Pet Sitting & Drop Ins in Fenway-Kenmore, Boston, MA

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Fenway-Kenmore pet sitters

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

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Sitter Profile Image: Julia J.
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Julia J.
Star Sitter
$22
total per visit
5.0 out of 5.0 stars
23 reviews
8 repeat clients
10 years of experience
Boston, MA, 02115

Jumped in the last minute to help us with a skittish cat. She was AMAZING. Totally dependable, thorough and helped us get our kitty to the vet and back without incident. Really appreciated her thoroughness. Couldn’t do better for a pet sitter / carer.

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Crystal-Lee H.
Sitter Profile Image: Tiffanie J.
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Tiffanie J.
Star Sitter
$30
total per visit
5.0 out of 5.0 stars
43 reviews
13 repeat clients
5 years of experience
Fenway-Kenmore, Boston, MA, 02215

Tiffanie was outstanding taking care of our two cats for 3 weeks. She was accommodating and conscientious - even worrying about having enough litter so she could change it frequently. I would highly recommend Tiffanie and plan to use her services again in the future.

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Paula C.
Sitter Profile Image: Ryan M.
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Ryan M.
$19
total per visit
5.0 out of 5.0 stars
3 reviews
2 repeat clients
5 years of experience
Fenway-Kenmore, Boston, MA, 02215

Great care, Seneca seemed really happy when I got home

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Javier C.
Sitter Profile Image: Rachael L.
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Rachael L.
Star Sitter
$23
total per visit
5.0 out of 5.0 stars
17 reviews
3 repeat clients
10 years of experience
Fenway-Kenmore, Boston, MA, 02215

Rachael is very consistent and dependable, and is a great communicator! She’s been patient with my shy cat, and is really good at keeping me in the loop so I can rest assured he’s happy and well cared for.

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Carolyn H.
Sitter Profile Image: Corey &  Katelyn S.
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Corey & Katelyn S.
Star Sitter
$18
total per visit
5.0 out of 5.0 stars
10 reviews
4 repeat clients
4 years of experience
Boston, MA, 02215

Corey and Katelyn took care of my two cats while I was away for the weekend and they did a great job. Very kind, trustworthy, and responsive and so would definitely recommend to others.

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Ethan S.
Sitter Profile Image: Gurleen G.
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Gurleen G.
$15
total per visit
4.7 out of 5.0 stars
3 reviews
9 years of experience
Fenway-Kenmore, Boston, MA, 02215

About: I recently had my dog pass away and had him for over 10 years. Because I am just starting out, my rates are pretty low! My schedule is quite flexible as I study from home, feel free to shoot me a message if you need a dog walker :) I am a second year masters student at the BU Med facility that loves studying at home/watching class lectures in person, so I would be more than able to work with your schedule I have a cat scratch post, treats, and a generic cat food brand (please let me know if you cat has a specific brand of food that works better, allergies, etc.!). If there is specific accommodations that your pet may need, feel free to let me know and I will try to sort it out :)

Sitter Profile Image: Annmarie B.
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Annmarie B.
$27
total per visit
1 repeat client
15 years of experience
Fenway-Kenmore, Boston, MA, 02115

About: What sets me apart is the genuine joy and care I bring into every pet’s life. I’m a bubbly, cheerful person with a big heart for animals, and I truly love getting to know each pet as an individual. I’m very attentive to their specific needs, routines, and personalities, so they always feel safe, comfortable, and loved. You can fully trust me to care for your pet as if they were my own family. I’ve grown up with dogs and cats and have also volunteered at animal shelters, where I worked with animals of all kinds of personalities — playful, energetic, shy, anxious, and senior pets. Those experiences taught me patience, adaptability, and how important it is to meet animals where they are. I’ve genuinely grown to love every single animal I’ve cared for. I pride myself on being reliable, detail-oriented, and compassionate, whether that means sticking to routines, giving extra cuddles, providing enrichment and playtime, or offering calm companionship. My goal is always to make your pet feel happy, secure, and loved — and to give you total peace of mind while you’re away. Pet care fits very naturally into my daily routine because I work and study from home. This allows me to be very flexible and available throughout the day to check in on pets, spend quality time with them, and give them the attention they deserve. I’m able to plan my schedule around their needs, whether that means regular walks, playtime, feeding, or just quiet companionship. Because I’m home most of the time, I can be very attentive and responsive — I’m not rushing in and out or leaving pets alone for long periods. I truly enjoy building time into my day to play, cuddle, and care for animals, and I always make sure their routines are followed closely. Providing consistent, loving care is something I take seriously, and having this flexibility allows me to care for pets to the fullest extent and give pet parents peace of mind. When caring for pets in a client’s home, my top priorities are respect, trust, and consistency. I carefully follow all instructions provided by the pet parent, including feeding schedules, walks, medications, routines, and any special preferences their pet may have. I understand how important it is to keep pets comfortable by maintaining their normal routine. I am extremely respectful of my clients’ homes, space, and privacy, and I treat every home as if it were my own. When meeting pets for the first time, I always enter calmly and gently so they don’t feel startled or overwhelmed. I take time to let each pet warm up to me at their own pace and focus on building a healthy, loving bond based on trust. My goal is to create a calm, safe, and positive environment where pets feel secure and cared for while their owners are away. By combining clear communication, attention to detail, and lots of love, I ensure pets receive the highest level of care and pet parents feel completely at ease.

Sitter Profile Image: Paul K.
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Paul K.
Star Sitter
$28
total per visit
5.0 out of 5.0 stars
43 reviews
20 repeat clients
15 years of experience
Fenway-Kenmore, Boston, MA, 02215

Paul has worked with us for 4 months with regular visits on a weekly basis and he is absolutely wonderful. You could not ask for a more professional, reliable, and kind person to take care of your dog. He had seen us through small puppy stage to adolescence with our black lab, and he was communicative and flexible through them all. He’s truly a fantastic sitter/walker and you would be lucky to have him.

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Meaghan M.
Sitter Profile Image: Anastasia S.
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Anastasia S.
Star Sitter
$39
total per visit
5.0 out of 5.0 stars
69 reviews
29 repeat clients
22 years of experience
Boston, MA, 02115

Anastasia was fantastic! She went out of her way to make sure our little scaredy cat Jake was super comfortable, and even went back to double-check on his comfort. She also was very communicative and prompt. And even brought in our mail! We will definitely be asking her for her services again! She’s wonderful!

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Chad K.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$23
total per visit
5.0 out of 5.0 stars
206 reviews
60 repeat clients
22 years of experience
Brookline, MA, 02445

Julie was absolutely wonderful! She gave us updates and pictures throughout the weekend. She went out of her way to make our dog feel comfortable (he can be a bit of a nervous dog) and gave him plenty of exercise. We will definitely be using her again in the future! Thanks Julie!

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Jillian L.
Sitter Profile Image: Maya L.
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Maya L.
$28
total per visit
5.0 out of 5.0 stars
34 reviews
12 repeat clients
20 years of experience
Fenway-Kenmore, Boston, MA, 02215

Maya was amazing! All 3 of our cats have unique care needs a behavior quirks. Maya provided excellent care for all of them and handled all behavior challenges very well.

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Anna I.
Sitter Profile Image: Carolina J.
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Carolina J.
$34
total per visit
5.0 out of 5.0 stars
19 reviews
5 repeat clients
6 years of experience
Boston, MA, 02115

Carolina is a very responsible and attentive sitter. She took a very good care of our cats and seems to have established a good contact with them. We won't hesitate to use her service again in the future.

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Leonid P.
Sitter Profile Image: Sophia A.
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Sophia A.
$28
total per visit
4.9 out of 5.0 stars
49 reviews
19 repeat clients
10 years of experience
Boston, MA, 02215

Sophia was amazing! My shy elderly cat really warmed up to her. There was a slight emergency that happened while I was gone and she did a great job communicating what was happening and keeping me up to date. My flight home was delayed and she was able to take on an extra half day. Sophia really cares about your animals safety and wellbeing and I am so grateful for her! My cat is usually hesistant around new people but she really seemed to have a special touch

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Megan M.
Sitter Profile Image: Danielle M.
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Danielle M.
$16
total per visit
5.0 out of 5.0 stars
12 reviews
15 years of experience
Fenway-Kenmore, Boston, MA, 02215

Danielle did several drop in visits for my cat while I was away on vacation! She did such a wonderful job with communication, caring for my pet, and making sure I got lots of pictures 🥹

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Katie S.
Sitter Profile Image: Isabella B.
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Isabella B.
$16
total per visit
1 repeat client
5 years of experience
Fenway-Kenmore, Boston, MA, 02115

About: I’ve had pets my entire life, so caring for animals feels like second nature to me. I truly love building trust with each pet and treating them like family. I’m patient, gentle, and always focused on making pets feel safe, happy, and loved. Pet care is something I truly enjoy and make time for in my routine. I’m available after 5 PM on weekdays and fully free on weekends, which allows me to give pets plenty of love, attention, playtime, and comfort. I provide care exclusively in my clients’ homes, where pets are most comfortable in their own familiar space. I follow each pet’s routine closely, including feeding, walks, playtime, and any special instructions. I always make sure pets feel safe, relaxed, and loved while keeping their environment clean and calm.

Sitter Profile Image: Natalia M.
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Natalia M.
$28
total per visit
5.0 out of 5.0 stars
19 reviews
7 repeat clients
6 years of experience
Brookline, MA, 02446

Natalia took great care of my two cats while I was on a trip for over a week. Very responsive and accommodating. Would highly recommend her.

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Peter S.
Sitter Profile Image: Leigh R.
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Leigh R.
Star Sitter
$28
total per visit
4.9 out of 5.0 stars
78 reviews
24 repeat clients
20 years of experience
Cambridge, MA, 02139

Leigh did a phenomenal job taking care of our cat Tipex. She kept us updated about Tipex’s behavior and needs, and she sent us many pictures and videos. Thank you Leigh!😊

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Raquel S.
Sitter Profile Image: Nengliang L.
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Nengliang L.
Star Sitter
$26
total per visit
5.0 out of 5.0 stars
50 reviews
15 repeat clients
1 year of experience
South End, Boston, MA, 02120

Eric was such a great sitter for our cat, Wednesday. He was able to come early in the morning to feed and spend time with her. Eric was prompt, communicative, and kept our cat happy while we were away. We will definitely have him over again to watch our cat!

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Avril d.
Sitter Profile Image: Robbie B.
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Robbie B.
Star Sitter
$28
total per visit
5.0 out of 5.0 stars
116 reviews
38 repeat clients
15 years of experience
Back Bay-Beacon Hill, Boston, MA, 02115

Thank you so much for all of your help and sweet messages while we were gone, Robbie! The house looked fabulous when we returned and the cats are happy. Will 100% be booking again if you’re available next time we’re out of town!

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Sofia D.
Sitter Profile Image: Georgia T.
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Georgia T.
$17
total per visit
5.0 out of 5.0 stars
3 reviews
5 years of experience
Boston, MA, 02115

About: Hi my name is Georgia and I was born and raised in Athens, Greece. I recently graduated from Suffolk University and I now work for the Boston Police Department While I wasn’t allowed to own pets as a kid, I’ve rescued and fostered 2 dogs, 2 cats and 1 bird before finding them a forever home. I spent my summers at my grandparents farm where I cared for their dog, cats and farm animals. Also, I’m currently babysitting for a family with a cat. In the future I’d like to foster senior pets. I’m currently working full time Monday through Friday from 7am to 3pm therefore I can provide pet sitting services after work. I usually spend my weekends in Boston where I can provide pet services all day. I love walking around the city so I would have no problem taking your dog for a long walk multiple times a day. I’m familiar with cats’ different temperament and mood patterns so I will give them affection when they seek it out.

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Over 545
pet parents in Fenway-Kenmore have booked pet sitting

Fenway-Kenmore pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Lia did a great job visiting and feeding my cats 2x/day over a long weekend. I plan to book her again in the future.

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Anne-Elise T.
Drop-In Visits
5.0 out of 5.0 stars

We have booked multiple times with Yunwei and continue to be happy with the care she provides to Oliver (cat)!

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Sophia X.
Drop-In Visits
5.0 out of 5.0 stars

Sabrina took great care of my cat, geckos, axolotl, and fish. She sent excellent photos each day, and it was comforting to see that my little guys were thriving while I was away! She also took steps to try to win over my extremely shy cat and was really patient with her, which I appreciated. I would definitely recommend her as a pet sitter for cats and any other type of pet.

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Elizabeth C.
Drop-In Visits
5.0 out of 5.0 stars

Casey was so great! We requested her cat sitting services last minute and she easily accommodated us in. She sent us lots of photos and updates and our cat even came out while she was there, which is rare!! Casey was also always within the time frame she said she would come and made the whole process really easy and smooth. Will be booking her again. Thanks, Casey! :)

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Lily A.
Drop-In Visits
5.0 out of 5.0 stars

Blessing did a great job taking care of my cat for the weekend! She came by for drop in visits and is reliable and responsive as before!

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Jennifer S.
Drop-In Visits
5.0 out of 5.0 stars

Jennifer was a great sitter for my two cats! She sent lots of photos, played with them, and made sure their food, water, and litter was all fresh. I would definitely book with her again!

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Hannah R.
Drop-In Visits
5.0 out of 5.0 stars

Leo does a fantastic job!! I love the detailed note from the visit and all the pictures. Makes me feel comforted that my sweet girl is well taken cared of. Highly recommend. I’m a repeat booker!

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Stephanie D.
Drop-In Visits
5.0 out of 5.0 stars

Chloe is a wonderful catsitter! She is attentive and always asks when anything seems out of order + also sends lots of photos at the end of each visit :)

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Jenny C.
Drop-In Visits
5.0 out of 5.0 stars

Took great care of our kitten the first time we left him alone! I was nervous but Julie sent great updates and photos. You could see our little shy guy slowly become more and more comfortable with her each visit which was so great!

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Audrey C.
Drop-In Visits
5.0 out of 5.0 stars

Katrina is the best. She truly understands the feeling of leaving your pet alone, and makes sure to take really good care of them while you're gone. Extremely professional, great detailed status updates, very communicative, and takes awesome pictures. No complaints from me.

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Spencer N.
Drop-In Visits
5.0 out of 5.0 stars

We feel very at easy leaving our beagle and kitty with Mia! She is very attentive. The pictures during the drop in visits are great!

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Sandy W.
Drop-In Visits
5.0 out of 5.0 stars

Wonderful sitter! I was at peace knowing my cocoa was in his care. So attentive & careful. Would defo rebook

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Afsah B.
Drop-In Visits
5.0 out of 5.0 stars

Michael was absolutely wonderful with Mootie. We came home to a happy, purring, confident kitty who had clearly gotten love while we were away. I can’t recommend Michael highly enough! He is amazing

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Sara R.
Drop-In Visits
5.0 out of 5.0 stars

Ada is amazing!!! We had another Rover sitter who canceled on us last minute, and Ada responded to a last-minute request immediately!! She gave us tons of daily pictures and updates, our cat LOVED her. Especially if you live in the Northeastern campus area, and/or Ada is the perfect sitter!! A true pet lover and attentive and caring sitter. She even gave us a fun report card for our cat at the end :))

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Grace Z.
Drop-In Visits
5.0 out of 5.0 stars

Julia was a wonderful cat sitter for Mochi and Lily. She is a genuinely lovely person and went above and beyond during her care. When she noticed a small wound on Lily she let me know immediately and even before I could respond she had already put a cone on her and applied medication. She continued to take excellent care of Lily for the rest of the week and kept me updated on the healing progress. Julia was always on time and very reliable. I would absolutely recommend her.

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Sindhuja C.
Drop-In Visits
5.0 out of 5.0 stars

I've hired Raymond twice now and he's been excellent! Attentive, responsive, and responsible. Would definitely hire him again to catsit.

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Elisheva M.
Drop-In Visits
5.0 out of 5.0 stars

Annika was wonderful as always! She is always communicative, responsive, and thoughtful and sensitive to each of my kitties’ needs.

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Lexi F.
Drop-In Visits
5.0 out of 5.0 stars

Jumped in the last minute to help us with a skittish cat. She was AMAZING. Totally dependable, thorough and helped us get our kitty to the vet and back without incident. Really appreciated her thoroughness. Couldn’t do better for a pet sitter / carer.

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Crystal-Lee H.
Drop-In Visits
5.0 out of 5.0 stars

So helpful! Was able to help me quickly when I was in a pinch w my 2 cats and was so kind throughout it all (:

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Amanda M.
Drop-In Visits
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The median cost per night for pet sitting in Fenway-Kenmore is $20

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Sitters in Fenway-Kenmore average 5
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

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

If you’re searching for a Fenway-Kenmore pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

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

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Fenway-Kenmore pet sitters respond in under an hour.

Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Fenway-Kenmore.

Rover makes it easy to find Fenway-Kenmore pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

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

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.