Pet Sitting & Drop Ins in Lake View, Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Lake View pet sitters

“Lilianna was great with Eddy all week! Eddy’s automatic feeder got unconnected while I was on vacation and Lilianna helped get it all reconnected for me - absolutely saved me!! would definitely recommend Lilianna for your cat needs :)”


“This was our first time having Claire drop-in. She was on-time to meet with us & for the requested drop-in. She’s very responsive. Claire also provided updates with photos & had no issues. Look forward to using her again for longer trips.”


“Michael is the best sitter for my puppy Binga! He is responsible, professional, a fast responder, and loves my puppy. I feel so much better going to work each day knowing Michael is checking on her while I’m away. Cannot recommend him enough!”


“Rachel was the epitome of professionalism and compassion during her time caring for our dogs. From the onset, she displayed a keen understanding of our pets’ needs and routines. What set Rachel apart was her attention to detail. Not only did she make sure our dogs were happy, but she also took the time to tuck them in every night. This personal touch made it clear she was invested in their comfort and well-being. Communication was seamless, with Rachel providing timely updates on our pets’ activities. Her reliability was beyond question; we felt secure knowing our dogs were in capable hands. Overall, Rachel’s service was impeccable, and we couldn’t have asked for a better caregiver for our pets. We wholeheartedly recommend her services to any dog owner seeking top-notch, compassionate care.”


“Jennifer was an amazing cat-sitter! I got a detailed report, pictures, and she was so understanding of us trying out Rover for the first time and was the perfect sitter! Our cat was very happy when we came back from our trip, and I would definitely re-book for future sittings/drop-in’s for Misty. Jennifer is considerate, trustworthy, and very easy to coordinate with”


“Liz did a fabulous job watching over my two cats! She covered every task and even cleaned their wet food plates. She snagged a picture of them on each visit, even when they were extra shy. She’s responsive and easy to make plans with. Thanks!”


“Jessica is so wonderful!! She pays attention to detail, shares plenty of updates and great pictures and her communication is top tier!! I highly recommend Jessica for your pet needs!”


“Madeline was AMAZING with drop in visits for my cat. I could tell by the pictures that he was so comfortable and happy when she was around. I highly recommend her for pet care!”


About: Our two elderly chihuahuas recently passed, they were 16 and 18. We miss them terribly and are excited about having some dog energy in our lives again. We will spoil you fur baby like he or she were our own. My partner and I both work from home so your pet’s need can easily be met. Between the two of us we have a lot of love to give. We have all the pet supplies from our previous pets but feel free to bring your own as well. Any items that bring comfort are welcome.

“Gaby did such a great job with Harry. She came on time, cleaned his litter, played with him, fed him, and sent me a photoshoot :) She really made me feel like I was there with him! I would definitely book Gaby again and recommend her to friends/family.”



“As a repeat customer I'm so pleased with the level of attention and care Kate gives my cat Alfie when I'm away. As long as she's on Rover, Kate will continue to be my go to pet sitter. Thanks so much for making it all so stress free, Kate!”


About: Even though I am only 22 years old I’ve been working with dogs for 15 years. I grew up raising puppies for The Seeing Eye so I’ve always had dogs coming in and out of my house for as long as I can remember. I’ve been around dogs of all sizes including 100 pound dogs as well as newborn puppies. I am currently a volunteer at PAWS Chicago which requires knowledge of dog behavior and walking dogs of different sizes and personalities. I have experience working with senior dogs and am well versed in dealing with oral medication if needed. (I also have no problem caring for or walking multiple dogs at once) Currently I have 4 dogs and a cat but they live at home with my mom so for boarding and doggy daycare your pet will be the only one staying with me in my apartment and getting my full attention! I am a student at DePaul university majoring in Peace, justice, and conflict studies but because it is the summer I have full availability unless my calendar says otherwise! I am prepared to keep whatever schedule your animals are on normally so they are as comfortable as possible with me! I will give your pets as much love as they will allow me too:)

About: I have spent my entire life around dogs of all temperaments. Growing up all of our dogs were raised from puppy and became AKC “good citizen” ribbon earners. I now have a rescue dog of my own who I trained myself. We can handle many different situations as you need and will always be honest about the limitations of my abilities. Safety is my number one priority for your pet, just as it is for my own. Please contact me with any questions you have! I work from home most days of the week and have a more flexible schedule than most. This allows me to pop in to your location, offer walks as needed, and keep an eye on your pup while you are away. Any questions please let me know and we can get the correct care for your pup! I have years of experience in dog handling and understand dog body language more than the average person may. I understand trusting your pet to someone else may be difficult, but I promise it is the most important aspect to me, just as I would expect for my own pets. I am a larger man able to handle larger dogs, while still maintaining good training habits in your pup. Any specific questions, please feel free to ask!

“Brooke took amazing care of my cat while I was away, and was an excellent communicator/super responsive! I would absolutely book her again! She was so great!”


About: I have been taking care of cats, dogs, and other animals for over 10 years. My experience ranges from quick daily walks, to staying overnight for up to 3 weeks. I have had experience with all breeds, including some difficulty. I am able to handle difficult interactions, and I always take safety precautions when meeting a new pup for the first time. I am loving towards all animals, and am always looking to meet new furry friends! I am currently working full time 9am-5pm but my schedule tends to be flexible. I am available as of now: 🗓️ Weekdays before 8:30am and after 5:30pm Weekends anytime. I can work any holidays. I am willing to make comprises so please message me to confirm scheduling 😊 LOCATIONS 📍 I am located in wrigleyville, but I am available for any of the following areas: Wrigleyville, Lakeview east, Lincoln park, Old town, Streeterville, and Gold Coast. If you are not located in this area please message me for further insight. I live in a wonderful walk-friendly neighborhood with many other pet owners. During home visits, I value quality time with cats and dogs and making sure their needs are met, whether that is from exercise or cuddles! I will always treat all homes respectfully, and leave it as clean as it was when I arrived.
Loving pet sitters in your neighborhood
Search Results


Lilianna P.Star Sitter

“Lilianna was great with Eddy all week! Eddy’s automatic feeder got unconnected while I was on vacation and Lilianna helped get it all reconnected for me - absolutely saved me!! would definitely recommend Lilianna for your cat needs :)”


Kevin W.

“Felt so comfortable with Kevin checking in on our very senior cat while we were away. Our cat liked him too!”


Claire W.Star Sitter

“This was our first time having Claire drop-in. She was on-time to meet with us & for the requested drop-in. She’s very responsive. Claire also provided updates with photos & had no issues. Look forward to using her again for longer trips.”


Michael L.Star Sitter

“Michael is the best sitter for my puppy Binga! He is responsible, professional, a fast responder, and loves my puppy. I feel so much better going to work each day knowing Michael is checking on her while I’m away. Cannot recommend him enough!”


Diana B.

“Diana took care of our puppy every afternoon this week and was great! She treated our girl wonderfully and gave us great updates and reports. Thanks, Diana!”


Rachael Nicole G.

“Rachel was the epitome of professionalism and compassion during her time caring for our dogs. From the onset, she displayed a keen understanding of our pets’ needs and routines. What set Rachel apart was her attention to detail. Not only did she make sure our dogs were happy, but she also took the time to tuck them in every night. This personal touch made it clear she was invested in their comfort and well-being. Communication was seamless, with Rachel providing timely updates on our pets’ activities. Her reliability was beyond question; we felt secure knowing our dogs were in capable hands. Overall, Rachel’s service was impeccable, and we couldn’t have asked for a better caregiver for our pets. We wholeheartedly recommend her services to any dog owner seeking top-notch, compassionate care.”


Erin D.Star Sitter

“Jax loves having Erin over! We have used her twice now, highly recommended!!”


Jennifer C.
Star Sitter


“Jennifer was an amazing cat-sitter! I got a detailed report, pictures, and she was so understanding of us trying out Rover for the first time and was the perfect sitter! Our cat was very happy when we came back from our trip, and I would definitely re-book for future sittings/drop-in’s for Misty. Jennifer is considerate, trustworthy, and very easy to coordinate with”


Liz G.Star Sitter

“Liz did a fabulous job watching over my two cats! She covered every task and even cleaned their wet food plates. She snagged a picture of them on each visit, even when they were extra shy. She’s responsive and easy to make plans with. Thanks!”


Jessica O.

“Jessica is so wonderful!! She pays attention to detail, shares plenty of updates and great pictures and her communication is top tier!! I highly recommend Jessica for your pet needs!”


Kate Q.

“Kate was incredibly patient with my reactive dog and did everything possible to make him comfortable. She was great at communicating with me, too. I highly recommend her!”


Madeline M.Star Sitter

“Madeline was AMAZING with drop in visits for my cat. I could tell by the pictures that he was so comfortable and happy when she was around. I highly recommend her for pet care!”


Patty D.Star Sitter

“She was super accommodating during Christmas and was very nice.”


Brad R.Star Sitter
“Brad absolutely loves dogs and I have always been able to trust him with my own dogs. My dogs have always loved him - he makes a special connection with them and enjoys their company. You can definitely trust having your dogs in his care!”


Gabriela G.Star Sitter

“Gaby did such a great job with Harry. She came on time, cleaned his litter, played with him, fed him, and sent me a photoshoot :) She really made me feel like I was there with him! I would definitely book Gaby again and recommend her to friends/family.”




Kate E.Star Sitter

“As a repeat customer I'm so pleased with the level of attention and care Kate gives my cat Alfie when I'm away. As long as she's on Rover, Kate will continue to be my go to pet sitter. Thanks so much for making it all so stress free, Kate!”


Sarah N.
“Sarah is a wonderful dog walker and pet sitter. My dog and cat loved her from the moment they met. She always goes above and beyond and I know I can count on her whenever I need her to watch my pets or just spend quality time with them. She has a lot of experience with dogs and cats of all ages and is experienced medicating too. She’s also had bunnies and Guinea pigs. She loves all animals and I would highly recommend her.”


Brock M.
About: I have spent my entire life around dogs of all temperaments. Growing up all of our dogs were raised from puppy and became AKC “good citizen” ribbon earners. I now have a rescue dog of my own who I trained myself. We can handle many different situations as you need and will always be honest about the limitations of my abilities. Safety is my number one priority for your pet, just as it is for my own. Please contact me with any questions you have! I work from home most days of the week and have a more flexible schedule than most. This allows me to pop in to your location, offer walks as needed, and keep an eye on your pup while you are away. Any questions please let me know and we can get the correct care for your pup! I have years of experience in dog handling and understand dog body language more than the average person may. I understand trusting your pet to someone else may be difficult, but I promise it is the most important aspect to me, just as I would expect for my own pets. I am a larger man able to handle larger dogs, while still maintaining good training habits in your pup. Any specific questions, please feel free to ask!


Brooke T.Star Sitter

“Brooke took amazing care of my cat while I was away, and was an excellent communicator/super responsive! I would absolutely book her again! She was so great!”


Delaney C.
“Delaney was wonderful to have as my dog sitter. She kept the house clean, walked the dog everyday and was a pleasure to speak to. I will definitely use her again.”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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 Lake View.
Rover makes it easy to find Lake View 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.
