Cat Sitting in Chestnut Hill

Book a cat sitter to stop by your home to feed and play with your cat.

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Top rated Chestnut Hill cat sitters

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

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Sitter Profile Image: Laura B.
Verified Enhanced Background Check
Laura B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
177 reviews
36 repeat clients
5 years of experience
Midlothian, VA, 23112

Laura was very attentive to our senior dog. She left detailed messages that made us feel comfortable knowing what was going on while we were away. We came back to a happy dog. I would highly recommend Laura!

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Rachel F.
Sitter Profile Image: Julia H.
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Julia H.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
39 reviews
16 repeat clients
16 years of experience
North Chesterfield, VA, 23236

I reached out to Julia rather last minute for help with checking in on my two kitties while I was away on a trip. She was very flexible with the last minute accommodations which was awesome. She was punctual and professional! She sent lots of pictures and kept me updated on her check-ins. One of my cats needed some medication and Julia was happy to help with that. Going on a trip can be stressful worrying about your fur children, but Julia was great and I didn’t have any doubts that she was taking good care of them.

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Matt K.
Sitter Profile Image: Paula H.
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Paula H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
124 reviews
45 repeat clients
20 years of experience
N. Chesterfield, VA, 23236

Paula does such an amazing job! She is patient with our stubborn Otis and gives him so much attention and so many cuddles. She has a flexible schedule and is always quick to respond.

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Erin F.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
81 reviews
22 repeat clients
10 years of experience
Chesterfield, VA, 23832

Jessica was fantastic with providing clear communication, including updates, photos, and how our pupper was doing! Very pleasant experience and would recommend/have again in the future.

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Ian E.
Sitter Profile Image: Caitlyn & Samuel E.
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Caitlyn & Samuel E.
from
$18
per visit
5.0 out of 5 stars
32 reviews
8 repeat clients
20 years of experience
Midlothian, VA, 23114

Caitlyn jumped in when our previous dog sitter had to cancel last minute. She made the process very easy and took a lot of the stress worrying about our pup before our trip. She communicated quickly and gave great updates! Highly recommend.

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Nate M.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
315 reviews
84 repeat clients
30 years of experience
North Chesterfield, VA, 23236

Damacia was absolutely wonderful with my dog. Easy to work with, gentle, kind, and truly a dog whisperer. Bentley felt comfortable right away, and I could tell he was being cared for with real patience and warmth. I would absolutely trust Damacia again and highly recommend them to anyone looking for thoughtful, compassionate pet care.

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Beth A.
Sitter Profile Image: Kristy B.
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Kristy B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
314 reviews
120 repeat clients
16 years of experience
Chesterfield, VA, 23832

I know I can count on Kristy to do a great job checking in on my dog. It’s wonderfully knowing he is well cared for and I highly recommend her.

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Julie F.
Sitter Profile Image: Cynthia S.
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Cynthia S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
17 years of experience
Richmond, VA, 23235

Always on time with clear communication and excellent service! As long as Cynthia is available we will be hiring her whenever we are out of town.

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Daniel M.
Sitter Profile Image: Wesley H.
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Wesley H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
20 years of experience
Midlothian, VA, 23112

my dog LOVED him!

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Brian R.
Sitter Profile Image: Kassandra J.
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Kassandra J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
15 repeat clients
26 years of experience
North Chesterfield, VA, 23236

Kassandra is amazing! Very thorough with her notes and I felt completely at ease knowing my dog was in the very best hands while I was out of town!

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Devin M.
Sitter Profile Image: Kiara P.
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Kiara P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
247 reviews
65 repeat clients
4 years of experience
Midlothian, VA, 23114

Kiara was very communicative & so great with my kitty! I will definitely use her again anytime I'm out of town in the future. 100% recommend!

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Alex A.
Sitter Profile Image: Erica G.
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Erica G.
from
$15
per visit
15 years of experience
Northwest, Richmond, VA, 23235

About: I’ve been rescuing and working with animals since I was in my early teens. I’ve fostered many litters of kittens, rescued dogs and wildlife. My original dream was to be a vet but instead I’ve continued to care for animals while working for a medical technology company. I currently have a German Sheppard, 3 cats and a lovebird. In the past I’ve had gerbils, a ball python, fish, chickens and many rescue cats and dogs. I love them all so much and would have more if I had the space. -Which is why I’d love to be a part of your babies lives. I work remotely so I’m available to come walk dogs in the mornings, afternoon or evenings. I’m also happy to come house sit and provide company and all day care to your family pets. During the day, my animals are great company to me. On nice days I will work outside on the deck while Ellie and my kitties sunbathe. I would be happy to do the same with your babies.

Sitter Profile Image: Haley B.
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Haley B.
from
$25
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
15 years of experience
Richmond, VA, 23236

Haley did an amazing job for us in a pinch at Christmas! We truly appreciate you being patient with Biggie and Nipsey, and making sure they were able to get out and eat! We will definitely be looking to book Haley again, hopefully this time not so last minute on our part! 😁

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Jason T.
Sitter Profile Image: Amber C.
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Amber C.
from
$22
per visit
4.9 out of 5 stars
47 reviews
13 repeat clients
8 years of experience
Midlothian, VA, 23112

Amber did so great with my pup! I have never used Rover before and had to a only a few days to figure out care for my dog while I was away. She was prompt with her response and came to meet Monarch. Monarch instantly warmed up to her which means a lot and helped me trust that Amber was a great fit for her. I received updates and check ins from her. I would recommend Amber and would rebook her again!

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Kaitlin K.
Sitter Profile Image: Haley S.
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Haley S.
from
$20
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
15 years of experience
Midlothian, VA, 23112

Haley was great with our cat Puffin!! We loved the photos she sent us and Puffin looked like he enjoyed their visits! We will be using Haley again in the future! :)

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Lierin R.
Sitter Profile Image: Cindy T.
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Cindy T.
from
$18
per visit
5.0 out of 5 stars
301 reviews
82 repeat clients
20 years of experience
north chesterfield, VA, 23235

About: Hi, I'm Cindy! I’m a stay-at-home mom of 2. I’m an animal lover with years of experience caring for pets. In our home, we only board small(In stature) dogs, medium dogs that are on the smaller side and small breed puppies. Our Jack Russell is afraid of larger breeds and we’ve found many small dog owners have the same issue. If your pet weighs more than 25 pounds but is still small in stature(like corgis), feel free to ask! Your pet will receive plenty of love, attention, and playtime. I’m home with your pets most of the day, except for short errands. My 2 dogs, a Jack Russel named Flower and a Goldendoodle named Cupid love having friends over! I treat them like family—whether it's cuddling on the couch or romping in our large, fenced backyard. For added safety, I stay outside with them, and we have locked gates and security cameras. All pets are fed separately for safety. I carry separate liability insurance for added peace of mind.

Sitter Profile Image: Peyton B.
Verified Background Check
Peyton B.
from
$13
per visit
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: Amanda W.
Verified Enhanced Background Check
Amanda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
55 reviews
17 repeat clients
15 years of experience
Chesterfield, VA, 23832

Amanda is great with our shy tortie, Kallie! She goes above and beyond with extra pets and attention. We always come home to a happy cat and a clean home. I would definitely recommend her!

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Jackie N.
Sitter Profile Image: Tamiya J.
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Tamiya J.
from
$15
per visit
4.8 out of 5 stars
7 reviews
1 repeat client
6 years of experience
Midlothian, VA, 23112

About: I've cared for dogs since I was a child. Growing up with 3 of my own throughout my childhood. My parents entrusted me to feed, bathe and walk our dogs on a daily basis. Working at a pet resort for some time I will ensure care for yours like they are my own They will not only survive but thrive until your return. I absolutely love animals and would love for you to have a peace of mind while away. I know how important it is to know that your fur babies are in good hands, with me you don't have to doubt. As I am currently working part time in Ashland as a massage therapist on Tuesdays and Saturdays from 12pm-7pm(depending on if im booked) Otherwise my schedule allows for plenty of time for your fur babies. Whatever they need, playtime, cuddles, treats, exercise you name it! I have one cat at home who owns the place King Mkhai likes his space so I will be available to come to you for whatever you need to keep your fur babies schedule as seamless as possible! Any and all safety measures will be taken while pets are in my care, especially while on walks.

Sitter Profile Image: Sara M.
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Sara M.
from
$30
per visit
5.0 out of 5 stars
32 reviews
15 repeat clients
8 years of experience
Midlothian, VA, 23114

Amazing dog sitter!! She loves my babies so much!!

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Janine C.
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Over 285
pet parents in Chestnut Hill have booked cat sitting

Chestnut Hill cat parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Julia did a great job as always! Our dog loves when she comes over and our skittish cats come out to great her.

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Brooke S.
Drop-In Visits
5.0 out of 5 stars

Kristy is such a reliable, caring and versatile caregiver for my pets while I’m gone. Knowing she has it all covered gives me so much peace of mind when I have to be away from home.

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Valerie E.
Drop-In Visits
5.0 out of 5 stars

Eileen was incredible! She was very responsive and super attentive to our cats! She kept us very informed while we were away and it made us feel so comfortable knowing they were so well taken care of.

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Leigh G.
Drop-In Visits
5.0 out of 5 stars

Melissa did a great job watching Pete my cat. Melissa used to watch the cat I had before he passed. I’ll definitely have her watch Pete in the future.

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Neville B.
Drop-In Visits
5.0 out of 5 stars

I found out about Rover last minute and needed a sitter for my cat, Mr. Baby as my wife and I were leaving town for thanksgiving. Sarah replied very quickly and made sure Mr. Baby was taken care of and given lots of cuddles. Will absolutely be asking her to come take care of Mr. Baby in the future!

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Ammar J.
Drop-In Visits
5.0 out of 5 stars

Janini took excellent care of my cat and was very communicative and responsive. I would highly recommend her!

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Kate C.
Drop-In Visits
5.0 out of 5 stars

Madeline is wonderful! Very patient with my kitty when giving his meds. Would 100% recommend her to take care of your furry babies!!

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Elaine S.
Drop-In Visits
5.0 out of 5 stars

Renee was awesome, and my cats seemed to love her. She was attentive and communicative throughout. I would definitely recommend her!

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Lisa G.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by cat parents like you and choose a sitter who’s a great match for you and your cat
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your cat 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 cat sitting in Chestnut Hill is $20

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

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

  • World-class support

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

Sitters in Chestnut Hill average 5
repeat cat sitting clients

Cat Sitting FAQs

Frequently asked questions about Rover

Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Chestnut Hill on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.

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

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

As of Jun 2026, there are 40 cat sitters in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, 81% of Chestnut Hill cat sitters respond in under an hour.

Cat sitters with repeat customers have an average of 5 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Chestnut Hill.

Do you simply need someone to stop by and play, feed, and scoop? Chestnut Hill cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.

There are 40 cat sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your cat! We understand that each cat is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.

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

Note: If your cat 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 cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.