Pet Sitting & Drop Ins in Servite Woods, Milwaukee, WI
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 Servite Woods pet sitters

“Once again Debbi has given exceptional care to our home and pets. We have used Debbi twice in the past and would not want anyone else! Explicit directions were followed and she gave us some helpful tips as well. Debbi is very conscientious and will “go that extra mile.” When I asked for help with packages being delivered she tracked them all down and made sure they were brought into the house. Thank you for all your care, promptness, and professionalism. Sean and Georgann F.”


“Shelby took care of Mickey for a week. She followed his daily routine and kept us posted if there were changes, I.e. not going to potty when it was raining. Mickey gets anxious and sad when we leave, but Mickey was happy and evidently less stressed/anxious when we returned. Thank you Shelby!”


“Becky was perfect as usual. I never have any concerns leaving my 3 dogs in her care. She provides thorough reports and pictures with each visit. We always enjoy a peak into their day while we are away. I can enjoy being away knowing that the boys are in good and responsible hands.”


“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.”


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.

“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 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: I absolutely love dogs and all animals! I’ve grown up with dogs my entire life and have cared for everything from puppies to seniors, both big and small. I am available for dog walks a couple times throughout the week days or weekends. I work from home and have a fairly flexible schedule, so I can adjust to accommodate your pup’s needs. We can work together on a schedule to make sure your pup gets out for potty breaks and walks. At home, I have a 7-year old English Bulldog who gets along with all dogs (she is quite a character) and I have a 6-year old Great Pyrenees who adores meeting other furry friends (except non-neutered males). We have a large backyard and live on a lake, so the dogs love to play in the yard (but we do not have a fence so I do walk my Great Pyrenees on a leash when he goes outside since he’s a wanderer). We do offer doggy day care on occasion as well. If your dog prefers a leash then I can certainly walk him/her on a leash for play time as well. :) The dogs really enjoy the view from the floor-to-ceiling windows looking outside while laying on their cozy beds indoors as well… they are our neighborhood watch crew :) . I can’t wait to meet you and your pup! I invite you and your pup to come by for a meet and greet any day of the week if being considered for doggie day care. I’m also more than happy to provide references as well. I work from home and my schedule is flexible, so I can work around your pet’s needs. I’m happy to accommodate meet and greets after work hours and on weekends as well. I can typically offer up to two dog walks per day (possibly 3) if I’m coming to your home to dog walk. The main floor of my house is all hard wood floors in the kitchen, living room, foyer, and dining room… so the dogs have free range access all day and they have floor to ceiling windows to see out the backyard to watch out over the lake which they seem to enjoy (lots of birds, fish, and squirrels to watch all day). I am also happy to take your dog on walks if you’d like (my Great Pyrenees goes on at least 2-3 walks per day, but our bulldog is a bit more lazy so she doesn’t always feel like walking if it’s too hot outside). We also have a large yard for play time. :) If I’m walking your dog at your home, please provide your preferred instructions and I’m happy to accommodate. I also love to provide updates with photos so you can rest assured that your pup is well cared for when you’re away.

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.

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.

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!

“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’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: 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
Loving pet sitters in your neighborhood
Search Results


Debbi O.
Star Sitter


“Once again Debbi has given exceptional care to our home and pets. We have used Debbi twice in the past and would not want anyone else! Explicit directions were followed and she gave us some helpful tips as well. Debbi is very conscientious and will “go that extra mile.” When I asked for help with packages being delivered she tracked them all down and made sure they were brought into the house. Thank you for all your care, promptness, and professionalism. Sean and Georgann F.”


Karlee P.

“Karlee gave both dogs the special individual attention they needed. She gave us great updates. We are looking forward to using her services in the future.”


Shelby B.

“Shelby took care of Mickey for a week. She followed his daily routine and kept us posted if there were changes, I.e. not going to potty when it was raining. Mickey gets anxious and sad when we leave, but Mickey was happy and evidently less stressed/anxious when we returned. Thank you Shelby!”


Becky R.
Star Sitter


“Becky was perfect as usual. I never have any concerns leaving my 3 dogs in her care. She provides thorough reports and pictures with each visit. We always enjoy a peak into their day while we are away. I can enjoy being away knowing that the boys are in good and responsible hands.”


Susan H.

“Great care! Very attentive.”


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.”


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 ?”


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 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.”


Whitney H.
“My dog Zoe can be quite spicy and difficult to deal with. Whitney was patient and able to get her to come around. After a while, she grew to be very trusting with her which is something Zoe rarely does.”




Brooke M.
About: I absolutely love dogs and all animals! I’ve grown up with dogs my entire life and have cared for everything from puppies to seniors, both big and small. I am available for dog walks a couple times throughout the week days or weekends. I work from home and have a fairly flexible schedule, so I can adjust to accommodate your pup’s needs. We can work together on a schedule to make sure your pup gets out for potty breaks and walks. At home, I have a 7-year old English Bulldog who gets along with all dogs (she is quite a character) and I have a 6-year old Great Pyrenees who adores meeting other furry friends (except non-neutered males). We have a large backyard and live on a lake, so the dogs love to play in the yard (but we do not have a fence so I do walk my Great Pyrenees on a leash when he goes outside since he’s a wanderer). We do offer doggy day care on occasion as well. If your dog prefers a leash then I can certainly walk him/her on a leash for play time as well. :) The dogs really enjoy the view from the floor-to-ceiling windows looking outside while laying on their cozy beds indoors as well… they are our neighborhood watch crew :) . I can’t wait to meet you and your pup! I invite you and your pup to come by for a meet and greet any day of the week if being considered for doggie day care. I’m also more than happy to provide references as well. I work from home and my schedule is flexible, so I can work around your pet’s needs. I’m happy to accommodate meet and greets after work hours and on weekends as well. I can typically offer up to two dog walks per day (possibly 3) if I’m coming to your home to dog walk. The main floor of my house is all hard wood floors in the kitchen, living room, foyer, and dining room… so the dogs have free range access all day and they have floor to ceiling windows to see out the backyard to watch out over the lake which they seem to enjoy (lots of birds, fish, and squirrels to watch all day). I am also happy to take your dog on walks if you’d like (my Great Pyrenees goes on at least 2-3 walks per day, but our bulldog is a bit more lazy so she doesn’t always feel like walking if it’s too hot outside). We also have a large yard for play time. :) If I’m walking your dog at your home, please provide your preferred instructions and I’m happy to accommodate. I also love to provide updates with photos so you can rest assured that your pup is well cared for when you’re away.


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.”


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.


Cynthia E.

“Cyndi has taken care of my 3 Cats Liza,Halston,and Thor numerous times. Cyndi takes care of their daily needs but, keeps them entertained. They ❤️ 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!”


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!”


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!"”


Jessica s.
“Jessica is an outstanding dog sitter! She has been gracious enough to watch my dog Cowboy several times. :) She is very professional and courteous. Would highly recommend Jessica for any petsitting needs!”
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 Servite Woods.
Rover makes it easy to find Servite Woods 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.
