Cat Sitting Chestnut Hill

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Over 309
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.

1 / 1
Sitter Profile Image: Julia H.
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Julia H.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 56 reviews
20 repeat clients
16 years of experience
North Chesterfield, VA, 23236

“Julia was wonderful. She responded quickly to my last-minute request and was wonderful with my kitties. I will be doing all of my bookings with her in the future.”

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Deann C.
Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$14
per visit
5.0 out of 5 stars
• 30 reviews
6 repeat clients
17 years of experience
Richmond, VA, 23235

“Cynthia has been by far the best cat sitter we have hired. We were out of town for over 2 weeks and were anxious about what to do about our 3 cats. With our previous sitter, behavioral issues occurred and our cats decided to poop all over the house, plus they seemed visibly upset upon our return. Cynthia provided updates and photos during each visit and gave them lots of attention. They were happy when we returned and showed no signs of stress. Cynthia also did a great job with cleaning our multiple litter boxes and bringing the mail in. She went beyond our expectations!!”

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Philip M.
Sitter Profile Image: Sarah E.
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Sarah E.
from
$18
per visit
5.0 out of 5 stars
• 18 reviews
7 repeat clients
25 years of experience
Richmond, VA, 23236

“Sarah did a great job with our pups. She sent us great pictures and was very prompt. Will definitely use her again!”

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Molly S.
Sitter Profile Image: Eileen C.
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Eileen C.
from
$20
per visit
5.0 out of 5 stars
• 75 reviews
23 repeat clients
20 years of experience
Midlothian, VA, 23112

“We felt very reassured leaving for so long knowing that Eileen and her husband Rick were there for our kits. We rarely if ever get to vacation together since it is a hassle with some of the kits having separate food/feeding schedules due to medical issues. Eileen and Rick have incredibly positive and caring attitudes and are very conscientious. They were great communicators while we were in the middle of an ocean with notes on and photos of the sometimes-elusive clowder of cats! We highly recommend and would love to rebook with them again in the future!”

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Bethany G.
Sitter Profile Image: Haley B.
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Haley B.
from
$32
per visit
5.0 out of 5 stars
• 10 reviews
5 repeat clients
15 years of experience
Richmond, VA, 23236

“Haley did a great job and has a real concern for the well-being of animals that comes through in her care and communication.”

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Aaron R.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$23
per visit
35 years of experience
North Chesterfield, VA, 23236

About: Dogs and cats aren't just pets to me—they are family, confidants, and absolute best friends. My own pets are my genuine besties, and I promise to treat yours with that exact same level of unconditional love, respect, and playful energy! My house is a happily packed pet paradise, and all five of my fur-babies are adopted rescues! I have a massive heart for rescue animals and am the proud pet parent to two wonderful dogs—Harry, a Portuguese Podengo Pequeno, and Sally, a Cairn Terrier/Corgi mix. We also share our home with two gorgeous Norwegian Forest Cats, Chaussette and Hugo, and our sweet senior calico queen, Greta (lovingly nicknamed Goose). I have spent my entire life raising, loving, and working with animals. Over the years, I’ve owned and cared for Corgis, German Shepherds, Black Labs, and unique mixed breeds of every shape and size. Professionally, I have extensive experience working housesitting and petsitting jobs for giant breeds, tiny pups, and everything in between. Why In-Home Care Matters: I focus entirely on taking care of pets in their own environment. Boarding facilities can be loud, chaotic, and scary. By keeping your dogs and cats at home for walks, drop-ins, and weekend stays, we maintain their exact eating and sleeping consistency, heavily reduce their separation anxiety, and eliminate the stress of an unfamiliar place. Your pet gets to stay in their favorite spot on the couch, and I bring the love directly to them! Specialized Care You Can Trust: * Senior & Special Needs Care: Because I care for my own sweet senior rescue Greta at home, I have a deep understanding of senior dogs and cats who need a slower pace, gentle handling, extra bathroom breaks, and patient companionship. * Medical & Medication Management: I am fully confident and experienced in administering medications (oral pills, liquid supplements, or topical treatments) safely and strictly on your required timeline. * True Cat Adoration: I absolutely adore cats! I respect their boundaries, will happily scoop litter boxes to keep their space pristine, and am always ready to whip out the feather wand if the mood strikes your kitty for some playtime. * All-Size Confident: From massive, energetic guard dogs to small, independent pups, my professional sitting background means I know how to handle and lead dogs of any size safely. When your besties are with me, they get a dedicated friend who will send you plenty of fun photo updates, respect your house rules perfectly, and keep them safe, happy, and completely spoiled in the comfort of their own home! I work a standard full-time day job, but my schedule is highly optimized for local pet care! I am available for weekday lunch-break check-ins, daytime drop-in visits, and refreshing dog walks. I also specialize in weekend overnight house sitting stays (and can occasionally accommodate weeknights by special request), making sure your fur-babies get dedicated evening cuddles, structured morning routines, and constant love. I always recommend a free 30 minute meet & greet with you and your pet(s) prior to booking. This helps everyone involved and especially your pet.

Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Richmond, VA, 23234

About: Animals have always been a big part of my life. I have over 5 years of experience caring for dogs of all breeds, sizes, and personalities, including my own pets and my professional experience as a kennel attendant at a pet daycare. I’m experienced with walks, feeding routines, baths, medication, and providing care for pets with different needs and temperaments. I understand that every pet has their own personality and routine, so I take the time to make sure they feel safe, comfortable, and cared for. My goal is to give your pet the same attention, patience, and love I would give my own. I have a flexible schedule that allows me to give pets the time and attention they deserve. I plan my days around making sure each pet gets proper care, playtime, walks, and check-ins without feeling rushed. I treat every pet like they’re my own. I focus on keeping them safe, comfortable, and following their normal routine so they feel relaxed while their owner is away. I pay attention to their behavior, needs, and any instructions provided to make sure they receive the best care possible.

Sitter Profile Image: Virginia C.
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Virginia C.
from
$23
per visit
5.0 out of 5 stars
• 49 reviews
15 repeat clients
17 years of experience
Cedarhurst, Richmond, VA, 23225

“Fergus (our cat) loves Virginia. He never purrs for anyone the way he purrs for her. When we got home today after being away for several days, my husband heard Fergus meowing through the door before we entered and said to me, "I pretty sure he's meowing 'Virginia! Virginia!' He's going to be so disappointed that it's us!" Virginia is great with Fergus, very kind to us, and has been just a perfect pet sitter.”

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Kathryn J.
Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$15
per visit
6 years of experience
Midlothian, VA, 23112

About: What sets me apart is the hands-on experience I have caring for dogs with all different personalities, ages, and needs. In addition to having three dogs and two cats of my own, I have fostered dogs through Bullies to the Rescue and volunteer with Richmond Animal Care and Control, where I serve as a Volunteer Adoption Coordinator Assistant and a trained Three Paw dog walker. I am comfortable working with dogs who may have behavioral challenges and have experience with senior and sick dogs who need extra patience, attention, and care. I truly take the time to get to know each pet as an individual and adjust my care to what makes them feel safe, comfortable, and happy. I don't just see pet sitting as a job—I genuinely love animals and treat every pet in my care like they are my own. I work full-time Monday through Friday from 7:00 AM to 3:30 PM in East End Henrico, so pet care fits naturally into my routine before and after work. I am available for brief morning visits before work and have much more flexibility after 3:30 PM for longer walks, drop-in visits, and house sitting. I have open availability on weekends and can be flexible with scheduling. For house sitting, I am also willing to travel outside my normal service area when staying in your home. I take scheduling seriously and will make sure I have enough time to give each pet the attention and care they deserve. I care for every pet as an individual and take the time to learn their routine, personality, and specific needs. In a client's home, I follow their normal schedule as closely as possible so their pets feel comfortable and secure while their family is away. I provide plenty of attention, exercise, playtime, companionship, and love, while also respecting pets who need a little space. I am comfortable caring for senior, sick, special-needs, and behaviorally challenging dogs, as well as cats and kittens. I will follow feeding instructions, medication or special-care directions, and any other routines you provide. Most importantly, I want your pets to feel safe, happy, and cared for—and I want you to have peace of mind knowing they are in good hands.

Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$18
per visit
5.0 out of 5 stars
• 178 reviews
51 repeat clients
15 years of experience
Richmond, VA, 23224

“We were very happy with the care and communication regarding our cat Cali. She took the time to play and brush her, which I know she loves. I would recommend Jasmine as well as use her in the future.”

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Stephanie B.
Sitter Profile Image: Kira M.
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Kira M.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Richmond, VA, 23226

“Kira is the best. She is dependable, checks in with us on the pups. Most of all both of the dogs love her!”

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Taramarie M.
Sitter Profile Image: Tabitha S.
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Tabitha S.
from
$14
per visit
4.8 out of 5 stars
• 5 reviews
6 years of experience
Midlothian, VA, 23114

“Thank you Tabitha! Tabitha did a great job with my 2 rabbits. She came at the time I requested and did everything just the way I showed her in the meet and greet. I recommend her!”

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Will B.
Sitter Profile Image: Jacqueline D.
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Jacqueline D.
from
$15
per visit
25 years of experience
Midlothian, VA, 23114

About: I've always had a soft spot for the pets that need a little extra love. Over the years, I've adopted two rescue dogs and two rescue cats. One of my dogs was a deaf and partially blind senior who had been overlooked at the shelter, and caring for him taught me patience, attentiveness, and how to make an anxious or special-needs pet feel safe. Today I'm the proud cat mom to two tuxedo rescues, ages 14 and 6, who both have separation anxiety. Because of them, I understand how important it is to keep pets comfortable, maintain their routines, and earn their trust. I'll care for your pets with the same patience and love I give my own. Pet care is a natural part of my daily routine. I work from home, which gives me the flexibility to provide dependable care and adjust my schedule to meet each pet's needs. I'm an early riser, so my mornings always begin by feeding, playing with, and checking in on my own cats before I start my workday. Because I'm home throughout the day, I'm able to give pets plenty of attention, companionship, and playtime rather than leaving them alone for long stretches. Whether your cat needs a little extra affection, interactive play, fresh food and water, or simply someone to check in and make sure they're comfortable, I have the flexibility to provide attentive, consistent care. I know how important routine is—especially for cats—and I'll do my best to keep your pet's day as familiar and stress-free as possible while you're away. At home, my cats are part of my family, and I make sure they always have fresh food and water, clean litter boxes, daily playtime, and, of course, plenty of affection on their own terms. Because they have very different personalities, I've learned that every cat has unique needs. One may want to play and cuddle, while another simply appreciates a calm presence and a predictable routine. When caring for pets in a client's home, I strive to keep their routine as consistent as possible. I'll follow your feeding schedule, refresh water, clean litter boxes, administer medications if needed, and spend quality time with your pet based on what makes them happiest—whether that's interactive play, brushing, lap time, or simply sitting quietly with them so they feel safe and comfortable.

Sitter Profile Image: Haley K.
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Haley K.
from
$18
per visit
10 years of experience
Chesterfield, VA, 23832

About: I love all animals! I believe animals can sense energy, and animals always respond well to my presence because I am patient. I grew up on a farm so horses, dogs, cats, birds. My pets live like kings 😂 I work remotely so my schedule is flexible. Over night stays are fine. I work remotely and have hot spot so my schedule is flexible. I am available 7AM-3PM (depending on area). Fridays/Saturdays available all day. I would prefer pet sitting at the pet’s home to ensure they feel comfortable, low stress. Evenings I can stay extended amounts of times as long as y’all don’t mind me working remotely on my hot spot at the home. Outside/feeding schedules will be no problem because my work is flexible.

Sitter Profile Image: Jessica C.
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Jessica C.
from
$13
per visit
5.0 out of 5 stars
• 5 reviews
3 years of experience
Richmond, VA, 23235

“jessica was awesome - lots of communication both before and during the service; and she went above and beyond, bringing special toys and treats for my cat during her stay.”

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Thomas C.
Sitter Profile Image: Destiny R.
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Destiny R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Richmond, VA, 23234

“Destiny was reliable and did a great job. I will definitely hire her again!”

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Susan W.
Sitter Profile Image: Christian H.
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Christian H.
from
$18
per visit
5.0 out of 5 stars
• 1 review
28 years of experience
Midlothian, VA, 23113

About: Hello! My name is Christian and I have been a dog lover since the age of 8 when we got a black lab named Charlie. He was a 100+ lb teddy bear who would go on runs, play basketball, and nap whenever he got the chance. Then, my fiancé (at the time) and I got a miniature long haired dachshund who is now seven months old. A year later, we adopted another miniature long haired dachshund from the same family (half-brother). As you can see, I love dogs of all shapes and sizes. Growing up, I strongly considered being a vet as being around animals makes me happiest. If you choose me to take care of your dog, you can be sure they will be loved, pampered, and given high quality care. Contact me today! I am currently off for the summer as a doctoral student and work remotely part-time during the school year. So, my schedule is pretty flexible and I am confident that we can work out an agreeable schedule. I will plan to take care of your fur babies in your own home unless you have a small animal that is particularly friendly with others. It is extremely important to me that your animals feel safe, loved, and cared for in the best way possible. During the meet and greet, I will try to get an understanding of their needs and levels of affection that are appropriate. I also have three young kiddos who love animals and have been taught the appropriate, safe way to approach animals that are not ours. If that would be helpful or meaningful for your animals, I know they would love to meet them too, but obviously at your discretion.

Sitter Profile Image: Sarah H.
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Sarah H.
from
$20
per visit
5.0 out of 5 stars
• 1 review
18 years of experience
NORTH CHESTERFIELD, VA, 23235

About: I have grown up with dogs and cats since infancy and I started petsitting professionally for neighbors, friends, family and others at age 12. Now, I love providing petsitting, dogsitting and petcare services for animals on the side. I have two well-behaved indoor cats of my own and they have many "cousins" (my mom bred Shelties and currently owns three, in addition to a kitten and my sister has a rescue pup). I have fostered moms with kittens from the SPCA. I am patient, kind, loving and caring for furry-faced friends brings me much joy and fulfillment! I currently take care of my best friend’s Maine Coon when she is out of town and on weekdays, I let out and play with her Corgi and lab puppy mid day. I also Petsit for neighbors as needed and have long term relationships with families whose dogs and cats I have taken care of for going on 6+ years! I work full time but it is regular 9-5 Mon through Fri hours and it is a remote job so I work from home. I am available in the mornings, evenings, weekends, holidays and can check in on pets during the day if needed. I have petsat for many folks while working full-time without any issues, and have already established a great routine for petsitting while working remotely! I live in a spacious two bedroom, two bathroom apartment. I have two friendly, well-behaved indoor cats who are familiar with dogs, cats and pets and have had foster cats, kittens and dogs in our apartment with no fights or problems! We do not have a yard, but the apartment is pet-friendly, in the suburbs, in a safe neighborhood and has lots of sidewalks, grassy areas and space for dog walking, etc. There is even a fenced-in dog park a minute from our apartment, in the complex! :) Our apartment is clean, spacious and has plenty of blankets, furniture and space for fuzzy-faced kiddos! I work full time but remotely and it’s easy for me to fit pet care into that routine! Having a flexible schedule allows me to work around your pets’ needs! I am flexible and am comfortable caring for your fur baby in my home or yours! Have provided both services over the years. Just let me know what best suits you!

Sitter Profile Image: Tanti B.
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Tanti B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 10 reviews
4 repeat clients
3 years of experience
Museums, Richmond, VA, 23230

“Tanti gave my kitties all the love and attention they deserve while we went out of town. She did a fabulous job! Highly recommend Tanti and will certainly have her watch our kitties again the future”

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Jenna B.
Sitter Profile Image: Melanie K.
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Melanie K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 47 reviews
6 repeat clients
10 years of experience
Chester, VA, 23831

“Melanie was absolutely awesome. She was so helpful with all of my needs, and she had no problem at all helping me out with extra issues that came up! She was very responsive and asked great questions, and she did an amazing job engaging with my cats and playing with / taking care of them. I felt at ease knowing she was there to take care of them, and I can’t recommend her enough!”

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Andrew K.
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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

1 / 1
5.0 out of 5 stars

Julia was wonderful. She responded quickly to my last-minute request and was wonderful with my kitties. I will be doing all of my bookings with her in the future.

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

Jessica was fantastic. Took care of everything and was in communication throughout the duration. Will definitely use her again.

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

Kristy was communicative and took great care of our boy. She even stopped by for a meet and greet before we went out of town.

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Jesse H.
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

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

Mindy has been so flexible and reliable with my changing travel schedule this year. Definitely recommend!!

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Sharon T.
Drop-In Visits
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book cat sitting

  1. 1. Search

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Sitters in Chestnut Hill average 7
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FAQs for Cat Sitting - Chestnut Hill

Frequently asked questions about Rover

The average cost of Cat Sitting in Chestnut Hill is $22 per visit as of October 2026. Most bookings cost between $17 and $34 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,216 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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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

  • 92% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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