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.

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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
142 reviews
33 repeat clients
5 years of experience
Wauwatosa, WI, 53226

Christina was awesome with my dogs, being aware about many recommendations that one of them needed. She sent me pictures making me feel comfortable about how they were (it was our first time requiring such services) and paid attention on every detail of them.

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Natiely M.
Sitter Profile Image: Ana K.
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Ana K.
from
$24
per visit
5.0 out of 5 stars
6 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: Stephanie C.
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Stephanie C.
from
$14
per visit
5.0 out of 5 stars
1 review
1 repeat client
35 years of experience
Wauwatosa, WI, 53213

About: I’ve been a dog owner for many years and now have two sweet cats that my kids absolutely adore. I miss having a dog in the house, so I love the chance to care for other people’s pups. Your pets will get plenty of exercise, attention, and love—treated just like part of our family while you’re away. On Fridays I work from home, which means I get to spend extra time with your pets. My routine includes morning potty breaks or playtime, a midday walk for fresh air and exercise, and plenty of cuddle or play breaks in between. In the evenings, I make sure pets get another walk or play session before settling in. I love having a furry buddy around while I work—it keeps me moving and makes the day brighter. Your pets will feel right at home here. I have a spacious house with a yard and a friendly neighborhood that’s perfect for walks. My two cats are used to being around dogs, and my children adore animals and know how to be gentle and safe with them. It’s a warm, caring environment where your pets will be loved, comfortable, and well cared for until you return.

Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
45 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: 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 absolutely wonderful! We cannot recommend her enough. My husband and I hired her to help with our german shepherd (also named Maya, lol) on our wedding day and I truly don't know what we would have done without her. She helped transport her to and from the hotel & venue, corral her before and during the ceremony, took her for walks and bathroom breaks, made sure she was comfy back at the hotel, dealt with my annoying family, so much. Maya absolutely loved her and Maiah dealt with the chaos of the day SO well and was so flexible with us. We will use her again in the future without a doubt.

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Kelsey C.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
32 reviews
6 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: 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

Kristine was awesome with my cat Winnie. She can get scared with new faces but Kristine was kind and gentle with her. 10/10 would book with her again!

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

Kelsey provided superb care during drop-in visits for our two dogs over a long weekend. We will definitely be requesting her services the next time we need drop-in visits!

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Randy D.
Sitter Profile Image: Erica R.
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Erica R.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
39 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.
Sitter Profile Image: Sierrah C.
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Sierrah C.
from
$15
per visit
7 years of experience
Wauwatosa, WI, 53213

About: Ive taken care of dogs since I was little. From puppies to seniors, I’m experienced in all stages of life. Seeing dogs happy brings me so much joy. I love being playful with pups but also gentle and caring. I am studying my work but I do have plenty of free time to take care of animals. My schedule is fairly flexible whether it’s early mornings, mid day or evenings. Pups need playtime! I’m always willing to play- having their favorite toy, a fenced backyard or a leash is all I need. I love giving dogs scratches and belly rubs. If needed, I could crate them up/put is designated area.

Sitter Profile Image: Margaret D.
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Margaret D.
from
$15
per visit
5.0 out of 5 stars
6 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: Sofia K.
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Sofia K.
from
$26
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Wauwatosa, WI, 53213

About: I have three years of experience caring for pets of all kinds, from energetic pups to laid-back senior cats. Whether it’s a lively game of fetch or a quiet cuddle session, I provide the care and attention your pet deserves. I’m committed to keeping them happy, healthy, and loved! My focus is on creating a safe, fun, and nurturing environment for every pet I care for. I’ve worked with a variety of breeds, sizes, and temperaments, so I’m adaptable to your pet’s unique needs. From long walks to belly rubs (or just hanging out with cats who prefer their own space), I bring patience, reliability, and plenty of love to the table! Pet care is a big part of my day! 🐾 Since I’m home full-time, I have plenty of flexibility to care for your furry friends. From morning walks 🌅 to midday play sessions 🐕 and evening snuggles 🛋️, I’m here to keep them happy, active, and loved every step of the way! I prioritize your pet’s safety and comfort in both my home and yours! 🏡 While I don’t have a fenced backyard, I make up for it with a large park nearby and a fenced dog area for plenty of safe playtime 🐾. At home, your pet will enjoy a cozy, loving environment with lots of space to relax or run around. Whether it’s a walk around the neighborhood or a fun time in the dog park, your pet will be active, entertained, and safe every step of the way!

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: Emily M.
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Emily M.
Star Sitter
from
$60
per visit
5.0 out of 5 stars
39 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: 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: Melainie T.
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Melainie T.
from
$25
per visit
5.0 out of 5 stars
43 reviews
15 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: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$25
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

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Laura B.
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

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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  • 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.

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Popular requests for dog sitting - Wauwatosa

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Sitters in Wauwatosa average 6
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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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