Cat Sitting Chestnut Hill

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

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Over 287
pet parents in Chestnut Hill have booked cat sitting

Chestnut Hill, Find top rated cat sitting

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.
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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

We've used Laura twice now to watch our two cats and she is the best! She's friendly, reliable, thoughtful, and takes the time to locate our scaredy cat that is usually hiding. I highly highly recommend Laura!

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Lisa D.
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
46 repeat clients
20 years of experience
N. Chesterfield, VA, 23236

Paula did a great job with Mona, my cat. She is older, deaf and needs medication daily. It was nice to feel Mona was taken care of while I was on vacation!

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Joe D.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
82 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: Julia H.
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Julia H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
44 reviews
18 repeat clients
16 years of experience
North Chesterfield, VA, 23236

Julia was absolutely wonderful! We had her sitting for our very needy cat while we were away for 5 days with our dog. She was super accommodating to our cat’s quirks and our requests. We will definitely prevail on Julia’s services again to include having her look after our elderly dog - she was marvelous, caring and very thoughtful!

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Margie L.
Sitter Profile Image: Finneas B.
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Finneas B.
from
$14
per visit
8 years of experience
Richmond, VA, 23236

About: I’ve taken care of friends’, family’s, and neighbor’s pets since 2018. I love getting to know other pets and see what makes them special. Above all else, I prioritize their safety and happiness like they’re my own pet! I am available at any time to give your pet a potty break, a walk, whatever they need! I am available for boardings as well. I go back to school in August so if you have any summer vacations lined up, I will gladly take care of your furry friend. I have a chocolate lab puppy who is 5 months old. I walk her multiple times every day and play with her extensively. I never get tired of being her playmate and I would to provide the same service to your pup! I have had another dog and cat before her as well. With at least one pet around the house I’ve been caring for my own pets since I can remember.

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

Cynthia is an excellent cat sitter! She has tons of experience with cats, had no problem cleaning up after my cat when she had an accident, and shared helpful advice for cat care. I’ve already booked her twice and intend to have her as my go to for future travel!

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Morgan H.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
319 reviews
86 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: Wesley H.
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Wesley H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
Midlothian, VA, 23112

Wesley is so wonderful. I have a very skittish Mastiff and Wesley went out of his way to bond with him. He took the best care of both my dogs. He was prompt and accommodating. I would recommend him to anyone.

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Sherri W.
Sitter Profile Image: Sarah E.
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Sarah E.
from
$20
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
25 years of experience
Richmond, VA, 23236

We're so thankful to have found Sarah.

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Joleen H.
Sitter Profile Image: Kristy B.
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Kristy B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
318 reviews
123 repeat clients
16 years of experience
Chesterfield, VA, 23832

Did a great job taking care of my two little kitties while I was away. Always sent pictures and even came back the same day after I forgot to leave the key!

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Rebekah H.
Sitter Profile Image: Amanda W.
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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 was fantastic—super attentive and clearly cared about our pup’s safety and happiness. She made sure to play with him and kept a close eye so he didn’t eat anything he shouldn’t in the yard. We’d absolutely book again!

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Leslie D.
Sitter Profile Image: Francoise S.
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Francoise S.
from
$15
per visit
5.0 out of 5 stars
40 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

Françoise is amazing she is sweet, kind and just good hearted person. She was amazing to work with my dog was very comfortable! She was even able to work with my crazy changing schedule. Look forward to work with her again!

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

Kiara was great dropping in on my shy cat, Oreo, while I was out of town. She communicated frequently and took many photos. Oreo got more comfortable with her by the last day!

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Virgie F.
Sitter Profile Image: Caitlyn & Samuel E.
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Caitlyn & Samuel E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
36 reviews
9 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: Kassandra J.
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Kassandra J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
16 repeat clients
26 years of experience
North Chesterfield, VA, 23236

Kassandra is an amazing sitter - very dependable and prompt with communication! Cato loves her and we are very lucky to have her take care of our fur baby when we're away!

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Nisha S.
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: Christell A.
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Christell A.
from
$20
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
19 years of experience
Richmond, VA, 23236

Christell is amazing! She is professional, communicative, and so helpful. I highly recommend booking her for your pet care needs.

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Kenny P.
Sitter Profile Image: Kiersten J.
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Kiersten J.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Richmond, VA, 23236

About: Lifelong animal lover with experience caring for both dogs and cats (including my three cats at home!). I offer dependable dog walking and drop-in visits. I work from home, so I’m flexible and able to provide consistent, attentive care for your pets. Since I work from home, pet care fits naturally into my day. I’m available for midday walks, drop-ins, and check-ins throughout the week, plus most weekends. Your pet will get consistent attention, not just a quick visit. I provide care in your home through drop-in visits and walks, making sure your pet stays comfortable in their own space. I have experience caring for both dogs and cats and follow your routine closely—from feeding to playtime and litter box or crate care. I keep things clean, calm, and consistent, and always send photo and video updates for peace of mind.

Sitter Profile Image: Kristina & Richard T.
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Kristina & Richard T.
from
$20
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Midlothian, VA, 23114

About: We (myself and my husband, Ricky) are pet lovers and currently have two "wobbly cats". They don’t freely roam the house due to their wobbly condition and the stairs, so we are able to keep visiting pets separated. Our beloved dog passed away a few years ago and we have had cats ever since. Our kids are 9 and 8, and love to help. I am home full time with the kids, but occasionally Ricky will take the lead on pet sitting in our home. I am home with my kids this summer and our days are filled with a balance of fun and responsibility. We are very flexible with our time, and able to help. We have a fully fenced in back yard. We have chickens in our backyard but they can be kept up in their run if needed.

Sitter Profile Image: Peyton B.
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Peyton B.
from
$13
per visit
5.0 out of 5 stars
6 reviews
20 years of experience
Jackson Ward, Midlothian, VA, 23112

Peyton was Great!! She made time to stop by in advance tomake sure me and Bentley were comfortable with her. It nice to walk her through the steps needed. She was very accommodating and super sweet. Very good communication and no issues. Bentley loved her and we'll definitely use Peyton again in the future.

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Sheri S.
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The median cost per visit for cat sitting in Chestnut Hill is $20

Cat parents share their Rover experiences - Chestnut Hill

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5.0 out of 5 stars

Lauren did an amazing job taking care of my cat, Luna Laruen was reliable, communicative, and clearly cared about making sure he was happy and comfortable while I was away. Laruen sent me pictures and updates, which gave me so much peace of mind and made it easy to see that Pluto was doing great. When I got home, he was relaxed, happy, and well cared for. I would absolutely recommend Lauren to anyone looking for a trustworthy, caring, and attentive pet sitter. I would definitely book again and plan to do so!

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Emily F.
Drop-In Visits
5.0 out of 5 stars

Absolutely stellar pet sitter. Goes beyond biological needs and provides companionship. Her communication is unparalleled. Highly recommend!

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Diana C.
Drop-In Visits
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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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 cats like family

  1. 1. Search

    Browse profiles of sitters near you who offer cat 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

Sitters in Chestnut Hill average 7
repeat cat sitting clients

FAQs for Drop-In Visits - Chestnut Hill

Frequently asked questions about Rover

The average cost for Cat Sitting in Chestnut Hill on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat 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 Cat Sitting. For more information on service fees, click here .

As of July 2026, there are 1,186 sitters on Rover offering Cat Sitting across Chestnut Hill. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

A Meet & Greet is a short introductory meeting between you, your cat, 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.

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

  • 93% of sitters can help with special care needs
  • 98% 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.

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.

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