House Sitting Jackson Park
Find a loving house sitter to watch over your pets and your home.

Over 2 pet parents in Jackson Park have booked house sitting
Jackson Park, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!”

“Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again”

“Julianna (and her partner Ed) were amazing with our anxious pup Winnie. She was communicative beforehand, organizing a meet and greet and asking great questions. She wanted to make sure Winnie was comfortable as possible, allowing us to walk Winnie together before entering our home. During the stay, she sent regular updates with photos. Asked some clarifying questions about our pup’s favorite activities, and ultimately let us relax and enjoy our vacation. She administered our pups meds and helped us have peace of mind. Would absolutely recommend Julianna and Ed!!!”

“Fatima was amazing to work with. I booked her on short notice before the holiday when my original plans fell through. She offered and made it a priority to come do a meet & greet on days notice. I’m always a little nervous when using a new sitter especially when they stay at mine, but my mind was at ease immediately when I met her. I could tell she has a big heart and really cares for animals. She followed all instructions and she went above and beyond spending time with Diesel doing his favorite activities (walks, playing fetch, swimming, etc.). She was incredibly communicative and sent a lot of pictures and videos which was much appreciated. As a former Rover sitter and a frequent user of Rover’s services, I can confidently say that Fatima is one of the best sitters I’ve come across. I will definitely be using her in the future and have already recommended her to others looking for sitters. Thank you Fatima!!!”


“Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!”

About: I’m a cat-focused pet sitter who is comfortable caring for cats with different personalities, including shy or nervous cats who need patience and space to warm up. I pay close attention to each cat’s normal routine and behavior. During visits, I can handle feeding, fresh water, litter box cleaning, playtime, enrichment, and lots of companionship. I know how important it is for cat parents to feel updated, so I send photo updates after every visit. I work full-time Monday through Friday from 7:30am to 4:00pm, so cat care fits best into my schedule in the early mornings, evenings, and weekends. I’m available before work for quick morning check-ins, and after 4:00pm I have plenty of time for visits, feeding, playtime, and care. On weekends, I have more flexibility and can provide longer visits or extended care if needed. Since I only provide care in my client’s home, I focus on keeping your cats comfortable in their own familiar environment and maintaining their normal routine as closely as possible. I follow all instructions carefully, including feeding schedules, litter box care, and any specific rules for the home or cat. I make sure doors are secured, water is fresh, and cats are safe and during visits.
“Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!”


“Brianna was a very attentive dog sitter to our high energy pup! She was also very good about letting us know when Sloane acted up so that we could help her handle the situation! Such a great house guest! She even stripped the bed!”

“Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again”

“Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.”

“Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!”

“Our pup Banzo loved having Lynette care for him. She was very communicative, great with our dog and a super respectful house guest. We will definitely want to use her in the future!”

“Marilia took outstanding care of our older cat and young dog while we were gone! She was communicative, flexible, thorough, and kind. She handled medicating our pup and let us know immediately when there was a small problem. We loved getting her updates and photos, which showed how happy, relaxed and comfortable our pets were with her. Will very much look forward to working with her again!”

“Alexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!”


“Scott really helped us out with a week of drop-in visits for our two dogs, one of which is rather unpleasant with strangers. He also agreed to oversee our coop of chickens which was very helpful. Scott was accomodating and generally a good communicator, and the pups seemed to like him. I think he did a fine job. We would definitely work with Scott again.”

“Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!”

“Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.”

“Laurie was great with our pups, she sent daily pictures (and pictures of our pup snuggling in the chair with her.) We knew our pups were comfortable ( spoiled and loved ) by Laurie. We will be calling for our next trip! Thank you!”
The median cost per night for house sitting in Jackson Park is $50
Pet parents share their Rover experiences - Jackson Park
Katlynn stayed with our two kitties for a week (overnight stays) and it went great! I would definitely recommend her as a cat/pet sitter. She was very responsive, sent daily updates and photos, and seemed to earn both of their trust with snuggles and affection. She was very accommodating when it came to meeting us before our trip, picking up the house key, staying an extra day, etc. We’re happy to have found her!

Ryan was fantastic! He took great care of our very large dog, who can be reactive at times. I completely trusted him while we were away for a week. We received lots of updates like we asked. He gave our dog medicine without any issues. We came home to a very happy pup and a spotless house. Ryan even got our mail and watered our flowers while we were away, which was super nice. We highly recommend him and already have our next trips booked with him!

Scott was FABULOUS with our dog, Rocket! Rocket is a bit picky, but he wholeheartedly loved Scott, too. Scott had wonderful communication--he gave enough so that I felt reassured that Rocket was doing well, but he also let me just relax while on our trip. He made me feel confident that Rocket was in good hands, and that means the world to me. Scott also took in our mail and watered our garden. Thanks for everything, Scott!

Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!

I can’t recommend Nicole highly enough! She takes wonderful care of my senior cat, who’s gotten a bit needier in his older years, and she goes above and beyond every time. Her communication is fantastic — she sends regular photo updates, so I always know my cat (and home) are in good hands. You can tell she’s genuinely bonded with him and enjoys their time together, which gives me so much peace of mind while I’m away. Her communication is fantastic — she sends regular photo updates, so I always know my cat (and home) are in good hands. She’s trustworthy, reliable, and treats my house with real care and respect. I’d absolutely recommend her to anyone looking for cat sitter!!

Amanda was wonderful. This was the first time we traveled without our puppy and we were a bit apprehensive. However, Amanda eased our concerns. She arrived a few minutes early which signaled a level of reliability that was very welcome. While we were away, Amanda provided regular updates and pictures. As a result, we were able to enjoy our vacation. And our puppy seemed to genuinely enjoy Amanda. We will definitely use Amanda again. We would feel very comfortable leaving our puppy with her.
Paige is an amazing, young woman and was so loving to my pups. We had a hard journey driving from FL to Milwaukee, and I wanted someone to hang with them while catching up with friends. I could not have picked anyone better. Within minutes, my little Elsa was in love with Paige and King had a new girl friend! I searched the night before and thank God, Paige was the answer :) Obviously, highly recommend Paige.

Sonia and Alex did an absolutely excellent job caring for my dog. He is developmentally delayed, requires daily medication, and is incontinent, so his care takes extra attention and patience. Throughout the 6 days he was with them, they communicated promptly and openly about any challenges that came up, and together we were able to make simple adjustments to ensure his stay was comfortable and successful. They sent pictures frequently, which gave me great peace of mind while I was away. From every photo, it was clear that my dog was happy, well cared for, and comfortable in their care. I am incredibly grateful for the compassion, flexibility, and attentiveness Sonia and Alex showed, and I would wholeheartedly recommend them to anyone—especially those with pets who have special needs.

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