
Pet-friendly holiday rentals in Chesterfield County
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Top-rated pet-friendly home rentals in Chesterfield County
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Popular amenities for Chesterfield County pet-friendly home rentals
Pet-friendly house rentals

Erin's Oasis
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.

Spacious City Home Retreat I Large Fenced Backyard
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.

Charming and Spacious Cottage in Quiet Community
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.

Historic Carytown Home Full of Charm
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!

Cozy Chesterfield 3 bedroom
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.

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.

Downtown Fan District free parking* walk to Cary
Amazing place and great location. Easy and safe to walk around. We enjoyed our stay!

Extended Stay The Sunny ☀️ Cottage At Byrd Park
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

Historic Blanton Getaway
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.

River City Den
Matched the pictures perfectly. Nice little space. AC was great for the summer heat. Great location. Really enjoyed my stay!

Magnolias, a place to chill out.
Enjoyed our stay at Winston's place. Close to everything in and around Richmond. Would stay again.

Guest Suite on Richmond Canal Walk
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!!!

Lakefront Resort
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!

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!

1 Queen Bed|Non-Smoking, Micfridge

MS6 Sandston| 1 Queen Bed| Smoking
Private, pet-friendly home rentals

Cozy Home in Richmond
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.

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

Spacious home near downtown RVA
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.

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!

Fly-In Style: Charming Townhome 6 Mins from RIC!
We were working in the area and James’s place was great. We will definitely stay again if it’s available for future trips!

Spacious unit in Arts District
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!

Modern Comforts, Classic Charm: Neighborhood Gem
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!

RVA Old Willow Bungalow | Quaint & Quiet | 2 Kings
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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- Carytown
- Kings Dominion
- Pocahontas State Park
- Brown's Island
- Jamestown Settlement
- Science Museum of Virginia
- The Country Club of Virginia - James River
- Independence Golf Club
- Hollywood Cemetery
- Royal New Kent Golf Club
- The Foundry Golf Club
- The Poe Museum
- Kinloch Golf Club
- Libby Hill Park
- Grand Prix Raceway
- Kiskiack Golf Club
- Hermitage Country Club