House Sitting in Chester

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

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Top rated Chester house sitters

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

1 / 1
Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
207 reviews
58 repeat clients
10 years of experience
Chester, VA, 23831

We are repeat customers and we just adore Allison! She is so prompt with responses and keeps us up to date with our pets! Our fur babies are always in good hands with her!

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Victoria A.
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: sabrina s.
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sabrina s.
Star Sitter
from
$65
per night
5.0 out of 5 stars
44 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: 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

It was not easy leaving my dogs but I knew they were in good hands the minute I met Meghan. She took great care of my dogs and sent me detailed updates. I highly recommend Meghan and will definitely use her again!

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Kourtney D.
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: Mia M.
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Mia M.
from
$40
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: 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 was so kind and flexible with our needs. She loved our girls so well and took amazing care of them. We received so many photos and videos of our two happy pups it made all the difference. Highly recommend and will be using her again!

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Brielle O.
Sitter Profile Image: Crystal A.
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Crystal A.
from
$63
per night
10 years of experience
Chester, VA, 23831

About: I have taken care of dogs ranging from 10 pounds to 110 pounds my entire life. I have owned chihuahua dachshund mix, akitas, huskies, and German shepherds; so I understand big breeds as well as smaller ones. I have helped family members and neighbors with their dogs growing up with house sitting and dog walking. I know how important furbabies are to families, and treat each and every one as I would my own. I currently work full time with every other Monday off. I go to work about 7 am and get home about 430 pm. I do have volleyball leagues on Monday Wednesday and Friday nights that I am gone for 2 hours between 6-11pm as it varies based on game time. I love to hike and be outside so taking the dogs for walks a non issue. I treat all furbabies as if they were my own. I adjust my schedule accordingly to accommodate the animals as best as I can. I have given insulin shots and medication to animals and am comfortable with it.

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$34
per night
5.0 out of 5 stars
1 review
3 years of experience
Chester, VA, 23831

Rebecca was an absolutely wonderful sitter for our pups! She was incredibly attentive, made sure all of their needs were met, and gave them so much love and care. Our dogs can be a bit high-energy and challenging at times, but she handled them with ease and confidence. From brushing them to bringing them toys and treats, Rebecca went above and beyond to make sure they felt happy, comfortable, and loved while we were away. It was clear that she genuinely cared for them and treated them like her own. We couldn’t have asked for a better sitter and would highly recommend her to anyone looking for exceptional pet care!

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Mackenzie E.
Sitter Profile Image: Sara T.
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Sara T.
from
$45
per night
28 years of experience
Chester, VA, 23831

About: I've never been without pets in my life. My family and I have always been avid animal lovers, and I've been lucky enough to raise dogs, cats, snakes, and even horses! Growing up, we always had at least two dogs, and oftentimes, a cat as well. Currently, I have two cats and a pit bull of my own. Over the past 8 years, I've worked as a pet sitter for friends, family, coworkers, and neighbors. I'd like to offer my services to those who may not have someone they can lean on when they're busy! I work 3 days a week as a full time EMT and volunteer with a local fire department in my free time. If you have any questions about my services, me, or my availability- please don't hesitate to reach out! :) As a full time EMT, my work schedule is very forgiving. I have four days off each week, which are Monday, Wednesday, Saturday and Sunday. I can very easily fit pet care in on those days, and by request, can sometimes squeeze in morning care on Tuesday, Thursday, and Friday. With a dog and 2 cats of my own, I do not offer boarding services. I have plenty of experience pet sitting in your pet’s natural habitat; home visits are no issue for me, and I think it’s the best way to ensure that your animals are as comfortable as can be while you’re away.

Sitter Profile Image: Zander M.
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Zander M.
from
$65
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
18 years of experience
Richmond, VA, 23220

Zander was great! He took great care of my two kitties and my house. :)

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

Did a great job, kept us in loop of anything going on and e how our fur babies were doing. Kept place clean and was there when she said she would be

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Franklin L.
Sitter Profile Image: Hana J.
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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: 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

Best house and dog sitter yet! Plenty of updates, communication, photos and videos. Jordan took great care of Jet, giving him plenty of activity and affection, and our home as well. Will absolutely work with her again.

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Sam P.
Sitter Profile Image: Abreya K.
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Abreya K.
from
$40
per night
4.8 out of 5 stars
48 reviews
18 repeat clients
23 years of experience
Chester, VA, 23831

We needed a pet sitter last minute due to our other option not working out. I found Aubrey and she was absolutely amazing! Our pups had a great time with her. She was respectful of our house and requirements and I can’t say more than great things about her. She even brought them treats and a toy! Thank you again and look forward to booking with you in the future.

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kylie r.
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: Linda A.
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Linda A.
from
$65
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
30 years of experience
Chester, VA, 23831

Linda did a fabulous job taking care of my two dogs, one of whom can be a bit tricky with people he doesn't know. From the start, I appreciated Linda's professional yet laid-back manner. Communication remained top-notch before and during our trip. It was so nice being able to relax knowing our dogs were in great hands. We absolutely hope to use Linda again!

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Jenna D.
Sitter Profile Image: Savanna G.
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Savanna G.
from
$60
per night
5.0 out of 5 stars
15 reviews
1 repeat client
15 years of experience
Richmond, VA, 23234

Savanna was great! She took excellent care of our senior cats and our house while we were away. Super communicative and kind. Cats liked her immediately! :)

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Sean M.
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$45
per night
35 years of experience
CHESTER, VA, 23831

About: I would love to come take care of your pet. I have always loved animals and training them has always been second nature to me. All my life I have been raising puppies along with all types of other creatures. I value their life as you would your own and I treat all owners and their belongings including furry children with utmost respect. I have fostered puppies from SFC(Spotsylvania) and BRAG here in Richmond. I am an army veteran who's current pet is a pitsky. She knows commands I have taught her myself. Sit, stay, down, drop, speak, handshake, ect. :-) I also know how to do dog CPR even though I am not certified I had a lab/mastiff mix who had a heart condition. I hope to work with you in the future. I currently am not working so I am flexible atm. However that may change by then end of June. I am always open to discussing plans with you.. I have a fenced in yard and at my clients home, if they do not have a fenced in yard, I make sure to never allow a pet to escape. I couldn't imagine the terror if it happened to mine so I will never let that happen to yours.

Sitter Profile Image: Joseph W.
Verified Enhanced Background Check
Joseph W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Chester, VA, 23836

First time house sitting for our Bernedoodle and she was well handled by Joey. He took well care of her as usual, played, walked her and gave her medicine. 👍

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James K.
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Over 70
pet parents in Chester have booked house sitting

Chester pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

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.
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

Rebecca was an absolutely wonderful sitter for our pups! She was incredibly attentive, made sure all of their needs were met, and gave them so much love and care. Our dogs can be a bit high-energy and challenging at times, but she handled them with ease and confidence. From brushing them to bringing them toys and treats, Rebecca went above and beyond to make sure they felt happy, comfortable, and loved while we were away. It was clear that she genuinely cared for them and treated them like her own. We couldn’t have asked for a better sitter and would highly recommend her to anyone looking for exceptional pet care!

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Mackenzie E.
House Sitting
5.0 out of 5 stars

Meghan was amazing. Communicated when necessary and my dog was well taken care of! Will continue to rebook with her!

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Danielle S.
House Sitting
5.0 out of 5 stars

We don't leave our dog often at all, if ever. Cassidy made us and Sunny the pup, feel so welcomed and confident. We left Sunny knowing that above all, she would feel love! She seemed very relaxed in the pictures and when we came home, no anxiety at all ! We will definitely have Cassidy visit Sunny again soon !

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Karen M.
House Sitting
5.0 out of 5 stars

Linda did a fabulous job taking care of my two dogs, one of whom can be a bit tricky with people he doesn't know. From the start, I appreciated Linda's professional yet laid-back manner. Communication remained top-notch before and during our trip. It was so nice being able to relax knowing our dogs were in great hands. We absolutely hope to use Linda again!

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Jenna D.
House Sitting
5.0 out of 5 stars

Anabella was respectful of our house and provided photos and updates on our pups. We would be thrilled to have her in our home again.

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Kerry-Ann P.
House Sitting
5.0 out of 5 stars

Brandie was amazing and kept us informed the entire week we were away. Jack, our dog was relaxed and well exercised when we came home. The house was neat and as we left it. Looking forward to hiring Brandie again for the next time we leave town.

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Tamar B.
House Sitting
5.0 out of 5 stars

Jessica was excellent! She was so good to the pups I think they were sad when we got home!! 😍 She sent so many pictures and wrote messages to us on how the dogs were doing. The house looked nice and orderly, too, when we arrived which is always wonderful to come home to. I wish I could give her wayyyyy more stars than 5!!

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Sandrea M.
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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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 Chester 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 Chester 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 Chester 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 Chester 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 1,443 house sitters in Chester. 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 Chester house sitters respond in under an hour.

House sitters in Chester 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 Chester.

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. Chester 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.