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 56
pet parents in Chestnut Hill have booked cat sitting

Chestnut Hill, Find top rated cat sitting

Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Kristen L.
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Kristen L.
Star Sitter
$36
total per visit
5.0 out of 5 stars
50 reviews
24 repeat clients
30 years of experience
West Roxbury, Boston, MA, 02132

On time, sent pictures, Katie loves her, she was able to help very last minute and went above and beyond. We couldn’t have asked for better service. Will be definitely asking for Kristen’s services again!

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Matthew S.
Sitter Profile Image: Maegan M.
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Maegan M.
Star Sitter
$39
total per visit
5.0 out of 5 stars
207 reviews
46 repeat clients
10 years of experience
Boston, MA, 02135

My cat loves Maegan! I have had her take care of my cat multiple times, and I’m so pleased with care and connection she has with him. I highly recommend having Maegan care for all your fur babies 😻

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Jennifer Z.
Sitter Profile Image: Hannah P.
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Hannah P.
$30
total per visit
5.0 out of 5 stars
21 reviews
9 repeat clients
10 years of experience
Newton, MA, 02458

Hannah is reliable and flexible with my animal’ needs. I’m so happy that she could work with me, and I will definitely check with her again when I need someone to check on my pets.

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Cecilia Y.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$28
total per visit
5.0 out of 5 stars
239 reviews
73 repeat clients
22 years of experience
Brookline, MA, 02445

Julie has been great whenever she has done drop ins with my cat Milo. She is super communicative, responsive and flexible. It’s given me peace of mind that Milo is okay when I am traveling. Highly recommend her.

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Gabrielle S.
Sitter Profile Image: Hannah T.
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Hannah T.
$26
total per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
15 years of experience
Brookline, MA, 02446

About: Hello and thank you for visiting my page! I am a lover of all animals, and I have had both cats and dogs my whole life. I’ve had my cat, Burt Macklin (if you’re a fan of Parks and Rec) for over five years and he is my favorite creature! I have no problem taking care of cats of all sizes and am comfortable administering oral medication. I currently can’t own a dog in my apartment, so I love walking and taking care of dogs to get my fix. I can take care of dogs of all sizes and ages, and I’ll be sure to ask about their walking behaviors and any habits/training they’re working on. I am able to do overnight stays when needed and aim to give your house lion and/or pooch the best care while their human(s) are away. I am a very positive and optimistic person, so I will always bring an upbeat attitude to all my dog walks. I am an open book and can answer any questions as needed. Hope to meet you and your fur child! I’m currently working part-time and have lots of flexibility during the week and on weekends. I also have a car and am able to travel with your pet if needed. I take it very seriously when someone trusts me to take care of their pet, whether it’s a walk, drop-in visit, or house sitting. I am always considerate of other people’s spaces and treat both your home and your beloved support creatures like my own!

Sitter Profile Image: Elena V.
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Elena V.
$18
total per visit
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
West Roxbury, Boston, MA, 02132

About: Hi! I'm a recent graduate who lives with a senior cat; I have a lot of experience with senior pets, special needs pets, medication administration, etc. I'm able to exercise with and play however your dog likes! I've been pet sitting and walking dogs for my friends and family (and Wag!) for over a decade (dog in the profile picture is my brother's dog Kuma!) Pets bring me so much joy and I want to help take care of them as a community effort :) I'm here to build trust, please ask any questions 🫰 I am a gig worker currently, therefore very flexible—request me and there's a high chance I'll be available! I'm around weekends and weekdays, my own cat has plenty of alternate caregivers. I would not be able to host pets in my home, but would follow any rules at clients homes to make pets feel safe and regulated :) consistency helps them and me!

Sitter Profile Image: Jose Q.
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Jose Q.
Star Sitter
$23
total per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
12 years of experience
Allston-Brighton, Brighton, MA, 02135

Jose is wonderful as always! Came home to happy cats full of love and treats! Jose is communicative, caring and always sends amazing updates with pictures 💗

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Monica W.
Sitter Profile Image: Adelle W.
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Adelle W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
72 reviews
27 repeat clients
8 years of experience
Allston-Brighton, Brighton, MA, 02135

Adelle provided great care for our cat Violet again. Helpful communication and appreciated updates. We would not hesitate to book pet care with Adelle. Thank you!

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Amber C.
Sitter Profile Image: Traci P.
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Traci P.
Star Sitter
$34
total per visit
5.0 out of 5 stars
84 reviews
32 repeat clients
20 years of experience
Watertown, MA, 02472

Had a pre meeting prior to the visits to get to know us and make sure we are a good fit. Appreciated that. Highly recommend Traci. She is wonderful. Provided feedback, photos and was consistent. Thanks will use her again.

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Charles S.
Sitter Profile Image: Ashley G.
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Ashley G.
Star Sitter
$17
total per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Roslindale, Roslindale, MA, 02131

Ashley was friendly, communicative, and on time. I came home to happy and relaxed cats. From Ashley’s pics, it looked like my cats had a good time!

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Nichole S.
Sitter Profile Image: Allie C.
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Allie C.
Star Sitter
$46
total per visit
5.0 out of 5 stars
137 reviews
48 repeat clients
25 years of experience
West Roxbury, Chestnut Hill, MA, 02467

We moved to the Boston area recently and needed a new sitter for our pets. We booked Allie and couldn’t be happier we found her! She took great care of our cat and reptiles while we were away. She is an amazing sitter who sincerely cares for our pets’ wellbeing. Can’t recommend her enough! We will definitely be booking her again!

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Roxie L.
Sitter Profile Image: Sarah J.
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Sarah J.
$20
total per visit
5.0 out of 5 stars
41 reviews
13 repeat clients
4 years of experience
Boston, MA, 02135

Sarah was excellent! She was very prompt and thorough in all of her communication leading up to and during the drop-in visit. She took great care of our dog. I highly recommend Sarah!

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Nicolina L.
Sitter Profile Image: Paige A.
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Paige A.
$30
total per visit
5.0 out of 5 stars
176 reviews
47 repeat clients
9 years of experience
Allston-Brighton, Brighton, MA, 02135

We were delighted to have Paige drop in on our cat while we were away. She really went the extra mile in making sure he had everything he needed and keeping us updated during our trip (including sending some sweet photos). He clearly enjoyed her company, especially the playtime! On the human side, Paige was friendly and easy to communicate with. We would definitely hire her again in the future!

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Gabe M.
Sitter Profile Image: Lacey M.
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Lacey M.
$30
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Allston-Brighton, Boston, MA, 02135

About: I’ve taken care of dogs and cats big little and everything in between! I love going on walks, playing catch, and giving lots of pets and love. I have experience giving medications, and dealing with elderly pets as well as the little kitties and puppies! I currently work as a PCA, and am busy 12-3 on weekdays for the summer. However, my mornings and early evenings are open. I am also free weekends! I am able to stay with your animals while you are away, or check in on them for walks or play time during the day. Whatever you need!

Sitter Profile Image: Susie J.
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Susie J.
Star Sitter
$34
total per visit
5.0 out of 5 stars
93 reviews
30 repeat clients
6 years of experience
Belmont, MA, 02478

This was our first Rover experience and Susie made it a breeze. She was patient with our sassy kitty and it went well. Already booked her again!

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Rachel W.
Sitter Profile Image: Kelsey K.
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Kelsey K.
$14
total per visit
5.0 out of 5 stars
38 reviews
10 repeat clients
9 years of experience
Allston-Brighton, Boston, MA, 02135

Kelsey is amazing! So communicative and friendly, very good about providing detailed updates and asking questions when needed (which I LOVE). This is an expert care giver.

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Rachael L.
Sitter Profile Image: Nick P.
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Nick P.
Star Sitter
$26
total per visit
5.0 out of 5 stars
21 reviews
9 repeat clients
6 years of experience
Roxbury, Boston, MA, 02130

Nick was such a pleasure! He was timely with his check-in visits for our two dogs and provided great updates each time. Definitely planning to work with him again!

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Jon T.
Sitter Profile Image: Sarah H.
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Sarah H.
$18
total per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
4 years of experience
Allston-Brighton, Boston, MA, 02134

Sarah is the sweetest, most compassionate, most professional pet sitter I have ever had. She always goes above and beyond for my cat even though she is quite shy and is not always the easiest customer. I would hire her every single time I go away if I could. She is so fantastic.

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Aylah S.
Sitter Profile Image: Alissa P.
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Alissa P.
Star Sitter
$22
total per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
13 years of experience
Fenway-Kenmore, Boston, MA, 02215

Alissa was wonderful! I wasn’t worried about Buster at all while I was away because of her detailed reports and photos from each visit. Will definitely be booking with her again.

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Cleo K.
Sitter Profile Image: Sabrina C.
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Sabrina C.
$26
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Watertown, MA, 02472

Sabrina was a fantastic caretaker for my pup during his lunch time walks! She was responsive, gave great updates and I could tell my dog was in a great hands!

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Liz T.
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The median cost per visit for cat sitting in Chestnut Hill is $25

Cat parents share their Rover experiences - Chestnut Hill

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5.0 out of 5 stars

Stephanie was great with our three cats — gave them the care and attention they needed, including daily meds for one. She provided timely updates and videos to show how they were all doing. Would absolutely work with Stephanie again for cat sitting.

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

Julia was great with our shy kitty, and even was able to give her some scratches and attention, which is pretty huge! Communication was great, and I would love to have her back in the future.

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Andria T.
Drop-In Visits
5.0 out of 5 stars

Jordan is the absolute best, and when I got home I could tell my cats had not been lonely, and had gotten a ton of love!

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

Michele was very communicative, flexible, kind, and sent lots of photos!! She was very thoughtful, helpful and sweet with my cat, I would 100% recommend her!

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

Avery is extremely professional, warm, and flexible. Clearly cares about the pets. This was our first time booking her and we'll do so again. Our cat also is tough to give medicine to and Avery had no problem with it. 5/5 Recommend.

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Everett W.
Drop-In Visits
5.0 out of 5 stars

Christina was so good with my cats! She also sent plenty of photos and detailed updates. Everything was taken care of, and I felt good trusting her with my babies.

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

I booked Claire while traveling out of state to care for my cat, Zelish, and she was exceptional. Claire was incredibly receptive to Zelish’s care instructions, paying close attention to specific details like water quality and regulating the apartment temperature during a severe heat wave. She even thoughtfully offered to water my plants, though it wasn't needed because I thoroughly watered before my departure. Her frequent photo updates gave me complete peace of mind while away. I am extremely grateful for her attentive care and would highly recommend booking with her again.

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Adrianna M.
Drop-In Visits
5.0 out of 5 stars

Lindsey was very quick to respond and extremely kind! She was able to care easily for my socially awkward cat and keep me (an anxious pet parent) updated the whole way. I would recommend to any pet parents looking for a highly reliable sitter!!

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Maddie H.
Drop-In Visits
5.0 out of 5 stars

Dominique did a great job with our felines. They seemed to enjoy their daily visits and we received comprehensive reports on them as well as photos that captured their personalities. We could relax on our trip knowing that they were in good hands!

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Teva R.
Drop-In Visits
5.0 out of 5 stars

Revathi was very reliable and great with my cat. She found creative ways to get him to play which I’m so grateful for! She also was a great communicator on anything that needed troubleshooting while we were away. Thank you!!

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

Alex was fantastic! He was very communicative, great with our cat, and went the extra mile to make sure she kept cool during a heat wave. I'd definitely book him again! Definitely gave us piece of mind on our trip - thanks Alex!

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

Second time booking and just as great as the first. Reliable, communicative, and my cat was well cared for. Highly recommend!

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Meredith P.
Drop-In Visits
5.0 out of 5 stars

Winita is wonderful and my kitties love her so much! She is very thorough and her attention to detail is great. She keeps me updated throughout the whole booking which keeps my mind at ease. I hope to keep her as my sitter for a loooong time. She also takes great pictures and videos. Thank you!

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Anna Giselle L.
Drop-In Visits
5.0 out of 5 stars

Leo took the best care of my cat, Squirrel! He was skilled and efficient with her special medication needs and gave her all the pets, play time, and grooming time she could ask for. Couldn’t have left squirrelly in better hands!

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April Q.
Drop-In Visits
5.0 out of 5 stars

My kitties were very well taken care of and I appreciate the thorough updates! Looking forward to working together again ^^

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Kehan P.
Drop-In Visits
5.0 out of 5 stars

Jane did such a great job taking care of my cats! She followed all directions and took great care of them. She will be my go-to cat sitter for the future! Thanks so much, Jane!!

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

eleanor was so great with my cat!! she sent detailed summaries of each visit and sent the cutest pics! i had never had a sitter for my cat before (i’ve only ever left her at a kennel) but i felt so comfortable leaving my cat home with eleanor visiting :) i would definitely recommend hiring her for your pets !!

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

Sarah is our go-to sitter whenever we need someone to check in on our kitty. She is communicative, reliable, and takes great care of him.

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

Sarah was very communicative and did a really nice job of looking after my senior cat, Frankie. She gave her lots of balcony time and treats, and kept me updated with pics and notes. Thank you, Sarah!

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

Alyssa was so easy to work with! She cared for my three cats while I was away for the week and was very communicative, caring, and responsive. I’d recommend her to anyone and happily work with her again.

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Ashley B.
Drop-In Visits
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Meet local sitters who will treat your cats like family

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Popular requests for cat sitting - Chestnut Hill

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Sitters in Chestnut Hill average 6
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 $22.89 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 5,089 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:

  • 92% of sitters can help with special care needs
  • 96% 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 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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