Pet Sitting & Drop Ins in Brynwood, Milwaukee, WI
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 Brynwood pet sitters
“Becky again provided outstanding care for our two kitties! They love her, and so do we! Becky faithfully went to our house when she said she would in the morning and again in the late afternoon for drop in visits. She fed the kitties, changed their water, scooped the litter, played with the playful one, and gave both of them snuggles and pets. Becky also sent us lots of wonderful photos which we loved! While we were gone, we felt so at ease, knowing that our kitties were receiving the best care. We are booking Becky again already for our next out of town plans.”
“Incredibly reliable!!! We were hesitant to use a pet sitter as we normally travel with our furbabies but we found Shelby and she was absolutely fantastic! Her communication was prompt which was huge for me. She was punctual and completed the tasks she said she would. Shelby eased my mind as I knew the furbabies were in good hands. I would highly recommend Shelby! We will definitely use her in the future. Thank you Shelby.”
“My husband and I had Jasmine for an hour drop in to feed and hang out with our 3 dogs. She created a report card that individually explained what she & the dogs did. She provided fantastic details about each pup as well as many pictures of them! My husband and I felt at ease knowing Jasmine was there & trusting her attention to detail to provide what each pups needed.”
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.
About: I have been around dogs my whole life. I grew up on a farm and we always had three dogs around. I frequently pet sit for my friend's 60 pound Pitt-mix. I can give medication, and am good with puppies. I can patiently train or work with dogs who are learning the ropes. I can provide daily exercise when your dog is with me, and lots of snuggles! I work less than ten miles from home, so on most days I can pop in for a walk or potty break. I can board the same dog for up to two weeks depending on the situation. I can only take one dog at a time so your dog will get all the attention! I always follow the owner's wishes, and guidance on how to best care for their pet. I don't go overboard with treats, but I do go overboard with affection.
About: I provide attentive, compassionate, and reliable care for dogs of all breeds and sizes. I specialize in creating a safe, comfortable environment—whether in your home or mine—ensuring pets receive plenty of exercise, affection, and individualized attention. With strong communication skills and a genuine love for animals, I keep pet parents updated and at ease throughout every stay. Whether it’s daily walks, overnight stays, or special care routines, I’m committed to treating every dog like family. I have a flexible work schedule so I’m able to provide breaks and attention as needed throughout the day. I work from home at least 2 days a week. I have a large back yard that the dogs can play in. I also have the Oak Leaf trail next to my house we can go on frequent walks!
About: Animals have always been a part of my life. They show us so much love. Who are we not to give it back in return. Since the passing of our long time dog (Roc,15) we’ve been watching our friends and family dogs while they’re out of town. In each case the owners return with their dogs a little hesitant about wanting to return home. LOL. I work from home and I have no plans of switching to another job that would require me to go into the office. Therefore, I have plenty of time to play with your big and little babies. I also like to take walks at minimum twice a day. This is a perfect time for your fur babies to stretch their legs. After a nice long walk I clean their paws to make sure they leave the yucky stuff outside. I have a designated area where they can sleep. However, I like to keep them close to me during the day while I’m working. I think it sets them up for a positive visit. They immediately become part of the family. I also have the flexibility to take them out throughout the day. There is a highly recommended veterinarian within a two minute driving distance and maybe a ten minute walk in the event of an emergency.
“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: Welcome to The Hardy-Berndt Ranch! Our family adopted our first dog together shortly after moving into our first home. Since then, we have adopted many more, fostered almost forty dogs together, and love having extra heartbeats in our home. We even chose our current home for its dog-friendly neighborhood, large yard with multiple fenced areas, and plenty of space for visiting dogs to settle in and feel comfortable. We appreciate dogs of all sizes, shapes, breeds, and ages with a soft spot for shy dogs, big dogs, and seniors. Our resident dogs are friendly and enjoy a good romp with well-matched playmates. Dogs who enjoy the company of other canines will be welcome to visit in our home and be with our resident pups. Having fostered several dogs with challenging behaviors and understanding how important it is for them to be safe and comfortable, we welcome dogs who may prefer to be separate from others and/or enjoy the company of humans only. For dogs working on social skills and with specific training needs, our family will gladly discuss with you and do our best to reinforce the training you are working on at home. As you will see from our photos, we do have a dedicated "rescue room" devoted to canine visitors who would prefer a little extra space. This includes a private, fenced yard area connected so visitors can be outdoors without interacting with others if needed. Our household is committed to helping your pet(s) feel comfortable and receive the best possible care while you travel. We look forward to meeting you and your beloved pets! Our home life centers around our children and pets so we are home more often than not. Visiting dogs are a welcome part of our home life and the kids love meeting new canine friends (and seeing their favorites come back again!). We primarily offer care for dogs in our home. This allows us to integrate them into our routine when it works for them and their families.
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.
“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!”
“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: 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.
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. missed pick up times may be subject to an additional 50 dollar fee and rescheduling of pick up 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
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
About: I have one husky dog that is 3 years old and she's a baby I love her so much she sleep with me at night she actually go everywhere I go she's very well trained and she loves to have company I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have one girl dog her name is Sasha she's a husky she's 3 years old she walk three times a day actually she is very a free spirit she gets to run around all day she's very friendly she loves to play with other dogs
Loving pet sitters in your neighborhood
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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!”
Becky R.
Star Sitter
“Becky again provided outstanding care for our two kitties! They love her, and so do we! Becky faithfully went to our house when she said she would in the morning and again in the late afternoon for drop in visits. She fed the kitties, changed their water, scooped the litter, played with the playful one, and gave both of them snuggles and pets. Becky also sent us lots of wonderful photos which we loved! While we were gone, we felt so at ease, knowing that our kitties were receiving the best care. We are booking Becky again already for our next out of town plans.”
Susan H.
“Great care! Very attentive.”
Shelby B.
“Incredibly reliable!!! We were hesitant to use a pet sitter as we normally travel with our furbabies but we found Shelby and she was absolutely fantastic! Her communication was prompt which was huge for me. She was punctual and completed the tasks she said she would. Shelby eased my mind as I knew the furbabies were in good hands. I would highly recommend Shelby! We will definitely use her in the future. Thank you Shelby.”
Jasmine T.Star Sitter
“My husband and I had Jasmine for an hour drop in to feed and hang out with our 3 dogs. She created a report card that individually explained what she & the dogs did. She provided fantastic details about each pup as well as many pictures of them! My husband and I felt at ease knowing Jasmine was there & trusting her attention to detail to provide what each pups needed.”
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!”
Jenn L.
“Jenn is so great with our enthusiastic pup! They have a special bond now and Fig is THRILLED to see Jenn every time she comes over.”
Kristina K.
“Kristina was great! Flexible and easy to communicate with before and during our trip. Our cat was very comfortable with her. We’ll definitely call her for our next trip.”
Whitney H.
“If you’re lucky enough to have Whitney available to care for your pets, don’t hesitate—book her! Whitney has taken care of my dogs many times, and I truly can’t imagine anyone more trustworthy, loving, and reliable. She treats my pets like they’re her own, giving them all the belly rubs, walks, and attention they could ever want. Whitney has a natural gift with animals—they instantly feel comfortable around her. She’s attentive to their needs, follows instructions perfectly, and sends the sweetest photo updates so I never have to worry. I always come home to happy, relaxed pets and a tidy house. Whether it’s for a quick drop-in or an extended stay, I know my dogs are in the best possible hands with Whitney. She’s responsible, kind, and has a heart of gold. I can’t recommend her enough—your pets will thank you! 🐶❤️”
Genesis A.Star Sitter
“Great communication, very easy to work with!”
Yolanda W.Star Sitter
“I can’t say enough about Yolanda and her wonderful services Often having big dogs like Rottweilers its extremely hard to find care for them while attempting to vacation but thanks to Yolanda , I was able To be at peace while away. She took care of my babies(dogs) as if they were hers, even going as far as sending me pictures and videos of my pets during the duration of my vacation. I highly recommend her services. Especially for larger breeds of dogs. Thanks Again.”
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.”
Jes B.
About: Welcome to The Hardy-Berndt Ranch! Our family adopted our first dog together shortly after moving into our first home. Since then, we have adopted many more, fostered almost forty dogs together, and love having extra heartbeats in our home. We even chose our current home for its dog-friendly neighborhood, large yard with multiple fenced areas, and plenty of space for visiting dogs to settle in and feel comfortable. We appreciate dogs of all sizes, shapes, breeds, and ages with a soft spot for shy dogs, big dogs, and seniors. Our resident dogs are friendly and enjoy a good romp with well-matched playmates. Dogs who enjoy the company of other canines will be welcome to visit in our home and be with our resident pups. Having fostered several dogs with challenging behaviors and understanding how important it is for them to be safe and comfortable, we welcome dogs who may prefer to be separate from others and/or enjoy the company of humans only. For dogs working on social skills and with specific training needs, our family will gladly discuss with you and do our best to reinforce the training you are working on at home. As you will see from our photos, we do have a dedicated "rescue room" devoted to canine visitors who would prefer a little extra space. This includes a private, fenced yard area connected so visitors can be outdoors without interacting with others if needed. Our household is committed to helping your pet(s) feel comfortable and receive the best possible care while you travel. We look forward to meeting you and your beloved pets! Our home life centers around our children and pets so we are home more often than not. Visiting dogs are a welcome part of our home life and the kids love meeting new canine friends (and seeing their favorites come back again!). We primarily offer care for dogs in our home. This allows us to integrate them into our routine when it works for them and their families.
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.
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!”
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!”
Elijah X.
“Eli was awesome with my 7 year old American Bully. Eli, was able to accommodate my bullies needs to make him feel comfortable while I was away on vacation. Eli will continue to be my dog caregiver for all my future getaways.”
Jessica s.
“I would highly recommend Jessica to care for your pets. She has watched my dog many times and he is always excited when arriving to her house. She sends photos of him while on walks or throughout the day. I can tell how much she loves watching him!”
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!"”
Sheree P.
About: I have one husky dog that is 3 years old and she's a baby I love her so much she sleep with me at night she actually go everywhere I go she's very well trained and she loves to have company I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have one girl dog her name is Sasha she's a husky she's 3 years old she walk three times a day actually she is very a free spirit she gets to run around all day she's very friendly she loves to play with other dogs
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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 Brynwood.
Rover makes it easy to find Brynwood 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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