Pet Sitting & Drop Ins In Fenway-Kenmore

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: Jacqueline Y.
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Jacqueline Y.
Star Sitter
$18
total per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
5 years of experience
Fenway-Kenmore, Boston, MA, 02215

Jacqueline was great with my kitties! She was very communicative and helpful on keeping an eye on more than just my fur babies. If considering travel, you will have a piece of mind with Jacqueline caring for your pets!

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Alassandra G.
Sitter Profile Image: Julia J.
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Julia J.
Star Sitter
$28
total per visit
5.0 out of 5 stars
31 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: Zoe M.
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Zoe M.
Star Sitter
$14
total per visit
5.0 out of 5 stars
29 reviews
11 repeat clients
6 years of experience
Back Bay-Beacon Hill, Boston, MA, 02115

Zoe was great! Very responsive and spent some time with my new puppy.

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Kathleen D.
Sitter Profile Image: Isabella B.
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Isabella B.
Star Sitter
$20
total per visit
4.9 out of 5 stars
14 reviews
11 repeat clients
5 years of experience
Fenway-Kenmore, Boston, MA, 02115

Isabella was always reliable and took good care of our cat while we were away!

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Kevin S.
Sitter Profile Image: Tiffanie J.
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Tiffanie J.
Star Sitter
$30
total per visit
5.0 out of 5 stars
51 reviews
14 repeat clients
5 years of experience
Fenway-Kenmore, Boston, MA, 02215

We appreciated Tiffanie visiting our cats while we were away! She took lots of photos and pointed out when their eating pattern wasn’t normal. They seemed to like her. We would be happy to have her visit our cats again.

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Nicholas A.
Sitter Profile Image: Alexina F.
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Alexina F.
Star Sitter
$30
total per visit
5.0 out of 5 stars
202 reviews
61 repeat clients
20 years of experience
Boston, MA, 02215

Great response times and my cat definitely took a liking to Alexina - took many pictures and kept me up to date on every visit. Highly recommend :)

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Matthew L.
Sitter Profile Image: Jennifer H.
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Jennifer H.
$23
total per visit
5.0 out of 5 stars
8 reviews
1 repeat client
4 years of experience
South End, Boston, MA, 02120

About: I have experience with puppies and take care of my family dog, lingo, who is around 50 lbs! I am a graduating senior at Northeastern University and have plenty of time to help take care of your pet. I am a student, so my schedule is flexible. Feel free to let me know whenever you need me! We can always work something out. I love dogs and have one of my own. I am very respectful and will take care of your pup as well as your space if I'm ever in your home.

Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
$25
total per visit
5.0 out of 5 stars
33 reviews
9 repeat clients
7 years of experience
Cambridgeport, Cambridge, MA, 02139

Was incredibly attuned to my lil anxious Winston, provided consistent helpful feedback & was just overall a perfect pet sitter for my baby boy! I was nervous using rover for the first time, and Rachel exceeded my expectations & went above and beyond. Will be working with her again!

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Keelin R.
Sitter Profile Image: Nicole C.
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Nicole C.
Star Sitter
$22
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
Boston, MA, 02115

Nicole was absolutely wonderful with our cat, Marx. Not only did she check in on him daily while we were away but she truly cared for him making sure he got plenty of attention, love, and mental stimulation in addition to the basics of food, water, and litter cleanings. Could not be happier in selecting Nicole to care for our family member.

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Kerri V.
Sitter Profile Image: Madeleine M.
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Madeleine M.
Star Sitter
$19
total per visit
5.0 out of 5 stars
14 reviews
8 repeat clients
2 years of experience
Boston, MA, 02116

Adorable. Leo can’t stop talking about her!

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Stephanie B.
Sitter Profile Image: Michaela H.
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Michaela H.
$17
total per visit
5.0 out of 5 stars
6 reviews
6 repeat clients
6 years of experience
Fenway-Kenmore, Boston, MA, 02215

Michaela was communicative and took great care of my cat, Finn! He seemed so happy when I got home :)

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Madison Rae P.
Sitter Profile Image: Nengliang L.
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Nengliang L.
$26
total per visit
5.0 out of 5 stars
56 reviews
19 repeat clients
1 year of experience
South End, Boston, MA, 02120

Nengliang is now my go to while I’m away! He’s always reliable and trustworthy, plus my kitties like him. Thanks again for all the help Nengliang!

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Amanda S.
Sitter Profile Image: Natalia M.
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Natalia M.
$28
total per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
6 years of experience
Brookline, MA, 02446

Natalia did a great job with a last minute request for weekend cat care! Will certainly book again!

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Rebekah B.
Sitter Profile Image: Izza Sofia H.
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Izza Sofia H.
$23
total per visit
4.8 out of 5 stars
44 reviews
9 repeat clients
5 years of experience
Jamaica Plain, Boston, MA, 02120

Izza was incredible. She was prompt, took care of everything we asked her to, and sent a bunch of updates every time. We will be using her again when we travel!

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Sadie
Sitter Profile Image: Annie B.
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Annie B.
$45
total per visit
4.8 out of 5 stars
22 reviews
9 repeat clients
7 years of experience
Cambridge, MA, 02139

As a first time user of Rover, I wasn't exactly sure what to expect. Annie exceeded my expectations in every way. She responded quickly to my somewhat last minute request, was really flexible with my schedule/needs, and did a great job taking care of my dog and keeping me informed. She was timely, thorough, and seemed to really enjoy her work! I would definitely hire her again.

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Karen S.
Sitter Profile Image: Sarah M.
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Sarah M.
$33
total per visit
5.0 out of 5 stars
105 reviews
23 repeat clients
6 years of experience
Fenway-Kenmore, Boston, MA, 02215

Sarah took excellent care of my dogs and left thorough notes after the walk, which I really appreciate especially since on dog has some anxiety. Her notes help me better work on what’s best for him to reduce the anxiety.

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Katherine D.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$23
total per visit
5.0 out of 5 stars
224 reviews
68 repeat clients
22 years of experience
Brookline, MA, 02445

Zipper enjoys his visits by Julie! She is on top of everything - water, food and litter, as well as entertaining him and keeping us posted with updates and photos!

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Robert B.
Sitter Profile Image: Zoe V.
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Zoe V.
$28
total per visit
5.0 out of 5 stars
59 reviews
19 repeat clients
15 years of experience
Fenway-Kenmore, Boston, MA, 02215

I was super nervous finding and trusting someone to care for my two anxious dogs. Walter is afraid of people and Zoe took her time to let him warm up to her and he now gets so excited when she comes over. I couldn’t recommend Zoe more and will be using her services from now on.

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Mary L.
Sitter Profile Image: Valentina B.
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Valentina B.
$20
total per visit
1 repeat client
5 years of experience
Back Bay-Beacon Hill, Boston, MA, 02115

About: While I am new to these services professionally, I grew up with 4 small dogs (all at once!) and have lots of experience with senior and disabled dogs. Most comfortable with small to medium sized. Starting April 25th, I am completely free for services at almost any time of day! This is my free summer time as a student, but my schedule will change stating July when I begin work. I will update my calendar accordingly! I am always attentive to needs or concerns. I have a 650 sq ft apartment with plenty of parks and places for walking nearby. No crates, no other roommates but I stay home most of the day.

Sitter Profile Image: Delaney R.
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Delaney R.
$17
total per visit
22 years of experience
Fenway-Kenmore, Boston, MA, 02115

About: I’ve grown up always having dogs and have always been very comfortable around animals. I’m outgoing, patient, and attentive with pets, and genuinely enjoy spending time with dogs of all breeds and sizes. I’m very dependable, communicative, and trustworthy, and always want owners to feel confident knowing their pets are in caring and reliable hands. I’m currently pursuing my Master’s degree at Northeastern University, so my schedule is very flexible outside of class hours. I’m unavailable Monday, Tuesday, and Thursday from 11:20 AM–5:20 PM, but am otherwise available for walks, drop-ins, house sitting, and pet care throughout the week. I’m happy to work with different schedules and can often accommodate last-minute requests as well! I’m very comfortable caring for pets in clients’ homes and making sure they feel safe, comfortable, and well cared for in their normal environment. I grew up with Golden Retrievers and have always been a huge dog lover, so spending time with animals has always come naturally to me. I love giving dogs lots of attention, playtime, walks, and affection, while also respecting each pet’s unique personality and routine. I’m comfortable with dogs of all breeds, sizes, and energy levels, and always prioritize safety, trust, and communication with owners.

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Fenway-Kenmore pet parents share their Rover experiences

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5.0 out of 5 stars

Shaye was a perfect drop in dogsitter! She took great care of my anxious pup and I would not hesitate to hire her again.

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Richard A.
Drop-In Visits
5.0 out of 5 stars

Kristen was amazing with my cat, Miso, while I was traveling. She was reliable, caring, and kept me updated with photos. Miso clearly loved her, and I came home to a happy, well-cared-for cat. I’d definitely recommend her!

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Judza Z.
Drop-In Visits
5.0 out of 5 stars

Marie did a great job caring for our two cats while we were away. She kept me tuned in with daily reports and photos snd communicated well with any questions she had during visits. And she kept my container plants alive during very hot weather! Both cats were calm and relaxed when I returned.

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

Elise was very communicative and friendly! I appreciated the photos and detailed updates, and she went above and beyond to take great care of my cat

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

Michael is awesome! He treats Blue so well when he comes over. It gives me so much peace knowing that Blue will have a good day when Michael is taking care of her.

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

Liza was great. She took super care for both my cat and myself. Double duty. I would gladly hire her again.

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Betsy A.
Drop-In Visits
5.0 out of 5 stars

Lan-Ting was great at communicating and sending pictures to let us know that she was caring for Ruby.

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

Sarah is the best! She’s extremely professional and accommodating, I would highly recommend her services.

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

Amanda took great care of my cat, Trinnie, over 3 consecutive weekends of travel while I adjusted to life in a new city. She consistently went above and beyond to make sure Trinnie had everything she needed and was very flexible and helpful when the automatic feeder had a malfunction. Her communication was excellent across all three bookings - with special mention to the update photos she captured! I couldn’t have asked for a better first experience with a pet sitter and will definitely rebook for any future trips!

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Rachel E.
Drop-In Visits
5.0 out of 5 stars

Kate was lovely and flexible about our circumstances. She did a wonderful job taking care of Phyllis, even when Phyllis decided not to show her furry face. Friendly and open demeanor, great communication, everything we could ever want from a pet sitter.

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

Nick was great with my cat while I was away! He was very attentive and helped monitor some health issues, which I appreciated!

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Allie J.
Drop-In Visits
5.0 out of 5 stars

Dodi took great care of our senior cat Panks who needs daily medication. We got a daily update with lots of pictures.

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

Zhao is an ideal cat sitter. She closely follows instructions, takes time to connect with your cat, and sends the best photos and videos. I loved her daily videos and report and could see that my baby was being cared for so well! I could also see that he adored her. She would gently brush him during her visits and he was in bliss, purring and showing his tummy. I think Zhao may be one of his newest favorite humans.

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

Cynthia was so great with our senior kitties! We needed someone on short notice and she was super responsive and easy to coordinate with. Both of our cats receive medication twice a day so it was super important for us to find someone who was comfortable with that responsibility. Cynthia made sure each one got what they needed and sent us detailed updates. We had an issue with our smart lock during one of her drop ins and she alerted us immediately and came back later that night after it was sorted to make sure our girls were taken care of. Would absolutely use her again in the future!

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

Samantha was so great with my kitty Garbanzo! I had an unexpected and last minute family trip come up, and she still prioritized scheduling a meet and greet with me before the visit. She had great communication, sent lots of photos, and I could tell Garbanzo was not anxious when I got home. Thank you, Samantha! I would highly recommend her as a sitter.

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

Samantha was communicative and helpful while checking on our cat. An overall positive first Rover experience!

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Mollie O.
Drop-In Visits
5.0 out of 5 stars

Jessica was kind, intuitive, and helpful. She was able to jump in and sit Booker on extremely short notice. Looking forward to doing business again!

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Eli
Drop-In Visits
5.0 out of 5 stars

Eleanor did a wonderful job dropping in to care for our cat while we were out of town. She sent detailed updates each day and some very cute photos, too. Her competence and care for animals really put us at ease. Would book again!

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Brigid A.
Drop-In Visits
5.0 out of 5 stars

Jenna spent a weekend checking in on our two cats and she was fantastic with them. One of our cats can be shy with strangers, but he warmed right up to her and they had lots of play time together. Jenna’s communication was great and she catered to our cats’ personalities and needs.

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

Hope was fantastic! She took great care of my cat and was very communicative throughout my week away, sending detailed updates and photos. It gave me real peace of mind while I was traveling. I would happily book with her again and highly recommend her to anyone looking for a caring pet sitter.

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Beatriz P.
Drop-In Visits
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  1. 1. Search

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  3. 3. Book & Pay

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    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

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Pet Sitting FAQs

Frequently asked questions about Rover

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, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available 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.