Pet Sitting & Drop Ins In Wooster Square
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 Wooster Square pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Joseph is great! This was our first time using Rover. Our cat Walter loved him! Joseph was always on time and sent us photos and updates promptly! Highly recommend”

“Kelsey is great! She takes my black lab out weekly, and Kay is always so happy to see her. She makes sure she goes to the bathroom and gets a good walk in - highly recommend!”

About: I've had dogs of my own since I was 10, and taken care of many other dogs. I loved volunteering at the Houston SPCA in high school. Always been around and love dogs! I am currently working part-time at the Yale Medical School. I am free in the mornings/evenings and also at lunchtime to take care of your pups/ I provide attentive, compassionate pet care by following established routines, ensuring safety, offering exercise and enrichment, monitoring health and behavior, and maintaining a clean, comfortable environment.
“Sarah is the most loving and attentive caretaker for your fur babies. She meticulously monitored how our 19 year old Jiggs was eating and drinking while making sure our three year old Rosie was given what he also needed. Her daughter is the sweetest assistant, doling out treats and pets. You will rest easy when Sarah looks after your precious ones!”

“Kelli was exactly what we are looking for! She followed all of our instructions and made some helpful suggestions that improved the life of our cat without being imposing. She even brought some new litter when we ran out! And she was able to provide insulin injections with very minor instruction. I will continue to trust her with the life and well being of our cat.”

About: I've looked after animals since I was a kid. I love cats and dogs alike and would look after them for loved ones and neighbors. I have a flexible schedule right now. I am currently looking for a more stable job but I have lots of experience working with animals and I know how to handle them with respect and safety. I like to visit the dogs in there own homes and take them for walks. I let to dog tell me what they need usually depending on energy levels. If they have a lot of energy I'll take them out longer or if they don't want to move I would take them as long as it took for them to relieve themselves and then I will engage them in play.
“Yunwen was extremely responsive while setting up our drop-in visit! She also confirmed every part of our instructions while she was there, which gave us a lot of peace of mind.”

“Katelyn took great care of my cat and bunny while we were away. They are both quite needy with attention and I could tell they were both very happy for her visits. Definitely recommend!”

“I couldn’t have been more thankful for the service Bailee provided. She is a very caring individual and you can tell she has a love for animals. I felt relaxed and comfortable while being away from my fur baby. As this was the first trip I have been able to take I will be definitely rebooking with Bailee in the future! She was an amazing provider and very informative! Followed all directions perfectly!”


About: What sets me apart from other sitters is my strong background in animal health and professional husbandry. Through my experience shadowing veterinarians, I’ve developed a trained eye for animal behavior and wellness. I know how to recognize the subtle signs of when a pet is feeling "off" or needs extra attention. I also have professional husbandry experience working with mice in a laboratory setting. This background means I am incredibly detail-oriented, strictly adhere to feeding and medication schedules, maintain rigorous hygiene protocols, and have a gentle touch with delicate or timid animals. I currently work remote for Yale as a PhD student, which allows me a great deal of flexibility to prioritize your pet's needs. On weekdays, I am fully available except maybe a few hours throughout the week for walks, playtime, and feedings. My weekends are completely open for overnight boarding, ensuring your pup is never left alone for long periods and receives constant companionship and care. My home is a 'pet-first' environment where safety and mental stimulation go hand-in-hand. For my two cats, I maintain a strict vertical-space setup and regular 'puzzle feeding' to keep them engaged. I am highly experienced in managing slow introductions and reading subtle body language to ensure all animals feel secure. I maintain a chemical-free cleaning routine to protect sensitive paws and noses, and I’m diligent about 'double-door' safety to prevent escapes. Whether it's ensuring fresh water fountains are clean or providing a quiet, crate-ready retreat, I treat every guest with the same meticulous care I give my own cats.
“Emily dropped in once a day to check on our two cats for several days while we were away. She is EXCELLENT with communication. We never had a doubt that our cats werent getting enough love with Emily. 10/10 would ask Emily to cat-sit again! Thanks Emily!”

“Carole was wonderful with Nemo, same as our first booking with her. I was so glad when, facing last-minute travel plans, she was still available & willing to do a few check-ins. She’s a true professional, flexible, and caring. Can’t recommend her enough.”

“Nicole did such a great with my cat Lalo! Despite being a shy cat, he warmed up to her. Nicole is also very responsive and accommodating to my schedule. Overall, would recommend Nicole to take care of anyone’s cat!”

About: Animals have always been a big part of my life, especially cats. Over the years, I have become the go-to pet sitter within my friend group and regularly care for my friends’ cats while they are away on vacation. I also grew up informally pet sitting for neighbors and friends, giving me experience caring for pets in a variety of home environments and routines. I currently care for my own cat, Reami, a 3-year-old Ragamuffin whom I have raised since he was a kitten. Reami has anxiety-related health issues that can contribute to urinary tract problems, so I am very familiar with providing attentive, patient, and consistent care for sensitive pets. Because of his needs, I understand the importance of maintaining a calm environment, monitoring behavior closely, sticking to routines, encouraging play and enrichment, and making sure pets feel safe and comfortable while their owners are away. In addition to caring for Reami, I have also helped care for my roommates’ cats in the past, including feeding, playtime, litter box maintenance, and general companionship. Through these experiences, I have become comfortable caring for cats with different personalities, energy levels, and temperaments — from shy and anxious cats to highly social and playful ones. While I mainly prefer cat sitting, I also have some experience with dogs, including walking friends’ dogs and taking them on hikes and outdoor outings. I am happy to provide patient, attentive care tailored to each pet’s personality and comfort level. As a sitter, I prioritize communication, reliability, cleanliness, and making sure pets receive plenty of attention, affection, and enrichment while their owners are away. I am a graduate student whose lab is only a 15 minute walk away from home. My schedule is extremely flexible and except for few meetings throughout the week, my schedule is fully up to me. I am also able to leave at any point for short breaks to take pets out for walks/ check up on them. I prioritize creating a calm, safe, and comfortable environment for every pet I care for. I understand that pets — especially cats — can be sensitive to changes in routine, so I do my best to keep their schedule and environment consistent while their owners are away. When caring for pets in a client’s home, I carefully follow all instructions regarding feeding, medications, litter box cleaning, playtime, exercise, and any specific routines or preferences. I also provide regular updates and photos so owners can feel reassured that their pets are happy and well cared for. As the owner of an anxious cat with special care needs, I am very attentive to pets’ behavior, comfort, and stress levels. I value patience, cleanliness, reliability, and making sure every pet feels safe, relaxed, and loved.

About: Life time owner of cats and dogs throughout his life. Has been watching friend and family pets for several years. Experienced with cats and small to medium sized dogs. I currently work full-time in office Mon-Fri, but am available weekends and weeknights (including overnight). I can be flexible to accommodate your needs. I will meet with potential clients face to face prior to accepting any request. Firstly, to go over any specific needs or questions of your pet and second, to get to know you as an owner.

“Mikayla and Justin are simply great. They took great care of my dog Thelma, who can be very skiddish as she is a rescue. Mikayla and Justin spent ample time letting Thelma warm up to them before taking her out for a walk. I would 10/10 recommend them for any pet care and I will definitely be booking them again for Thelma!”

Wooster Square pet parents share their Rover experiences
Lamisa was an excellent cat sitter. She was very friendly and easy to communicate with, and genuinely good with cats. She was consistently on time during each visit. I truly appreciated the reliability and care they provided and would absolutely recommend them to anyone looking for a dependable and kind pet sitter.

Melissa was wonderful with our cats! I've always been hesitant to leave them with someone who hasn't previously experienced them, due to their special food needs and daily meds, but Melissa made them seem like no big deal. We arrived home to two well-cared for cats :) I would absolutely book Melissa again and recommend her to others!

Jassmyne went above and beyond caring for our two cats. She sent photos of her playing with them, cleaning up when that wasn’t even asked, and was extremely detailed in her report cards when leaving them for the day. I highly recommend her for any pet sitting service!

Sarah has been taking care of my kitties whenever I’m out of town for the past year, and I couldn’t be happier with her care. She is kind, thoughtful, and attentive, and her notes are always detailed and reassuring. I feel completely at ease knowing my cats are being so well cared for while I’m away. I recommend her 100%!

Sara is very attentive and conscientious which makes her trustworthy. She was flexible in scheduling to meet everybody's needs. She took really good care of my cat. I could tell, because when my cat has had a good sitter, she is glad to see me when I get home but not frantic for my attention. Finally, Sara got my cat to play in a way I haven't been able to do (and still can't!) which goes to show that she is a true cat person. (I'm sure she takes good care of dogs, too.) I recommend Sara without hesitation.

Christopher did a fantastic job taking care of Boomer over the past two days. He was reliable, communicative, and clearly cared about making sure Boomer was comfortable and happy. I really appreciated the updates and the attention he gave throughout the stay. I’d absolutely recommend Christopher to anyone looking for a trustworthy and attentive dog sitter!

Popular requests near you
Select a filter and find qualifying Wooster Square sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
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 Wooster Square.
Rover makes it easy to find Wooster Square 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.















