Pet Sitting & Drop Ins In Downer Woods

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 Downer Woods pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Audrey S.
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Audrey S.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Downer Woods, Milwaukee, WI, 53211

About: I’ve petsat and dogwalked since I was in middle school! I’ve always loved taking care of animals and I would love to take care of yours! I’m currently a student at UWM studying Occupational Therapy , I only take a couple of classes so most of my time is available to take care of your pets’ I will make sure to keep a close eye on your pets and give them lots of love and attentions! I will be able to check on them multiple times a day)

Sitter Profile Image: Maggie S.
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Maggie S.
from
$16
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Maggie handled our new puppy like a pro!! Highly recommend!!

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Mary Ann M.
Sitter Profile Image: Rebecca M.
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Rebecca M.
from
$14
per visit
5 years of experience
Upper East Side, Milwaukee, WI, 53211

About: I’ve been caring for dogs for over 5 years, and I truly love getting to know each pet’s personality and routine. Friends, neighbors, and family have trusted me to walk, feed, play with, and stay with their pets while they’re away. I especially enjoy longer stays because it gives dogs time to feel comfortable and settled, and I love being able to build that trust with them. One of my favorite parts is taking dogs on enriching walks, keeping them active, engaged, and happy, and making sure they feel safe, loved, and well cared for while their owners are away. I work remotely, which gives me a flexible schedule and allows me to give pets plenty of attention throughout the day. I’m able to keep up with walks, feeding schedules, playtime, potty breaks, and companionship, especially during longer stays when consistency and routine are important. I always try to make pets feel as comfortable and relaxed as possible by sticking closely to their normal routine and giving them lots of attention and care. I pay close attention to each dog’s personality, energy level, and needs to make sure they feel safe, happy, and comfortable while their owners are away. I’m attentive on walks, respectful of clients’ homes, and committed to providing reliable communication and updates throughout each stay.

Sitter Profile Image: Allison B.
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Allison B.
from
$13
per visit
20 years of experience
Milwaukee, WI, 53211

About: I’ve had a dog since before I can even remember. My first dog was a lab. He was the best dog ever. I took him on walks and did all the chores for him when I was younger. I now have three dogs. One is a pitbull, one is a Shih Tzu, and one is a Yorkie. I love playing with them outside taking them on walks, especially love when my pitbull comes on camping trips with my family overall I am super good with dogs and I also extremely love cats too. I love all types of animals. I’m currently working part-time mornings so I’d be able to care for your pets either after work when I do work or on my days off in the morning for sure! I typically work 2 to 3 days a week If you’re at work and just need somebody to come and give your pup, some love or take them out to use the bathroom or get a little exercise. I’m 100% the person for you and your dog!!

Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Murray Hill, Shorewood, WI, 53211

Melissa dropped in to check on my 2 cats for four days. She was kind, dependable and responsible which gave me peace of mind, especially considering one of my cats is elderly and needs daily medication.

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Lisa O.
Sitter Profile Image: Travis H.
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Travis H.
from
$25
per visit
5.0 out of 5 stars
343 reviews
107 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis was amazing! Took the time to meet up with me beforehand to meet katara. Got a bunch of lovely pics of the visits and katara looked very happy!

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Jacob C.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
9 reviews
6 repeat clients
10 years of experience
Milwaukee, WI, 53211

Elizabeth was great at communicating and took great care of my boys while I was away. She made sure they had some playtime and kept them fed and watered. Would definitely book again!

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Rebecca R.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
184 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole (and Max!) were terrific help with twice-daily drop-ins to give an antibiotic -averse Great Dane his meds. They were patient and kind, in spite of his trixie wiles!

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Marjory C.
Sitter Profile Image: Katie S.
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Katie S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
19 reviews
3 repeat clients
11 years of experience
Cambridge Heights, Milwaukee, WI, 53211

Katie consistently goes above and beyond. Our cat was alone during a snowstorm and power outage, and Katie communicated with us right away that our automatic feeder wasn’t working. She worked with me to come up with a mitigation plan, and she offered to check on our cat the next day to make sure the kibble had dropped, even though we hadn’t booked her for another visit. She is an AMAZING sitter and very kind, generous human.

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Annamarie H.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$20
per visit
5.0 out of 5 stars
54 reviews
12 repeat clients
10 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica did a great job running energy off our active Australian Shepherd. She was content when we got home. PLUS she took an amazing picture of Maisy playing tetherball!!

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Eliz G.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
178 reviews
45 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne was amazing with my cat Millie! Very nice and friendly in our initial meet and put such great care towards my cat. Incredibly thorough updates with super cute pictures!! Will definitely be reaching out again next time I need services, 10/10 recommend!!

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Julia C.
Sitter Profile Image: Ilene G.
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Ilene G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
21 reviews
9 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Ilene took such good care of my cats while I was out of town. She sent me so many pictures and it was so nice and reassuring to see how much fun my girls were having while I was away. I will definitely be booking her again in the future.

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Amanda S.
Sitter Profile Image: Sydney H.
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Sydney H.
from
$20
per visit
5 years of experience
Upper East Side, Milwaukee, WI, 53211

About: Hi there! I am a former pet groomer with lifelong experience loving animals of all kinds! I have worked with senior animals, puppies, cats, and combative animals with professionalism and levity for 5+ years. I am super excited to get to know you and your animals. I am currently working summer camp jobs, and therefore have plenty of time to take care of your pets! I am very excited to get to spend plenty of time with animals while I navigate a new move to the area! My previous job as a pet grooming assistant as well as babysitting animals in the past has given me a lot of experience in keeping animals safe and comfortable. I work extremely hard to understand animal behavior and body language in order to respect animals boundaries. I also prioritize safety when caring for other people’s animals because that is someone’s baby! It is important to me to do a job well, and that includes maintaining safety and care for all animals.

Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Jessica took great care of my cat! It was clear from the daily cards that my cat warmed up to her quickly, and they spent good quality time snuggling and playing together.

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Justin C.
Sitter Profile Image: Emily Z.
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Emily Z.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
67 reviews
27 repeat clients
20 years of experience
Milwaukee, WI, 53211

Emily was quick and responsive to a last minute drop in request. She provided a thorough note after her visit letting me know how they spent their time and my pup’s behavior and mood. I appreciate her being so responsive and thorough!

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Erin C.
Sitter Profile Image: Nevaeh T.
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Nevaeh T.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
6 years of experience
Milwaukee, WI, 53211

Nevaeh was awesome! She sent us text updates including pictures/videos the whole time giving us peace of mind. Our dog Mallie loved her! Would definitely recommend!

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Cheyenne D.
Sitter Profile Image: Evelyn E.
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Evelyn E.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Milwaukee, WI, 53211

About: I grew up with two cats and two dogs, so I’ve been around pets for most of my life! I got my own dog five years ago, and I have been taking care of her ever since. I love any and all types of pets, and I have am flexible with times and can accommodate mamy different schedules. Along with taking care of my own dog, I am available throughout the day to stop in and check on/walk dogs. I am also available any day to stay over as a sitter. My one and only priority would be taking care of your pet. I would never be intrusive or inappropriate in your home. I would treat it with the respect I would want from a sitter.

Sitter Profile Image: Hope S.
Verified Enhanced Background Check
Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
51 reviews
24 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

Hope is the best. I have an old cat with lots of special needs making it hard to leave him alone but Hope was super communicative, caring and made me feel comfortable that he was in good hands.

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Becky M.
Sitter Profile Image: Terris R.
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Terris R.
from
$15
per visit
5.0 out of 5 stars
1 review
1 repeat client
3 years of experience
Downer Woods, Milwaukee, WI, 53211

Terris was an excellent communicator and the dogs loved her. We will definitely use her again

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Jim O.
Sitter Profile Image: Carly P.
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Carly P.
from
$16
per visit
4.6 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Downer Woods, Milwaukee, WI, 53211

Carly is very personable and friendly and made a good first impression with us and our dog Carlito. She was puntual and sent photos of her visits which my wife appreciated..

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gary@sjjanis.com
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Over 43
pet parents in Downer Woods have booked pet sitting

Downer Woods pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Alex is always on time, she’s super reliable, communicates thoroughly, and is very loving and attentive with our fur babies. Regardless of how shy or how excitable each one of them is, Alex gives them each personalized attention so they all feel comfortable and happy. By far the best pet sitter we’ve worked with and the most detail oriented as well (which is a huge plus considering we have three pets that each require different care in their own ways). We always feel confident and reassured when they’re under her care. Thank you, Alex!!🐾😊🐈‍⬛🐕🐕

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Stefanie V.
Drop-In Visits
5.0 out of 5 stars

Carrianne was great and helped me feel more comfortable being away from my babies for a week! My cat loved her and immediately wanted to be friends. I loved the pictures she took and the descriptions of how the visits went. I’m very thankful to have had such a great sitter for my first Rover experience :)

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Sparrow N.
Drop-In Visits
5.0 out of 5 stars

Melissa was absolutely wonderful and gave me complete peace of mind while I was away. She took such great care of my cat for two days and made sure everything was handled with care and attention. It was clear that she genuinely loves animals and goes above and beyond to make them feel comfortable and cared for. I really appreciated her reliability, kindness, and excellent communication throughout the stay. Coming home to a happy, well cared for cat was the best feeling. I would absolutely book with Melissa again and highly recommend her to anyone looking for a trustworthy, compassionate, and dependable pet sitter. Thank you, Melissa, for your outstanding care.

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Mike
Drop-In Visits
5.0 out of 5 stars

Katie was great at communication and genuinely seemed to care! Even stayed a little late to make sure our one cat got his food/medicine.

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Ilene G.
Drop-In Visits
5.0 out of 5 stars

Qian did amazing with my two cats! She had great updates and made me feel comfortable while I was away. I would highly recommend :)

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Breanna B.
Drop-In Visits
5.0 out of 5 stars

Second time booking Liz in two weeks and she was great once again! Even took care of our outdoor plants for us which we really appreciated. Can’t recommend her enough!

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Jackson H.
Drop-In Visits
5.0 out of 5 stars

Travis was amazing and able to help on such short notice. The photos were great, and Pretzel looked so happy!

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Laura B.
Drop-In Visits
5.0 out of 5 stars

Abigail is the best. We've utilized her services 4 or 5 times over the last few years and she's always reliable, communicative and pleasant to work with. I can't overstate our satisfaction.

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Brian S.
Drop-In Visits
5.0 out of 5 stars

Lindsay did an exceptional job caring for my dog while I was away. She was highly communicative throughout the entire stay, spent quality time with him, and regularly sent updates and photos that gave me peace of mind during my trip. It was clear that she genuinely cared about his well-being and made sure he was comfortable and happy. I would absolutely trust Lindsay with my dog again and highly recommend her to anyone looking for a reliable and caring pet sitter.

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Patrick S.
Drop-In Visits
5.0 out of 5 stars

appreciated Jessica popping over to reacquaint herself with my pup and house etc before our booking. she did all we talked about in 2 timely drop in visits and kept me informed. highly recommend!

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Jude S.
Drop-In Visits
5.0 out of 5 stars

Sarah was great! Our cat who is normally very shy around strangers clearly felt comfortable enough to let Sarah pet her.

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Stacey M.
Drop-In Visits
5.0 out of 5 stars

Carole (and Max!) were terrific help with twice-daily drop-ins to give an antibiotic -averse Great Dane his meds. They were patient and kind, in spite of his trixie wiles!

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Marjory C.
Drop-In Visits
5.0 out of 5 stars

Christie did a phenomenal job taking care of our pup! She is great with him and very communicative throughout each drop in.

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Samantha L.
Drop-In Visits
5.0 out of 5 stars

Maggie was easy to work with, very responsive, and had an amazing time with my pup. Would love to have her watch my dog anytime!

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Bo B.
Drop-In Visits
5.0 out of 5 stars

Aubrey is an attentive and caring kitty sitter who is easy and friendly to communicate with. We’ve hired her more than once when vacationing and will definitely do so again!

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Amanda R.
Drop-In Visits
5.0 out of 5 stars

Helped me out with a last minute request for a pet sitter. Communicated very well and did everything asked! Would rebook again in future 😊

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Payton H.
Drop-In Visits
5.0 out of 5 stars

Bailey is always awesome and I love her updates!! She does a great job with the kitties and takes great pics!

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Jaclyn W.
Drop-In Visits
5.0 out of 5 stars

Jackie was very kind! I appreciated her looking after my fur babies while I was gone. I always loved the picture updates!

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Samantha M.
Drop-In Visits
5.0 out of 5 stars

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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Aidan F.
Drop-In Visits
5.0 out of 5 stars

Maiah and our cat Zoe clearly became good friends right away. Maiah's care and photos gave us great peace of mind. We will happily hire her again.

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Vicky U.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Downer Woods is $14

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

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Downer Woods on Rover as of Jun 2026 was about $14 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Downer Woods pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

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 Downer Woods.

Rover makes it easy to find Downer 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.