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

Over 94 pet parents in Grand Boulevard have booked pet sitting
Grand Boulevard, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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!
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!
“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!”

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.
“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!”

“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.”
“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.”

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. :)
“Q has quickly become our go-to pet sitter. She always provides top-notch care, and we love that she is often accompanied by her son, who our cat absolutely adores.”


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.
“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.”

“Great with dogs! Daphne gave our 11yr old and 1yr old so much love and attention during her mid day drop in visits, we are grateful for her service. Wonderful and easy to work with and we will definitely use again.”


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.
About: I’ve grown up with animals all my life and my house was always noisy. However, now that I’ve moved away from home I’ve been missing the little guys. Im going into a my Masters program at UChicago! I’m also a barista at Starbucks! I usually work in the early morning so my afternoons are pretty open! I have the upmost respect for others property and place. I would love to board animals at my apartment if you are comfortable with it! However, I will come second to only you in loving your animal.
The median cost per visit for pet sitting in Grand Boulevard is $20
Pet parents share their Rover experiences - Grand Boulevard
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!

David took once again tremendous care of our 2 cats. He went above and beyond taking numerous pictures while we were out of the country and took additional measures to make sure they were safe when the Canadian wildfire smoke hit Chicago, putting a damp rag under our doorway to make sure the cats could breathe easy. David always puts us at ease and we trust wholeheartedly the cats are cared for while we’re gone.

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