive with. I cannot wait to share photos as well as come back for a stay in the summer!
Guest favourite
Flat in Richmond
5 out of 5 average rating, 6 reviews

Downtown views of the James

JolysaRating, 5 stars1 week ago
Beautiful View of the James river.Nice spacious apartment and very clean.Communication was excellent.Would book again
Flat in Richmond
4.79 out of 5 average rating, 19 reviews

Chic & Comfy 1-BR,Prime Downtown/ Balcony/near VCU

MichaelRating, 5 stars6 months ago
Great communication and great location!
Guest favourite
Flat in Richmond
4.89 out of 5 average rating, 72 reviews

Lovely 1 BR Apartment with Riverfront Balcony

DavidRating, 5 stars3 months ago
We enjoyed our stay at Felicity's place very much. It has a nice view, especially around sunset. The location is a little away from the busier parts of downtown, but the walk to the free bus isn't far. There is some noise that comes from the train tracks just south of the apartment, but it isn't overwhelming and probably would only disrupt the lightest of sleepers. Overall, a nice stay!

Private, pet-friendly home rentals

Superhost
Flat in North Chesterfield/Richmond
4.81 out of 5 average rating, 21 reviews

Cozy 3 bed 2 bath , pet friendly home

DanielleRating, 5 stars2 months ago
The location and all amenities were as described! Simone was extremely proactive about reaching out and checking in throughout our stay. Place was clean. Was a great, walkable neighborhood for my dog and I, and the fenced in backyard was a bonus! It is chain-link and not particularly high, so just keep that in mind depending on your dog’s needs.
Guest favourite
Home in Petersburg
5 out of 5 average rating, 23 reviews

2-Bedroom oasis in Chesterfield

MicheleRating, 5 stars4 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
4.86 out of 5 average rating, 66 reviews

Spacious Home in Richmond's Fan

MarkRating, 5 stars1 week ago
Beautiful place! Meg was an amazing host and extremely responsive! We will definitely be coming back!
Guest favourite
Guest suite in Richmond
4.98 out of 5 average rating, 45 reviews

Historic Apartment in North Side

KariRating, 5 stars3 months ago
Desi’s place worked great for my daughter and I on our trip. It was easy to find and parking was a snap right on the street. The space was cute and clean, and well stocked. The little welcome baskets were definitely appreciated! Desi was very helpful and responsive. We’d definitely stay here again.
Superhost
Home in Richmond
4.85 out of 5 average rating, 78 reviews

cozy spacious family home near Carytown fully fenc

ChristineRating, 5 stars6 days ago
The home was perfectly stocked with towels, clean linen, and even water bottles. The beds were comfortable, plenty of room for our group. The place was clean and organized. We only stayed for a night as a pit stop on our travels, but there was a lovely sitting porch and back garden area, and also games and toys inside.
Guest favourite
Bungalow in Richmond
4.81 out of 5 average rating, 85 reviews

Charming Bungalow in the heart of Carytown

MichaelRating, 5 stars2 weeks ago
We had a great weekend in rva and this place was close and easy access to carytown and all it has to offer.
Guest favourite
Guest suite in Richmond
4.94 out of 5 average rating, 468 reviews

cozy urban oasis-free private parking

MorriganRating, 5 stars1 month ago
Honestly, top tier stay in every regard. Just a very nice, clean and comfortable place. Couldn’t recommend it enough
Guest favourite
Tiny home in Richmond
4.96 out of 5 average rating, 46 reviews

The Barkin’ B & B

ChloeRating, 5 stars1 week ago
We didn’t stay for long but it was just what we needed! If we are ever back in Richmond we will choose Hannah’s place!

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