Pet Sitting Kenwood

“Lucille is reliable and communicates well.It is much appreciated that she played with Kaia even for a brief moment. We are looking forward to working with her again.”

NORMA L.

“Haley was very friendly, and kept us well updated each day on how out cat was doing. Gus warmed up to her instantly. We would highly recommend her to anyone who is looking for a pet sitter, and look forward to using her again in the future.”

Drew A.

About: I have experience caring for both energetic dogs who need structure and movement, as well as more sensitive pets who benefit from patience, gentle routines, and clear communication. I’m organized, responsive, and great at managing schedules—skills I use every day in my professional work and bring directly into pet care. I pay attention to details, follow instructions carefully, and make sure owners feel fully informed while they’re away. I’m a reliable and attentive weekend pet sitter based in Boston, and I take pride in creating a calm, safe, and caring environment for every animal I look after. I work a full-time remote job during the week, but on weekends I’m fully dedicated to pet care—whether that means long walks, dedicated playtime, or simply keeping your pet company and relaxed at home. As someone who values consistency and trust, I make sure every pet gets thoughtful, individualized attention. Whether your pet needs slow, steady walks, a playful activities, or lots of affection, I’m here to help your weekend feel stress-free. If you’re looking for a sitter who is responsible, communicative, and truly loves spending her weekends with animals, I’d love to support you and your pet!

About: Hi! I’ve cared for dogs and cats of all sizes, temperaments, and energy levels for most of my life. I’ve had dogs my entire life and cats of my own for 10 years, and I began pet sitting at 16. I’m comfortable with active and senior pets, structured routines, and medication administration. I follow instructions closely, provide reliable updates, and keep clients’ homes clean and secure. I’m currently taking a planned career sabbatical while attending school and pursuing professional development. I welcome one-time and recurring walks, drop-ins, and house sits. . Beginning August 20, I have class Tuesdays and Thursdays. On these days, I can provide early-morning and late-afternoon or evening care but will be away during normal working hours. I may also have evening commitments or part-time service shifts. . I keep my calendar current and confirm exact availability before booking. I expect clients to clearly communicate their requested schedule and services. . SERVICE AREA I’m based in Hyde Park and primarily serve clients within roughly two miles of my home—generally no more than a 20-minute bike ride. I may accept requests outside this area for an additional travel fee. . I expect to relocate closer to the Loop or Medical District in late September or early October. I welcome recurring arrangements now, including inquiries from clients near my anticipated future service area. Availability and travel pricing for care continuing after my move will be reconfirmed once my new address is finalized. . PRICING Listed rates reflect standard care. Custom pricing may apply for medication administration, medical monitoring, extended in-home presence, significant travel, or other care beyond my standard services. Any adjustment will be discussed and confirmed through Rover before booking. . CANCELLATIONS Bookings are subject to my seven-day cancellation policy. Please notify me promptly if your plans change. House sitting includes overnight care. Standard house sitting does not include continuous or 24-hour presence; pets must be able to remain safely alone during agreed timeframes. I leave as needed to care for my own cat and attend class or other scheduled obligations. . Drop-ins and walks are provided for the booked 30 or 60 minutes. Requested care must reasonably fit within that time; clients with more involved routines should book 60 minutes. . Walks are paced to each dog’s age, health, energy, and training using client-provided equipment and instructions regarding routes, commands, and reactivity. . For all services, I follow entry and alarm instructions, confirm that pets and the home are secure before leaving, and provide an update after each visit.

“I’ve had a great experience with Christina! She is reliable, caring, and always takes great care of my dog. I really appreciate knowing my dog is in good hands while I’m away. She does a wonderful job, is dependable, and I would definitely recommend her to anyone looking for someone they can trust with their pets!”

Chlyla L.

About: I love puppies and letting them get socialized! I have a 5 month old puppy myself and choosing me to watch your baby would be an honor! I work from home so your pup will never be alone! I work from home all day! My puppy goes with me almost everywhere and I frequently take walks so your puppy would be in great hands I have a fenced yard as well as a big open play pen for my puppy and plenty of toys for your pup to play with!

“Evan did a wonderful job watching our cat for a long weekend. He was communicative and responsive, which made us feel comfortable and confident that our cat was in great hands.”

Anna B.

“Chelsea was a fantastic rover for our dog! She was extremely responsive, punctual, and helped us several times on short notice! She also clearly cared for our dog and was super kind. Would recommend her to anyone!”

Libby R.

About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)

“Cassandra listens and is trustworthy. We spoke for awhile exchanging dog (pet watching) experiences and I knew I could trust her with my dogs and my home: Her visit consisted of having lockbox access to our house, access to the dogs and returning everything as requested.”

Heather B.

About: As a big sister and true animal lover, I have delighted in taking responsibility and caring for the children and fur-babies of family, friends, and neighbors for most of my life. My experience with dogs and cats is extensive, including: extended periods of 24/7 care for varying ages, sizes, and needs; following veterinary instructions for administering medications; and providing proper everyday care such as bathing, feeding, walking, and basic grooming, and of course plenty of play-time and snuggles! For walks and check-ins I am flexibly available on Saturdays and Sundays, and during the week I am available Tuesdays 3pm - 6pm, Wednesdays 8am - 11am, and Fridays 1pm - 6pm. I am also able to provide overnight/multiday care at my home for cat-friendly pets. My apartment is a spacious 3 bed/2 bath (I have 3 couches to choose from for naptime and snuggles!), with plenty of parks, trails and green spaces nearby to walk and play. I have a sweet kitty at home who loves to play with other cats, and dogs too! Some things to keep in mind when deciding if my home is right for your fur-baby's stay: I live on the 2nd floor and my building does not have an elevator; if your pet uses a crate you will need to provide this for their stay; I have a cat and so will only be able to welcome cat-friendly pets to my home.

“Qutress was amazing with our cat as always! She took care of everything exactly as requested and we felt super comfortable knowing that our pet was in such good hands while we were out of town.”

Max H.

“Did an excellent job taking care of my cat and following all care instructions. When I got back my apartment was clean and my cat looked healthy and happy.”

Liam C.

“Great! No complaints. Will be scheduling again soon. My cats loved her and she followed instructions exactly.”

Chevonne C.

“Thanks so much Che Maria, your description sounds completely typical of our quirky diva! Also appreciate your flexibility and responsiveness as we worked out all of the details!”

Laura K.

“It was my first time using rover and I was looking for someone who truly understands dogs, and its Tamara! Tamara was a true blessing while I was away in Mexico. My dog isn’t usually quick to trust—he even tried to bite her when they first met—but she was so patient and kind with him. By the end of the week, he was waiting at the door for her, tail wagging, 30 minutes early. I could tell he really bonded with her. I’m so grateful and would absolutely have her watch him again.”

Al T.

“Jasmine R was awesome. Thorough and punctual. My kitty was happy and my home was just as I left it. I will use her services again.”

Stacey S.

About: I’ve taken care of my own dog and cat for 7 years and before then was the go to sitter for all my friends with pets! I’m also a PhD student in psychology working in animal behaviors. Since young, I understand animals and respect them: how we treat them influences their behaviors. I’ve got the heart and the training to give your babies the best care they deserve when you are away! My schedule is flexible as long as we communicate in advance. Mornings work the best at the moment but let me know what you need I’ll try to make it work :) I have a comfy apartment with one dog and one cat. They’ll keep your baby company if you board with us. I’m skilled in introducing new animals to each other, I try to adjust to each animals temperaments. On other visits I try to get to your babies first as well, and of course your tips are always appreciated as you know them the best!

About: I am experienced in very detailed pet care instructions and understand that those pets have unique needs. I have experience with administering medical supplements, adhering to specific feeding schedules and portion requirements. I have followed individualized activity plans and routines for both dogs and cats. I want to provide the consistency in a pets routine while their owners are away. I promote owner-established potty training methods in regards to 6 months and older potty training behaviors. My approach combines reliability, patience, and genuine affection for animals while providing pet owners with confidence that their pets are receiving attentive and compassionate care in their absence. I am a Retired NCAA WBB coach so I have time to care for your fur family! I Can adjust to your pets favorite routine! I stay in your home so that your fur family is in their most safe space! I stick to their routines and routes! I can include new enrichment activities and stick to what works for them! I understand crating and routine! I have also slept w 4 animals in bed so that were very supported during the owner’s mini vacation.

About: I am a CPR certified pet sitter who loves animals and loves to care for things. I have no pets of my own because I travel often for my full-time job . However. , I look forward to building a trust worthy, healthy relationship with you and your animal family. I currently work from home full-time so I have flexible hours. I do travel often for work so the further out I know for overnight days is the better. I also am available to walk dogs daily. I live alone and a very nice neighborhood full of lots of trees and families. I keep a very neat and nice home free of anything that could harm animals.