Personalized care for your dog or cat - Bridgeport

Highly-rated overnight sitters - Bridgeport

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
180 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E has a lovely home and yard well-suited to caring for dogs. E kept us updated on Kodi's status throughout our vacation, setting our minds at ease. Thanks!

Profile image
Shawn H.
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 watched our dog Elliot for a weekend. During this time she was communicative and provided us with lots of pictures! He got comfortable fast with her and came back to us a happy dog!

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

Ashley is exceptional! This was our first time trying Rover and we were not sure what to expect. Ashley was responsive and very accommodating from the start. During our weeklong trip, she sent daily pics and videos along with detailed updates. She instantly put us at ease. We wouldn’t hesitate to book her again!

Profile image
Lauren G.
Sitter Profile Image: Daphnay S.
Verified Enhanced Background Check
Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
27 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
134 reviews
28 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann is amazing. She has watched my doggie twice and has been very communicative with us and loving towards him each time. Highly recommend!!!

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

Fantastic dog sitter! Took great care of our dogs and kept us updated with regular messages and photos throughout their stay. We felt completely at ease knowing they were in such good hands. Highly recommend!

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

Katrina was very welcoming and provided updates daily. She was very thorough with updates and pictures! She even gave polaroid pictures at the end of my two dogs stay. They seemed very happy and comfortable with Katrina - she seemed to spoil them as much as I do at home with puzzles, treats, and walks. She follows the owner’s directions and I was able to enjoy my vacation knowing my pups were safe and sound!

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

Our Dog Badger had a better vacation staying with Nathan than we did spending 7 days in Cancun. 10/10 recommend him. Was super punctual an flexible when needed.

Profile image
Taylor M.
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

We have a 14 year old dog who’s regular sitter could not commit to our 3 week Australia trip so I was nervous to find someone new for an older dog. Cheyanne is amazing, she has experience with older dogs and special needs, my dog was so happy with her and even found a “boyfriend” during her long stay. I did not hesitate to book her again for another long trip, our baby ran out of food but Cheyanne went to the store to buy her more “fresh pet” and even gave her a bath! Our dog loves being a high rise dog and Cheyanne spoils her just like we do.

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

Songen took excellent care of our toy poodle, Charley Charley got along very well with their maitipoo. Songen kept us updated with regular pictures, videos, and updates to calm our minds. Highly recommended.

Profile image
Neeraj S.
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: 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

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

Profile image
Richard G.
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 took amazing care of Howie during his stay!! Andre and his partner sent me updates and made me feel at ease while I was away! I will definitely recommend Andre to anyone!!

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

Iwona was wonderful with Beau! He was immediately comfortable with her and loved his time there. Iwona provided us with so many updates and pictures throughout Beau’s stay with her.

Profile image
John S.
Sitter Profile Image: Brandon E.
Verified Background Check
Brandon E.
from
$50
per night
5.0 out of 5 stars
24 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

I really appreciate him and his wife for watching my dog, they saved me because my original sitter had canceled at the last minute. They sent pictures and videos, also communicated with me. I definitely will be booking with them again

Profile image
Ahmad D.
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 was great! Our dog had an injury that required some extra care and Katie made sure our pup was well taken care of and kept us updated throughout our dog’s stay

Profile image
Anushka P.
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

Great experience with Kyla, it was my first time using the service for my Teddy and I was really nervous to not have him with family who normally watch him and since my daughter was moving same weekend(who normally has watched him) I said let me read reviews and go with it. Kyla kept me informed on Teddy’s progress with pictures and videos and my boy seemed happy to be there. I will use again in future for upcoming trips.

Profile image
Waneta 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 - Bridgeport

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: Jenna M.
Verified Background Check
Jenna M.
from
$18
per visit
5.0 out of 5 stars
45 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna is the best! Very attentive, reliable, and great with our cats - we've never seen our shy cat befriend a new person so quickly. Will definitely be returning to Jenna the next time we need a petsitter.

Profile image
Mitchell H.
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

This is my second time working with Jozelin, and it was an absolute breeze! She does such a great job communicating throughout the day, and I completely trust that my cats are in great hands with her!

Profile image
Paula F.
Sitter Profile Image: Andres G.
Verified Enhanced Background Check
Andres G.
from
$20
per visit
5.0 out of 5 stars
35 reviews
12 repeat clients
2 years of experience
Lower West Side, Chicago, IL, 60608

Andres was great with my cat and was able to accommodate another week of visits when I had to extend my trip. He was proactive and made sure to check when her auto feeder was low and refill it.

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

Nadine was wonderful! She took great care of my cat, followed all feeding instructions perfectly, and sent great updates. It gave me total peace of mind knowing my cat was in good hands. Thanks so much!

Profile image
Yacine B.
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 was so amazing and helpful!! She sent frequent pictures of Luna and helped her (and me!) feel comfortable with our first time being apart from one another. Sarah, you rock!

Profile image
Skye G.
Sitter Profile Image: Paola T.
Verified Enhanced Background Check
Paola T.
from
$18
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
11 years of experience
Chicago, IL, 60608

About: I absolutely love cats. I have 2 kitties of my own (Scully & Cloud) and they're awesome. I enjoy playing and cuddling with them. On occasion I've had to administer medication to them in the past as well, so if you need that.

Sitter Profile Image: Ericka J.
Verified Enhanced Background Check
Ericka J.
from
$23
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
2 years of experience
Bridgeport, Chicago, IL, 60608

This is my second time asking Ericka to pet sit for us & she went above and beyond regarding the communication required to successfully pick up our key. After our coordinating was complete, my cat Quesita’s needs were met and I was able to have a lot of peace of mind knowing that she was being properly looked after. I would highly recommend Ericka for anyone seeking a responsible, responsive, and flexible pet-sitter!

Profile image
Kim C.
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: Netiya S.
Verified Enhanced Background Check
Netiya S.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
58 reviews
20 repeat clients
15 years of experience
Chicago, IL, 60608

Netiya is a great pet sitter, has looked after both my dog and my cat. She is communicative and caring. She will look after your pets and keep them happy while you are away!

Profile image
Maureen S.
Sitter Profile Image: Yesenia R.
Verified Enhanced Background Check
Yesenia R.
from
$18
per visit
4.9 out of 5 stars
102 reviews
30 repeat clients
14 years of experience
Lower West Side, Chicago, IL, 60608

Yesenia was amazing, reliable, neat communicative, and gave very detailed updates for each visit. Much gratitude for taking care of Momo and making him feel comfortable! We will not hesitate on using their service again.

Profile image
Carla G.
Sitter Profile Image: Wendy L.
Verified Background Check
Wendy L.
from
$10
per visit
4.9 out of 5 stars
15 reviews
7 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60608

Wendy took such great care of my cats! She gave detailed updates of each visit and took a lot of cute pictures. It's comforting knowing they were well taken care of while I was away!

Profile image
Kacie W.
Sitter Profile Image: Julianne F.
Verified Enhanced Background Check
Julianne F.
from
$25
per visit
5.0 out of 5 stars
106 reviews
29 repeat clients
30 years of experience
Lower West Side, CHICAGO, IL, 60616

Julianne was wonderful with our anxious kitty! She wrote great, detailed reports and gave us so much peace of mind while we were away. We never had to worry - we knew our cat Binx was being showed great care.

Profile image
Mallory D.
Sitter Profile Image: Jason C.
Verified Enhanced Background Check
Jason C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
58 reviews
17 repeat clients
15 years of experience
Chicago, IL, 60616

It was a pleasure working with Jason. Jason took great care of our fur baby, sent us lots of pictures and updates every day and even watered our plant for us! I would definitely recommend Jason to anyone looking for a caring and professional cat sitter!

Profile image
Samiha Z.
Sitter Profile Image: Magdalena M.
Verified Enhanced Background Check
Magdalena M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

Magdalena followed instructions well and took great care of my cat, he was relaxed and happy when I got home!

Profile image
Alex M.
Sitter Profile Image: Timothy B.
Verified Enhanced Background Check
Timothy B.
Star Sitter
from
$20
per visit
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Tim is amazing! He was very communicative, prompt and most importantly patient and showed my fur baby the attention she needed when I was on vacation.

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

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

Profile image
Petia O.
Sitter Profile Image: Molly G.
Verified Enhanced Background Check
Molly G.
from
$17
per visit
4.9 out of 5 stars
22 reviews
9 repeat clients
16 years of experience
Bridgeport, Chicago, IL, 60608

Molly is the best this was our 1st time using Rover and Molly guide me through the process. She took care of my babies and went beyond her responsibilities, thank you Molly

Profile image
Jesus Humberto R.
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

One of our cats got sick right before a weekend we were going out of town. We looked into rover for the first time to give our cats extra attention and to keep up with the medicine he was prescribed. Annie put us at ease by not only finding a way to get our cat to take his meds but also by sending us pictures and updates. I would highly recommend Annie!

Profile image
Valerie R.
Sitter Profile Image: Chauntrell W.
Verified Enhanced Background Check
Chauntrell W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
14 reviews
7 repeat clients
1 year of experience
Chicago, IL, 60616

Chauntrell is communicative and reliable. Would book again!

Profile image
Haden K.
Sitter Profile Image: Eliana B.
Verified Enhanced Background Check
Eliana B.
from
$16
per visit
1 year of experience
Lower West Side, Chicago, IL, 60608

About: I've loved cats for as long as I can remember! I grew up with four cats in my home, and I take care of friends cats when they are out of town. I am always happy to meet new cat friends! My schedule is flexible, so I'm more than happy to visit your kitty whenever is best for their schedule! I am happy to send pictures or videos updates of your kitty and will gladly play with them using their favorite toys!

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 - Bridgeport

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: 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
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: Ashley M.
Verified Enhanced Background Check
Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
192 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

Profile image
Maria C.
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: 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

Miss Elizabeth was such a great help allowed my dog to stay with her last minute. Thank you for your help. If we are ever back in Chicago we will definitely come back to her.

Profile image
Maria M.
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
204 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: 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: Vick D.
Verified Background Check
Vick D.
from
$40
per day
4.4 out of 5 stars
16 reviews
6 repeat clients
15 years of experience
Bridgeport, CHICAGO, IL, 60608

Vick is the best! Flexible, easy to communicate with, super nice, dependable, thoughtful, and caring! Best of all, he treated my old, anxious, nearly blind dog with kindness and expertise. She really loved staying at his house. It's obvious that he really loves and understands dogs. He's an amazing dog sitter. Thank you!

Profile image
Ellen G.
Sitter Profile Image: Jennifer N.
Verified Enhanced Background Check
Jennifer N.
from
$30
per day
4.9 out of 5 stars
264 reviews
122 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

When I first saw Jennifer I knew right away that I could safely leave my dog to her. Cola had a great time with Jen and her family while we had a whole day trip in Chicago city. It’s very convenient that her place is only 15 mins away from the downtown area. Thank you Jen and family -Ryan from Minnesota

Profile image
Ryan P.
Sitter Profile Image: Sara T.
Verified Enhanced Background Check
Sara T.
from
$40
per day
5.0 out of 5 stars
4 reviews
20 years of experience
Lower West Side, Chicago, IL, 60608

Thank you so much for taking care of Seymour.

Profile image
Anup A.
Sitter Profile Image: Beatriz R.
Verified Enhanced Background Check
Beatriz R.
Star Sitter
from
$37
per day
5.0 out of 5 stars
11 reviews
5 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

About: I’ve had pets my whole life so I’m adapting to watch dogs an cats I used to help some of my friends and family to watch their pets and actually I still doing with some of my neighbors’s pets and other people’s pets! I can watch the pets in my house or in the client’s house. I’m almost all day at home so I have time to play and walk to your dogs or watch your cats I enjoy when I watch pets ‘cause I’m a dog and cat lover! I have a park so close to my house so I can take Your pets for walks, and also there is a fence dog park with in walking distance from my house and I have a fence yard.

Sitter Profile Image: songen f.
Verified Enhanced Background Check
songen f.
Star Sitter
from
$50
per day
5.0 out of 5 stars
16 reviews
8 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Sundae had a great time with Songen and poopoo. Sundae loves playing with poopoo and Songen does a great job of providing updates on how Sundae is doing.

Profile image
Cheryl G.
Sitter Profile Image: Jiayi G.
Verified Enhanced Background Check
Jiayi G.
from
$25
per day
5.0 out of 5 stars
11 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: Czarina H.
Verified Enhanced Background Check
Czarina H.
from
$55
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
17 years of experience
Near West Side, Chicago, IL, 60607

About: I grew up with family dogs and have had mine since he was 8 weeks old (he will be 17 years old this August!). Experience with puppies through senior dogs. Large breeds and small! Would love to take care of yours. I work full time from home, so I have ample amount of time to hang out with your pups (no matter the age, dogs are forever pups in my eyes!). I have an almost 17 year old pup who naps most of the day but is always excited for his walks! I live in a low traffic area and just down the street from a fenced grass area we play in. In case there’s rain, I have a covered area to take the pups out so they still get some fresh air.

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

Tamara is great! My dog is excited every time I drop her off. I’ve used her services for about a month and she’s very consistent and flexible.

Profile image
Jennifer C.
Sitter Profile Image: Andrew W.
Verified Enhanced Background Check
Andrew W.
from
$40
per day
5.0 out of 5 stars
78 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

My German Shepherd Levon had such a wonderful time with Andrew on our first visit that we immediately booked him for 2 more days! The communication with Andrew was great, a truly wonderful experience overall. I would most certainly recommend him to anyone looking for a sitter.

Profile image
Heather M.
Sitter Profile Image: Katie "Anni" W.
Verified Enhanced Background Check
Katie "Anni" W.
Star Sitter
from
$60
per day
5.0 out of 5 stars
101 reviews
30 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: Diamond D.
Verified Enhanced Background Check
Diamond D.
Star Sitter
from
$39
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Near West Side, Chicago, IL, 60612

This was our first time using this app and man our dog was ASLEEP right after we picked him up. She was very communicative and updating in our dog while he was having a blast! Would 100% rebook!

Profile image
Edmond May B.
1 / 1
View more sitters

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

Adventure-ready dog walkers - Bridgeport

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: 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

I’m so grateful I found Jenna. She’s been a blessing for me and my dog. Zara is always excited to see her, and I can tell that Jenna treats my baby with so much patience and love. Jenna’s reliability and kindness mean the world to us.

Profile image
Ciera B.
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: 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: 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

It was a pleasure working with Chauntrell to walk my boy! I received great progress pics and solid communication during the process. I appreciate knowing my son was well taken care of while I couldn’t be home. Thank you, Chauntrell!

Profile image
Melissa M.
Sitter Profile Image: Mariam A.
Verified Enhanced Background Check
Mariam A.
from
$14
per walk
5.0 out of 5 stars
26 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: Andres G.
Verified Enhanced Background Check
Andres G.
from
$20
per walk
5.0 out of 5 stars
35 reviews
12 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Andres has been absolutely amazing! He has been amazing to work with. My pittie mix absolutely loves going for his walks with Andres. He is always on time and very professional. Would highly recommend.

Profile image
Jo K.
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sarah W.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Bridgeport, Chicago, IL, 60608

About: I love caring for dogs and cats! I have had my own pets throughout my life and I’ve recently been able to provide care to my close friends’ and family’s animals—from calmer to more chaotic kitties, energetic and relaxed dogs, I love the spirit that different animals bring to my life. I’m excited for the opportunity to provide your pet with the safety, care and fun that it needs to thrive! I currently work from home apart from 2 days in office each month, so I am able to provide constant care and attention to a pet. I am active and always looking for opportunities to get outside, so I’d love to have the opportunity to go on long dog walks. I currently have no pets living in my home with me. I have a partially fenced backyard and I live in a very walkable neighborhood, near a fenced in open dog park.

Sitter Profile Image: Netiya S.
Verified Enhanced Background Check
Netiya S.
Star Sitter
from
$30
per walk
4.9 out of 5 stars
58 reviews
20 repeat clients
10 years of experience
Bridgeport, Chicago, IL, 60608

Netiya is a wonderful dog walker! She came over to meet Guapo the night before his walk just to make sure she knew all his quirks! He is a 80 lb Olde English Bulldog and I get very nervous whenever he has a new walker because he has behaviors that need correcting (eg pulling, occasional dog aggression, etc). She was wonderful with Guapo and has a ton of experience with bigger dogs. Netiya also watched my friends cat before and my friend said she did an excellent job. You can tell that she cares a lot about all of her clients and puts a lot of thought into her interactions with your animal. And as a bonus she sends the best pictures! If you're in Bridgeport / the surrounding area and looking for a walker or pet sitter look no further!

Profile image
Kristina P.
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: Ruari H.
Verified Enhanced Background Check
Ruari H.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60616

About: i’m patient, detail-oriented, and genuinely enjoy getting to know each pet’s personality. i take the time to make shy or anxious pets feel safe and comfortable, and i adjust my approach depending on their energy level and needs. i’m also very reliable with routines and communication, so you can trust your pet is getting consistent care and attention. pet care is part of my everyday routine, as i currently care for two kittens with consistent feeding, cleaning, and play schedules. i’m used to planning my day around their needs, so incorporating additional pet care is something i can do reliably & consistently. when caring for pets in a client’s home, i focus on keeping their routine as consistent as possible. i follow all instructions closely, including feeding schedules, litter box cleaning, playtime, and any specific preferences your pet has. i take the time to understand each cat’s personality—whether they’re social or more independent—and adjust my approach so they feel comfortable in their own space. i also keep the home tidy and provide regular photo and message updates so you always know how your pet is doing.

Sitter Profile Image: Nicole R.
Verified Enhanced Background Check
Nicole R.
from
$30
per walk
4.9 out of 5 stars
56 reviews
21 repeat clients
3 years of experience
Bridgeport, Chicago, IL, 60616

Nicole is very responsible, communicates well and is flexible in accommodating requests. Plus my dog loves her.

Profile image
James P.
Sitter Profile Image: Veronica M.
Verified Background Check
Veronica M.
from
$35
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Chicago, IL, 60608

Veronica is the best dog Walker. She is flexible and does a very good job making sure my dog gets what he needs while I'm at work. She's a sweet girl who is trusting and cares about what she does. I'm so glad I chose her to care for Rocco.

Profile image
Christa R.
Sitter Profile Image: Kexin J.
Verified Enhanced Background Check
Kexin J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
47 reviews
13 repeat clients
5 years of experience
Bridgeport, Chicago, IL, 60608

Kexin is so amazing with our big pup, Ace! She is reliable, trustworthy, and great with dogs! She always sends us plenty of updates and photos of their adventures, even when they happen to be in the rain!!

Profile image
Danielle N.
Sitter Profile Image: Jenny C.
Verified Enhanced Background Check
Jenny C.
from
$15
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Bridgeport, Chicago, IL, 60608

My dog immediately loved Jenny. She is always on time and sends great pictures. Your pets will love Jenny too.

Profile image
Karen V.
Sitter Profile Image: Eliana B.
Verified Enhanced Background Check
Eliana B.
from
$20
per walk
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I've taken care of dogs for my neighbors and family friends throughout middle school and into high school! I have experience walking dogs and taking care of them when their people were on vacation! I am happy to send pictures or videos updates of your pup and will gladly play with them! I am excited to have wide availability to take care of animals! I am open to mornings, evenings, and would be more than happy to stay overnight! I really enjoy spending time with animals! It's important to me to get to know your pet! I would love for you to share with me how you care for your pets, so that I can care for them as well as you do! I love to cuddle, play, and engage with all dogs and cats!

Sitter Profile Image: Reese E.
Verified Enhanced Background Check
Reese E.
from
$20
per walk
1 year of experience
Bridgeport, Chicago, IL, 60609

About: My family has had dogs for many years. We raised our first dog Kendra, adopting her when she was a puppy, and currently have Brie, whom we brought home when she was six years old. I have also cared for the pets of friends and family. I understand that every dog has unique needs and routines. Whether it is a walk, feeding, or providing full-day care, I make sure each and every pet gets the care they deserve while following any schedule or special instructions the owner may have. My goal is to ensure that every dog feels comfortable, safe, and loved while you're away. I have an open and very flexible summer and am available most days of the week, including weekends, being able to provide care mornings, afternoons, and evenings. I will provide a calm, comforting environment where your dog is always supervised and treated with care. I carefully follow the owner's instructions to ensure a safe and clean space.

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: 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: Yuuka I.
Verified Enhanced Background Check
Yuuka I.
from
$20
per walk
6 years of experience
Armour Square, Chicago, IL, 60616

About: I’ve been obsessed with dogs my whole life! 🐶 I grew up with my Westie, Rina, and now I’m the proud dog mom of Hiro, who I adopted as a puppy in 2020. I handled all of his potty training, crate training, leash training, and socialization, so I know firsthand that every pup has their own personality and needs. Friends and family have always trusted me to care for their dogs, and I truly treat every pup like they’re my own. Whether your dog loves long walks, playing fetch, or just curling up for cuddles, I’m happy to match their vibe. 😊 Hiro is a sweet, well-socialized little guy who loves making new friends, and I can’t wait to welcome yours into our home. I’ll make sure your pup gets lots of love, attention, exercise, and of course, plenty of photo updates while you’re away! 🐾 I currently work part time and have very flexible availability! My schedule changes every month so my availability is updated regularly. I always make sure to take at least 3 walks per day and get some time and space in to run around to get his energy out! I live nearby several parks that I take hiro to regularly! I also have him crate trained so I can do the same for you and your furbaby as needed :)

Sitter Profile Image: Sujae V.
Verified Background Check
Sujae V.
from
$22
per walk
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Chicago, IL, 60608

My pup is always excited to see her! She’s careful to make sure she’s well exercised and safe on their walks, and always checks in with me before taking her to new places (ie a new dog park) :) would book with her any day.

Profile image
Jiani S.
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 - Bridgeport

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
180 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E has a lovely home and yard well-suited to caring for dogs. E kept us updated on Kodi's status throughout our vacation, setting our minds at ease. Thanks!

Profile image
Shawn H.
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 watched our dog Elliot for a weekend. During this time she was communicative and provided us with lots of pictures! He got comfortable fast with her and came back to us a happy dog!

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

Ashley is exceptional! This was our first time trying Rover and we were not sure what to expect. Ashley was responsive and very accommodating from the start. During our weeklong trip, she sent daily pics and videos along with detailed updates. She instantly put us at ease. We wouldn’t hesitate to book her again!

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

Our Dog Badger had a better vacation staying with Nathan than we did spending 7 days in Cancun. 10/10 recommend him. Was super punctual an flexible when needed.

Profile image
Taylor M.
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

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

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

Iwona was wonderful with Beau! He was immediately comfortable with her and loved his time there. Iwona provided us with so many updates and pictures throughout Beau’s stay with her.

Profile image
John S.
Sitter Profile Image: Brandon E.
Verified Background Check
Brandon E.
from
$50
per night
5.0 out of 5 stars
24 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

I really appreciate him and his wife for watching my dog, they saved me because my original sitter had canceled at the last minute. They sent pictures and videos, also communicated with me. I definitely will be booking with them again

Profile image
Ahmad D.
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 was great! Our dog had an injury that required some extra care and Katie made sure our pup was well taken care of and kept us updated throughout our dog’s stay

Profile image
Anushka P.
Sitter Profile Image: Craila N.
Verified Background Check
Craila N.
from
$55
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60608

Craila is our go to dog watcher. We have a high energy dog and he is definitely tired out and content after his vacations with Craila. She does a great job watching him and keeps us updated on how he’s doing which puts us at ease!

Profile image
Heather M.
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: 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

Fantastic job caring for Tipo during the winter storm. Ensured that his booties and coat were on for his walk. Played with him to get some of his energy out. Sent pics and updates daily during our two week stay.

Profile image
Pann & Veena P.
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

Angel has been a great sitter for my two dogs! We have a very elderly dog that needs a lot of attention and Angel has been so great with him. My dogs always come home happy and seem to have a great time when staying with him!

Profile image
Andrew B.
Sitter Profile Image: Kyla R.
Verified Enhanced Background Check
Kyla R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
76 reviews
27 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

Kyla was great! She sent plenty of pictures/videos and updates. Benny always looked very happy in all of them. She had plenty of room for him to run around and play. I will definitely book her again the next time I need a sitter!

Profile image
Faith M.
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
19 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Thank you so much for taking such good care of my dog. This booking was kind of last minute when someone else fell through and I really appreciate them taking this on maybe more last minute than I wanted, but they followed all the things that my dog needs and was just warm and welcoming, and took great care of him. He almost didn’t wanna leave when I went and picked him up but thank you for taking such great care and following all the special needs that he needs.

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

I can’t thank Bola enough for the outstanding care she provided for my dog during our 8-day trip! From the moment I reached out, she was incredibly responsive and attentive to all my questions and concerns. I loved receiving daily updates, complete with photos, which gave me peace of mind while I was away. When I picked my dog up, I was impressed by the detailed report Bola provided, highlighting daily activities, meals, and any unique moments. It's clear she genuinely cares about the well-being of the dogs in her care. I highly recommend Bola to anyone looking for a compassionate and reliable dog sitter. I will definitely be using her services again in the future!

Profile image
Moore D.
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 was great! Very communicative and sent me daily updates. It was my first time using Rover and Sarah made it a great experience! Would definitely book her again.

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

This was my first time leaving my 11yr old dogs at a sitter's home so I was very nervous. I really appreciated how calm Fred is and that he listened to all my notes about them. My dogs instantly liked him and seemed at home. He was great with sending updates and pictures and was incredibly understanding when my flight back was delayed. Would absolutely book again!

Profile image
Emily N.
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)