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.

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Over 96
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.

1 / 1
Sitter Profile Image: Maia S.
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Maia S.
from
$15
per visit
5.0 out of 5 stars
• 15 reviews
2 repeat clients
20 years of experience
Chicago, IL, 60653

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.

Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“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.”

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Al T.
Sitter Profile Image: Ruari H.
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Ruari H.
from
$10
per visit
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60608

“Amazing as always”

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Che R.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 92 reviews
35 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

“I am always very nervous when I leave my furry girl alone. It was the first time we booked Qutress and she did it amazing. On a couple days did a great bond and my Kira is always scared to everyone, she really had the touch, the care and patience for her. Qutress is reliable, careful with all details and kind. I would repeat her service as much I need it.”

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Carmen C.
Sitter Profile Image: Christina D.
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Christina D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
5 repeat clients
13 years of experience
Oakland, Chicago, IL, 60653

“I am so happy that I found Christina to take care of my little Rainbow while I was away! She was very caring and they bonded like love at first sight for our meet and greet. It shows that Christina really loves cats and went out of her way to make sure that mine was comfortable and happy! When I came home, everything was neat and clean and Rainbow was happy and ready to play as if I had never left! I would highly recommend Christina and book her again, thank you so much!”

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Tracee H.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 58 reviews
17 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

“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.”

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Anna B.
Sitter Profile Image: Syenna M.
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Syenna M.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
8 years of experience
Hyde Park, Chicago, IL, 60615

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!

Sitter Profile Image: Cathalina A.
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Cathalina A.
from
$17
per visit
5.0 out of 5 stars
• 1 review
10 years of experience
Chicago, IL, 60653

“Cathalina was perfect, did daily check ins while I was out of town ! Sent pictures to update us everyday while I was away missing my pup! 10/10 would rebook cathalina again !!”

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Areanna M.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 year of experience
Grand Boulevard, Chicago, IL, 60653

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!

Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 100 reviews
39 repeat clients
10 years of experience
Kenwood, Chicago, IL, 60615

“Jasmine was amazing! They followed instructions, asked questions and gave a thorough summary of what happened each day! Greatly appreciate the thoughtfulness and care put into the time spent with my furry friend. Much appreciated!!”

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Jon P.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per visit
4.8 out of 5 stars
• 13 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

“Great experience with Jasmine, as usual”

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Stacey S.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 31 reviews
13 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

“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.”

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Petia O.
Sitter Profile Image: Huibo L.
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Huibo L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 3 reviews
4 repeat clients
10 years of experience
Chicago, IL, 60615

“The best summaries I’ve ever received from a pet sitter here on Rover. Will definitely book again with Huibo in the future!!”

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Dominique L.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 49 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

“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!”

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Libby R.
Sitter Profile Image: Tamya O.
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Tamya O.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Grand Boulevard, Chicago, IL, 60653

About: I have hands-on experience caring for dogs of all sizes, breeds, and energy levels, including active and strong working breeds. I focus on creating a safe, structured, and stress-free environment while making sure every dog gets the attention, exercise, and care they need. I’m comfortable with walks, feeding schedules, crate routines, basic obedience reinforcement, and handling energetic dogs with patience and consistency. Pet parents can expect dependable communication, regular updates, and someone who genuinely treats their dogs like family. Your dog’s safety, comfort, and routine come first. A typical day includes structured walks, playtime, exercise, water breaks, feeding according to your instructions, and plenty of attention. I keep a calm and clean environment while making sure each dog gets the right balance of activity and rest based on their personality and needs. I’m especially comfortable with active and strong breeds, so dogs that need confidence, structure, and engagement are in good hands. Whether your pet needs a relaxed companion, exercise, or consistent care while you’re away, I aim to make the experience stress-free for both you and your dog. You’ll receive updates, photos, and quick responses throughout the stay so you always know how your dog is doing.

Sitter Profile Image: Leanna M.
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Leanna M.
from
$15
per visit
20 years of experience
Chicago, IL, 60615

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.

Sitter Profile Image: Taylor W.
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Taylor W.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
17 years of experience
Chicago, IL, 60615

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

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Chevonne C.
Sitter Profile Image: Katharine M.
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Katharine M.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Chicago, IL, 60615

About: I have volunteered at animal shelters since I was 10 years old, and am comfortable with dogs and cats of all sizes and ages! Additionally, I have seven years of experience pet/house sitting, including overnight. In the past few years, I have specialized in caring for puppies, and have experience with bottle feeding. I also had the unique opportunity to work with a coalition that supported people experiencing domestic violence by connecting their pets with fosters while they stayed in shelters (which normally do not allow animals.) I am currently a grad student at the University of Chicago, and have quite a bit of flexibility in my schedule! Whether you would like me to stay at your home full-time while you are away, or just need me to stop by for periodic visits, walks, or play-time, I have plenty of time to dedicate to your pets! I am available both during the week and on the weekends, and can't wait to spend them hanging out with your cats and dogs! I am very comfortable walking dogs of all sizes, and am happy to take them outside to play as well! If your pet has any medication, I can make sure they take them. I will make sure that dogs have plenty of potty breaks, and that all animals are fed on time. If I am staying in your home, I will be respectful of any boundaries you have and will leave the place just as you left it.

Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

“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.”

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Heather B.
Sitter Profile Image: Kiera B.
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Kiera B.
from
$25
per visit
5.0 out of 5 stars
• 30 reviews
22 repeat clients
8 years of experience
Chicago, IL, 60615

“I had peace of mind knowing my cats were being taken care of by Kiera!”

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Catherine B.
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The median cost per visit for pet sitting in Grand Boulevard is $20

Pet parents share their Rover experiences - Grand Boulevard

1 / 1
5.0 out of 5 stars

Ella was absolutely amazing! I couldn't have asked for a better sitter for my 4-month-old puppy, Dan. She handled his daily medications effortlessly and gave him so much love and attention. I'll definitely be booking her again!

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

Emily is amazing!! She’s great with our cat, super responsive and communicative, and did a great job taking care of our cat overall.

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

We had Kaylie do 30 minute drop in visits to feed and play with our 2 cats while we were away for a short trip. Kaylie was very communicative and we loved getting her detailed updates and photos of our babies. We could tell our cats were happy in her company ☺️ Would definitely recommend!

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

Cathalina was perfect, did daily check ins while I was out of town ! Sent pictures to update us everyday while I was away missing my pup! 10/10 would rebook cathalina again !!

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

Ashley is amazing! She takes excellent care of our dog Argo and is very communicative. We really appreciate her help!

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Tiffany A S.
Drop-In Visits
5.0 out of 5 stars

Qutress went above and beyond for my dogs. Very communicative, and I felt my dogs were well taken care of.

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Emily P.
Drop-In Visits
5.0 out of 5 stars

What an amazing pet sitter! Our dog can be a bit nervous with people, but he absolutely LOVES Nicole. She came ready with treats too, so they were best friends pretty fast. Will be rebooking with her for sure!

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

Quinn is a fantastic sitter!! She’s very trustworthy and took such gentle care of our doggy while we were out of town. She kept in touch the entire time and we are so lucky to have found her!!

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Gloria C.
Drop-In Visits
5.0 out of 5 stars

Communicative and patient! We have an anti-social and sometimes aggressive cat and Victoria handled her with patience and understanding. Will definitely rebook in the future.

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

Thank you Syenna! Syenna is great to work with. Communicative, great with our Alusky! Happy to have found her.

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

Christina was great. She was communicative, on time, and showed my cat lots of love. This was my first time leaving her and I was nervous but there was absolutely nothing to worry about. Christina was on top of it. Will be using her again

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Jaymi G.
Drop-In Visits
5.0 out of 5 stars

Kristi took such great care of my two cats! She followed instructions well and catered to each of their personalities, which I really appreciated. She was also very communicative, took lots of photos, and gave detailed updates. Highly recommend if you're looking for a pet sitter!

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Emily T.
Drop-In Visits
5.0 out of 5 stars

Tori is the best! She visits my fur babies whenever we have to travel, they LOVE her! Very grateful that we can trust her! ☺️

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

Cassandra took such good care of our two cats. She followed all of our instructions and sent lots of pictures and detailed updates on how they were doing. She is also very prompt in answering texts. Highly recommend.

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

Haley watched our cat, Leo, for a long weekend. She was incredibly responsive and communicative, which we appreciated!

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

Our cat Rocket loves Emily :) Emily took care of Rocket a couple times now during our trip, including some long-term ones. That meant Emily had to come in twice a day, every day, for 2-3 weeks. She wasn't late to a single visit, gave Rocket lots of pets and attention, and sent us a lot of pictures while we were overseas. She truly went above and beyond as a sitter and we cannot recommend Emily enough!

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Jadyn P.
Drop-In Visits
5.0 out of 5 stars

Jasmine was great, I really appreciated her willingness to come over for a meet and greet before sitting. Thanks for letting Mickey lick the spoon! 🐈😹

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

Grace was great! I received photos of her visits and notifications when she arrived and left. She brushed and played with Ollie while here. My worry was assuaged knowing that Ollie was in good hands with Grace. I will definitely reach out to her again.

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

lucille is amazing wonderful spectacular etc etc etc!!!! so kind and sweet and considerate with my two sweet babies. also provides so many fun pictures and comments! strong recommend 💟😸

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

The best summaries I’ve ever received from a pet sitter here on Rover. Will definitely book again with Huibo in the future!!

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Dominique L.
Drop-In Visits
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Sitters in Grand Boulevard average 6
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