Pet Sitting & Drop Ins In Near West Side Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Near West Side pet sitters
“Megan was very quick in responding our last minute request and took amazing care of Mochi. We would definitely book her again. I strongly recommend Megan as a dog sitter/ walker.”
“Rachel was very conscientious and came to meet my cats before my trip and was extremely flexible when I suddenly needed to give one of them medications while I was gone which was a last minute change.”
“I appreciate Molly’s patience and care for our senior dogs. She was accommodating with our schedule changes at the last minute and it was such a big help for us. We look forward to working with her again in the future.”
“Lili was great! We booked with her last minute and she was very flexible and timely with coming to feed our cats! I never felt stressed while being away knowing we had such a great sitter, we’ll be booking with Lili again next time 🤗”
“Lindsay did Ana amazing job making sure my cat was well taking care of while I was out of town! She went above and beyond to make sure he had what he needed.”
“Eunice was so kind and jumped in to watch Goonie very last minute. I appreciated her updates and how she was kind enough to clean up his messes!! Looking forward to working with her again!!”
“Ana was great, she accommodated us with a pretty last minute request. We went out of town and left both our very strong and high energy pittie/staffy pups home alone for the very first time. As you can imagine as a dog parent, that made me a nervous wreck. Ana took great care of our dogs (and cats), and she has been communicative and lovely. She provides plenty of pictures for reassurance and detailed written updates. I am so grateful for Ana making our trip possible!!!”
“Carli was so good with my dog Kip! We just moved into a new place and she went extra lengths to make sure he felt comfortable in his new space while we were out of town. She took great care to send us updates and photos of their dates, and made sure he had the comfort/confidence he needed to settle in without feeling anxious. We are so grateful for you Carli!”
“Sarah is professional, caring, and communicative and gave regular updates which I really appreciated. My cat was totally relaxed when I got home. Sarah is my new go to cat sitter!”
“Jason is great! He’s very responsive and my poodle pup loves him. I highly recommend him and will be using him whenever I need someone to drop by and help out when I’m busy.”
About: A lover of all pets, so no preference or problems when it comes to pet care. I enjoy the presence of all kinds of pets. I've had pets almost my entire life so I've gotten a lot of practice at home. I've also been trusted to care for friends and family pets while theyre on vacation so I've been able to care for pets that aren't my own. Currently unemployed, so I have all the time availale to care for any pets. Why be lonely when I can hangout with pets all day and have it be considered work. I enjoy the company of animals, so we'd be helping eachother. I will ensure the safety of them comes first, making sure doors and gates are secured, leashes are on right, food is the correct one.
“Michaela did a great job with our shy mini dachshund and had great instincts, letting him go at his own pace. She was flexible and communicative throughout the process. We are excited to have her back!”
“Great communication, very responsive and reliable! Our dog Bowie is awkward with first meetings and immediately loved Andrea which is an amazing sign of her natural skill and talent with dogs. Highly recommend!!”
About: Hi there! My name is Shelby and it would be a treat to spend time with your dog! My boyfriend Ben and I love staying active and would love to take your best buddy on plenty of walks and runs during their stay. We have been on Rover for over 6 years and have had nothing but great experiences. The owners have always appreciated the pictures of our adventures and our professionalism. I work mostly from home with a few days in the office. If I am in the office it is only few blocks away so can always come back during lunch. If you would like for me to be home during the duration of the stay during the week I can make adjustments easily to have one of us home. We live in Greek town/ west loop area right next to a great park which also has a dog park. We will only take them to the dog park if you give me the ok.
“Molly was awesome. She helped me out a little last minute by coming watch my dog. Was super responsive to messages and communication was great. Will use her services again if I need to go out of town.”
“Margaret did a wonderful job! She is professional and has a calming presence that made our puppy feel very comfortable while we were away. We came home to a calm and relaxed puppy. It was clear Margaret took great care of her!”
About: I have a love for all types of animals and frequently care for my sister’s 2 small dogs. I have a lot of free time during my fully remote job to play and give attention to your beloved pet. I work a fully remote job, with lots of free time to play with your pets. I am available for boarding weekdays Mon-Fri for your convenience. My apartment building is pet friendly and we have a fenced in “dog park”. My career gives me the freedom to have a lot of flexibility for when your pet’s needs need to be met.
Loving pet sitters in your neighborhood
Search Results
Megan A.Star Sitter
“Megan was very quick in responding our last minute request and took amazing care of Mochi. We would definitely book her again. I strongly recommend Megan as a dog sitter/ walker.”
Rachel L.Star Sitter
“Rachel was very conscientious and came to meet my cats before my trip and was extremely flexible when I suddenly needed to give one of them medications while I was gone which was a last minute change.”
Lisa J.
“Lisa was great! She took great care of our cat, was prompt with communication, and accommodated all requests. Will definitely book Lisa again!”
molly m.
“I appreciate Molly’s patience and care for our senior dogs. She was accommodating with our schedule changes at the last minute and it was such a big help for us. We look forward to working with her again in the future.”
Lili O.Star Sitter
“Lili was great! We booked with her last minute and she was very flexible and timely with coming to feed our cats! I never felt stressed while being away knowing we had such a great sitter, we’ll be booking with Lili again next time 🤗”
Lindsay A.Star Sitter
“Lindsay did Ana amazing job making sure my cat was well taking care of while I was out of town! She went above and beyond to make sure he had what he needed.”
Eunice Y.Star Sitter
“Eunice was so kind and jumped in to watch Goonie very last minute. I appreciated her updates and how she was kind enough to clean up his messes!! Looking forward to working with her again!!”
Ana A.Star Sitter
“Ana was great, she accommodated us with a pretty last minute request. We went out of town and left both our very strong and high energy pittie/staffy pups home alone for the very first time. As you can imagine as a dog parent, that made me a nervous wreck. Ana took great care of our dogs (and cats), and she has been communicative and lovely. She provides plenty of pictures for reassurance and detailed written updates. I am so grateful for Ana making our trip possible!!!”
Erin M.
“Erin was absolutely wonderful, so kind and followed my care instructions! I really appreciated her dropping by and spending time with my babies”
Carli S.Star Sitter
“Carli was so good with my dog Kip! We just moved into a new place and she went extra lengths to make sure he felt comfortable in his new space while we were out of town. She took great care to send us updates and photos of their dates, and made sure he had the comfort/confidence he needed to settle in without feeling anxious. We are so grateful for you Carli!”
Sarah B.Star Sitter
“Sarah is professional, caring, and communicative and gave regular updates which I really appreciated. My cat was totally relaxed when I got home. Sarah is my new go to cat sitter!”
Jason C.
Star Sitter
“Jason is great! He’s very responsive and my poodle pup loves him. I highly recommend him and will be using him whenever I need someone to drop by and help out when I’m busy.”
Lizbeth R.
“When I went on a weekend vacation with my family, I had to leave my two dogs at home. They both don't really get along, so leaving them alone together would put them at risk of hurting each other. I trusted having Lizbeth, my sister, stay at my house and watch them for us while we were out. She kept me updated daily, every couple of hours if not sooner. When I came home, the dogs were just as left them, and they were able to continue having human interactions even though we weren't there.”
Michaela M.
“Michaela did a great job with our shy mini dachshund and had great instincts, letting him go at his own pace. She was flexible and communicative throughout the process. We are excited to have her back!”
Alana W.
“Always great and so caring for your dog and goes above. I'd recommend her any day!”
Andrea V.Star Sitter
“Great communication, very responsive and reliable! Our dog Bowie is awkward with first meetings and immediately loved Andrea which is an amazing sign of her natural skill and talent with dogs. Highly recommend!!”
Shelby D.Star Sitter
About: Hi there! My name is Shelby and it would be a treat to spend time with your dog! My boyfriend Ben and I love staying active and would love to take your best buddy on plenty of walks and runs during their stay. We have been on Rover for over 6 years and have had nothing but great experiences. The owners have always appreciated the pictures of our adventures and our professionalism. I work mostly from home with a few days in the office. If I am in the office it is only few blocks away so can always come back during lunch. If you would like for me to be home during the duration of the stay during the week I can make adjustments easily to have one of us home. We live in Greek town/ west loop area right next to a great park which also has a dog park. We will only take them to the dog park if you give me the ok.
Molly K.
“Molly was awesome. She helped me out a little last minute by coming watch my dog. Was super responsive to messages and communication was great. Will use her services again if I need to go out of town.”
Margaret D.Star Sitter
“Margaret did a wonderful job! She is professional and has a calming presence that made our puppy feel very comfortable while we were away. We came home to a calm and relaxed puppy. It was clear Margaret took great care of her!”
Alma S.
“I can’t mention Alma’s name without my dogs going crazy with happiness. I have two small dogs and she watches them anytime I go out of town. I never have to worry because I know that they are happy to be with her and that she respects and follows all my instructions. One of my dogs has separation anxiety, and I know that with Alma I never have to worry that he will not be taken care. The other dog is just a nervous chihuahua who takes a long time to warm up to people…well with Alma that only took a few minutes!! She treats dogs like the royalty that they are, she gives them so much love and attention and I have never met a dog that didn’t love her.”
Over 528 pet parents in Near West Side have booked pet sitting
Near West Side pet parents share their Rover experiences
Lauren has been super easy to work with. She takes amazing care of Luka and is very communicative. He is super happy with her. She had to care for him when he was sick. She did a fantastic job. We were relived and able to work peacefully because we knew that Luka was in safe hands. I highly recommend and would 100% rebook for her.
Samantha was amazing! So attentive and provided cute photos, updates, and feedback! She also was able to provide oral diabetic medication for my diabetic cat with a syringe which I was so thankful to find someone on Rover to help with. 10/10 recommend Samantha, thank you for taking great care of Thor!!
Popular requests near you
Select a filter and find qualifying Near West Side sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Near West Side.
Rover makes it easy to find Near West Side pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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