House Sitting in Chesterfield

Find a loving house sitter to watch over your pets and your home.

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Top rated Chesterfield house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sarah I.
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Sarah I.
from
$35
per night
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Chesterfield, VA, 23832

Sarah has house sit/dog sit for us twice now and is absolutely amazing! She keeps us updated, sends pics, and makes sure the house is just as clean as we left it! Plus our fur babies loooovvveee her! We highly recommend hiring her! Thanks again Sarah!!!!

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Lidia W.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$65
per night
5.0 out of 5 stars
48 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina is such a fantastic pet sitter, a true God send! It was the first time we have ever left our boys alone with anyone and she was just fabulous!! She sent so many pictures, and kept us posted the entire time we were gone. She even took care of our lizards and fish for us. So reasonably priced and worth every penny. We will definitely be using her again and again and again!!!

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Christine D.
Sitter Profile Image: Cassidy R.
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Cassidy R.
from
$45
per night
5.0 out of 5 stars
30 reviews
12 repeat clients
25 years of experience
Chester, VA, 23831

Cassidy was everything I’ve ever wanted in a dog sitter! Loved on my babies and communicated with me so well. Left my house in perfect condition!

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Brooke D.
Sitter Profile Image: Meghan T.
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Meghan T.
from
$40
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
20 years of experience
Chester, VA, 23831

Meghan was such a pleasure to work with. She gave our senior dog the time and attention he deserved and brought out his playful inner puppy. She was great at communicating and we will definitely rebook with her soon!

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Megan A.
Sitter Profile Image: Crystal A.
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Crystal A.
from
$63
per night
5.0 out of 5 stars
10 reviews
10 years of experience
Chester, VA, 23831

"I cannot recommend Crystal enough! She took wonderful care of our dog Rigby and our home while we were away — the house was spotless when we got back. Crystal provided regular updates, photos, and even videos so we never had to worry. Our flight got in late and she happily stayed later to make sure Rigby was taken care of. She's responsive, kind, and clearly loves what she does. We'll definitely be booking her again!

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Chris M.
Sitter Profile Image: Jordan D.
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Jordan D.
from
$40
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Chesterfield, VA, 23832

Jordan was amazing! This was our first time using Rover and we were a little nervous but our fears were unfounded! Jordan stayed in contact through the whole stay and our pups were very comfortable with her. She did an amazing job with both our 4 month old puppy who can be a bit of a terror and our 8 year old beagle. Will definitely be using her in the future!

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Chris H.
Sitter Profile Image: Mia M.
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Mia M.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Chester, VA, 23831

Mia was absolutely INCREDIBLE!!!!! She would constantly send picture updates and made me feel secure as a nervous dog mommy. I will definitely hire her again and will recommend her to anyone needing a petsitter.

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Abigail P.
Sitter Profile Image: Kiara P.
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Kiara P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
247 reviews
66 repeat clients
4 years of experience
Richmond, VA, 23236

Kiara is a great listener, which is a big key to success for making friends with my shy hound. Her updates are detailed, and her photos are informative (and cute!). I went on a week's trip with confidence my pets would be cared for, and they were cared for very well. The most successful part of the experience is that my shy dog was confident and happy when I returned, and I cannot express how wonderful that is. I will call Kiara for our next trip!

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Jean A.
Sitter Profile Image: Mary M.
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Mary M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

Mary did a wonderful job looking after our dog Maverick. We will definitely use her again in the future.

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Jimmy R.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$60
per night
5.0 out of 5 stars
39 reviews
19 repeat clients
18 years of experience
Chester, VA, 23831

Jessica will make your fur babies fill so comfortable! Our Zoey had surgery and she stepped up and took care of her like she was her own. Thank you so much Jessica 🫶🐾💗

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Angela C.
Sitter Profile Image: Journei F.
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Journei F.
Star Sitter
from
$28
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
7 years of experience
Richmond, VA, 23234

10/10

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Matt W.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$60
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Midlothian, VA, 23832

Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)

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Katie O.
Sitter Profile Image: Peyton B.
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Peyton B.
from
$28
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Jackson Ward, Midlothian, VA, 23112

About: Growing up my family always had at least one or more pets of various breeds so I have 20+ years of experience around animals. I have cared for dogs, cats, fish, lizards, rabbits, goats, and hedgehogs. Personally, my husband & I have 2 dogs currently, 9 & 10 years old, one having epilepsy & is dependent on medication. I have helped raise/care for/train puppies, kittens, baby rabbits, & baby goats. The only pet I'm not comfortable with is snakes, my little sister has one but I only look at it from 3ft away in its enclosure, haha. I work part time Tu/W/Th 8A - 5P, I do not mind caring for pets those days, however I will be gone all day. Otherwise, I'm available for your pets needs! My personal routine with my pets: My husband helps me care for our pets daily but his schedule is a bit different than mine, so our dogs are let out at least within 4-6 hours those days. Otherwise, we let them out every 2-4 depending on their needs (which they have been trained to lets us know if they need to go sooner). Our medical dog is on a 12 hr medication schedule. I'd prefer to care in my clients home due to one of my dogs having a reactive past, it was quite a transition when we inherited our other dog. If you have a specific routine, I'm ready to follow it to the T! I'm comfortable walking dogs on leash, hanging out/playing with them in a fenced yard, or just chilling inside. As mentioned, I have experience with medically dependent pets. I have an escape artist, so I'm always vigilant of their proximity to me and prepared to run/chase in the event something happens. I can stay at the home with the pets or I can visit throughout the day!

Sitter Profile Image: Monique & Daniel V.
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Monique & Daniel V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
53 reviews
23 repeat clients
18 years of experience
Petersburg, VA, 23803

Monique’s and her husband Daniel do an amazing job taking care of our Vizsla Skye! We have hired them many times and feel so comfortable leaving Skye in their care. Skye recently tore her ACL and we knew that she was in great hands. From the moment that we met Monique and Daniel we knew we found a great team.

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Amy D.
Sitter Profile Image: Dianne B.
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Dianne B.
from
$65
per night
4.7 out of 5 stars
60 reviews
16 repeat clients
42 years of experience
Midlothian, VA, 23112

Dianne is my hero. She stepped in at late notice and took care of our pack with minimal instructions, minimal contact from me, and with the internet unexpectedly down and still took amazing care of our whole menagerie. We were not an easy client but she stepped in and totally made it look easy taking care of four dogs, a snake, a bearded dragon, and a betta. Dianne knows what she’s doing.

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Samantha T.
Sitter Profile Image: Janet S.
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Janet S.
from
$25
per night
5.0 out of 5 stars
72 reviews
20 repeat clients
35 years of experience
North Chesterfield, VA, 23234

Janet was amazing with our anxious pup, and we cannot thank her enough. She gave our pup space and time to adjust without pressure; she also gave us regular updates and reassurance.

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Jillian R.
Sitter Profile Image: Celeste H.
Verified Enhanced Background Check
Celeste H.
Star Sitter
from
$60
per night
4.5 out of 5 stars
15 reviews
2 repeat clients
15 years of experience
The Museum District, Richmond, VA, 23221

Celeste was an absolutely wonderful dog sitter. She was communicative, thoughtful, and consistently kept me updated, which gave me so much peace of mind while I was away. It was clear she genuinely cared about my dog, and seeing how happy and comfortable my dog was in her presence meant everything to me. I could tell my dog felt safe, loved, and well cared for the entire time. I would absolutely trust Celeste again and highly recommend her to anyone looking for a reliable and caring sitter.

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luanda f.
Sitter Profile Image: Ada C.
Verified Background Check
Ada C.
from
$60
per night
4.9 out of 5 stars
17 reviews
4 repeat clients
4 years of experience
Richmond, VA, 23236

Ada stayed overnight at my house with Bailey. She did an excellent job. Bailey loved her. She walked Bailey in the neighborhood and cuddled with her...No wonder Bailey loves her. She also left my house very nice and clean after staying there for 5 days. I will definitely call her again when Bailey needs a sitter.

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marolyn s.
Sitter Profile Image: Hana J.
Verified Enhanced Background Check
Hana J.
Star Sitter
from
$75
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
17 years of experience
Colonial Heights, VA, 23834

Hana was an excellent sitter! She is very easy going and my pup instantly connected with her. She also communicated very well when I did a check-in! I will definitely be using her services again!

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Anthony G.
Sitter Profile Image: Camden W.
Verified Enhanced Background Check
Camden W.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
moseley, VA, 23120

Thanks again for helping out with Otis, he was very happy to have a friend stay with him this weekend.

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Rory B.
1 / 1
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Over 37
pet parents in Chesterfield have booked house sitting

Chesterfield pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Sarah was absolutely amazing. We are so glad we found her. She sent lots of photos, stayed in touch with us the whole time and even washed the sheets and blankets from the guest room she stayed in! We look forward to her taking such good care of our pup again for our son’s wedding. It is such a relief to know your precious animals are in good hands. Judging from the way Zeus was looking at her in the photos he can’t wait either! 🐾

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Cassandra S.
House Sitting
5.0 out of 5 stars

"I cannot recommend Crystal enough! She took wonderful care of our dog Rigby and our home while we were away — the house was spotless when we got back. Crystal provided regular updates, photos, and even videos so we never had to worry. Our flight got in late and she happily stayed later to make sure Rigby was taken care of. She's responsive, kind, and clearly loves what she does. We'll definitely be booking her again!

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Chris M.
House Sitting
5.0 out of 5 stars

Phyllis did a fabulous job with our two dogs while we were away this past weekend. Callie & Howie can be wary of strangers, but they very quickly trusted Phyllis. We look forward to other trips knowing our fur babies will be in good hands.

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Michele P.
House Sitting
5.0 out of 5 stars

The week before our trip, Rebecca came to meet Paintball and get familiar with our home and the cat care supplies and routine. Paintball can be hesitant around strangers, but they quickly became friends! While we were away, Rebecca was excellent at communicating with me and she sent us many pictures of Paintball living her best kitty cat life. She even gave her a thorough brushing! Our house was just as we left it and Paintball appeared to be well cared for while we were away :) We would be happy to use her services again in the future.

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Chrystie R.
House Sitting
5.0 out of 5 stars

Brevin was great with all 4 of our pets (3 Dogs and a Cat) and they are a handful lol. I would recommend Brevin for all your petting needs and look forward to hiring him for our next trip.

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Cooper B.
House Sitting
5.0 out of 5 stars

Rangeen is a true dog lover. My dog slept with her and doesn't sleep with me! He was in good spirits when I got home. Rangeen sent regular photos and updates. Will book with her again!

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Fran T.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Chesterfield is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Chesterfield average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chesterfield on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Chesterfield house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,423 house sitters in Chesterfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Chesterfield house sitters respond in under an hour.

House sitters in Chesterfield have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chesterfield.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chesterfield house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.