Personalized care for your dog or cat - Grand Boulevard

Highly-rated overnight sitters - Grand Boulevard

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: E K.
Verified Background Check
E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
383 reviews
179 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E is amazing in every way!! It was already awesome that she took the booking so last minute. She’s great with communicating and being on time with the pick up and drop offs. Diamond came back home as if she never left, her energy and spirits were great! I’m not sure I was even missed lol. Will definitely book with her and her family again!

Profile image
Khat B.
Sitter Profile Image: Kamiah & Casius D.
Verified Enhanced Background Check
Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
24 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!

Profile image
Kurt S.
Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Bola A.
from
$54
per night
4.9 out of 5 stars
177 reviews
64 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Bola was so kind to my dog Coco. I was worried she might be too much puppy to handle since she’s a big dog and gets easily excited but Bola was confident there would be no issue. Coco had a great day playing with the other doggies and came home nice and tired after her stay. Thanks Bola!

Profile image
Ellen B.
Sitter Profile Image: Brandon E.
Verified Background Check
Brandon E.
from
$42
per night
5.0 out of 5 stars
23 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

Profile image
Donnie S.
Sitter Profile Image: Ania Z.
Verified Enhanced Background Check
Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
137 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕

Profile image
Arina U.
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
26 reviews
12 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.

Profile image
Tiffany S.
Sitter Profile Image: Chelsea G.
Verified Enhanced Background Check
Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

Profile image
Tony & Victoria B.
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Cassandra B.
from
$40
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.

Profile image
Joseph G.
Sitter Profile Image: Cheyanne H.
Verified Enhanced Background Check
Cheyanne H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
23 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

My Zoey had a great time with Cheyanne! Cheyanne was communicative and sent lots of pictures during Zoey's stay. She was incredibly patient with my flight delays that prevented me from picking up Zoey on time - very grateful for a kind and accommodating sitter!

Profile image
Kayla T.
Sitter Profile Image: Ann V.
Verified Enhanced Background Check
Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
134 reviews
28 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Buddy loves going to stay with Ann! The peace of mind we have dropping Buddy off with Ann is amazing. So much better than a normal boarding experience.

Profile image
Alec F.
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
190 reviews
69 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was great! Super fast response to messages. She sent us updates and Waski pictures often. Waski had a great time playing at parks, walking, and lounging on the deck.

Profile image
Joshua T.
Sitter Profile Image: MICHAEL C.
Verified Enhanced Background Check
MICHAEL C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
45 reviews
4 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

I love the attentiveness to all the fur babies and keeping them on a schedule - Katie and Teddy were playing with the others fur babies which is wonderful. These guys are my go-to boarders from this day forward 😊

Profile image
Aldar S.
Sitter Profile Image: Timothy B.
Verified Enhanced Background Check
Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

Profile image
Michelle C.
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check
Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
251 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara always goes above and beyond for Milo. She’s been so reliable and communicative and it’s so appreciated having someone that I can rely on for Milo!

Profile image
Kyle A.
Sitter Profile Image: Hua “Katrina” F.
Verified Enhanced Background Check
Hua “Katrina” F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
199 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

My high energy pup has been in a deep slumber ever since we got home, which tells me she had a blast. And Katrina made me a magnet with the cutest picture of Luna, I love it so much. Thank you!! Truly the best. 😁

Profile image
Cortesha H.
Sitter Profile Image: Ksenia D.
Verified Enhanced Background Check
Ksenia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

Ksenia took such wonderful care of my dog - it was clear she truly understood his needs and personality. She’s incredibly gentle, patient, and attentive, which made a huge difference. I especially appreciated the regular updates and photos, which gave me so much peace of mind. It’s rare to find someone so reliable and genuinely caring - I would absolutely trust her again without hesitation.

Profile image
Manisha S.
Sitter Profile Image: Kyla G.
Verified Enhanced Background Check
Kyla G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
68 reviews
29 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Kyla was incredible!! From the initial contact to pickup, she was friendly and professional. She took the time to know my dog’s needs and preferences. She sent me regular updates and photos of my pup, which put me at ease while I was away! I highly recommend Kyla for a trustworthy and caring place for their dog. I’ll definitely be booking again!

Profile image
Agnes K.
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check
Jessica G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
New City, chicago, IL, 60609

Krypto enjoyed a lot at Jessica's place. She was very kind enough to send so many pics of krypto and she took good care of him. Will recommend her for everyone.

Profile image
Sunitha B.
Sitter Profile Image: Andrea B.
Verified Enhanced Background Check
Andrea B.
Star Sitter
from
$53
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea was once again super kind and considerate - the fact that my pet feels comfortable to rush into the apartment building as well as cozy on up to Andrea is a testament to how much trust and care there is delivered! They even offered to drop off my dog to my apartment after I flew in from a trip to help offload some traveling time. Would definitely rebook again!

Profile image
Anne N.
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check
Jenna M.
from
$53
per night
5.0 out of 5 stars
95 reviews
22 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

Jenna was absolutely amazing! I felt so reassured with the pictures and videos and updates that our dog was safe, cared for, and having the nicest time! Jenna went above and beyond when our flight home was delayed and was so generous in accommodating us. Thank you Jenna! 😊

Profile image
Sarah W.
1 / 1
View more sitters

Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Grand Boulevard

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: Qutress T.
Verified Enhanced Background Check
Qutress T.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
85 reviews
33 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Q did a wonderful job as always! She took great care of my cat, keeping him comfortable and entertained while I was away, and went above and beyond making sure he was clean and happy. Lots of great photos too, including a few I think we'll frame! I will absolutely book again.

Profile image
Connor R.
Sitter Profile Image: Amiyah W.
Verified Enhanced Background Check
Amiyah W.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
1 year of experience
Grand Boulevard, Chicago, IL, 60615

Amiyah is kind and caring.Glitzy had lots of fun and looked forward to her visits with Amiyah. We felt she was very well cared for and that makes vacationing easier..

Profile image
Turqueya W.
Sitter Profile Image: Jasmine R.
Verified Enhanced Background Check
Jasmine R.
from
$18
per visit
4.7 out of 5 stars
12 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

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.

Profile image
Stacey S.
Sitter Profile Image: Evan P.
Verified Enhanced Background Check
Evan P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
47 reviews
15 repeat clients
30 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.

Profile image
Anna B.
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check
Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
251 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara was a life saver! My sitter had to suddenly cancel and Tamara was able to fit drop ins for my cats for Christmas week with short notice. She was very responsive to any requests and I came home to 2 happy cats.

Profile image
Amelia L.
Sitter Profile Image: Chelsea G.
Verified Enhanced Background Check
Chelsea G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
40 reviews
13 repeat clients
10 years of experience
Douglas, Chicago, IL, 60653

Chelsea did an amazing job caring for my kitties over the holidays! First, I ended up booking shorter notice and Chelsea responded immediately, was flexible, and was able to accommodate me and my babies. Chelsea was a great communicator when she was caring for my kitties, she gave consistent updates about how they were doing, as well as the tasks she completed when caring for them (refilling food and water, cleaning the litter box). I really appreciated the time and effort Chelsea put into caring for my babies, especially during the holiday time. Thank you!

Profile image
Eden A.
Sitter Profile Image: Christina D.
Verified Enhanced Background Check
Christina D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
10 years of experience
Oakland, Chicago, IL, 60653

Christina did a great job taking care of my five cats, two of whom zi have medical needs. I really appreciated her daily updates and photos of my boys.

Profile image
Susan B.
Sitter Profile Image: Sally H.
Verified Background Check
Sally H.
from
$23
per visit
5.0 out of 5 stars
59 reviews
21 repeat clients
15 years of experience
Kenwood, Chicago, IL, 60653

Sally did drop in visits over Christmas to feed and take care of my cat. She kept me updated on everything and sent me photos with each visit that helped me feel like he was getting great care! I sincerely appreciated her providing care for him while I was gone.

Profile image
Claire C.
Sitter Profile Image: Jasmine P.
Verified Background Check
Jasmine P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
97 reviews
38 repeat clients
13 years of experience
Kenwood, Chicago, IL, 60615

Jasmine took great care of our kitties (2yo and 15yo). She provided daily updates and great pictures. Our older cat has a variety of health issues and Jasmine was able to give her medications and gave updates about her eating. Jasmine is fantastic!

Profile image
Maddy R.
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Daphnay S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
26 reviews
12 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

Daphne was amazing with our fur babies and gave them all the love while we were gone. She was as punctual, professional and caring. She was as excellent with communication and follow up. We will use her service again knowing the dogs are taken care of.

Profile image
Petia O.
Sitter Profile Image: Mia L.
Verified Enhanced Background Check
Mia L.
from
$18
per visit
5.0 out of 5 stars
27 reviews
5 repeat clients
3 years of experience
Hyde Park, Chicago, IL, 60615

Mia was incredible with my cat Stormie! We were able to quickly schedule a meet and greet for her to meet Stormie and I could already tell she genuinely cared. She asked questions about feeding, whether Stormie likes to sleep in the bed, daily routine, and took notes when I explained some food changes due to Stormie's sensitive stomach. It is VERY clear she does truly love and care for animals. We had Mia watch Stormie for the weekend and came back to the apartment being clean, litterboxes were empty and freshly cleaned, etc. Mia sent regular updates as well with photos and videos of Stormie so I knew that everything was going smoothly. She also sent messages regularly about how they were playing with toys, how Stormie was doing, etc. I 100% will book with Mia again as I truly never felt more comfortable with someone watching my baby before now.

Profile image
Lillian W.
Sitter Profile Image: Jozelin R.
Verified Background Check
Jozelin R.
from
$16
per visit
5.0 out of 5 stars
31 reviews
12 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin took great care of my kitty and filled out a detailed rover card so I could see how she was doing. Would definitely recommend Jozelin as a sitter!

Profile image
Kaylene S.
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Elizabeth D.
from
$27
per visit
5.0 out of 5 stars
31 reviews
8 repeat clients
22 years of experience
Douglas, Chicago, IL, 60609

Elizabeth watched our cat Chachi and she did an amazing job! He’s typically very shy but Elizabeth was so gentle and patient that he immediately warmed up to her. Having Elizabeth watch him gave us a really big sense of relief and made us feel safe leaving him knowing he was in such good hands. I can tell she really cared for him and enjoyed his company. I hope to always use Elizabeth when we’re out of town.

Profile image
Madeline E.
Sitter Profile Image: Nadine T.
Verified Enhanced Background Check
Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
7 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great! She was patient with my sassy cat and very communicative with me while I was on vacation. Would definitely use Nadine in the future.

Profile image
Stephanie D.
Sitter Profile Image: Taylor W.
Verified Enhanced Background Check
Taylor W.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60615

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

Profile image
Chevonne C.
Sitter Profile Image: Valeria V.
Verified Enhanced Background Check
Valeria V.
from
$21
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Everything went great and my cat was well looked after, thank you!

Profile image
Chris B.
Sitter Profile Image: Grace G.
Verified Enhanced Background Check
Grace G.
from
$17
per visit
4.9 out of 5 stars
21 reviews
7 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

Grace was amazing with our kitties! And she was very communicative, which was a great piece of mind while we were out of town. We’d absolutely recommend her to others looking for a pet sitter.

Profile image
Jonathan B.
Sitter Profile Image: Jessy M.
Verified Enhanced Background Check
Jessy M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
13 years of experience
Hyde Park, Chicago, IL, 60615

Jessy did a great job taking care of our pets while we were away! Very responsive and caring! Thanks Jessy!

Profile image
Mariel H.
Sitter Profile Image: Grace P.
Verified Enhanced Background Check
Grace P.
from
$18
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Douglas, Chicago, IL, 60616

About: I have cared for cats at several points throughout my life, and have just recently adopted my own cat! I love her more than anything, and I will be sure to care for your kitty like my own!

Sitter Profile Image: Julia G.
Verified Enhanced Background Check
Julia G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

About: I’m definitely a cat person:) I have experience with cats with skin issues and allergies and have no problem with administrating medications if needed. I grew up with cats and don’t have a cat of my own at the moment and would love to spend time with yours!

1 / 1
View more sitters

Why choose a sitter on Rover

  • Background-checked house sitters

    Every sitter profile has been reviewed and approved by Rover before joining our community.

  • A perfect match for every pet

    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Grand Boulevard

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: E K.
Verified Background Check
E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
383 reviews
179 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Elizabeth was a pleasure to deal with from first contact until we picked Tika up at the end of the night. Amazing communication and pictures.

Profile image
David B.
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check
Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
251 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

My dog loves Tamara! I’ve been using her for over a year and only trust her to watch my dog who has bad anxiety and is skiddish with most people. When I drop her off, she doesn’t even know I’m there anymore. That makes me happy since my baby has anxiety bad. Definitely recommend her. She’s very caring and accommodating!

Profile image
Jennifer C.
Sitter Profile Image: Chelsea G.
Verified Enhanced Background Check
Chelsea G.
Star Sitter
from
$30
per day
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

About: What sets me aside from other sitters is the love i have for animals. Since i was a little girl I've always loved being around animals they were and still are very therapeutic to me. I've had big dogs from Pitbull's, Dobermann, American bullies, all the way down to tiny dogs; yorkies, shitzu etc. even different kinds of cats you name it. As I've gotten older I've gained sooo much experience to the point I've had at home births with my dogs and cats all by myself; even home training my own animals as well. My goal here is to gain a work related reputation where i can truly start doing what i love and make a name for myself until i can become that super Veterinarian I've always dreamed of being. So far all i have is personal experience with dealing with animals at home and at my job(My residents animals). This would truly mean a lot if i can show off my skills and how genuine i am with animals and even people. Pet Care currently fits for me during the week days. I work doubles every Saturday and Sunday; whereas for school i do online Vet courses which is self pace. Which means i am free during the week Monday-Friday between 9am-5pm if communicated at least at least 30min-1hr in advanced i could stay later if needed. Although, I am a mother which means i can not do any services past 7pm nor any over night services. I also am located downtown Chicago but I am willing to travel!! One thing about me i will spoil your baby(s) haha; I am very hands on and affectionate with animals unless they require space lol. I have never been a crate animal person BUT i know every household is different and every animal requires different training. Again, animals bring a lot of joy to my heart; very therapeutic for me and if given the chance you wouldn't be disappointed i promise!.

Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Bola A.
from
$49
per day
4.9 out of 5 stars
177 reviews
64 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Bola boarded my pup overnight and she was great. She's knowledgeable, loving and caring in her interaction with me and my fur buddy. We look forward to using her services again in the near future.

Profile image
Millicent C.
Sitter Profile Image: Ashley B.
Verified Background Check
Ashley B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
128 reviews
57 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.

Profile image
Smaida M.
Sitter Profile Image: Annie X.
Verified Enhanced Background Check
Annie X.
from
$45
per day
4.9 out of 5 stars
156 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

About: ✦Limited spots left for July 4th weekend• South Loop/Downtown Providing calm, personalized care for every pet: Whether it’s in your home or mine, I provide calm, flexible, one-on-one care tailored to each pet’s personality and comfort level. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 📍 Serving Chicago and surrounding suburbs — including Downtown, South Loop, West Loop, Bridgeport, Pilsen, Chinatown, Hyde Park, Lincoln Park, and beyond. Flexible travel options available, with customized arrangements for extended distances. 🐾 My Journey with Purrfect Pet Sit 🐾 Since 2019, I’ve provided trusted, professional pet care for busy Chicago professionals and families. With over six years of experience and many ⭐⭐⭐⭐⭐ reviews, I specialize in creating a stress-free, high-quality experience for both pets and owners. I specialize in cat sitting, small and medium breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for large dogs after a Meet & Greet, to ensure a good fit between each other. 🤝Meet & Greet Policy Meet & Greet is required for all new clients before confirming a booking. This step allows us to review care details, daily routines, home logistics, key access if needed, and overall fit in person, including how your pet and I interact. Scheduling details will be discussed during the inquiry process. 📸💬 Daily Photo & Text Updates You’ll receive regular photo and text updates, so you can travel or work with peace of mind knowing your furry family is happy and safe at my care. I can’t wait to meet your pets and make their time truly Purrfect! 🐾💛 🌞 Schedule & Availability I work full-time with a hybrid schedule in eCommerce, with some days onsite in the western suburb Lombard and others working from home in the city. Because I regularly commute and am comfortable with travel, I’m open to overnight house sittings and extended stays beyond my immediate area when everything is a good fit. 🐾 Drop-in visits: Available early mornings before work and/or evenings after work, depending on location and care needs. Exact visit times cannot be guaranteed, but I always aim to stay within a reasonable time window and will communicate updates as needed. Flexibility is required in terms of visit time. 🏠 House sittings: My standard rate covers overnight care from evenings through mornings and includes standard morning and evening potty walks, plus a final potty break before bedtime. Daytime hours, extended exercise walks, and constant care are not included in the base rate and may require additional fees depending on care needs and scheduling. 🚗Pick-up / Drop-off: Available upon request for repeat clients or when schedules align with my Lombard–Chicago commute route. 🐕 Boarding & daycare: Limited spots available - please message to confirm availability. 🏡 Home Environment & Safety Calm, cozy home with fenced yard and pet-friendly setup - a safe, peaceful space for every guest to relax, play, and rest comfortably during their stay.

Sitter Profile Image: Gabriel V.
Verified Enhanced Background Check
Gabriel V.
from
$33
per day
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Bridgeport, Chicago, IL, 60608

Gabriel was an excellent dog sitter for Walnut. He was attentive, patient, and very professional throughout the entire experience. He communicated clearly, provided updates, and always confirmed details, which gave me great peace of mind. Walnut seemed very happy and comfortable with him, and it was clear he genuinely enjoyed spending time with Gabriel. I truly felt that Walnut was in good hands. I would definitely recommend Gabriel and would love for him to continue sitting for us in the future.

Profile image
Mina R.
Sitter Profile Image: Timothy B.
Verified Enhanced Background Check
Timothy B.
Star Sitter
from
$40
per day
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!

Profile image
Eric F. R.
Sitter Profile Image: Monica M.
Verified Enhanced Background Check
Monica M.
from
$35
per day
5.0 out of 5 stars
13 reviews
5 repeat clients
19 years of experience
Bridgeport, Chicago, IL, 60608

About: Hi! My name is Monica and I recently graduated from Indiana University. I’ve grown up around animals my entire life, so caring for them has always come naturally to me. While I was in college, I fostered through local animal shelters, which gave me experience caring for animals with all different personalities, ages, and needs. I’m also currently a volunteer at the Anti-Cruelty Society in Chicago, where I help care for animals and support the shelter. I work from home, so I’m able to give pets a lot of attention throughout the day. Your pet will never be left alone for long. My dad is also recently retired and home most of the time, so there’s always someone around to give extra attention, playtime, and care. I have a small Yorkie named Tucker and a cat named Penny. They’re both very friendly and used to being around other animals. Tucker is great at matching other dogs’ energy (whether they want to play or relax), and Penny is very calm and tends to mind her own business. Whether it’s walks, playtime, feeding, or just keeping your pet company, I treat every animal like they’re part of the family. I’d love the opportunity to care for your pet and make sure they feel safe, happy, and comfortable while you’re away! I recently graduated from Indiana University and am now back home in Chicago full-time. My dad is retired and home all day, and I spend most of my time at home too, so your pet will always have company and attention. I’m not super busy and genuinely love being around animals — it’s the perfect setup! I have a private, fully fenced yard and never let pets outside without supervision. My home is spacious, and pets are welcome to relax anywhere they’d like. I also have a 2-year-old, 4.5-pound Yorkie who mostly keeps to himself but is always up for a little playtime if your pet wants a buddy! I’m happy to crate your dog at night if you prefer, or they’re welcome to sleep with me — I’d love that too!

Sitter Profile Image: Torin I.
Verified Background Check
Torin I.
from
$43
per day
5.0 out of 5 stars
23 reviews
8 repeat clients
13 years of experience
Grand Boulevard, Chicago, IL, 60615

About: Hi! It's been a pleasure watching so many amazing furry friends over the years here on Rover. I recently got a little buddy myself, so I am focusing on caring for her. If you're a repeat client (I have watched your pet before) feel free to send me a message and I'll see what I can do! Thanks :) currently working week day evenings and some Sundays, but my schedule varies a lot. Feel free to check with me and I’ll let you know what it looks like! My home is completely dog-safe. They won't be able to get into any trouble whether or not I'm around. I think body language is extremely important and I have a knack for figuring out what a dog may be wanting.

Sitter Profile Image: Hua “Katrina” F.
Verified Enhanced Background Check
Hua “Katrina” F.
Star Sitter
from
$48
per day
5.0 out of 5 stars
199 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina was amazing with our Charlie! He's a high need dog with separation anxiety, medication and is a senior. She made the who experience comfortable for us and him. He came back to us calm and happy. I really appreciated how communicative Katrina was. She really goes above and beyond. Highly reccomend!!

Profile image
Eric and Breanna S.
Sitter Profile Image: Talla A.
Verified Enhanced Background Check
Talla A.
from
$40
per day
4.8 out of 5 stars
27 reviews
11 repeat clients
3 years of experience
Douglas, Chicago, IL, 60616

Talla was such a sweetheart. She took great care of Wilbur and made sure to update me regarding his activities and medications. She was available last minute and was very responsive and communicative!

Profile image
Christina G.
Sitter Profile Image: Jiayi G.
Verified Enhanced Background Check
Jiayi G.
from
$25
per day
5.0 out of 5 stars
9 reviews
1 repeat client
4 years of experience
Near South Side, Chicago, IL, 60605

Jiayi was amazing! Her communication and care exceeded my expectations and she was willing to accept my little one for day care last minute! My pup loved her and she was so good with his potty/feed schedule as well. Definitely booking with her again in the future.

Profile image
Japesh P.
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
26 reviews
12 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

About: Looking for a dog sitter with a passion for pups and years of experience? I’ve not only been a dog mom for 14 years, but recently assisting in training the now 6 month old puppy that’s in my parent’s care. I’m the #1 dog sitter amongst my network, not only because I work from home and have availability, but because I also include their fur babies in my dog’s activities as well i.e. dog park dates, dog birthday parties, and doggie brunch! I’m a full- time remote employee with a very relaxed work schedule. Your pet will be spending the majority of their time in my care. I have a fenced front yard and a patio along with one 22lbs dog that will keep your pet company. I also have a lot of space to allow the dog to move around as they would like.

Sitter Profile Image: Morgan P.
Verified Background Check
Morgan P.
from
$30
per day
5.0 out of 5 stars
20 reviews
3 repeat clients
14 years of experience
Grand Boulevard, Chicago, IL, 60653

Morgan was great! We needed someone to take care of our boy while we were at the White Sox game, and Morgan got back to us within minutes to let us know she was available. When we dropped him off she was immediately very engaging with Romeo and we could tell that she loves dogs and knows how to be around them. She did a great job watching him and I would recommend her to anyone!

Profile image
Chloe W.
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
190 reviews
69 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley and her daughter Marina are incredibly conscientious and caring. Every time I bring my dog to their place, he is excited to run up the stairs and be reunited with his extended family. He truly loves them, and I can see how much they love him as well. 10/10, would recommend Ashley’s services to anyone!

Profile image
Eric R.
Sitter Profile Image: Ania Z.
Verified Enhanced Background Check
Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
137 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was absolutely fabulous with my boy! Took him for a nice long walk. I could tell when I picked him up that he had really bonded with her.

Profile image
Isabel C.
Sitter Profile Image: Tamya O.
Verified Enhanced Background Check
Tamya O.
from
$35
per day
5.0 out of 5 stars
2 reviews
4 years of experience
Woodlawn, Chicago, IL, 60637

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: Brandon E.
Verified Background Check
Brandon E.
from
$50
per day
5.0 out of 5 stars
23 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

About: Dawggy Pawties is a premium doggie daycare and enrichment retreat located in a peaceful rural setting designed specifically for city dog owners who want their dogs to experience freedom, exercise, fresh air, socialization, and structured care in a safe environment. The business includes pickup and drop-off transportation, outdoor play, socialization groups, nature walks, enrichment activities, and optional overnight boarding This is my full time job, so your pups will have my undivided attention!! My mornings start as early as 530 and end as late as 11 Your pooch will be with my family and I in our home as well as on our Farm that includes a private Dawg Pawk we also will visit different dog parks around the city of Chicago and trips to beach and other dog friendly places to provide proper socialization and public manners. your dawg will be provided with his/her own private crate to chill and relax during their stay!

Sitter Profile Image: Quirtina C.
Verified Enhanced Background Check
Quirtina C.
from
$30
per day
16 years of experience
Woodlawn, Chicago, IL, 60637

About: Hi! I’m Quirtina, a lifelong dog lover and dog mom to Biggie, my sweet 5-year-old Cockapoo. I grew up with two dogs, and Biggie is my second personal dog, so I know how much trust it takes to leave your pup in someone else’s care. I also regularly dog sit for friends, and I always aim to make pets feel safe, comfortable, and loved. I’m active and love long walks around Hyde Park, so I’m happy to help with exercise, playtime, cuddles, and keeping your dog’s routine consistent. I have experience with puppies, senior dogs, and administering medications. I’ll pay close attention to your instructions and your dog’s personality, and I’m always glad to send updates and photos for peace of mind. I’m a full time MBA student, so I have plenty of time to care for your pup! I am home most of the time during the day and evening. I live in a secured gated home, with a gated area for quick bathroom breaks outside of regular walks. Your pup will be in safe hands!

1 / 1
View more sitters

More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Grand Boulevard

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Valeria V.
Verified Enhanced Background Check
Valeria V.
from
$17
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

So good with Cassius Clay, and always right on time!

Profile image
Allecia H.
Sitter Profile Image: Amiyah W.
Verified Enhanced Background Check
Amiyah W.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
2 reviews
3 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I've had pets since I was 9. From 9 till now I've had cats, dogs, fishes, and guinea pigs. I have experience with dealing with pets that may have previously trauma issues also with pets that may need careful care like medince or special needs. Even pets that don't need extra care just pets that wants to have long walks or need a lot of play time . I am currently in school. So I will be working part time for Rover. Evening and nights works best for the weekdays and for the weekends I am open for anytime you need. For cats do have multiple cat bags if they need to brought to a appointment or any where else. And foot dogs if you don't have a leach I can get one but I would prefer for you to have leeches and rates of pets need to be taken out of the house .

Sitter Profile Image: Jasmine R.
Verified Enhanced Background Check
Jasmine R.
from
$18
per walk
4.7 out of 5 stars
12 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

Consistent, punctual, communicative, and generous. She shows up everyday in a timely manner, cares for my dog, and even gives complementary baths and cleaning if she makes a mess. HIGHLY RECOMMENDED 🤗 she offers a good range of services as well!!

Profile image
Nyla S.
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check
Tamara J.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
251 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara was so great and accommodating to my schedule! I was so happy with her communication with me and how she cared for my pups on their walk!

Profile image
Tylena J.
Sitter Profile Image: Morgan P.
Verified Background Check
Morgan P.
from
$16
per walk
5.0 out of 5 stars
20 reviews
3 repeat clients
14 years of experience
Grand Boulevard, Chicago, IL, 60653

Morgan does a great job with my pup. Very professional and my dog loves her.

Profile image
Michelle R.
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
31 reviews
8 repeat clients
20 years of experience
Douglas, Chicago, IL, 60609

About: While I do not currently share my life with a dog of my own (it's a matter of being unable to adopt every dog I lay my eyes on!), I dearly love helping pet parents keep their dogs happy and healthy and preferably in their own homes while their owners are away. I love to travel,and love to spend time with as many dogs as I can possibly fit into my day. You can often find me chatting with others about their animals, and I am always interested in hearing about every little detail. I enjoy helping people get a greater understanding regarding the welfare of their animals, and sometimes bore my friends with random and obscure dog breeds, and what I know of their temperament and behavior. I'm proud to say I try to research as many breeds as I can so that I know what to expect, and hey, it's always fun to just know why and how a breed came into existence! I happen to also be studying veterinary technology, for the knowledge of nutrition and behavior, since surgery is more information than I want. :D I am also very happy to drop by or stay with your cats, and am quite used to the varying personalities of these small creatures: the ones who like to play hide and seek, the aloof, the playful, and the grumpy. I don't mind at all, as long as the cat is comfortable, eating, and using their litter box, all is well! I can work my day around your dog or cat, as I am a dedicated sitter, and much prefer to spend my time enjoying the company of cats and dogs as much as I can. I much prefer to stay with the dog or cat in their own home, as having their familiar surroundings help them remain peaceful, happy, and comfortable.

Sitter Profile Image: Chelsea G.
Verified Enhanced Background Check
Chelsea G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

About: What sets me aside from other sitters is the love i have for animals. Since i was a little girl I've always loved being around animals they were and still are very therapeutic to me. I've had big dogs from Pitbull's, Dobermann, American bullies, all the way down to tiny dogs; yorkies, shitzu etc. even different kinds of cats you name it. As I've gotten older I've gained sooo much experience to the point I've had at home births with my dogs and cats all by myself; even home training my own animals as well. My goal here is to gain a work related reputation where i can truly start doing what i love and make a name for myself until i can become that super Veterinarian I've always dreamed of being. So far all i have is personal experience with dealing with animals at home and at my job(My residents animals). This would truly mean a lot if i can show off my skills and how genuine i am with animals and even people. Pet Care currently fits for me during the week days. I work doubles every Saturday and Sunday; whereas for school i do online Vet courses which is self pace. Which means i am free during the week Monday-Friday between 9am-5pm if communicated at least at least 30min-1hr in advanced i could stay later if needed. Although, I am a mother which means i can not do any services past 7pm nor any over night services. I also am located downtown Chicago but I am willing to travel!! One thing about me i will spoil your baby(s) haha; I am very hands on and affectionate with animals unless they require space lol. I have never been a crate animal person BUT i know every household is different and every animal requires different training. Again, animals bring a lot of joy to my heart; very therapeutic for me and if given the chance you wouldn't be disappointed i promise!.

Sitter Profile Image: Qutress T.
Verified Enhanced Background Check
Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
85 reviews
33 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Q was great with Remi! She showed up ready to walk him and was prepared with any questions she had.

Profile image
Abi S.
Sitter Profile Image: Grace G.
Verified Enhanced Background Check
Grace G.
from
$17
per walk
4.9 out of 5 stars
21 reviews
7 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I am looking for extra income during the week and on the weekends and I love animals and will guarantee to pamper and take care of your furbaby(ies) and all their needs. I am available for dog sitting, dog walking, and cat sitting as well. I have owned various pets in my life and I am understanding of any needs you may have with your pets whether they are very energetic or if they have any illnesses and need special care. Let me know your needs and I will be very open to them! I am currently looking for a new job so I have open availability weekdays and weekends now- In the future I would like to supplement my job with Rover bookings. I am a dog walker, drop in sitter, and do overnights at my client's homes as well. I would cater to whatever would be your normal schedule and ways of taking care of your animals as they are accustomed to.

Sitter Profile Image: Julia G.
Verified Enhanced Background Check
Julia G.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

Julia was absolutely wonderful with my pooch! My pup took to her right away. She was very communicative and flexible with accommodating my last minute requests. And with each walk I received pics and my pup couldn’t have looked happier! 😊

Profile image
Jasmyn M.
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Cassandra B.
from
$25
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

About: I’ve loved animals since I was a kid. My many years of pet ownership has trained me for this opportunity. My Chewy is both happy and healthy. I’m recently retired. My daily schedule is built around the needs of my boy, Chewy. He’s walked at minimum three (3) times a day; my friends and family know the routine. I have a secure deck to allow fresh air and free movement with guaranteed security. I have a crate if needed, but think all dogs should have free movement daily.

Sitter Profile Image: Jenna M.
Verified Background Check
Jenna M.
from
$21
per walk
5.0 out of 5 stars
45 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna has been fantastic dog walker for Archer and I! She’s communicative, super responsive, and personable!! Highly recommend her to any pet owner!

Profile image
Connor C.
Sitter Profile Image: Lillian M.
Verified Enhanced Background Check
Lillian M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
28 reviews
9 repeat clients
13 years of experience
Armour Square, Chicago, IL, 60616

Lillian has been great with my dogs and very communicative throughout the walks. She took the time to make sure they were comfortable, shared updates and photos, and went above and beyond with their care. I really appreciated her flexibility and willingness to work with my schedule, especially while I was out of town. I felt confident knowing my dogs were in good hands, and I would absolutely recommend her to other pet parents.

Profile image
Carla T.
Sitter Profile Image: Victoria G.
Verified Background Check
Victoria G.
from
$30
per walk
5.0 out of 5 stars
29 reviews
4 repeat clients
21 years of experience
Hyde Park, Chicago, IL, 60615

About: Hi there! I’ve cared for dogs and cats of all shapes, sizes, and temperaments for most of my life, and I started pet sitting when I was 16. Over the years, neighbors, friends, and family have relied on me to walk, feed, board, play with, and care for their pets, including administering medication when needed. I’m comfortable with different energy levels and personalities, from active animals who love long walks or playing to those who need a calmer, more structured approach. AVAILABILITY I keep my calendar up to date and value clear, reliable communication. I’m available for drop-ins on evenings, weekends, and holidays. For housesitting, my standard schedule is arriving in the morning, staying all day, and returning home at night. On workdays, this includes working remotely from your home during the day. OVERNIGHT CARE If overnight care is required, an additional overnight fee applies. I have a cat at home, use transit, and work full time, so overnight stays require additional planning around travel time, my work schedule, and making sure my own pet continues to receive consistent care. My base overnight fee is $25 per night for locations within one mile, and the fee may increase based on commute distance, care requirements, and the number of animals. SERVICE AREA My service area is within a 3-mile radius from the edge of Capitol Hill/SLU. I charge an additional commute fee starting at $25 per day for clients outside of that range. *Note on Additional Fees: If a booking is both out of my service area and requires overnight care, only one additional fee will be charged; the price will be determined based on the circumstances of the request. NEW CLIENTS For new clients, I like to schedule a meet-and-greet promptly so we can confirm fit and go over routines, expectations, and logistics. If an in-person meet-and-greet needs to happen closer to the booking start date, I’m happy to do a phone call or video chat to confirm booking prior to the meet-and-greet. If meeting in-person is not feasible due to scheduling constraints, a video chat can take the place of the meet-and-greet. In some cases, booking may be required prior to meeting in-person. SAFETY & ENVIRONMENT When caring for pets in a client’s home, I follow care instructions closely, pay attention to each pet’s temperament and boundaries, and make sure they have fresh water, exercise, attention, and a secure environment while you’re away. I’m also respectful of clients’ homes, keep things clean, and prioritize safety at all times.

Sitter Profile Image: Lisa "Rane" B.
Verified Background Check
Lisa "Rane" B.
from
$30
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Kenwood, Chicago, IL, 60615

Lisa "Rane" was fantastic with Bobby. She is prompt and personable. My dog received her well upon their first meeting. She and I developed a good rapport which led me to feel comfortable trusting her with Bobby. I will make her my first request when needing your service in the future.

Profile image
Barbara B.
Sitter Profile Image: Manuela G.
Verified Enhanced Background Check
Manuela G.
from
$23
per walk
5.0 out of 5 stars
26 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

Manuela is great with my dog, very reliable and easy to communicate with. It makes my workday less stressful to work with her and i appreciate her a lot.

Profile image
Jennifer D.
Sitter Profile Image: Brianna B.
Verified Enhanced Background Check
Brianna B.
from
$15
per walk
5.0 out of 5 stars
8 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

Excellent dog walker. She is dependable, trustworthy, and amazing with my dog. I felt completely comfortable leaving my pet in her care during my vacation. She responds is a great timely manner

Profile image
Lashemia B.
Sitter Profile Image: Jozelin R.
Verified Background Check
Jozelin R.
from
$19
per walk
5.0 out of 5 stars
31 reviews
12 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

So nice and so sweet! My dogs love her!

Profile image
Laura Cristina A.
Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Bola A.
from
$30
per walk
4.9 out of 5 stars
177 reviews
64 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

One of the best I’ve experienced on this app so far. Bola was very effective, communicative and a joy to work with! Django loves her so much! I highly recommend her for your pet!

Profile image
Johnathan M.
Sitter Profile Image: Masheika S.
Verified Background Check
Masheika S.
from
$35
per walk
5.0 out of 5 stars
72 reviews
23 repeat clients
7 years of experience
Chicago, IL, 60653

Masheika is wonderful! She’s communicative and pays attention to detail. She’s very good with our anxious, scared dog, and Masheika has proven to be very patient and willing to work with her.

Profile image
Kaitlyn B.
1 / 1
View more sitters

Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Grand Boulevard

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: E K.
Verified Background Check
E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
383 reviews
179 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E is amazing in every way!! It was already awesome that she took the booking so last minute. She’s great with communicating and being on time with the pick up and drop offs. Diamond came back home as if she never left, her energy and spirits were great! I’m not sure I was even missed lol. Will definitely book with her and her family again!

Profile image
Khat B.
Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Bola A.
from
$54
per night
4.9 out of 5 stars
177 reviews
64 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Bola was so kind to my dog Coco. I was worried she might be too much puppy to handle since she’s a big dog and gets easily excited but Bola was confident there would be no issue. Coco had a great day playing with the other doggies and came home nice and tired after her stay. Thanks Bola!

Profile image
Ellen B.
Sitter Profile Image: Brandon E.
Verified Background Check
Brandon E.
from
$42
per night
5.0 out of 5 stars
23 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

Profile image
Donnie S.
Sitter Profile Image: Ania Z.
Verified Enhanced Background Check
Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
137 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕

Profile image
Arina U.
Sitter Profile Image: Chelsea G.
Verified Enhanced Background Check
Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
40 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

Profile image
Tony & Victoria B.
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
190 reviews
69 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was great! Super fast response to messages. She sent us updates and Waski pictures often. Waski had a great time playing at parks, walking, and lounging on the deck.

Profile image
Joshua T.
Sitter Profile Image: Timothy B.
Verified Enhanced Background Check
Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

Profile image
Michelle C.
Sitter Profile Image: Tamara J.
Verified Enhanced Background Check
Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
251 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara always goes above and beyond for Milo. She’s been so reliable and communicative and it’s so appreciated having someone that I can rely on for Milo!

Profile image
Kyle A.
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check
Jenna M.
from
$53
per night
5.0 out of 5 stars
95 reviews
22 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

Jenna was absolutely amazing! I felt so reassured with the pictures and videos and updates that our dog was safe, cared for, and having the nicest time! Jenna went above and beyond when our flight home was delayed and was so generous in accommodating us. Thank you Jenna! 😊

Profile image
Sarah W.
Sitter Profile Image: Tonisa J.
Verified Background Check
Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
81 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

Tonisa was great, she was always responsive and kept us up to date with pics throughout our trip. Deuce seemed to have a great time at her house. Thank you Tonisa!

Profile image
Andre W.
Sitter Profile Image: Manuel P.
Verified Enhanced Background Check
Manuel P.
from
$38
per night
4.9 out of 5 stars
48 reviews
15 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Manuel was so good to my baby Luna!!! He agreed to a last minute booking for me during a week long vacation. He sent daily photos and updates and was very responsive to messages throughout her stay. We will DEFINITELY book with him again!

Profile image
Pascale L.
Sitter Profile Image: Nathan D.
Verified Enhanced Background Check
Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
199 reviews
76 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan is fantastic. He’s knowledgeable, great with all dogs, and someone you can truly trust with your pet. We felt completely at ease, and will absolutely be booking with him again.

Profile image
Thomas S.
Sitter Profile Image: Katie M.
Verified Enhanced Background Check
Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
363 reviews
98 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie is an excellent sitter! I highly recommend booking her. I appreciate how flexible she is about logistics. First, I accidentally sent Katie to the wrong address to pick up my dog. She was patient and understanding about the mistake. Then, last minute I had to extend the booking one additional day due to travel delays, which Katie accepted without issue. Katie also communicates well. She responds quickly, and sends regular updates about your pet. We will definitely book Katie again!

Profile image
Samuel B.
Sitter Profile Image: Steven R.
Verified Enhanced Background Check
Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
45 reviews
17 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven is an incredibly passionate and responsible dog sitter. He really makes an effort to get to know your pets. I had a great experience leaving my two pups with him!

Profile image
Kadie K.
Sitter Profile Image: Christina L.
Verified Enhanced Background Check
Christina L.
from
$55
per night
5.0 out of 5 stars
63 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

Amazing sitter for our dog! This was our first time leaving her for so many days not with family. Christina was great about sending updates and took wonderful care of Gobi. Will absolutely book with her again!!

Profile image
Pranshul G.
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Dominique F.
from
$43
per night
4.6 out of 5 stars
73 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique was AB-SO-LUTE-LY Fabulous!!! She treated my babies like her very own (even calling them by their "cutesy" baby names when she scratched them under their cheeks and behind the ears). She created a safe, loving and clean space for them... allowing them to thrive. Truth be told, I'm kind of jealous that they "took to her" so quickly and didn't miss me more (our first time separated in 11 years). Knowing Dominique was taking such great care of them, made the stressful time I was going through easier to manage. My babies came back, calm,well feldand clean!!! 👍 I will definitely seek out Ms. Dominique again for any and all future pet needs.

Profile image
Melody K.
Sitter Profile Image: Samantha M.
Verified Enhanced Background Check
Samantha M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Samantha and Rosie were amazing! She sent such cute pictures and was very accommodating. I will definitely book again when I need a sitter :)

Profile image
Greta F.
Sitter Profile Image: Sarah B.
Verified Enhanced Background Check
Sarah B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
52 reviews
10 repeat clients
21 years of experience
Bridgeport, Chicago, IL, 60616

Sarah B was so nice and accommodating. This is the first time my pet has stayed with a sitter and my mind was completely at ease. Thanks Sarah!

Profile image
Anne S.
Sitter Profile Image: Fred C.
Verified Enhanced Background Check
Fred C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
37 reviews
8 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred took the best care of our 2 dogs. This was an 8 night job in his home! We have a rambunctious sweet younger pitbull (with no manners) and a very senior chihuahua. His place was perfect because it has no stairs for the senior doggie and Fred was willing to take the challenges if the big dog. Fred was attentive, answered calls and texts quickly, and sent us tons of pictures. He put our minds at ease on a daily basis, we have never left the dogs for so long or outside their own home. I highly recommend Fred.

Profile image
liz d.
Sitter Profile Image: Tamya O.
Verified Enhanced Background Check
Tamya O.
from
$40
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Woodlawn, Chicago, IL, 60637

I am impressed by how seriously Tamya is taking this job. She gave me a long list of information about Ivy to complete, so that she can get to know her well before the job starts. Tamya also posts photos of Ivy often, so I can see that she is doing well. I highly recommend her.

Profile image
Lin P.
1 / 1
View more sitters

Not ready to book?

Get started building your pet's profile and discover trusted pet care in your neighborhood.

Pet care illustration

1Global data from Rover (November 2025)