Pet Sitting & Drop Ins in Rolling Green, 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 Rolling Green pet sitters
“Emily has been wonderful with Heisenberg! I am so grateful for her help. I was nervous to have a stranger take care of him, but I couldn't be happier with how well it has worked out.”
“This is Sadie’s first visit with Jenn and everything went so well. She was prompt, had quality time with Sadie and accomplished everything discussed. Jenn is very reliable and I would highly recommend her.”
“Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!”
“Sarah is excellent with our cat and two (territorial/neurotic) dogs, and is always reliable and on time. She is willing to put in the time to get to know the animals and build a relationship so that future drop ins go smoothly!”
“I can't recommend Emily highly enough! She took exceptional care of my two cats, Jasper and Willow. Emily provided detailed reports every day, along with adorable pictures that really put my mind at ease while I was away. Both Jasper and Willow looked so happy and well-cared for in the photos. It was clear that she gave them plenty of attention and affection. Thank you so much for your wonderful care!”
“Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!”
“It was a pleasure having Kelly watch after my puppy Stormi. I received many updates, pictures and videos during her time visiting Stormi. I will definitely be booking with her in the near future. Thank you Kelly!”
“Mallory was an absolute wonder to work with, she helped me feel less nervous about leaving my babies and even more as my first time using Rover. She sent me great pictures and sent personalized updates so I know she was there with them! Would absolutely recommend Mallory.”
About: Hi! My names Briar - I’ve just moved to Wisconsin from Wyoming (and before that I lived in Washington state for the majority of my life) I started on Rover when I lived in Texas providing in home boarding, in Washington I had a handful of repeat clients I provided house sitting in their home, some for almost two weeks at a time. Taking care of their dogs/ cats (and watering the plants). I've worked with a handful of families whose pets need medication given or who have elderly dogs or special need pups. I love going for long walks and it's even better when I have a furry friend. As of now I don’t currently have a job in Wisconsin so I have lots of availability while I’m on the job hunt :) Once I have a part time or full time job I will update my calendar. I like to do whatever is best for your dog or cat, for example for my dog at home, when I leave I put a baby gate up keeping him out of our second bedroom where we keep our cat food and litter box.
“Lilly took excellent care of my kitties! She followed my instructions, gave daily updates and photos and played with them. She cleaned up a mess one of them made and informed me of her health concern. When I arrived home they were happy and not “mad” at me. I would recommend her to others and will use her again.”
About: I've always had pets in the house since I was little, dogs and cats mostly. I have two of my own dogs, trained them both when they were puppies. I also volunteered at the Wisconsin Humane Society for 8 years, I was a dog walker, which entailed cleaning rooms, walking them, feeding them, playing with them, etc. Always had so much fun seeing all the types of dogs coming in. I'm currently working full time but I normally work the same days, shifts varies from week to week. But I would like to add more fun to my life and not so strict with work work work. So I would love to add more Rover days to my weeks as time goes on. I have a fully fenced yard, plenty of space in the yard and in the house. I have baby gates to rooms that don't need to be entered and at the top of some of our steps to prevent falls. Always pay attention any unusual signs that the pet might be in distressed. Also aware of little things as I come across them with the fur babies.
“Katie is the absolute best! Our cat, Sammy, was happy and well-fed and cared for during our time away. We were a bit worried, as Sam is rather shy, but Katie had no problem making friends with him. We are so very grateful! Thanks so much, Katie!”
“I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.”
“Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!”
“Mary is a great communicator - she let me know when she was at my house and sent pics during her visit. Overall, she was a caring, attentive friend to my furries! I would absolutely partner with Mary again. 😊”
About: I have over 5 years of hands-on experience working at a kennel, where I cared for dogs and cats of all sizes, breeds, and temperaments. I regularly pet sit for friends and family, and I’m also a proud dog mom to two large pups of my own. To me, pets are family—and I’ll care for yours with the same love, attention, and respect I give my own. I’m extremely responsible, detail-oriented, and highly communicative, so you’ll always know how your pet is doing. Their safety, comfort, and happiness are my top priorities. I’m especially safety-focused during walks, drop-ins, and boarding—I’ll closely monitor your pet to make sure they’re secure, content, and well cared for at all times. I also have experience with senior dogs and pets with medical needs, and I’m comfortable administering medication when needed. You can trust that your pet will be in kind, capable, and attentive hands. I’m currently working full-time from home, allowing me the flexibility to care for your pet through the day when boarding. For drop-ins/walks, I’m usually available midday and from 4PM-8AM. I will provide transparent expectations prior to booking to ensure I’m the right fit for you. I have a fenced yard and two friendly dogs to keep your dog company. I require a meet and greet for the pets prior to any in-home boarding to make sure all dogs are comfortable. Pending your needs, I’m happy to crate your dog when needed. My goal is to keep your pet safe, happy and relaxed during our time together.
About: My unconditional love for all animals. Every cat or dog that I meet I treat and cherish as if they were my own fur baby. I do work a full time job, 8-4 Mon-Fri. However, I am looking to use some of my free time taking care of your fur baby! I do my best to maintain whatever routine you have with your fur baby. I am willing to go the extra mile to make your pup feel safe and comfortable while you are away.
About: Hi! I’m David, a lifelong animal lover who grew up with dogs and learned the importance of responsible, loving care from an early age. During high school, I spent a year interning at a veterinary clinic, where I gained hands-on experience with a variety of breeds, medical needs, and animal behaviors. I currently have one dog, Julian, a high energy but very loving, mixed-breed terrier rescue. I am currently working part-time, mostly from home, so I have a lot of flexibility to give most of my attention to caring for your pet. My dog Julian and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dog Julian gets along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.
About: I have owned pets my entire life. I have one chocolate lab of my own. She is my baby and my best friend. I have one cat as well and I love her so much! I love all animals and I know what it’s like to leave them and worry when you aren’t there. I will treat your dogs like my own and make sure they get plenty of attention and treats. I will update you with photos to help put your mind at ease as well. I work from home so I do usually have enough flexibility to do drop in visits just depends on my schedule that particular day. I hope to work with you in the future and make sure you feel comfortable leaving your animals in my care. I work from home and have a decently flexible schedule. I have a toddler and pets of my own but thankfully I share these responsibilities with my rockstar husband so I will be able to care for your fur babies. I understand that having a stranger in your home can be a little uncomfortable. I will 💯 respect your space and keep things clean in order for your while you are gone. Please let me know your preferences for my stay.
Loving pet sitters in your neighborhood
Search Results
Emily S.Star Sitter
“Emily has been wonderful with Heisenberg! I am so grateful for her help. I was nervous to have a stranger take care of him, but I couldn't be happier with how well it has worked out.”
Jenn S.Star Sitter
“This is Sadie’s first visit with Jenn and everything went so well. She was prompt, had quality time with Sadie and accomplished everything discussed. Jenn is very reliable and I would highly recommend her.”
Michele M.
“Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!”
Sarah J.Star Sitter
“Sarah is excellent with our cat and two (territorial/neurotic) dogs, and is always reliable and on time. She is willing to put in the time to get to know the animals and build a relationship so that future drop ins go smoothly!”
Emily R.
“I can't recommend Emily highly enough! She took exceptional care of my two cats, Jasper and Willow. Emily provided detailed reports every day, along with adorable pictures that really put my mind at ease while I was away. Both Jasper and Willow looked so happy and well-cared for in the photos. It was clear that she gave them plenty of attention and affection. Thank you so much for your wonderful care!”
Kelsey W.Star Sitter
“Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!”
Kelly M.
Star Sitter
“It was a pleasure having Kelly watch after my puppy Stormi. I received many updates, pictures and videos during her time visiting Stormi. I will definitely be booking with her in the near future. Thank you Kelly!”
Mallory Q.
“Mallory was an absolute wonder to work with, she helped me feel less nervous about leaving my babies and even more as my first time using Rover. She sent me great pictures and sent personalized updates so I know she was there with them! Would absolutely recommend Mallory.”
Briar W.
About: Hi! My names Briar - I’ve just moved to Wisconsin from Wyoming (and before that I lived in Washington state for the majority of my life) I started on Rover when I lived in Texas providing in home boarding, in Washington I had a handful of repeat clients I provided house sitting in their home, some for almost two weeks at a time. Taking care of their dogs/ cats (and watering the plants). I've worked with a handful of families whose pets need medication given or who have elderly dogs or special need pups. I love going for long walks and it's even better when I have a furry friend. As of now I don’t currently have a job in Wisconsin so I have lots of availability while I’m on the job hunt :) Once I have a part time or full time job I will update my calendar. I like to do whatever is best for your dog or cat, for example for my dog at home, when I leave I put a baby gate up keeping him out of our second bedroom where we keep our cat food and litter box.
Lilly C.Star Sitter
“Lilly took excellent care of my kitties! She followed my instructions, gave daily updates and photos and played with them. She cleaned up a mess one of them made and informed me of her health concern. When I arrived home they were happy and not “mad” at me. I would recommend her to others and will use her again.”
Dash T.
“Dash is a pet owner (two dogs and one cat) who loves all animals! He is loving, patient, and responsible in his care of animals and extremely knowledgeable about pet behavior and nutrition. Dash will take great care of any animal he pet-sits giving owners peace of mind.”
Katie N.Star Sitter
“Katie is the absolute best! Our cat, Sammy, was happy and well-fed and cared for during our time away. We were a bit worried, as Sam is rather shy, but Katie had no problem making friends with him. We are so very grateful! Thanks so much, Katie!”
Katherine B.
“I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.”
Angie B.
“Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!”
Mary C.Star Sitter
“Mary is a great communicator - she let me know when she was at my house and sent pics during her visit. Overall, she was a caring, attentive friend to my furries! I would absolutely partner with Mary again. 😊”
Brooke H.
“I had a dog that was very skittish with others. Brooke took the time to learn our dog, built trust, and was one of the incredibly few people that we could trust coming into our home to care for her. She truly loves animals like they are her own.”
Jessica R.
“Jessica is great with dogs both big and small!!!! Very caring, patient, and loving! Definitely trust her with my dog who can be very needy.”
David G.
About: Hi! I’m David, a lifelong animal lover who grew up with dogs and learned the importance of responsible, loving care from an early age. During high school, I spent a year interning at a veterinary clinic, where I gained hands-on experience with a variety of breeds, medical needs, and animal behaviors. I currently have one dog, Julian, a high energy but very loving, mixed-breed terrier rescue. I am currently working part-time, mostly from home, so I have a lot of flexibility to give most of my attention to caring for your pet. My dog Julian and I go on frequent walks through the neighborhood. I have a large, fenced in yard. My dog Julian gets along great with other dogs if yours needs a playmate. Can accommodate other situations as needed.
Justine R.
“I would highly recommend Justine for any of your pet care needs. She is such a kind and compassionate person. She can be highly depended upon to provide the best care and is incredibly trustworthy. I trust her with my fur baby any day as I know he's in great hands getting all the attention, playtime and cuddles.”
Rolling Green pet parents share their Rover experiences
Mallory was an absolute wonder to work with, she helped me feel less nervous about leaving my babies and even more as my first time using Rover. She sent me great pictures and sent personalized updates so I know she was there with them! Would absolutely recommend Mallory.
We are repeat clients of Leandrea’s and she is wonderful with our sweet kitty. She is always engaged, communicative, friendly, and shows lots of love to our beloved pet while we are away. We love the updates she gives on the rover card with lots of pictures and details on her visits. Thank you again Leandrea!!
Faith helped out while we were gone for a long day and was a great communicator and also sent us photos of the fur babies! We plan to use her again for future needs!
This is our second time booking with Emily, and we’ve loved her so much that we’ve referred friends to her who confirm the same sentiment: She is just fantastic at what she does. Her experience with young children as an elementary school teacher certainly translates to being phenomenal with furry friends! We were concerned that our shy calico would hide, but she was happily making friends within a few visits. Rover reports were detailed (and so sweet!) each day. Cannot continue recommending Emily enough!
Tess is absolutely phenomenal with the way she cares for my little man and the love she has for him shows beautifully. Her photos and stories about their walks makes me smile and know he is in excellent hands while I'm at work!
Mary did a great job of taking care of all Sophie’s needs while I was away! it was so nice to have that peace of mind!
Serena is great with our cats. She even gets our scaredy cat to take a treat from her hand! She does exactly what we ask!
Katie was phenomenal! She took great care of our three cats while we were away. She sent regular, detailed updates about how our cats were doing and sent pictures. This was our first trip away from our pets but I felt better knowing Katie was there to care for them. We will definitely rebook with Katie in the future. Thank you!
If Amanda’s available, she’s my go to sitter! My cat adores her. Another happy kitty that I came home to!
Amanda is great with my dogs and is super flexible which is so helpful. We have been using her for months and have loved having her watch them!!
She let my dog out while I was out of town for a week. She was very responsive to messages and sent lots of updates. Everything went very well.
Liz is my first choice for looking after my cats when I'm away, especially for a long trip. She takes great care of them, sends lovely updates, and is careful to note changes that she sees with them. Highly recommend!
Milo and I appreciate your care while I’m away. I have peace of mind that he’s well taken care of by you.
Alexandra came to walk my dog on short notice when I had an unexpectedly busy day, and he came home with a huge doggy smile on his face. I was home so got to greet her at the door and she is very pleasant and friendly. Will definitely be using her for future pet care!!
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Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
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It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
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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 Rolling Green.
Rover makes it easy to find Rolling Green 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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