Pet Sitting & Drop Ins in Freedom Village, Milwaukee
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 Freedom Village pet sitters


“Barb is a terrific with kitties. I had an interesting situation with three kitties that were still a bit "wild." We were working on interacting with them to acclimate them to humans. This required more work than a typical "drop in" to check on food, litter, etc. We have used Barb for a previous pet. She is caring, conscientious, and dependable. I highly recommend her services!”


“Once again Debbi did an outstanding job. We never worry, and never hesitate to ask last minute can you check our mail box or look for Amazon packages. I even asked her to open a package up and we tried it out ! She is on time, everyday, and goes above and beyond. Her messages are helpful , informative and she even send me a link that turned out to be a useful product! Thank you Debbi!!!”


“Nikki took such great care of our pups and we trust her with them in the future. We felt completely at ease during the day knowing that they would be well taken care of! She has great communication and sent us wonderful photos and updates during her drop in with them. Highly recommend her and we will be using her again! She even left a sweet note in the door as she knew we were at a funeral for my grandma. Very kind and compassionate to humans and animals :) Thanks Nikki!”


“Did a wonderful job! Thorough and flexible! Was there to let our dogs out but was friendly with our cats too! All our dogs loved having him over!”


“Heather was a godsend!! She pick us up after my other rover sitter canceled at the last minute. She took great care of our puppies and saved our family vacation.”


“Excellent experience as always, Becky takes such good care of our two older kitties whenever we're out of town! They had new meds this time and she made sure they got the right doses. She gives them the individual care they both need. 😊 She even offered to bring in our mail and packages!”


“Great care! Very attentive.”


“Suzi is a remarkable communicator. She shares wonderful pictures and made us feel connected and confident in our dogs wellbeing while we were away. She genuinely cares about making the pets feel cherished, Bodhi told me so!! ? I appreciated her flexibility with some additional requests for feeding the Gecko. She is diligent, smart, timely, and heartcentered.”


“Shelby did such a great job with our boys on such short notice. Great with commutation and very nice and sweet. Will definitely ask her to watch Bailey and Jake again!”


About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

“Kayla was great! Very responsive. I would use her again ?”


“Kristina took care of our shy cat for the first time this past weekend. It's not easy to care for an animal that would rather hide from you than interact, and Kristina dealt with her well. She was friendly, came over when promised, and cared for Sophie and our house well.”


About: I have worked with many types of animals my entire life. I spent my younger years working on a farm with lots of farm animals. I’ve worked with almost every kind of dog. I’ve also been pet sitting every since I was a kid for family and neighbors I have currently just moved and am looking to start taking new clients!! I am free everyday at almost any time currently! I always have my phone on me and am available. I would care for your pet just as if it were my own!! I would listen to ALL care instructions to give your animal the best care and to keep them comfortable.

About: I have had multiple dogs through out my life. During high school my family had 4 dogs in the house which were 3 Labs and 1 Bully mix. Since my wife and I moved out we currently live with our doghter, Nala. We also recently adopted our cat, Neo who is sweet and loving towards other dogs. I usually take my dog out during the morning around 7am to 8 am, during the afternoon after the dogs have breakfast, once again during 4 or 5pm, and then one final time before we head to bed around 8pm or 9pm. This is a daily routine for Nala and myself that we have stuck to since she was a puppy and works great for us over all. We usually walk around the block or play in the background as sometimes she doesn't need to potty and just needs that outside enrichment. I currently have a fenced yard for the back yard if the dogs do plan to play. The only part that is not fenced up is the driveway, but for the most part Nala and I do walk so that she can get some steps in and also so she won't poop too much in the backyard. If I am visiting your home I will come respectfully and walk your dog with Nala or without what ever your preference is and also give a detailed check-in of your dog to put your mind at ease.

“Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.”


About: I have many years of pet care experience, I grew up on a farm,I have a calm caring approach I'm dependable and full of heart! I'm currently in between jobs so I have plenty of time for your fur baby for walks , belly rubs, treats & tail wags everything we're together! Safety is always a priority!! Love and affection & pets happiness is very important to me - treat them like family - because they are!

“Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!”


About: Have owned all types of animals all my life and grown up with them. Always ready to meet a new friend and establish new animal relationships I work an 8-5 job with an hour lunch break. I can follow strict schedules and maintain flexibility. I can accommodate special needs. I am home most nights and weekends. I can provide love and care to your pet and a comforting environment. Playing with them and marking sure they are happy and healthy in different settings

“Percy and Darik were great with Baron while I was out of town! They were quick to respond and made sure I knew how Baron was doing and when they would be dropping in to take care of him. I appreciate all the love they gave him - he was in good hands!”


About: I’ve had experience of raising my two bassets from 8 weeks old- now one is turned 6 in April and the other turned 4 in December! I love dog cuddles, walks, and play time! I’ve even baby sat my aunt and uncles dogs for over 10 years now! I’m a crazy dog lover who likes to spoil them with cuddles and kisses! My weekends are free for dog sitting for longer stays at your place and I’m free after 6pm during the week for your nightly needs! Willing to spend the night at your place so your dogs are the most comfortable! My house is dog friendly but do not have a fenced in yard
Loving pet sitters in your neighborhood
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Barb H.Star Sitter

“Barb is a terrific with kitties. I had an interesting situation with three kitties that were still a bit "wild." We were working on interacting with them to acclimate them to humans. This required more work than a typical "drop in" to check on food, litter, etc. We have used Barb for a previous pet. She is caring, conscientious, and dependable. I highly recommend her services!”


Debbi O.
Star Sitter


“Once again Debbi did an outstanding job. We never worry, and never hesitate to ask last minute can you check our mail box or look for Amazon packages. I even asked her to open a package up and we tried it out ! She is on time, everyday, and goes above and beyond. Her messages are helpful , informative and she even send me a link that turned out to be a useful product! Thank you Debbi!!!”


Nikki K.
Star Sitter


“Nikki took such great care of our pups and we trust her with them in the future. We felt completely at ease during the day knowing that they would be well taken care of! She has great communication and sent us wonderful photos and updates during her drop in with them. Highly recommend her and we will be using her again! She even left a sweet note in the door as she knew we were at a funeral for my grandma. Very kind and compassionate to humans and animals :) Thanks Nikki!”


Charles B.Star Sitter

“Did a wonderful job! Thorough and flexible! Was there to let our dogs out but was friendly with our cats too! All our dogs loved having him over!”


Heather E.Star Sitter

“Heather was a godsend!! She pick us up after my other rover sitter canceled at the last minute. She took great care of our puppies and saved our family vacation.”


Becky R.
Star Sitter


“Excellent experience as always, Becky takes such good care of our two older kitties whenever we're out of town! They had new meds this time and she made sure they got the right doses. She gives them the individual care they both need. 😊 She even offered to bring in our mail and packages!”


Susan H.

“Great care! Very attentive.”


Suzi A.Star Sitter

“Suzi is a remarkable communicator. She shares wonderful pictures and made us feel connected and confident in our dogs wellbeing while we were away. She genuinely cares about making the pets feel cherished, Bodhi told me so!! ? I appreciated her flexibility with some additional requests for feeding the Gecko. She is diligent, smart, timely, and heartcentered.”


Shelby B.

“Shelby did such a great job with our boys on such short notice. Great with commutation and very nice and sweet. Will definitely ask her to watch Bailey and Jake again!”


Selena M.
“Selena has been our go-to dog sitter for years, and we couldn’t be happier! My pup absolutely adores her, and I have total peace of mind knowing she’s in loving, capable hands. It’s safe to say she’s one of hers favorite humans (and mine too!). Highly recommend!”


Kayla W.

“Kayla was great! Very responsive. I would use her again ?”


Kristina K.

“Kristina took care of our shy cat for the first time this past weekend. It's not easy to care for an animal that would rather hide from you than interact, and Kristina dealt with her well. She was friendly, came over when promised, and cared for Sophie and our house well.”


Angelina H.
About: I have worked with many types of animals my entire life. I spent my younger years working on a farm with lots of farm animals. I’ve worked with almost every kind of dog. I’ve also been pet sitting every since I was a kid for family and neighbors I have currently just moved and am looking to start taking new clients!! I am free everyday at almost any time currently! I always have my phone on me and am available. I would care for your pet just as if it were my own!! I would listen to ALL care instructions to give your animal the best care and to keep them comfortable.


Elijah X.
“Elijah looked after my Golden Retriever x Siberian Husky over the weekend, and I couldn’t be more pleased. He’s a kind, soft-spoken gentleman who carefully listened to all my instructions and made sure my pup was fed on schedule and taken for walks. He also sent photo updates, just as I requested, which I really appreciated. I always recommend Elijah to my friends—he’s truly someone you can trust with your furry loved ones.”


Jeff G.

“Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.”


Cynthia E.

“Cynthia is a wonderful human being who loves all animals, specially dogs. I've known her for almost 30 years and have seen her with her dogs and other people's dogs. You wouldn't know which one was hers because she spoiled them all. Cynthias energy is calm and patient, which is great energy around dogs, but she is also goofy and fun in a way that every dog would love. I've trusted her with every dog I've had.”


Tegra R.Star Sitter

“Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!”


Jessica s.
“Jessica has cared for our dog, Roxy, at her home, several times already and we cannot imagine someone with better pet care practice. We've kenneled Roxy in other places before we learned of Jessica's availability and Roxy's disposition upon returning home cannot be more different. With other places, Roxy would come home listless and nervous, obviously unsure of herself. On the other hand, after Jessica took care of her for 11 days while we vacationed, the dog came home very relaxed and confident with no sign of trepidation in her behavior. I heartily recommend Jessica as a pet care provider. Like Roxy, I'm sure your pet will love her.”


Perseus M.
Star Sitter


“Percy and Darik were great with Baron while I was out of town! They were quick to respond and made sure I knew how Baron was doing and when they would be dropping in to take care of him. I appreciate all the love they gave him - he was in good hands!”


Kimberly S.
“"I couldn’t ask for a better person to watch my dog while I’m out of town. They’re incredibly reliable, attentive, and treat my American Bulldog as if it was her own. I always come home to a happy, well-cared-for dog—and that peace of mind is priceless!"”
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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!
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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 Freedom Village.
Rover makes it easy to find Freedom Village 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.
