Cat Sitting Chestnut Hill

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Over 298
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
182 reviews
36 repeat clients
5 years of experience
Midlothian, VA, 23112

Our playful lab loves Laura! We can't thank Laura enough for taking great care of our pup and sending us detailed updates. Laura is wonderful!

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

Kristi is absolutely wonderful!! Our cats were well taken care of. Plus she also went above and beyond to help with a few issues that came up while we were out of state. We have definitely found a person we can trust to take care of our fur babies.

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Melanie S.
Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
56 reviews
8 repeat clients
10 years of experience
Chesterfield, VA, 23832

Tara was so great to Elvis, she was so sweet. She was able to help on not a very long notice and I appreciate her so much. Would for sure book with her again !

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Ruby V.
Sitter Profile Image: Jynette V.
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Jynette V.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
30 years of experience
Chesterfield, VA, 23832

Jynette did a wonderful job with my four dogs. Everyone seemed content and happy. Highly recommend.

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

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

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Janine C.
Sitter Profile Image: Paula H.
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Paula H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
128 reviews
46 repeat clients
20 years of experience
N. Chesterfield, VA, 23236

Amazig care! She kept us up to date with photos and messages. She was attentive and asked questions if needed. Our cats warmed right up to her.

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Nathalie H.
Sitter Profile Image: Teresa P.
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Teresa P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
25 reviews
8 repeat clients
6 years of experience
Cedarhurst, Richmond, VA, 23225

Teresa was excellent with my large, often anxious, cat Sherlock. Upon my return I found a happy Sherlock with none of the usual stress symptoms. Teresa also communicated frequently and sent photos of all the snuggles and other antics Sherlock got up to each day. It was great to see my cat happy while I was away!

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Rachel M.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
64 reviews
18 repeat clients
15 years of experience
Richmond, VA, 23236

Sarah watched our two kitties for a week, coming in every day to play, comfort, and care for them while we were away. Everyday, she sent us multiple photos, a few videos, and a thorough run down of her time with them. When we returned from our trip, the kitties were calm and happy to see us - not stressed at all! We highly recommend Sarah and will definitely be using her again! Thank you Sarah!

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Beth D.
Sitter Profile Image: Kiara P.
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Kiara P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
260 reviews
71 repeat clients
4 years of experience
Midlothian, VA, 23114

Kiara took great care of our dog on a recent drop in visit. She had great communication and let us know when she was on her way. She sent a summary of the visit including 7 cute photos of my dog. We will definitely be booking in the future!

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Mary W.
Sitter Profile Image: Julia H.
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Julia H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
46 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: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
327 reviews
91 repeat clients
30 years of experience
North Chesterfield, VA, 23236

Dana is seems to be very good with Keira. The dog is always happy in the pictures she sends. I think she does a great job. It was a big plus that she already knew how to use a gentle leader.

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Susan K.
Sitter Profile Image: Amanda W.
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Amanda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
61 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: Cynthia S.
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Cynthia S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
25 reviews
5 repeat clients
17 years of experience
Richmond, VA, 23235

Cynthia did a fantastic job taking care of my cat! She made sure she always had water, a clean litter box, and a little play time. She updated me with each visit and gave a thorough report card to let me know how things were going. I would definitely recommend Cynthia as a cat sitter and book her for future trips.

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Morgan H.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
152 reviews
62 repeat clients
20 years of experience
Henrico, VA, 23229

Mark is a fantastic pet sitter. He is extremely reliable and even managed to coax our very shy kitty out of hiding for pets. I would highly recommend him.

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Libbey K.
Sitter Profile Image: Shane R.
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Shane R.
from
$14
per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Richmond, VA, 23235

About: I am a full service pet provider. I am very flexible through out the day! I can walk, do check ins, feeding, meds you name it. My schedule is extremely flexible during the week. I am available throughout the day for whatever your pet needs are. I am happy to help! I offer a full range of pet care in home or day/overnight boarding. I take the utmost care to ensure your pets safety or dietary needs.

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
38 reviews
10 repeat clients
20 years of experience
Midlothian, VA, 23114

Cait was amazing with our Goldendoodle, Bella! She spent lots of quality time with her and allowed us to enjoy our family vacation knowing she was taken care of. Updates and photos every visit really helped! Even took care of a few things around the house like bringing in mail and packages. Definitely recommend her!

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Patrick S.
Sitter Profile Image: Jessica W.
Verified Enhanced Background Check
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: Nathan C.
Verified Enhanced Background Check
Nathan C.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
10 reviews
4 repeat clients
16 years of experience
Midlothian, VA, 23113

Excellent communicator. Patient. Gets to know pets. Pleasant to deal with. I can’t say enough. He has been a godsend. I’ve had last minute plans that he has accommodated.

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Karen C.
Sitter Profile Image: Thomas S.
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Thomas S.
from
$19
per visit
5.0 out of 5 stars
19 reviews
11 repeat clients
35 years of experience
Midlothian, VA, 23114

Tom was a superstar with our newly adopted, very shy 6 month old puppy. We only had the pup 2 weeks when Tom agreed to help us with a “let out” for crate training. This was not an easy task as the pup was still adjusting to his new home. Tom had patience and understanding with our pup and we appreciated it more than he knows. Tom was trustworthy and very attentive to the needs of our pup. His communication was stellar as well. We highly recommend Tom!!!!

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Michele T.
Sitter Profile Image: Kathryn G.
Verified Enhanced Background Check
Kathryn G.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Carytown, Richmond, VA, 23221

Kathryn was super kind, communicative, and pleasant. Highly recommend.

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Dante D.
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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

Julia was amazing with my senior cat and her multiple medications and dietary needs! Joy was perfectly calm and content when I returned home, which is not her usual response to sitters! Ajax was a handful but Julia took good care of all his anxiety induced behavior. I would absolutely book with Julia again!

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Margaret L.
Drop-In Visits
5.0 out of 5 stars

We came back home to a happy and healthy cat so we're happy with Wesley's service over this past week. He was prompt and communicative! We would use him again.

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Keauna L.
Drop-In Visits
5.0 out of 5 stars

Wonderful pet sitter!!! Kristy communicated with us of when she came by to check on our cat and sent some photos of our cat, too. We also really appreciate that she brought in our mail for us. Thanks so much!! :)

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Christina L.
Drop-In Visits
5.0 out of 5 stars

Carleen was very helpful and gave us peace of mind while we were away. It meant a lot since this was the longest we have ever been away from our pets. She is great!

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Makai T.
Drop-In Visits
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

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
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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

Popular requests for cat sitting - Chestnut Hill

Select a filter and find qualifying sitters offering cat sitting.

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 August 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 August 2026, there are 1,204 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:

  • 94% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 97% 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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