House Sitting Chesterfield

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

When are you returning?
Search

Over 43
pet parents in Chesterfield have booked house sitting

Chesterfield, Find top rated house sitting

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: Sarah I.
Verified Background Check
Sarah I.
Star Sitter
from
$35
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
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!!!!

Profile image
Lidia W.
Sitter Profile Image: sabrina s.
Verified Enhanced Background Check
sabrina s.
Star Sitter
from
$65
per night
5.0 out of 5 stars
54 reviews
15 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!!!

Profile image
Christine D.
Sitter Profile Image: Jennifer Z.
Verified Enhanced Background Check
Jennifer Z.
from
$40
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
8 years of experience
North Chesterfield, VA, 23234

Jennifer was awesome! She took excellent care of our two dogs, Kona and Milo, while we were out of town. She was very friendly and sent frequent updates letting us know how the dogs were doing. We highly recommend her!

Profile image
Katie H.
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check
Crystal A.
from
$63
per night
5.0 out of 5 stars
12 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!

Profile image
Chris M.
Sitter Profile Image: Meghan T.
Verified Enhanced Background Check
Meghan T.
from
$60
per night
5.0 out of 5 stars
16 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!

Profile image
Kourtney D.
Sitter Profile Image: Meghan H.
Verified Enhanced Background Check
Meghan H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
4 years of experience
Richmond, VA, 23234

Meghan was communicative throughout our trip, sent plenty of pictures and updates, and gave us peace of mind while we were away. We really appreciated that she took the time to do a meet and greet beforehand so we could go over expectations and show her around. We would absolutely recommend her to anyone looking for a reliable house or dog sitter!

Profile image
Meredith J.
Sitter Profile Image: Jordan D.
Verified Background Check
Jordan D.
from
$40
per night
5.0 out of 5 stars
15 reviews
1 repeat client
10 years of experience
Chesterfield, VA, 23832

I can’t say enough nice things about Jordan. She jumped in at the very last minute and helped me with my 3 cats when my previous pet sitter had a last minute emergency. She was loving and attentive to my home as well as my cats!! Thank you so much!

Profile image
Susan H.
Sitter Profile Image: Michelle C.
Verified Enhanced Background Check
Michelle C.
from
$60
per night
5.0 out of 5 stars
9 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 :)

Profile image
Katie O.
Sitter Profile Image: Isaiah M.
Verified Enhanced Background Check
Isaiah M.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Chester, VA, 23836

Isaiah did a wonderful job babysitting our dogs and house! We came back and the dogs were not anxious at all and the house was clean. They were well taken care of and he sent many photos. Definitely will use again!

Profile image
Alexis H.
Sitter Profile Image: Kiara P.
Verified Enhanced Background Check
Kiara P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
262 reviews
71 repeat clients
4 years of experience
Richmond, VA, 23236

We have three large dogs… The smallest is 110lbs and the largest 160. We booked Kiara for a 4-day/overnight house-sit booking. Kiara came by for a meet and greet and stayed in close contact with us right up to the time we were leaving. She even sent a message that she was on the way and arrived 30 minutes early. Kiara was great with the pups and loved her. We received daily photos and update while we we away. My wife and I both feel that she went way above and beyond our expectations. Kiara will be our first call when ever we need someone to take care of our pups. If you need a great pet companion and house sitter - she should be your first call too!

Profile image
Richard B.
Sitter Profile Image: Candice D.
Verified Background Check
Candice D.
from
$60
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
25 years of experience
North Chesterfield, VA, 23237

Candice accommodated my reactive Aussie who is very distrusting of new people. She gave her space and let my doggo make all the moves which I really appreciate. She’s been communicative the whole time and sent pictures! I will definitely be using her again now that my dog has built some trust with her.

Profile image
Jamie K.
Sitter Profile Image: Ada C.
Verified Background Check
Ada C.
from
$60
per night
4.9 out of 5 stars
18 reviews
5 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.

Profile image
marolyn s.
Sitter Profile Image: Stephenie S.
Verified Enhanced Background Check
Stephenie S.
from
$63
per night
5.0 out of 5 stars
3 reviews
30 years of experience
Chesterfield, VA, 23832

Stephenie stayed with our dogs at our house over the weekend, and she was phenomenal! We received lots of updates and happy pictures of the dogs while we were gone that helped put us at ease knowing the dogs were being well taken care of. Stephanie also maintained their routine and gave them their daily medicines. We are so happy to have met Stephenie and will be booking with her again!

Profile image
Alex B.
Sitter Profile Image: Rangeen A.
Verified Enhanced Background Check
Rangeen A.
from
$95
per night
4.9 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Richmond, VA, 23237

Rangeen was great! This was my first time using a house sitter from Rover and it went perfectly! Rangeen sent me pictures and updates and how my pup was doing and was super responsive and professional. Would 100% recommend!

Profile image
Taylor R.
Sitter Profile Image: Marina S.
Verified Enhanced Background Check
Marina S.
from
$30
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Richmond, VA, 23225

Marina was fantastic highly recommend her great communicator and Butch loved having her watch him

Profile image
Babs P.
Sitter Profile Image: Layla A.
Verified Enhanced Background Check
Layla A.
from
$40
per night
5.0 out of 5 stars
3 reviews
4 years of experience
Midlothian, VA, 23112

About: I work with a variety of animals from horses to dogs, this includes simple checkups to dog/house sitting! I love being outside and going for walks myself and find it so much more enjoyable with a furry companion. From hyper to chill dogs we can go for walks or runs!! I am doing this to make money for college and hopefully transfer to a university that will foster my passion in engineering. Thank you for considering me :) I am a student with a very flexible schedule as long as we communicate prior to your expectations I can be sure to be a reliable and responsible person to take care of your loved ones. I am completely free on the weekends and in the mornings and late afternoons to evenings on the weekdays when school starts august 25th. During the summer i am completely available everyday! I have a backyard with no fence but a big home, I live with my cat and backyard chickens. My house is tucked away from any busy roads and the yard has clear visibility all around!

Sitter Profile Image: Monique & Daniel V.
Verified Background Check
Monique & Daniel V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 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

Profile image
Franklin L.
Sitter Profile Image: Triston N.
Verified Enhanced Background Check
Triston N.
from
$45
per night
5.0 out of 5 stars
9 reviews
10 years of experience
Fulton, Richmond, VA, 23231

Triston was incredible! We had to book last minute and Triston stepped up to take care of our 2 dogs and 4 cats! I will definitely be booking with Triston in the future!!

Profile image
Taylor B.
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Jessica R.
from
$60
per night
5.0 out of 5 stars
41 reviews
21 repeat clients
18 years of experience
Chester, VA, 23831

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!!

Profile image
Sandrea M.
Sitter Profile Image: Joseph W.
Verified Enhanced Background Check
Joseph W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 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. 👍

Profile image
James K.
1 / 1
View more

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

Pet parents share their Rover experiences - Chesterfield

1 / 1
5.0 out of 5 stars

We love Sarah and Zeus is simply obsessed with her. She washed her bedding and stayed in contact with us the entire time. Photos and updates and genuine love for our pup. We were at my son’s wedding and the comfort of knowing our dog and our home were well cared for allowed us to be entirely present with family. And because she took such good care of the house when my in-laws opted to come Stay for a day or two I didn’t worry about whether or not I would be able to have guests. I’m so grateful

Profile image
Cassandra S.
House Sitting
5.0 out of 5 stars

Crystal was AWESOME, and I was so appreciative of her taking my very last minute booking. She was so professional and did such a great job with my dog and my home. I came home to an organization house and a very happy dog. I would definitely hire her again!

Profile image
Ada H.
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.

Profile image
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.

Profile image
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.

Profile image
Cooper B.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Chesterfield

Select a filter and find qualifying sitters offering house sitting.

Sitters in Chesterfield average 4
repeat house sitting clients

FAQs for House Sitting - Chesterfield

Frequently asked questions about Rover

The average cost for House Sitting in Chesterfield on Rover is $48.29 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of September 2026, there are 1,441 sitters on Rover offering House Sitting across Chesterfield. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chesterfield walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Chesterfield maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesterfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Chesterfield. On Rover:

  • 95% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 98% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge