Pet Sitting & Drop Ins in Timmerman West, 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 Timmerman West 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: Jen G.
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Jen G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
93 reviews
31 repeat clients
23 years of experience
Menomonee Falls, WI, 53051

Jen did an amazing job with our fur babies. She gave them the love, attention and care they needed while we were gone and sent cute picture every visit. We were able to enjoy our vacation knowing they in good hands ?. Highly recommend. We will be using her again! Thank you Jen!

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Susan W.
Sitter Profile Image: Susan H.
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Susan H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
20 years of experience
Menomonee falls, WI, 53051

Great care! Very attentive.

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Paul S.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
13 reviews
2 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

About: Hello and welcome! We take care of/have taken care of all different kinds of pets. We have our own two dogs, as well as six cats. We have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (We have had up to 9 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can't wait to meet you! (Or if you prefer the whole crew won't meet you :)). Dani is currently home full time. At this time Dani is home for almost the entire day, with occasional errands. You can request our schedule for any amount of time to confirm your loved one will be cared for properly and on time. We deep clean all items used after a pet stays, so that they are ready for the next pet to stay. We have extra blankets, beds, crates, bowls, and more. We keep our fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it's nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.

Sitter Profile Image: Angela H.
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Angela H.
from
$13
per visit
1 year of experience
Lindsay Park, Milwaukee, WI, 53222

About: Most of my pet care experience has come from caring for dogs for family and friends, and I understand how important trust is—especially for first-time Rover clients. My approach to in-home dog boarding is centered on safety, consistency, and making both dogs and owners feel comfortable. I have two dogs of my own, so daily routines like feeding schedules, outdoor breaks, exercise, and supervision are already part of my life. I carefully follow all care instructions and only accept dogs that are a good fit for my household. Meet-and-greets are encouraged whenever possible prior to booking. This allows everyone to get comfortable, review routines, and ensure a good match for a calm and positive stay. I offer dog boarding in my home with a secure, fully fenced yard, a clean environment, and clear communication throughout each stay. I provide regular updates and photos so first-time clients can feel confident, and I strive to build long-term relationships with both dogs and their owners. My goal is to offer safe, reliable, and loving care that makes families feel comfortable booking again and recommending my services to others. My day is planned around making sure dogs are fed, exercised, and given attention before and after I leave for work. Mornings and evenings include outdoor breaks, walks, playtime, and calm downtime. During the workday, dogs are safe and comfortable with access to water, cozy resting spaces, and a peaceful environment. Since I have two dogs of my own, I’m very mindful about routines and only accept boarders who are a good fit for my home. On a weekly basis, I stay on top of cleaning, laundry, and supplies to keep everything clean, calm, and welcoming. I provide a safe, structured, and welcoming environment for dogs boarding in my home. My home is located in a dog-friendly neighborhood and includes a secure, fully fenced yard for supervised outdoor breaks and playtime. I carefully follow each dog’s normal routine, including feeding schedules, exercise, and any special care instructions. Since I have two dogs of my own, introductions are done slowly and thoughtfully, and I only accept boarders who are a good fit for my household. Dogs are always supervised when together and separated as needed for meals, rest, or comfort. While I am at work during the day, dogs remain in a safe, calm environment with access to water and comfortable resting areas. Cleanliness, consistency, and communication are always a priority, and I provide regular updates and photos for peace of mind.

Sitter Profile Image: Dave S.
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Dave S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
250 reviews
54 repeat clients
49 years of experience
Brookfield, WI, 53005

Dave is awesome. Nash has more energy than most as he is a Border Collie and they love to run, jump and Herd. I take him to the dog park in the morning and in the evening and Dave still has his hands full at lunch time when he walks him everyday Monday through Friday. He is very accommodating and Nash absolutely loves him. I can't be more pleased with having someone be able to take care of my puppy that's 50 lb with a lot of energy. LOL. If you're not considering Dave and or he doesn't have time open then I'm sorry. You need to figure that out. Thank you Dave for all you do. Rex

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Rex S.
Sitter Profile Image: Kelsey H.
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Kelsey H.
from
$18
per visit
5.0 out of 5 stars
78 reviews
21 repeat clients
13 years of experience
Mount Mary, Milwaukee, WI, 53222

Kelsey responds quickly. She sends photos and clear information about her visit. My pets are all comfortable with her! She is flexible and able to accommodate specific requests or preferences easily!

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Becky W.
Sitter Profile Image: Jaclyn O.
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Jaclyn O.
from
$30
per visit
4.9 out of 5 stars
82 reviews
36 repeat clients
25 years of experience
Park Knoll, Milwaukee, WI, 53225

Jaclyn was a fantastic pet sitter. She walked out 3 dogs 3 days a week! They loved her visits and the communication between her and us was tremendous.

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Jared L.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$15
per visit
5.0 out of 5 stars
28 reviews
5 repeat clients
15 years of experience
Milwaukee, WI, 53222

About: Hi there! Winter/Spring 2026 - I am not currently accepting new clients. I’m the proud dog mom to a Siberian Husky named Meeka and a Golden Retriever named Remy. Just saying the word “walk” lights up their faces—and honestly, it’s the best therapy for both of us. I absolutely adore dogs of all breeds, sizes, and personalities. Recently, I introduced Meeka to a cat, and she was obsessed—I might just have to add a feline friend to the family! I believe every pet deserves to feel special, which is why I throw birthday parties for mine every year (that’s us in the profile pic!). It’s pure joy. I’d love the chance to care for your fur baby too—please feel free to reach out with any questions! Fall 2025 - I am currently not accepting new clients at this time. I am currently a graduate student at UW-Milwaukee so I have a flexible schedule that allows me to stop in randomly throughout the day, provide day time walks in the sunshine, and ample time for all the feedings and cuddles! While we have a partially fenced in yard, I always ensure your pets safety by taking them out on a leash for added peace of mind. I will abide by any restrictions you feel appropriately suits your pet, however our animals are allowed on our bed and furniture in our home.

Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$28
per visit
4.9 out of 5 stars
603 reviews
360 repeat clients
30 years of experience
Wauwatosa, WI, 53222

Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & greet right away that night and I felt instantly at ease with this being my first Rover.com experience. My dogs liked her without a problem and she communicated great when dropping in to take them out and feed them. Thank you again!!!

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Joel H.
Sitter Profile Image: Maddalena P.
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Maddalena P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
45 reviews
8 repeat clients
9 years of experience
Menomonee Falls, WI, 53051

Maddalena was a great fit for our cat. She seemed to bond very quickly to the point Maddelena sent us video of their quality time spent together when she visited, rather than basically have our cat ignore her. In the past that has always been the case when we have others stop by to check in. We received photos each time Maddalena visited which made us feel better while we were away. Maddalena was very reliable and open with communication. We will rebook with Maddalena any time we go out of town in the future.

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Kimberly D.
Sitter Profile Image: Jenni F.
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Jenni F.
from
$25
per visit
5.0 out of 5 stars
69 reviews
44 repeat clients
12 years of experience
Milwaukee, WI, 53225

Jenni is amazing! She has watched our cat, Khali, twice now and everytime we leave I know she is in safe hands. Jenni is great at communicating and understanding pets needs and making sure that our baby is doing well while we are gone.

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Jordan G.
Sitter Profile Image: Rayanna P.
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Rayanna P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
6 years of experience
Menomonee Falls, WI, 53051

Rayanna was incredible... She took very good care of our cat, Zorro. I highly recommend her if you are looking for a wonderful pretty sitter

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Jeff B.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$20
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

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.

Sitter Profile Image: Katelynn S.
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Katelynn S.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
114 reviews
27 repeat clients
5 years of experience
Wauwatosa, WI, 53226

Katelynn did a fantastic job with our two cats. She’s very professional, reliable and went above and beyond expectations. Thank you Katelynn!! Our kitties loved you!

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Rebecca V.
Sitter Profile Image: Krystal D.
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Krystal D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
42 reviews
12 repeat clients
26 years of experience
Milwaukee, WI, 53210

About: 👋🏼 Hello! My name is Krystal and I am a dog lover who has taken care of dogs for 25+ years. I have 2 male poodle mixes, Adobo and Charley.💙 They’re social boys who love company, but respect boundaries if their furry friends don’t want to play. I work from home and walk my dogs 2 times a day (or 1 long walk) and we also enjoy hiking or playing in our fenced-in backyard. Your furry friend will have activity, company, and love while under my care! ☺️ 👩🏻‍💻 Working from home full time gives me the flexibility to easily fit pet care into my day, allowing me to provide regular attention, walks, playtime, and companionship. Please feel free to send a message to check on my availability! 🐕‍🦺 I have a large fenced in yard and friendly dogs, Adobo and Charley, that can keep your furry friend company with play or lounging. I can crate if needed.

Sitter Profile Image: Ariana B.
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Ariana B.
from
$11
per visit
6 years of experience
Milwaukee, WI, 53222

About: I’ve taking care of pets since I was 13. I currently have a blind senior german shepherd, and guide him when needed, giving him lots of treats and love. I also have a 1 year puppy and give her frequent time out. I’m planning on working weekends whenever needed to play with doggies and give them the care they need! I can feed them, give medicine, and care for blind and senior dogs. I put my dogs before anything and make sure they have everything they need. Treats, water, food, play time, medicine, supplements, nap time and love.

Sitter Profile Image: Christina J.
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Christina J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
115 reviews
31 repeat clients
5 years of experience
Wauwatosa, WI, 53226

Christina was great with our two pups for the drop in visit. Asked questions before hand so she knew exactly what we wanted. Would book with her again and highly recommend.

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Zach M.
Sitter Profile Image: Madeline M.
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Madeline M.
from
$14
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Milwaukee, WI, 53225

About: My pet-sitting experience happened 5 years ago in college. My friends decided to get pets and there were quite a few. Unfortunately, a lot of them realized how big of a responsibility it is to take care of a pet. Fortunately for me, I had an apartment and a love for my friend's pets. Quickly my apartment was known as the 'pet-sitting apartment'. Dogs came and went every week. And I was able to enjoy every single one of those pets. I hope to give your furry pets the best care! Thank you for entrusting me :) I am working odd jobs currently and this is perfect for my schedule since it's pretty flexible. I would Iove to have a good client list and work with them consistently. I understand each pet is different. I try my best to build trust with your furry friends but I also need your help to let me know how I best can take care of your pet. You can trust that I will follow your directions. Anything written down or vocally said for instructions will be followed.

Sitter Profile Image: Sarah S.
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Sarah S.
from
$18
per visit
35 years of experience
Golden Valley, Milwaukee, WI, 53222

About: I am self employed with a flexible schedule. I'm a lifelong pet owner and prefer to care for cats or small dogs only (no large dogs over 50 lbs please). I'm the aunt to dog nephew Goose and have had a cat or two in my home my entire adult life. Homeowner of 18 years, stable and reliable. I own my own business and set my own hours which allows me to have a flexible schedule. I prefer to work late mornings, afternoon, and evenings (not an early riser). I would prefer to come to your residence to care for your pet(s). I can feed, water, clean litter, play, give attention, affection, and exercise them there. I can also clean up any accidents or puke. I'm more than happy to be with your pet(s) for an hour or longer.

Sitter Profile Image: Olivia W.
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Olivia W.
from
$14
per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Heritage Heights, Milwaukee, WI, 53224

Olivia was great! My dog is a sweetheart to most everyone, but doesn't cuddle with anyone really other than me. Some of the photos Olivia shared showed my girl cuddling up to her and that was amazing! We have had many wonderful sitters on Rover, but none that my dog seemed this comfortable with. Olivia took great care of my dog and it was such a relief to have her help while we were away for the weekend. We will definitely be looking to use Olivia again in the future! Aside from the dog care itself, Olivia was just wonderful to work with. She was understanding when I lost our message history and just a very nice person.

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Amanda H.
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Timmerman West pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Everything went smoothly, and I could not be more pleased! Maisie can be a shy girl sometimes but she took to Katie right away when Katie came for the meet-and-greet before setting up the recurring visits. That made me feel secure right there. It's a weight off my mind to know someone reliable, kind and caring is looking in on my little ones.

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Beth E.
Drop-In Visits
5.0 out of 5 stars

Jasmine is phenomenal! She is so patient with our shy pup and has really taken the time to get to know her needs. I definitely recommend Jasmine!

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Natalie P.
Drop-In Visits
5.0 out of 5 stars

Angela is our go-to sitter for our greyhounds. She loves dogs and does such a phenomenal job. We never worry when they are in her care.

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Rebecca A.
Drop-In Visits
5.0 out of 5 stars

Cyen took care of my cats while I was away. I had a long manual and Cyen actually took time to read and performed the task. I was worried in the beginning since it was my first time using her service, but it went away on the first day. Would love to hire her again in the future!

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Min Keun Y.
Drop-In Visits
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The median cost per night for pet sitting in Timmerman West is $60

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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 Timmerman West on Rover as of Mar 2026 was about $60 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 Timmerman West 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 Timmerman West.

Rover makes it easy to find Timmerman West 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.