Personalized care for your dog or cat - Douglas

Highly-rated overnight sitters - Douglas

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: Ania Z.
Verified Enhanced Background Check
Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
138 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 is such a wonderful sitter !!! My dog absolutely loves her and her family. It’s great knowing that my dog is in great hands when I’m away and Chelsea always takes great care of her. Highly recommend Chelsea !!

Profile image
Michelle C.
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
28 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: Ann V.
Verified Enhanced Background Check
Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
135 reviews
28 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann had kept my 2 dogs at least 3 times this year and she is the absolute best. My pups love her, she has so much experience, and I never have to worry about something happening or going wrong when they are with her. On top of that she is very kind, compassionate and flexible. Can’t wait for our next stay!

Profile image
Nandi R.
Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Bola A.
from
$45
per night
4.9 out of 5 stars
179 reviews
65 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

I have two small 8-year-old dogs. They spent 10 days with Bola. Bola was great, she clearly puts her heart into this job. She sent pictures every two or three days. The living room has a clean wooden floor. The small fenced grassy yard is perfect for small dogs to run and sniff around. Bola even delivered the dogs to my home at the end of their stay (a 15-minute drive). I warmly recommend her service.

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

Liz and her family were so good to Tyson. He loved staying there, and they really welcomed him into their family. He's the kind of dog who thrives off of attention and love, and they gave him plenty of both. I also got great updates and pictures which really made me feel like he was in good hands. I will definitely book with them again, if possible!

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

Ashley is AMAZING with our dog Rue! She sends such sweet photos and updates, she’s flexible and responsive - we always know Rue is in great hands when we’re out of town.

Profile image
Maya H.
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 & Casius were great with my fur baby. It was my first time using a service like this and I was so nervous. Kamiah was understanding of my nerves answered all my questions. She sent daily photos and videos. She was understandable with my travel delays and when I picked my dog up she was smiling and continued to do so for the rest of the evening. There were no stress signals or behaviors from my dog and she was right back into her routine at home. Thank you for taking such great care of Macci!! Will definitely use again

Profile image
Jada J.
Sitter Profile Image: Andre S.
Verified Enhanced Background Check
Andre S.
from
$50
per night
4.7 out of 5 stars
13 reviews
2 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Andre and Gabriel took wonderful care my Leo! They sent pictures with updates and even though it was a short stay. I will definitely book them again!

Profile image
Eboni M.
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Cassandra B.
from
$40
per night
5.0 out of 5 stars
10 reviews
3 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: Nathan D.
Verified Enhanced Background Check
Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
201 reviews
77 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan has taken care of our Luna twice now, both times on short notice, and we couldn’t be happier with him. He is incredibly caring, attentive, and truly treats Luna like his own. He kept us feeling completely at ease knowing she was in such good hands. The pickup and drop-off service is an added convenience that we really appreciate. We are so grateful to have found someone we trust and will definitely be using Nathan again in the future. Highly recommend!

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

Jenna was phenomenal. She kept me updated throughout the entire stay with pictures and updates and was very playful and consitent with my dog. I would recommend using her for your boarding needs.

Profile image
Garrett 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

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

Profile image
Daniel G.
Sitter Profile Image: Cheyanne H.
Verified Enhanced Background Check
Cheyanne H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
24 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: Hua “Katrina” F.
Verified Enhanced Background Check
Hua “Katrina” F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
207 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina took amazing care of my boy Hendrixx . I love updates while I’m traveling and she kept me updated with his daily activities and I appreciated that the most . He was just as happy as when i dropped him off and that’s a peace of mind . Thank you and we look forward to our future stays .

Profile image
Naeema M.
Sitter Profile Image: songen f.
Verified Enhanced Background Check
songen f.
Star Sitter
from
$55
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Songen did a great job taking care of Sundae while I went on a trip. She provided multiple updates every day and provided plenty of photos and videos. She made me feel so comfortable and that Sundae was in great hands.

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

Joanna and Mike were amazing! Most of my communication was with Joanna and she’s absolutely epic. Frequent/daily updates about Bella. I would definitely book again and so appreciate how welcome they made Bella feel and even me at drop off. 10/10 would definitely recommend!

Profile image
Akilah M.
Sitter Profile Image: Andrea B.
Verified Enhanced Background Check
Andrea B.
Star Sitter
from
$57
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: Katie M.
Verified Enhanced Background Check
Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
363 reviews
99 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !

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

Theo absolutely adores Tamara! Tamara is really great at keeping me updated with pictures throughout the day and my puppy always looks like he’s having a blast!

Profile image
Jessie Z.
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 - Douglas

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: Nadine T.
Verified Enhanced Background Check
Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
39 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: Jozelin R.
Verified Background Check
Jozelin R.
from
$16
per visit
5.0 out of 5 stars
33 reviews
13 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Joselin was so kind and responsive. He took care of my sweet baby cat for two days very well. She is so communicative! She sent a lot of photos and videos of my cat. Highly recommended.

Profile image
Nargess H.
Sitter Profile Image: Sarah B.
Verified Enhanced Background Check
Sarah B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
53 reviews
10 repeat clients
12 years of experience
Bridgeport, Chicago, IL, 60616

Sarah did a fantastic job looking after my two senior cats while I was out of town. She was communicative and followed my instructions for feeding and giving meds perfectly. I could relax and enjoy my break knowing that my cats were in good hands while I was away!

Profile image
Danielle P.
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
8 reviews
5 repeat clients
10 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!

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

Q was professional and seemed to genuinely care for our cat. I mean I'm sure if the cat could talk, he'd say the same thing. We'll definitely use Q again if she's available!

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

As of now I have an aging cat which presents considerable challenges. Tamara was able to provide good care for her as I was away. She has visited my place many times throughout the year and I highly recommend her for all pet care needs. -William

Profile image
William P.
Sitter Profile Image: Kaylie L.
Verified Enhanced Background Check
Kaylie L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
34 years of experience
Near South Side, Chicago, IL, 60616

Kaylie was excellent! She took care of my two cats for a week and did a great job! I got detailed daily updates with lots of great pictures. Kaylie was proactive about emptying the litter robot and was able to troubleshoot an issue with the feeders my cat use on her own. I would definitely book her again in the future!

Profile image
Lauren A.
Sitter Profile Image: Anastasiia M.
Verified Enhanced Background Check
Anastasiia M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
163 reviews
37 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasia takes incredible care of my cat, and my cat loves her! We are so grateful to have found her. She is very communicative, and sends updates every day. If you’re looking for sitter I don’t think you could find any one better than Anastasia!!

Profile image
Safiya-Hana B.
Sitter Profile Image: Amiyah W.
Verified Enhanced Background Check
Amiyah W.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
3 reviews
5 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: David K.
Verified Enhanced Background Check
David K.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
157 reviews
49 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

David has been looking in on August for me since he was a kitten. August just loves him and I’m super grateful for the amazing care he provides.

Profile image
Joshua H.
Sitter Profile Image: Jenna M.
Verified Background Check
Jenna M.
from
$18
per visit
5.0 out of 5 stars
46 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna is wonderful! Extremely friendly, quick response time, and took great care of our cat. Even stayed a little later one visit because our Pepper was feeling extra cuddly. Would definitely book her again and recommend her for others. Thanks, Jenna!

Profile image
Johanna J.
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Daphnay S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
28 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: Annie X.
Verified Enhanced Background Check
Annie X.
from
$30
per visit
4.9 out of 5 stars
157 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

We have two senior felines each preferring to be the center of the universe. Both boys seem to enjoy her company. Since they are the center of our universe that makes me very happy.

Profile image
Mary & Stephen B.
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: Namira J.
Verified Enhanced Background Check
Namira J.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
42 reviews
16 repeat clients
10 years of experience
Chicago, IL, 60616

namira did a great job watching my cat! she was super responsive and spent a lot of time w him.

Profile image
Kieran F.
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: Cheyanne H.
Verified Enhanced Background Check
Cheyanne H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
24 reviews
18 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

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

levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around

Profile image
Lillian & Jason A.
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 - Douglas

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

E did absolutely amazing when it came to our dog (Jackson) being comfortable, fed and of course loved! She did an absolutely amazing job keeping in touch with us as well. if we are ever back in the neighborhood, we will definitely be getting a hold of E to take care of our puppy!!!

Profile image
Emma H.
Sitter Profile Image: Annie X.
Verified Enhanced Background Check
Annie X.
from
$45
per day
4.9 out of 5 stars
157 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: Tamara J.
Verified Enhanced Background Check
Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
259 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.

Profile image
Jennifer C.
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: Ania Z.
Verified Enhanced Background Check
Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
138 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: 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: 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: Monica M.
Verified Enhanced Background Check
Monica M.
from
$35
per day
5.0 out of 5 stars
14 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: Hua “Katrina” F.
Verified Enhanced Background Check
Hua “Katrina” F.
Star Sitter
from
$48
per day
5.0 out of 5 stars
207 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Omg! Hua is AWESOME!! From the moment she took the lead from me I knew My fur baby was in great hands! Her constant communication and real human contact with hugs and playing games made me so happy I chose her! Thank you so much and I know Padi enjoyed himself! If you need a sitter look no further!!!!

Profile image
Robert P.
Sitter Profile Image: Ashley M.
Verified Enhanced Background Check
Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
194 reviews
71 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: Katie "Anni" W.
Verified Enhanced Background Check
Katie "Anni" W.
Star Sitter
from
$58
per day
5.0 out of 5 stars
101 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.

Profile image
Cadence P.
Sitter Profile Image: Amy C.
Verified Enhanced Background Check
Amy C.
from
$40
per day
5.0 out of 5 stars
26 reviews
16 repeat clients
15 years of experience
Loop, South Loop, IL, 60605

Amy provided exceptional care for Maeve during her time at daycare. Maeve had an amazing time playing with her new friend Frank, and Amy treated her with the same warmth and attention as if she were her own. I highly recommend Amy and look forward to booking with her again!

Profile image
Nelly T.
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
28 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: Ashley B.
Verified Background Check
Ashley B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
128 reviews
58 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

Ashley was great with Kash! She loved him and he loved her! She constantly sent updates and photos of my little guy having fun. Your pup is in good hands in Ashley’s care!

Profile image
Amber B.
Sitter Profile Image: Jiayi G.
Verified Enhanced Background Check
Jiayi G.
from
$25
per day
5.0 out of 5 stars
12 reviews
2 repeat clients
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: Ashlee M.
Verified Enhanced Background Check
Ashlee M.
from
$29
per day
5.0 out of 5 stars
1 review
9 years of experience
Near South Side, Chicago, IL, 60616

About: I genuinely treat every dog like my best friend. Full of the upmost love, care, and fun. Your pup isn’t just a pet, they’re family! As a college student with online classes, I love spending my free time with dogs. I have two beautiful huskies of my own back home, so caring for new pups brings me joy every day. I provide personalized care for every pet, whether in my home or yours. I feed, walk, and play with dogs according to their routine, give plenty of love and attention, and make sure they’re safe and comfortable at all times. I also many send updates, photos, and videos so owners know their pets are happy and well cared for.

Sitter Profile Image: Azure D.
Verified Enhanced Background Check
Azure D.
from
$33
per day
15 years of experience
Near South Side, Chicago, IL, 60605

About: I’ve been around animals my entire life, growing up in a home with several dogs and gaining hands-on experience caring for them from a young age. Over the years, I’ve become very comfortable with all aspects of pet care, including administering daily medications and following specific routines to keep pets healthy and stress-free. I’m especially attentive to each animal’s unique needs my own pup, for example, has sensitivities, so I understand how important it is to monitor diet, behavior, and environment closely. In addition to dogs, I also have experience with a variety of animals, as my mom rehabilitated exotic wildlife while I was growing up. That background taught me patience, adaptability, and how to properly care for animals that require extra attention. What sets me apart is how much I prioritize each pet’s health and quality of life. I personally walk my own dog four times a day and bring that same level of care, attention, and routine to every dog I work with. I pride myself on being reliable, detail-oriented, and genuinely loving toward every pet I care for, and I specialize in working with puppies. I work from home, which allows me to be present and attentive to your dog throughout the day. This setup is ideal for pets who need consistent companionship, frequent potty breaks, or a little extra reassurance while you’re away. Whether your dog thrives on attention, has separation anxiety, or simply enjoys having someone nearby, I’m able to provide a calm, supervised environment with plenty of interaction and care. I live in a secure apartment on the third floor with easy ground-level access for quick and convenient potty breaks. My building also offers a dedicated outdoor dog area on the 17th floor, providing a safe and clean space for additional exercise and fresh air. I prioritize safety, routine, and comfort in my home, and I’m happy to follow any specific instructions you have for your pet’s care. To keep you fully at ease, I provide daily, detailed updates with photos so you always know how your dog is doing.

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

Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.

Profile image
Abby B.
Sitter Profile Image: Jaclyn B.
Verified Enhanced Background Check
Jaclyn B.
from
$35
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Loop, Chicago, IL, 60605

Love booking Jaclyn to watch Lincoln. She’s great at providing updates throughout the day!

Profile image
Adeline A.
1 / 1
View more sitters

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

Adventure-ready dog walkers - Douglas

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

Twix loves her so much! He knows her car at this point and is jumping for us to let him go with his friend. She is so amazing withy doodle who isn’t the easiest to walk cause he is a puller and she does perfect with him. I have also used her for boarding and day care and I know when he is with her he is so happy and well taken care of ♥️

Profile image
Rania A.
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: Amiyah W.
Verified Enhanced Background Check
Amiyah W.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
3 reviews
5 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 . Pet care is an important part of my routine, and I make sure I have dedicated time each day to give every pet the attention and care they deserve. I plan my schedule around my bookings so I can be reliable, on time, and fully present for walks, feedings, playtime, potty breaks, and companionship. I believe consistency is important for pets, so I do my best to maintain their normal routine and provide dependable, loving care. I provide a safe, clean, and caring environment for every pet. I follow each pet’s normal routine as closely as possible, including feeding schedules, fresh water, walks, playtime, potty breaks, and any medications if needed. I also make sure pets receive plenty of attention, affection, and exercise based on their individual needs and energy level. When caring for pets in a client’s home, I respect their space, keep the home clean, follow all care instructions carefully, and send regular photo and text updates so owners know their pets are happy and well cared for. My goal is to make every pet feel comfortable, secure, and loved while their family is away.

Sitter Profile Image: Anastasiia M.
Verified Enhanced Background Check
Anastasiia M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
163 reviews
37 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasiia is so sweet with my little Wags and sends very detailed information on their walks, I would recommend her to anyone! So glad to have someone I trust walk my little guy twice a week!

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

Jozelin took Leo on morning walks while I was out of town for a few days. She followed my instructions, was respectful of the space, & was able to handle my Leo. Will book again!! Tyyy

Profile image
Cassidy C.
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: Chauntrell W.
Verified Enhanced Background Check
Chauntrell W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
14 reviews
7 repeat clients
1 year of experience
Bridgeport, Chicago, IL, 60616

I couldn’t be more grateful for the incredible care Chauntrell gave my pup while I was away! From the moment we connected, he was communicative, kind, and clearly passionate about animals. He sent daily updates, photos, and even little notes about how my dog was doing, which gave me so much peace of mind while I was gone. Chauntrell was so patient and gentle with him it didn’t take long before he was completely comfortable and excited for their walks. He treated my pup like he was their own, and that means the world to me. I highly recommend Chauntrell to anyone looking for someone dependable, loving, and professional. I will absolutely be booking with him again in the future! Thank you again for everything my friend! 🐾❤️

Profile image
Jordan C.
Sitter Profile Image: Mariam A.
Verified Enhanced Background Check
Mariam A.
from
$14
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
4 years of experience
Bridgeport, Chicago, IL, 60608

Mariam has been a great dog walker for our senior dog Hannah- she is attentive, observant, caring and a great communicator. She goes above and beyond by giving our cats some attention as well and picks up on small details with our dog who is on medication which brings us such peace of mind.

Profile image
Vanessa B.
Sitter Profile Image: Lillian M.
Verified Enhanced Background Check
Lillian M.
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: Eunice Y.
Verified Enhanced Background Check
Eunice Y.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
67 reviews
28 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

Eunice was wonderful! She was extremely responsive and communicative and asked lots of questions to make sure she gave our pup the best care.

Profile image
Ellen L.
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: Jenna M.
Verified Background Check
Jenna M.
from
$21
per walk
5.0 out of 5 stars
46 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: Grace P.
Verified Enhanced Background Check
Grace P.
from
$25
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Douglas, Chicago, IL, 60616

About: I have had dogs my whole life, and I love them more than anything! Doesn't matter if they're small dogs, big dogs, or anything in between. I've cared for my elderly dog with a torn ACL, and I've helped train a few puppies at this point. My experience with dogs is wide, and I'm happy to help with your dogs no matter their age, size, or needs! My schedule is pretty flexible. My availability depends on the day, which is why I require 5 days in advance for booking. The good news is that this means I can be free in the morning, or in the evening, depending on the day. I'm happy to let you know where you and your animals fit into my schedule! Although my current home does not allow pets, I have many years of experience caring for my dogs and cats back home in Wisconsin. I always made sure they had comfortable places to rest, plenty of toys, and regular exercise or playtime to keep them happy and active. I keep spaces pet-safe by storing food out of reach and making sure pets cannot get into anything they shouldn’t. I believe every pet deserves plenty of love and attention, and I always make time to give them both. Safety is very important to me, so I always double-check that any food or treats are safe for dogs and cats.

Sitter Profile Image: Annie X.
Verified Enhanced Background Check
Annie X.
from
$32
per walk
4.9 out of 5 stars
157 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Kaia had a great time with Annie today; brief walk and some cuddle time. She also sent great photos and even brought in our package from the lobby. Thank you! Looking forward to using her services.

Profile image
NORMA L.
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

Val is great with our old soul! She is punctual, leaves great notes, and our dog looks forward to time with her.

Profile image
Allecia H.
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: Josue M.
Verified Enhanced Background Check
Josue M.
from
$16
per walk
3 years of experience
Chicago, IL, 60616

About: I have taken care of my family and friends pets and loving them as if they were mine. I love and accept any dog no matter how big or small. I appreciate them being in my life and taking a care of them I’m currently a college student seeking a part-time flexible. During summer I’m available during any time from 10 am to 10 pm. After August it will be from 4 in the afternoon to 10 pm. If needed to stay longer we can talk and work things out for overnights or any time you need if I’m available. I always check if their bowl if full with water and check if they are comfortable. If they look energetic I walk them for almost 30 minutes to 1 hour and always bring them back to rest. Feed them only at the clients specific time and if there is no specific time I would feed it twice a day ( one meal at noon and one at 6-7 pm).

Sitter Profile Image: Talla A.
Verified Enhanced Background Check
Talla A.
from
$20
per walk
4.8 out of 5 stars
27 reviews
11 repeat clients
3 years of experience
Douglas, Chicago, IL, 60616

About: I’ve taken care of multiple breeds before since i was a child. I was the one that was always responsible for taking care and walking the dogs for my friends and family. Im currently, in part time summer school however its online so i would have plenty of time to spoil your cute little loved ones all the time. I have a beautiful grass yard downstairs and im right by the lake shore walk so im gonna have so many activities for your puppies.

Sitter Profile Image: Matt C.
Verified Enhanced Background Check
Matt C.
from
$25
per walk
5.0 out of 5 stars
125 reviews
21 repeat clients
25 years of experience
Armour Square, Chicago, IL, 60616

Fantastic communication about my puppy! He was so on top of things and even let me know when my dog’s stool looked abnormal (which it was and my puppy was sick).

Profile image
Adrienne W.
Sitter Profile Image: Preston H.
Verified Enhanced Background Check
Preston H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
16 years of experience
Douglas, Chicago, IL, 60616

Preston is great with our pups. He is very attentive and makes sure both our pups are well cared for. Always on time and a great communicator.

Profile image
Christina R.
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 - Douglas

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: Ania Z.
Verified Enhanced Background Check
Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
138 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 is such a wonderful sitter !!! My dog absolutely loves her and her family. It’s great knowing that my dog is in great hands when I’m away and Chelsea always takes great care of her. Highly recommend Chelsea !!

Profile image
Michelle C.
Sitter Profile Image: Bola A.
Verified Enhanced Background Check
Bola A.
from
$45
per night
4.9 out of 5 stars
179 reviews
65 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

I have two small 8-year-old dogs. They spent 10 days with Bola. Bola was great, she clearly puts her heart into this job. She sent pictures every two or three days. The living room has a clean wooden floor. The small fenced grassy yard is perfect for small dogs to run and sniff around. Bola even delivered the dogs to my home at the end of their stay (a 15-minute drive). I warmly recommend her service.

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

Liz and her family were so good to Tyson. He loved staying there, and they really welcomed him into their family. He's the kind of dog who thrives off of attention and love, and they gave him plenty of both. I also got great updates and pictures which really made me feel like he was in good hands. I will definitely book with them again, if possible!

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

Ashley is AMAZING with our dog Rue! She sends such sweet photos and updates, she’s flexible and responsive - we always know Rue is in great hands when we’re out of town.

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

Nathan has taken care of our Luna twice now, both times on short notice, and we couldn’t be happier with him. He is incredibly caring, attentive, and truly treats Luna like his own. He kept us feeling completely at ease knowing she was in such good hands. The pickup and drop-off service is an added convenience that we really appreciate. We are so grateful to have found someone we trust and will definitely be using Nathan again in the future. Highly recommend!

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

Jenna was phenomenal. She kept me updated throughout the entire stay with pictures and updates and was very playful and consitent with my dog. I would recommend using her for your boarding needs.

Profile image
Garrett 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

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

Profile image
Daniel G.
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
99 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !

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

Theo absolutely adores Tamara! Tamara is really great at keeping me updated with pictures throughout the day and my puppy always looks like he’s having a blast!

Profile image
Jessie Z.
Sitter Profile Image: Sarah B.
Verified Enhanced Background Check
Sarah B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
53 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: 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

As always, Christina is fantastic. She always sends updates and we feel so comfortable leaving our dog with her. Definitely recommend her to anyone with pets!

Profile image
Pranshul G.
Sitter Profile Image: Jiayi G.
Verified Enhanced Background Check
Jiayi G.
from
$40
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Jiayi is great! Best sitter in South Loop for sure! I love all the picture updates and she sent me every day and my dog Nara enjoyed her time with Jiayi a lot! 5 stars!!!

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

Once again a great experience with Steven. Our Gunny feels comfortable with him after another stay. We trust Steven and we can tell Gunny has made a new favorite friend😊

Profile image
Jessica G.
Sitter Profile Image: Angel V.
Verified Enhanced Background Check
Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
111 reviews
30 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Watched our very young puppy for a night and was amazing, very communicative, and flexible. The puppy seemed to have a great time with him and the resident dogs, and he sent tons of photos.

Profile image
Alisha Z.
Sitter Profile Image: Katie "Anni" W.
Verified Enhanced Background Check
Katie "Anni" W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
101 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Such patience with our beagle who can be a handful with his sensitive tummy. She kept us in the loop the whole time we were away and was so receptive to suggestions I had for keeping our pup comfortable and happy.

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

Fred was great! Super responsive, flexible & sent updates and pictures of Winnie! Picked up a healthy & happy dog at the end of a long weekend! Would rebook & recommend to others!

Profile image
Lauren W.
Sitter Profile Image: Iwona K.
Verified Background Check
Iwona K.
from
$50
per night
5.0 out of 5 stars
610 reviews
202 repeat clients
22 years of experience
West Town, Chicago, IL, 60622

Iwona was great with Bean. She took him at the last minute when other sitter cancelled. We were panicking. He came back happy and healthy. Recommend her very much.

Profile image
Joni P.
Sitter Profile Image: Fortino V.
Verified Enhanced Background Check
Fortino V.
Star Sitter
from
$41
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
West Town, Chicago, IL, 60642

Fortino was amazing! My dog is pretty high energy and I could tell he was having a great time. Fortino sent regular updates and he took my dog on lots of fun excursions with his own dog. He was very communicative and I could tell he paid close attention to details of my dog’s comfort, personality, etc. He even gave my dog a sweater that previously belonged to his dog but was too small, which was very sweet. Will definitely board with him again.

Profile image
Andrea S.
Sitter Profile Image: Hannah T.
Verified Enhanced Background Check
Hannah T.
from
$50
per night
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
Near West Side, Chicago, IL, 60661

Hannah took wonderful care of Margot. She kept us updated with messages and photos, which gave us so much peace of mind. Margot came home happy.. Margot is an energetic teenager, and Hannah took it all in stride. We’d happily have her watch Margot again.

Profile image
Cherri B.
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)