Dog Sitting Wauwatosa

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

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Over 387
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.

1 / 1
Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
44 reviews
13 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: Tracy S.
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Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
15 years of experience
West Allis, WI, 53214

About: I have owned pets my entire life. I have fostered all types of animals through different organizations for over 10 years. I’ve owned small animals, cats and dogs. Experienced sitter. I have a morning and evening routine with all animals that includes feeding exercising and cleaning up after them. I’m committed, empathetic, and responsible with animals. I treat your animals like they’re mine. I have my own personal dog who has access to the entire home. We have snuggle time feeding time, bathroom time and special pet time. Safety is a top priority of mine with your pet.

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

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: Maiah D.
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Maiah D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
27 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: Ana K.
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Ana K.
from
$24
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
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: Kelsey H.
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Kelsey H.
from
$19
per visit
5.0 out of 5 stars
85 reviews
22 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: Christina J.
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Christina J.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
139 reviews
32 repeat clients
5 years of experience
Wauwatosa, WI, 53226

Having Christina watch my cats was a great experience! I have 3 cats who all have different ways of interacting and she took the time to engage them all individually and my cats loved her. Great communication!

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Kat B.
Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$16
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Cooper Park, Milwaukee, WI, 53222

Kaitlyn took the time to get to know our boys and really seemed to make an effort to understand them. Communication was easy and we trusted her with our boys!

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Hannah W.
Sitter Profile Image: Ava L.
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Ava L.
from
$18
per visit
1 year of experience
Wauwatosa, WI, 53213

About: I’ve taken care of many animals of family and friends and always insured to give them so much love during those even small, short visits! I grew up with dogs, and when I was able to have a pet of my own, I got a very large orange cat! I’m comfortable around all dogs and I am willing and wanting to adapt to the needs of your furry friends. My time will be towards making your pet as comfortable and is happy as can be whether that is going on walks or even going to the park. I was previously available throughout June but since beginning a new job, I will be available on the weekends/weekday mornings/weekday evenings for drop-ins and walks! Just let me know what you need! When in your home, I would love to take your furry friend on a walk, to the park, or anything else that you do that makes your pet comfortable and happy!

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$16
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
20 years of experience
Wauwatosa, WI, 53226

Jennifer is easy to communicate with and confirms dates and specifics which makes you feel like she's got you covered. I've already rebooked her. Glad I found someone reliable.

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Laura D.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$15
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Having pets all my life has given me pet care knowledge and ability to care for pets of all ages and abilities. I have had cats, dogs, bunnies and fish (currently a single cat household) throughout the years. While in college I worked as a Vet Tech and did pet sitting for clients of the vet clinic. Your pets will be loved and cherished in your home or in mine. I provide all levels of service from dog walking, drop-in daily visits, boarding or medical care visits. Currently working full-time as a pet sitter/dog walker. Available all day for all levels of service from daily walks, drop-in and medical care visits and boarding. My home is a smoke-free, fenced in yard, single cat household in the Milwaukee/Wauwatosa area. Willing to travel to provide boarding services in your home if needed. Any location in the Milwaukee area and within 30 miles.

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: Emily M.
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Emily M.
Star Sitter
from
$60
per visit
5.0 out of 5 stars
34 reviews
9 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: Liz P.
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Liz P.
from
$20
per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Milwaukee, WI, 53213

About: I’ve had animals, mostly dogs and cats since I was A child. Let me know what your fur baby needs! I’m happy to accommodate. I had a beagle with me for 15 years and he was on various medications as he aged so I know how to administer medications if needed. I work full time Monday through Friday from 8-4:30 but am happy to walk your pet before or after those hours! I am happy to provide whatever care they might need while you are away. I see pets as members of the family. I have 2 dogs...a terrier and a mini poodle. I love them to pieces and they run the house! Lol. They are well behaved and allowed on the furniture and the bed. Your fur babies would be too! I want them to be comfortable in my home. If I’m dropping in to take care of your fur baby in their home just let me know what I need to do for them and consider it done! I take my pups out every morning for a short walk, after work, and just before bed time. I feed them twice a day with occasional treats that they love mixed in :) I'm in an apartment so they will be leashed when we go outside. I live close to 3 different parks as well as the Menomonee River Parkway....lots of space to walk with them and let them sniff away!

Sitter Profile Image: Annika B.
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Annika B.
from
$20
per visit
15 years of experience
Wauwatosa, WI, 53213

About: I have grown up with dogs all my life. I don’t know what life is like without a furry companion! I have an 85 pound poodle mix. I am comfortable with dogs of all sizes! I have a good amount of experience with both young and old dogs. My family’s 15 year old border terrier required many medications and special treatment. I have a lot of experience with dog and cat sitting as friends and neighbors have consistently counted on me to care for their beloved fur babies. I’m a very active individual who would love to take your dog for a walk, or even a run if they are up to it. I don’t start my job until middle of August so my schedule is quite open until then. Currently back & forth between Milwaukee area and Green Bay/De Pere area for the summer! I just graduated from UW Madison with my Masters in Speech Language Pathology. I currently have a very open schedule as I am not working until August. I am quite flexible! When staying at client’s homes I will do whatever makes the pet(s) and their owner’s feel most comfortable. I am the BIGGEST animal lover and will always put the pet’s priorities before mine! For dog walking, I will make sure the dog gets an adequate length of walk in relation to its size and its activity level. I am always willing to adjust my schedule in order to make the pet more comfortable and prioritized. I know how hard it is to be away from your pet, and because of this I will with no doubt give your pet so much attention and love! (And as many pictures and videos as you want!)

Sitter Profile Image: Erika G.
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Erika G.
from
$14
per visit
10 years of experience
Wauwatosa, WI, 53226

About: I have taken care of dogs and cats my whole life whether it be my own pets or other people’s pets. I love cats and dogs and have experience in caring for pets with health problems and pets who are a little bit older. I do well with all different sizes and breeds of cats and dogs. I am an athletic person so taking pets on walks is a great workout for both me and your pet! I work off my own schedule so anytime outside of 10pm-6am I can be there to take care or walk your pet. I am free any day of the week. I will treat your pet as if they were my own. Any instructions will be followed to completely. For walks I know of many parks and for longer walks trails.

Sitter Profile Image: Kristine K.
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Kristine K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
93 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: Erica R.
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Erica R.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
38 reviews
8 repeat clients
10 years of experience
Story Hill, Milwaukee, WI, 53208

Thank you so much Erica for taking care of our Luna while we were out of town. Our Luna is a bit anxious but Erica gave her time and patience until she came around. She loved her belly rubs! We appreciate you and definitely recommend!

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Sonia A.
Sitter Profile Image: Jamila M.
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Jamila M.
from
$20
per visit
4.9 out of 5 stars
97 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

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

Dog parents share their Rover experiences - Wauwatosa

1 / 1
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

Alyssa did a great job with our senior dog and our younger dog. They were calm when we came home so I know she spent plenty of time with them. She also did a great job updating me with each visit. I would 100% book with her again!

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Jessica M.
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

Ivy is so accommodating and lovely to work with! She sends the funniest and most creative pet updates too. I can tell my doggo loves spending time with her :)

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Julia _.
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
5.0 out of 5 stars

Elizabeth always goes above and beyond to care for our dogs. You can tell this is her priority above all else, and always ensures they are safe and taken care of. 10/5 would recommend

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

Esterah is wonderful! She was able to do a last minute same-day drop-in visit. She always sends pictures and takes great care of my dog.

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

Cosmo was in really great shape. Emily gave lots of feedback, and really eased my concerns. Cosmo had Diarrhea when she started taking care of him, but Emily was very good at taking care of him, and he was fine when we got home. She was great at giving me updates.

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

Michelle takes excellent care of our two dogs. We have fairly detailed instructions and she follows them to a tee! I feel confident leaving her in charge of our pets while traveling abroad. Thank you, Michelle!

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Sara H.
Drop-In Visits
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Book with peace of mind

  • 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?

  • 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 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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 $19.98 per visit (as of July 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 July 2026, there are 2,259 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:

  • 93% of sitters can help with special care needs
  • 97% 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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