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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, 180 reviews

Erin's Oasis

TammyRating, 5 stars1 month ago
This was a wonderful, charming place. So easy to find and check in. It was absolutely clean and tidy. Check in and check out were easy. I was a little nervous at first for street parking in Richmond can be difficult, but it wasn't an issue at any time of the day or evening when we returned to the home. Sitting on the porch enjoying the weather after a day of touring the city was so pleasant. The area is peaceful and quiet. It is perfectly placed for access to all activities in Richmond but quiet and restful in the evening and sleeping, away from the hustle bustle of the city. We will happily stay again when the need arises.
Guest favourite
Home in Richmond
4.91 out of 5 average rating, 145 reviews

Spacious City Home Retreat I Large Fenced Backyard

HollyRating, 5 stars1 month ago
Our family of five had a quick stay at Josh’s and the home did not disappoint. It was spacious, comfortable, and convenient. The back porch and yard was our favorite space - the fire pit and twinkle lights created a great atmosphere. We would absolutely stay again.
Guest favourite
Home in Richmond
4.92 out of 5 average rating, 12 reviews

Charming and Spacious Cottage in Quiet Community

JaneRating, 5 stars1 month ago
Ashley's home is in a lovely quiet wooded neighborhood - lots of green space, trees, pretty homes, and very friendly neighbors. If you enjoy walking, biking, or running, you'll be in the perfect spot. We don't have a dog, but it's nice that she allows people who do to bring along their furry friends. The beds and super comfy and the blackout curtains also make for a good night's sleep. A great place to stay if you're looking for peace and quiet.
Guest favourite
Home in Richmond
4.93 out of 5 average rating, 147 reviews

Historic Carytown Home Full of Charm

CatyRating, 5 stars2 weeks ago
Garrett's place is excellent. Walking distance (a block) to all the restaurants, bars and shopping you could want yet the home is quiet and peaceful at bedtime! The front porch and backyard are fantastic for enjoying the outdoors. Garrett's place is in my top three favorite airbnbs in all of Richmond! Many thanks to Garrett for a perfect visit!
Superhost
Home in Richmond
4.68 out of 5 average rating, 19 reviews

Cozy Chesterfield 3 bedroom

JoshuaRating, 5 stars2 weeks ago
Comfortable stay for a quick visit to Chesterfield. We were there for a wedding at Pocahontas State Park and the location of Lori's place was perfect.
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 stars3 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
4.87 out of 5 average rating, 168 reviews

Downtown Fan District free parking* walk to Cary

WasilRating, 5 stars1 month ago
Amazing place and great location. Easy and safe to walk around. We enjoyed our stay!
Guest favourite
Home in Richmond
4.94 out of 5 average rating, 251 reviews

Extended Stay The Sunny ☀️ Cottage At Byrd Park

TylerRating, 5 stars1 week ago
Everything was clean and it was a good place to stay, and it was close to Richmond and had a blast going out.

Pet-friendly home rentals with a pool

Top guest favourite
Home in Richmond
5 out of 5 average rating, 26 reviews

Historic Blanton Getaway

SunnyRating, 5 stars5 days ago
We loved our stay! The landscaped backyard was just what our dogs needed and we were so close to everything. The home and furnishings were lovely. Richard was a great host and communicated everything quickly! Will be back for sure.
Guest favourite
Flat in Richmond
4.93 out of 5 average rating, 60 reviews

River City Den

HaleeRating, 5 stars2 weeks ago
Matched the pictures perfectly. Nice little space. AC was great for the summer heat. Great location. Really enjoyed my stay!
Guest suite in Richmond
4.61 out of 5 average rating, 46 reviews

Magnolias, a place to chill out.

RyanRating, 5 stars3 weeks ago
Enjoyed our stay at Winston's place. Close to everything in and around Richmond. Would stay again.
Guest favourite
Guest suite in Richmond
5 out of 5 average rating, 8 reviews

Guest Suite on Richmond Canal Walk

MaryanneRating, 5 stars5 days ago
Cute and cozy and charming room but the main appeal is the incredible location!!! so much to do and explore and not enough time!!! we cannot wait to come back. Thank you Erica!!!
Home in Chesterfield
4.83 out of 5 average rating, 35 reviews

Lakefront Resort

TeresaRating, 5 stars2 weeks ago
It is an incredible property, pictures and words don’t do it justice. The home, grounds and neighborhood are very well appointed with a wonderful layout. There are multiple outdoor gathering areas, we saw swans daily, the bird and frog songs were enchanting. We walked the neighborhood every day. The pool and landscaping were amazing. The master wing is exceptional. We were there for a family wedding and the “princess” dressing room was very well used. The master bath/ shower room has a steam feature that we enjoyed and the” sparkly” bath and shower were magical for our grandkids ( and the adults.). The art and collections were exotic and everyone, not just the grandchildren were enchanted. We entertained 10-25 guests comfortably each evening. As to previous reviews about cleanliness-it was fine, as per linens, everything was available, clean, folded. PS if you want the St. Regis this property has much more to offer than fluffy robes and slippers. We will be back!
Superhost
Flat in Richmond
4.87 out of 5 average rating, 75 reviews

Lovely 1 BR Apartment with Riverfront Balcony

IvanRating, 5 stars7 months ago
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!
Villa in Sandston
New place to stay

1 Queen Bed|Non-Smoking, Micfridge

Villa in Sandston
New place to stay

MS6 Sandston| 1 Queen Bed| Smoking

Private, pet-friendly home rentals

Guest favourite
Townhouse in Richmond
5 out of 5 average rating, 17 reviews

Cozy Home in Richmond

ShrendaRating, 5 stars4 weeks ago
Jordans place was cozy, clean, comfortable. Clean linen beds were amazingly comfortable quiet are nice surroundings. We were here for my daughters graduation and no fault of our host we had to disturb him but he was there in less than 30 minutes to help our sleepy family. Thanks Jordan. The place smelled amazing, well kept and modern everything. The kitchen and bathroom were fully stocked with everything and not the cheap stuff but quality. Look if i ever need a place here or anyone i know i will highly recommend this beautiful place.
Guest favourite
Home in Richmond
4.83 out of 5 average rating, 75 reviews

House full of peace, with a parking patio for 4 cars

JeanneRating, 5 stars2 weeks ago
We had a very comfortable and enjoyable stay. This older home in a quiet older neighborhood is well-maintained, thoughtfully updated, cozy, and comfortable. It was spotlessly clean, and the check-in process was a breeze. We appreciated the ample off-street parking and the layout, which easily accommodated the multiple generations of our family during our gathering in Richmond. Plus, the location was ideal—less than 15 minutes to downtown. Mayra, our host, made us feel very welcome and was quick to respond to any questions. The home was well stocked with everything we needed. (including a crib and bassinet) There is a large private fenced backyard and a nice office area. I would certainly stay here again.
Guest favourite
Home in Richmond
4.93 out of 5 average rating, 41 reviews

Spacious home near downtown RVA

AndreaRating, 5 stars1 month ago
My family needed a place within the area to stay while emergency work was being performed on our home. Booking Mateo's place was painless and easy. Mateo's place had everything we needed and was very clean, tidy, and comfortable. Mateo was a very gracious host, always friendly and responsive. I would definitely recommend Mateo's home.
Guest favourite
Home in Petersburgh
5 out of 5 average rating, 23 reviews

2-Bedroom oasis in Chesterfield

MicheleRating, 5 stars7 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 Highland Springs
4.91 out of 5 average rating, 22 reviews

Fly-In Style: Charming Townhome 6 Mins from RIC!

HowardRating, 5 stars2 weeks ago
We were working in the area and James’s place was great. We will definitely stay again if it’s available for future trips!
Guest favourite
Flat in Richmond
4.96 out of 5 average rating, 83 reviews

Spacious unit in Arts District

KathleenRating, 5 stars2 weeks ago
We had a fantastic stay! This condo had great high ceilings, which made the place feel very spacious. There were close spots to quickly park and unload suitcases, and no stairs to climb. There are so many things to do within walking distance, such as great restaurants and visiting the beautiful capitol building area. Parking is included and just around the block in a safe garage, which is such a plus when staying downtown. We definitely would book this space again! Whit is very helpful, friendly and responsive!
Superhost
Home in Richmond
5 out of 5 average rating, 6 reviews

Modern Comforts, Classic Charm: Neighborhood Gem

AbileneRating, 5 stars2 months 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!
Top guest favourite
Home in Richmond
5 out of 5 average rating, 8 reviews

RVA Old Willow Bungalow | Quaint & Quiet | 2 Kings

KaraRating, 5 stars1 month ago
This home is a true gem! It's beautifully designed with an abundance of natural light, creating a wonderfully airy and welcoming atmosphere. Tucked away in a quiet neighborhood, the peaceful sounds of birdsong were a delightful backdrop to our stay. The house was incredibly well-equipped with everything we could possibly need for an enjoyable and comfortable visit. We were in town for a swim meet, and the location was perfect for a direct and easy drive to the Collegiate School Aquatic Center. This home provided an excellent and relaxing respite from a fast-paced long weekend. Highly recommend!

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