Dog Sitting Wauwatosa

Book a Wauwatosa dog sitter to watch your dog in your sitter’s home or yours.

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Over 373
pet parents in Wauwatosa have booked dog sitting

Wauwatosa, Find top rated dog sitting

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: Christina J.
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Christina J.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
146 reviews
33 repeat clients
5 years of experience
Wauwatosa, WI, 53226

Had a great experience with Christina. It was our first time using Rover and we were very happy. She took the worry out of being away. Thank you!

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Jill J.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$15
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Mount Mary, Milwaukee, WI, 53222

Alyssa was absolutely lovely and did an amazing job checking on my girl. I would definitely recommend her and will be asking for her service in the future! 😄

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Priscilla G.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
92 reviews
28 repeat clients
16 years of experience
West Allis, WI, 53214

Maiah is a great sitter, communication is excellent. Always sends a detailed summary of the visit and goes above beyond to make your pet have an enjoyable time. Highly recommend !

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Juan L.
Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
46 reviews
14 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: Brooke L.
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Brooke L.
from
$25
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Cooper Park, Milwaukee, WI, 53222

As usual Brooke was wonderful with our pup. He can be intimidating for some as a 115 lb German Shepherd, but Brooke knows what she's doing and always leaves him happy. Highly recommend.

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Steven K.
Sitter Profile Image: Kelsey H.
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Kelsey H.
from
$19
per visit
5.0 out of 5 stars
90 reviews
23 repeat clients
13 years of experience
Mount Mary, Milwaukee, WI, 53222

Kelsey did a wonderful job taking care of my cat Eli:) she sent me updates every day, I felt confident he was being well cared for while I was away:).

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Kyleh D.
Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
94 reviews
32 repeat clients
18 years of experience
Merrill Park, Milwaukee, WI, 53208

We are so glad Kristine was available on Christmas Day to check on our cat. She came a few days prior on late notice for a meet and greet and provided a nice update!

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Sarah H.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
43 reviews
8 repeat clients
15 years of experience
West Allis, WI, 53214

She really takes care of Cora and Sky. I get great photos, videos and updates. So reliable!

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Ellen P.
Sitter Profile Image: Ana K.
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Ana K.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Wauwatosa, WI, 53226

I’ve had a great experience with Ana! My dogs liked her immediately during our meet and greet, and I could tell she knew her way around bigger dogs. Communication was super straightforward and fast - she even asked how often I want updates, which I really appreciate. Ramses was very relaxed when I came home after Ana’s visit. I’ll definitely be booking her again!

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Samantha H.
Sitter Profile Image: Nikita G.
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Nikita G.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Saint Joseph, Milwaukee, WI, 53210

About: Hi! My name is Nikita. I'm currently looking to gain more experience with dogs and other animals. I'm trying to gain experience in order to look into becoming a dog trainer. So if you decide to choose me to look after your pets I may practice with your dog! Don't worry I'll be nice, I practice with several different styles of training. While I may not have a lot of professional dog experience, I have been around all sorts of animals my entire life. Whether it's my dog that I currently own or the several dogs that I grew up around in my family. I've always had some sort of animal living around me, and I've always had a passion for caring for them.

Sitter Profile Image: Aiden R.
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Aiden R.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
7 years of experience
Wauwatosa, WI, 53213

Grateful for Aiden and all she did for us while we were out of town. It was a relief to know my cat was so well cared for and I wouldn't hesitate to recommend Aiden to anyone. I'm not even sure my cat is happy we're back - I think she misses Aiden 😊.

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Stacey M.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

About: I have grown up with Golden Retrievers my whole life as my dad hunted with them and trained them for Field trials. We always had three in our home. Once we even had a litter of puppies and there is nothing better than puppy kisses. I personally have had two Black labs, one that was so content to lounge and be a couch potato and my current lab at 8 years old fools everyone into thinking she is 2 or 3 with how active she is. Because of her I understand the importance of walks and her needing lots of exercise, new sights and smells. I have a flexible work schedule and typically only work 3 days a week so I can be there to ensure your pup gets what they need. Happy to play in the yard or walk as needed to make sure your pup is content. Just let me know what their rules are and I'm happy to follow to ensure they are happy and healthy.

Sitter Profile Image: Erica R.
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Erica R.
from
$24
per visit
5.0 out of 5 stars
40 reviews
8 repeat clients
10 years of experience
Story Hill, Milwaukee, WI, 53208

Erica was very thorough and did a wonderful job taking care of Cooper at lunchtime. You can definitely tell she cares about dogs. We would recommend her and use her again to care for our pup.

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Nicole Joe C.
Sitter Profile Image: Melainie T.
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Melainie T.
from
$25
per visit
5.0 out of 5 stars
44 reviews
16 repeat clients
25 years of experience
Enderis Park, Milwaukee, WI, 53210

Melainie is great with Trixie! She comes to let her out while I'm at work and I love getting the updates and photos during their visits 🥰 Trixie can be shy with new people and she's taken to Melainie so, so well!

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Stephanie L.
Sitter Profile Image: Emily M.
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Emily M.
from
$60
per visit
5.0 out of 5 stars
40 reviews
10 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily is great with Scout! Scout is a bit of a difficult dog due to temperament and physical disability, but Emily handles her well, and Scout loves her!

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Caitlin A.
Sitter Profile Image: Mark Z.
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Mark Z.
from
$15
per visit
40 years of experience
Wauwatosa, WI, 53213

About: I've always had cats and dogs growing up, watched neighbors' pets when they were away, have an eye for detail, and pride myself on providing you with an experience in which you can rest assured that your home and your pets are in good hands. I own three cats with four litter boxes, two food bowls, a water dish, and a drippy sink. Keeping them happy is a daily labor of love for me. I do not own a dog and therefore, do not have an enclosed yard with a fence, but have taken neighborhood dogs on walks, as well as walking my parents' dog on a semi-regular basis.

Sitter Profile Image: Carolyn A.
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Carolyn A.
from
$14
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Cannon Park, Milwaukee, WI, 53051

About: I am an experienced cat cuddler and cat mom who has strong caregiving skills from routine feedings and litter box scooping to giving elderly cats medications and subcutaneous fluids. I also enjoy simple feedings and light walks with dogs. I am returning to graduate school in the fall, and am looking to supplement my income. I will have quite a bit of flexibility, particularly in mornings and evenings for pet care. I am looking forward to pet care breaks from my studies. In your home, I will remember it is your pet's place. I will respect that. I will offer treats, food, water, change cats litter boxes, play with wand toys, and whatever else your pet enjoys. I will build a relationship with your pet.

Sitter Profile Image: Valerie C.
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Valerie C.
from
$15
per visit
5.0 out of 5 stars
26 reviews
7 repeat clients
20 years of experience
Milwaukee, WI, 53222

About: I am a true animal lover at heart! My family always owned dogs growing up, I adopted my own, Bear, in 2017 and my cat Luna (aka Tuna) in 2021. After recently losing Bear unexpectedly, I’m hoping to help heal my heart and get some puppy love by offering walks and drop-in visits to your babies! Prior to adopting Luna, I offered in-home boarding for many years through Rover. Unfortunately she’s not a fan of having other dogs around, otherwise we’d still be offering that service. I also worked at a doggy daycare during college because I loved dogs so much, and I wanted to spend time with them even though I couldn't get one at the time. This obviously provided me with lots of experience in handling multiple dogs! I promise to love your furbaby like my own and provide lots of pictures and updates :) I work remotely on Monday/Thursday/Friday so I’m available for drop-ins or walks during the workday! Would love to arrange regular services over lunch time. As some who believes that pets are family, I promise to do everything in my power to keep your pets safe under my care. When I have hired Rover services myself, I love to receive lots of pictures and updates from my sitters, so I promise to do the same for you!

Sitter Profile Image: Dawn K.
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Dawn K.
from
$30
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
13 years of experience
Wauwatosa, WI, 53213

Dawn was super sweet and caring for our furbabies. She stopped by ahead of time to meet the gang prior to her drop in visits. She asked great questions and listened to our wishes for her visits. We have a blind dog that needed extra care and she took right to him. He can be challenging but Dawn came to him with great energy and he did not even grumble! She was prompt, courteous and kept us updated on the kids while we were away. I would highly recommend Dawn to anyone needing someone to drop by or dog sit for them! She was simply amazing... 5 STARS!

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Janet H.
Sitter Profile Image: James H.
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James H.
from
$20
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
wauwatosa, WI, 53213

About: Retired Teacher in Tosa Would love to sit or walk your dog. Live in a great neighborhood for dogs, 63nd and Wisconsin Huck, my 3 year old English pointer would love to play and walk with you. I am a very gentle and compassionate dog lover. Will take great care of your dog. Playing ball, feeding and going on long walks. I am available all summer and prefer days. Up early so early pop ins and walking are great. Have a safe yard and close to many parks in the Tosa area. Would love to sit or walk your day any day. Let me know and we will connect. Have a great day and Huck and I hope to see you and your dog soon. Jim Retired teacher who loves dogs Dog owner for 20 years. Had 3 beautiful dogs, Gus, Jack and Huck. Gentle man and very compassionate dog owner. I am aware that the pet owner has trusted me to take wonderful care of their beloved pet. Safety is my primary concern when dog sitting i

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The median cost per visit for dog sitting in Wauwatosa is $20

Dog parents share their Rover experiences - Wauwatosa

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5.0 out of 5 stars

I love how Michelle cared for our pups 🥹♥️ they seemed so happy and well taken care of. I’m incredibly happy and grateful for her hard work!

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

Alyssa was incredible! She was so thoughtful in the questions she asked prior to meeting my dog and was so thorough in her daily report cards and making sure she understood all of my dog’s needs. She was incredibly attentive and wonderful with communication. I really appreciate how much love and care she gave to my dog during her visits!

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

Erica did such a great job with Nellie ! She is extremely trustworthy and communicative . We will definitely be working with her again in the future.

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

Very ready to take care of our two dogs and our house. Conscientious and prepared. At a drop-in, my dogs were very excited to meet her. At a second visit, she was prepared to play with two lively pups. We feel very fortunate to have met her!

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

As usual Brooke was wonderful with our pup. He can be intimidating for some as a 115 lb German Shepherd, but Brooke knows what she's doing and always leaves him happy. Highly recommend.

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Steven K.
Drop-In Visits
5.0 out of 5 stars

Ivy has been exceptional to work with! She has great communication and always gets back to us fast. She is wonderful with any accommodations that are needed with the pet and follows them well. Wonderful personality overall and our dog loves her!

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

Sydney helps me by letting my 14 year old dog out while I’m working. He really likes her and I do, too! She is reliable, helpful, gives him treats, and makes it possible for me to work my full day without coming home to accidents. She just understands him and his limitations as a sweet old guy. 🐶🤎

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

Olivia continues to be such a staple in our house! The pups are always so excited to see her and have accepted her into our family!

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

She was professional and very kind. Provided great updates regularly as well. Would recommend to anyone!

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

Bo and Colby loved Nikita! Great communicator, attentive and compassionate to our pets. Would highly recommend

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

Charlotte came to do a meet and greet, and then was very quickly available for a drop in visit! She has great communication and Lenny loves her!

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

Thanks to Kathy as always- came through VERY last minute as I was suddenly scheduled for work travel, and she took great care of Temo! 5/5 recommended.

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

I’ve had a great experience with Ana! My dogs liked her immediately during our meet and greet, and I could tell she knew her way around bigger dogs. Communication was super straightforward and fast - she even asked how often I want updates, which I really appreciate. Ramses was very relaxed when I came home after Ana’s visit. I’ll definitely be booking her again!

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

Michelle always gives great feedback during her drop in visits that make us feel like our pup is in great company! :) we’ve booked her twice for some drop in visits and we love having her!

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

Leilani is an amazing sitter. She keeps me updated, ends pictures and loves on my little guy, noticing changes in his behavior and demeanor but most importantly, he knows he too and feels comfortable with her :)

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

Chelsea did an amazing job taking care of Samara and provided me with updates with everything regarding my dog. Super easy to communicate with and I can tell she really loves animals

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Jeffrey K.
Drop-In Visits
5.0 out of 5 stars

Emma is great with our puppy Lenny! She has a flexible schedule and is able to drop in frequently throughout the week. She always send a picture or 2 which we love :) Thanks Emma!

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

Lexi was a very dependable dog sitter while we were away for the weekend. She was kind and patient with my doggie who can be a little lazy, she checked in on time and sent details and photos in a timely fashion. I felt that my doggo, Mama Zoe, was very safe with Lexi. Thank you, Lexi!

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

Cindy had been wonderful! She asked questions about Vladimir’s schedule, behaviors, even where he likes to sleep. She pays close attention to directions and details and is an excellent communicator! I feel very comfortable leaving Vladimir in her care. I know he will be loved on, cared for, and is safe. Vladimir loved her immediately and we’re lucky to have found her!

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

Christina showed so much love and attention to detail. She went above and beyond to ensure Koda felt loved.

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Travis B.
Drop-In Visits
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Wauwatosa

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Sitters in Wauwatosa average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Wauwatosa

Frequently asked questions about Rover

The average cost for Dog Sitting in Wauwatosa on Rover is $18.87 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 2,215 sitters on Rover offering Dog Sitting across Wauwatosa. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wauwatosa stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Wauwatosa choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Wauwatosa with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Wauwatosa. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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