Dog Sitting Shorewood

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

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Over 347
pet parents in Shorewood have booked dog sitting

Shorewood, 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: Carole C.
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Carole C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
187 reviews
41 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole was amazing and kept our grumpy senior kitty happy and well fed! Our place was also spotless upon our return. Definitely recommend her and her crew to take care of your furry family!

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Michelle L.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
208 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica is very friendly and was great with my cat, Mer. She’s very communicative, provides great updates, and sends lots of cute photos each time she checks out of her visits. I felt super comfortable with Jessica being in my house while I was away and would highly recommend her to anyone looking for a sitter! 🤩

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

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

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

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

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Erin C.
Sitter Profile Image: Acacia L.
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Acacia L.
from
$14
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

About: I have had experience caring for many different kinds of animals throughout my life, such as dogs, horses, guinea pigs, and fish. I am comfortable and confident with walking, feeding, bathing, etc. I am a full-time grad student, and I also work a part-time job. My schedule is a little different each weekday, sometimes with breaks in the middle of the day. I am available all day, every other weekend. I do not currently care for any pets in my home. I am not currently accepting jobs that require a pet to stay in my home.

Sitter Profile Image: Kylie H.
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Kylie H.
from
$15
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
Shorewood, WI, 53211

Kylie did a wonderful job watching my cat mocha while I was out of town for a week. Sent me photos to show mocha was having a fun time during her check ins.

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

These reviews are tough to give because I’m not actually home to evaluate the individual watching my cute pupper. However, positive things I really enjoyed about Elizabeth is that she stayed in touch throughout the day, sent pictures, and arrived at the times we discussed ?. My pup when I got home seemed happy and safe ?. Would use her again for sure!

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Logan D.
Sitter Profile Image: Miranda E.
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Miranda E.
from
$20
per visit
5.0 out of 5 stars
10 reviews
17 years of experience
Riverwest, Milwaukee, WI, 53212

Miranda was prompt, communicative, and reliable! She clearly loves dogs! We will definitely request her services again.

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Rebecca S.
Sitter Profile Image: Max M.
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Max M.
from
$14
per visit
5.0 out of 5 stars
3 reviews
14 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I grew up in a family that raised guide dogs for the blind, which gave me experience caring for dogs of all types of personalities. I've also looked after pets for friends and family and I always enjoy spending time with animals. I'm home from college for the summer and have a very flexible schedule with availability most days. Aside from a daily gym visit, I have plenty of time to give pets the attention and care they deserve. I care for pets by following their usual routine as closely as possible. This includes feeding, walks, playtime, fresh water, and plenty of attention. I'll also follow any specific care instructions and provide updates so you can feel confident your pet is in good hands.

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

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

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Eliz G.
Sitter Profile Image: Christie O.
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Christie O.
from
$19
per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53211

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

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Samantha L.
Sitter Profile Image: Laci P.
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Laci P.
from
$20
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Shorewood, WI, 53211

Laci was so sweet to work with and our dogs were in great hands! High recommend!

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Kelley M.
Sitter Profile Image: Megan K.
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Megan K.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
22 years of experience
Shorewood, WI, 53211

About: I am a 29-year-old from Minnesota. I went to the University of Wisconsin, and am currently a Registered Nurse! I grew up with a black standard poodle from ages 3-19, and an apricot standard poodle from ages 19-27. I now have my own golden doodle named Sonny. I love playing, walking, and just hanging out with dogs as often as possible; they always brighten my day. I am willing to cuddle, play fetch, or give your dog(s) treats as often as they would like. I promise to respect your pet(s) and home and do a great job. I love dogs of all kinds and am always excited to meet new puppy pals! I look forward to meeting you and helping you take care of your furry family member. I work a typical Monday to Friday, 8-5 job. It is remote, so I am typically working from home, although I occasionally have to travel outside of the state for work. If your dog is with me you can be assured their needs will be met! I will make sure they are respected and given the proper attention they need. :)

Sitter Profile Image: Hailey K.
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Hailey K.
from
$25
per visit
4.7 out of 5 stars
13 reviews
2 repeat clients
14 years of experience
Upper East Side, Milwaukee, WI, 53211

About: My sister and I grew up playing and helping our older neighbors in the area walk and take care of their dogs. My family has had cats my whole life that I’ve had experience taking care of. In high school I’d house/pet sit friends & family friends’ dogs & cats while they were on vacation. A recent graduate of UWMilwaukee with an open schedule! Looking to fill that time taking care of, spending time with, and getting to know your pets! I love the outdoors and I can take your dogs on lots of walks based on their needs! I always check if doors are locked before I leave/sleep & make sure to put away anything that pets can get into if they are left to roam. I stay clean so I make sure to clean any mess I or the pets create. I can also crate your pets if needed.

Sitter Profile Image: Whitney A.
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Whitney A.
from
$15
per visit
5.0 out of 5 stars
28 reviews
9 repeat clients
20 years of experience
Milwaukee, WI, 53211

Whitney was amazing with our two cats! She left wonderful comments and pictures from each visit and our place was very clean when we came home (usually there is litter everywhere around the litter boxes) ? Will definitely have her take care of them again!

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Amelia B.
Sitter Profile Image: Brooklyn W.
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Brooklyn W.
from
$17
per visit
10 years of experience
Milwaukee, WI, 53211

About: Hi, I’m Brooklyn! I have a cat named Olive, who is my everything. I love all animals, and grew up with my families’ dogs and cats. I have experience parenting my own cats, especially when they are alittle sassy or not necessarily a fan of every human (seems totally fair to me). I also have experience with dogs, living with them my whole life, and I thoroughly enjoy a good walk myself. ☺️ I’m here to make YOU feel comfortable leaving your fur baby, to do what you need to do. I currently work a full time job from home, with flexible hours. I really enjoy going for walks in the mornings and afternoons, no earlier than 7am and no later than 7pm! Although I do not offer to bring pets in my home (due to my own spicy cat), I am happy to come to you and ensure your space is treated with respect!

Sitter Profile Image: Emily R.
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Emily R.
from
$14
per visit
1 repeat client
10 years of experience
Williamsburg, Milwaukee, WI, 53212

About: I’ve grown up with pets my whole life, dogs all through my childhood and cats all through my adult life. I have experience with caring for multiple animals and training as well. I have an open schedule at the moment, working on school online so I have a lot of free time. I love to walk dogs and sit at your home, as I have a shy kitten at home who doesn’t mix well with other animals. I love to make your animal comfortable, and I understand not everybody’s will warm up to you right away. I make effort to keep in contact with you to make sure your pet’s needs are all met.

Sitter Profile Image: Heidi H.
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Heidi H.
from
$25
per visit
20 years of experience
Shorewood, WI, 53211

About: I’m a very active Shorewood nurse who is absolutely crazy about dogs!!! I look forward to giving your pet the same TLC our 2 rescue mutts enjoy with our family. I love being out and about in our local neighborhoods in any weather (I am a heart MN gal) and am happy to provide a walk, jog, or drop by for some laid-back company. I’m happy and comfortable working with dogs large and small, as we have a Setter-mix and Chihuahua at home. My variable nursing schedule allows me lots of flexibility to help your fury family member almost any time of day. Let’s connect so I can make sure your lovely pets get the attention they deserve while you go about your busy day. I’m a nurse and work night shift. I have lots of daytime and varying flexibility and also a daughter who loves helping and learning about pets just like her mom. I would love and care for your pet as if they were my own, with attention to detail and routine that’s needed to make them feel at home.

Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
110 reviews
20 repeat clients
17 years of experience
Fox Point, WI, 53217

Did a wonderful job! Thorough and flexible! Was there to let our dogs out but was friendly with our cats too! All our dogs loved having him over!

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Teanna F.
Sitter Profile Image: Noelle W.
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Noelle W.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Shorewood, WI, 53211

Noelle was great! Very communicative and trustworthy. The dogs loved her and we felt totally confident she was taking good care of them!

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Josh D.
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The median cost per visit for dog sitting in Shorewood is $20

Dog parents share their Rover experiences - Shorewood

1 / 1
5.0 out of 5 stars

Angela was wonderful! She treated our puppies with so much love and care during her drop-in visit. She spent quality time playing with them, giving them lots of hugs and attention, and it was clear she genuinely enjoys being around dogs. She was also very accommodating, responsive, and easy to communicate with throughout the entire process. We felt completely at ease knowing our puppies were in such caring hands. We would absolutely book Angela again and highly recommend her to anyone looking for a reliable and compassionate pet sitter!

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

Jessica was great with my German shepherd, my dog has been going through some health issues and when I went out of town for 4 days I needed someone to come take care of her 3 times a day and mix up her special food, take her for walks and monitor her potty breaks. Jessica was also super flexible with the timing of her visits and made this potentially stressful time super easy for me and my dog. 5 stars. Would reccomend her to anyone.

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

Ana is a great sitter, she watched Nico while I was away for work and is very communicative and sweet! She is amazing with dogs! I would definitely recommend her.

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

Carole is a fantastic pet sitter. Timely, efficient, very communicative and a great companion for our dogs. Would recommend without hesitation. Thank you!

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

The best experience as always! They get all the love and care needs met by Alex with so much thoughtfulness in mind💛

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

Bria was great with our dog Mallie! We really appreciated her picking up a last minute request from us & taking the time to meet Mallie beforehand. She communicated quickly and left detailed feedback on her visit while we were out, which gave us peace of mind that our baby was in good hands. Will definitely be working with Bria again!!

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Cheyenne D.
Drop-In Visits
5.0 out of 5 stars

Katie provided peace of mind and lots of great love and attention to my two dogs. I can’t wait to have her help again in the future!!

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

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

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

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

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

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

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

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

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

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

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

Lisa was outstanding with our doggies! Great communication with us and paid close attention to the little details that made them feel comfortable. Would highly recommend her!

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

We loved having Elizabeth as a rover for the past year and half. Posie was always excited to see Elizabeth and she always communicated quickly with me for any bookings and details. I would highly recommend!!

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Cassie D.
Drop-In Visits
5.0 out of 5 stars

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

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Cheyenne D.
Drop-In Visits
5.0 out of 5 stars

Megan was fantastic! Buddy was so happy hanging out with her. She sent lots of photos and videos and took great care of him!

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

Awesome per usual!! I love reading Jensen’s updates on goofy stuff my pup does, and he always provides lots of pictures!!

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

Jasmine has been a great sitter for my pups. I’ve rebooked with her several times and she’s always done an awesome job. I never worry about my dogs being well cared for.

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

I was gone for about a week and felt so scared to leave my fur baby in someone else’s hands, but Jackie was absolutely wonderful. She took long walks with Shadow, played with her and fed her. Shadow was happy to have such a great caretaker and my nerves were at ease.

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

Hope is awesome with Walter and he warmed up to her right away. She is diligent in her reporting and very reliable.

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Kerry T.
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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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

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Sitters in Shorewood average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Shorewood

Frequently asked questions about Rover

The average cost for Dog Sitting in Shorewood on Rover is $22.2 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 2,215 sitters on Rover offering Dog Sitting across Shorewood. 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 Shorewood 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 Shorewood 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 Shorewood 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 Shorewood. On Rover:

  • 92% 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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