Dog Sitting Shorewood

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

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Over 367
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.

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Sitter Profile Image: Adrianna H.
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Adrianna H.
from
$18
per visit
4.9 out of 5 stars
• 9 reviews
1 repeat client
15 years of experience
Milwaukee, WI, 53209

“So caring... Thanks Adri!”

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Luana S.
Sitter Profile Image: Camryn U.
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Camryn U.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
3 years of experience
Juneau Town, Milwaukee, WI, 53202

“Amazing job! Definitely would recommend. Took great care of my animals and even went above and beyond and cleaned up after them.”

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Kayla A.
Sitter Profile Image: Amelia H.
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Amelia H.
from
$18
per visit
10 years of experience
Upper East Side, Milwaukee, WI, 53211

About: I have taken care of animals all my life. I have experience with cats, dogs, birds, and reptiles. Everyone I work with is guaranteed to be satisfied and well taken care of. My passion for taking care of animals goes beyond making sure their basic needs are met. My 7+ years of volunteer work at cat shelters and 10+ years of pet sitting are perfect for any kind of pet regardless of their needs. I am currently a full time student, so in between classes, I am able to stop by and take care of your critters. I have two cats of my own and understand the importance of routine. I am flexible and caring when it comes to taking care of your furry family. I always let the dog or cat drive the interaction. I am safe, friendly, and patient when entering a home or approaching a new situation. I always come prepared.

Sitter Profile Image: Stella E.
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Stella E.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Upper East Side, Milwaukee, WI, 53211

About: I have worked at a dog kennel (Hickory Hills), for years prior to college. I have family dogs and a cat of my own. I work for Baird, and am a full time student! I have fostered dogs here in Milwaukee, and would love to be able to help you and your pup (or cat) out! I am currently working part time, but have plenty of time to fit more into my schedule! I could work most days of the week! I always act as if a dog is my own, making sure it has the best care!! I wouldn’t want my dog in bad care, so I wouldn’t put anyone else’s in that position.

Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$20
per visit
10 years of experience
Milwaukee, WI, 53202

About: I know that your pet is your family member, and I will be sure to give them the love and care that I would to my own! I'm currently in between jobs here in Milwaukee, so I will be able to make your pet's wellbeing my priority while I care for them! I will be sure to listen to your dogs needs, always follow your requests for your dog, and be sure to keep in touch with you if problems or something unexpected arises.

Sitter Profile Image: Kayla A.
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Kayla A.
from
$25
per visit
5.0 out of 5 stars
• 71 reviews
28 repeat clients
23 years of experience
Lower East Side, Milwaukee, WI, 53202

“We love Kayla! She has done drop in visits on our pup, Arbor, multiple times now! She's super flexible and has worked with us when our schedules have changed. Also, she's good at adapting to any changes in her visits due to Arbor being sick or weather etc. She has been great for us and we definitely plan to continue having her watch our pup! :) We would of course recommend!”

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Christie M.
Sitter Profile Image: Lily S.
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Lily S.
from
$40
per visit
5.0 out of 5 stars
• 74 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

“Lily is wonderful! She is so accommodating and truly cares for our pups even though they can be a tad difficult! We truly appreciate her and the care she has when she watches or checks-in on our pups!”

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Shiloh F.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$13
per visit
15 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I've had animals my whole life. From fish to frogs. Dogs ranging from a Corgi to a Rottweiler. Once had 6 cats and 3 dogs. I currently have a 15yr old hound mix who is half blind and deaf. I am no stranger to medicine and little accidents I work full time Monday through Friday but I have every weekend and evening off! Looking to spend time with any furry friend. I feel as though a walk after a work day is healing. I am an early riser or a night owl. I will walk any distance because I love hiking. Me and your fur baby will go on multiple adventures.

Sitter Profile Image: Jasmin J.
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Jasmin J.
from
$24
per visit
11 years of experience
Whitefish Bay, WI, 53217

About: I have taken care of dogs and cats since I was 10. I took care of my family pets, as well as my extended family. I’m currently a full time worker but my job has flexible hours and I have extended times off during holidays and school vacations. Mondays and weekend availability but can be flexible. Although I cannot have pets in my home, I am more than willing to take care of your pets in the comfort of their home environment.

Sitter Profile Image: Genesis A.
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Genesis A.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

“Great communication, very easy to work with!”

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Andrea L.
Sitter Profile Image: Isla L.
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Isla L.
from
$20
per visit
16 years of experience
Milwaukee, WI, 53211

About: I’ve had dogs my whole life and love being around them and taking care of them, they help me mentally while spend time with them. I’m a student at UWM so my hours are built around my class schedule and study hours. I will respond as quickly as I can to let you know if I’m available when you need me. Some dogs need lots of energy and movement, while others need comfort and companionship, let me know what kind of care your dog needs and I will provide for them.

Sitter Profile Image: Hailey K.
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Hailey K.
from
$25
per visit
4.8 out of 5 stars
• 19 reviews
3 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53202

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, & started rover sitting during college! An actor, bartender, & 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: Allison M.
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Allison M.
from
$13
per visit
4.9 out of 5 stars
• 16 reviews
5 repeat clients
20 years of experience
Historic Third Ward, Milwaukee, WI, 53202

“We’ve never used rover or left our Rottweiler alone, so we were very nervous at first, but Allison could not have been any better! She updated us every day and took amazing care of Bowser. We highly recommend her and will be rebooking her in the future :)”

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Savannah B.
Sitter Profile Image: Elise R.
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Elise R.
from
$14
per visit
10 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I’ve been caring for my own Newfoundland dogs for the past 10 years, as well as have extensive pet-sitting experience with a variety of breeds, from German Shepherds to Dachshunds. I’m very comfortable with dogs of all sizes, personalities, and energy levels. I’m reliable, attentive, and treat every pet like my own! Pet care fits easily into my weekly routine! I work remotely, which gives me flexibility for walks, drop-ins, and daytime care. I’m also available for overnight stays on weekends and can provide plenty of attention, exercise, and companionship for your pets. When caring for your pet in your home, I’ll keep their routine as consistent and comfortable as possible. I’ll follow your instructions for feeding, walks, medications, and any other care needs, while giving them plenty of attention. I’ll also treat your home with the same care and respect as I would my own and keep you updated with photos and messages along the way.

Sitter Profile Image: Lily F.
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Lily F.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
3 years of experience
Kilbourn Town, Milwaukee, WI, 53203

About: I have taken care of dogs and cats of all ages and sizes, even dogs that can be leash, collar, and dog aggressive when walking. I am mostly available later in the week and weekends due to being a full time student, but have breaks in between my school days! There is a green area for dogs down the street from me and a quick 15 minute walk towards the lake for more walking paths!

Sitter Profile Image: Jenna M.
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Jenna M.
from
$22
per visit
5.0 out of 5 stars
• 35 reviews
9 repeat clients
10 years of experience
Milwaukee, WI, 53202

“Jenna did an amazing job taking care of Ace! She responded quick, sent plenty of details on her drop in, and lots of good photos! Will definitely book again!”

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Nathan W.
Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 27 reviews
5 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

About: After several busy months on Rover with almost nonstop bookings, I have had such great stays with dozens of dogs, no accidents in the houses, no bites, no runaways, zero negative experiences. I feel confident that with me, you’re getting a premium stay for your pets for a really good value! I’m incredibly hands on and present with the pets, with them 24/7 and very adaptable with the different needs and personalities. I’m attentive with different care instructions and really shower the animals with positive attention 😊 I have no pets or kids but I am a pet lover in a nice home with a big fenced in yard. This is not a business for me, it’s something I have enjoyed doing for my family and friends, and if you want your beloved pet to be in a calm but fun, comfortable environment while you’re away, I can extend my service to you. I recently started doing home stays/drop ins for the pet sitting too and enjoyed it. I currently have a really flexible schedule with a lot of availability. I live with my dad that occasionally says hi if the dog or cat is friendly but mostly the house is big enough that they never cross paths. I have a fenced in yard and a big house with a lot of space that I can also section off by closing doors. I typically take the animals out several times a day, feed them, and let them roam around the house or snuggle with me. I like when pet owners bring a bed for their pets so I can make them their own space but they’re welcome to chill with me in whatever I’m doing. I’m youthful, active, and responsible. I have a naturally friendly, calm demeanor that animals and people respond well to. I have no pets right now but used to have a pit/black lab mix that I loved dearly so I love pits and other breeds with historically bad reputations. I frequently sit my aunt’s beagle mix who’s just a little old pup that sparked my interest for pet sitting because it was so fun to have visits from him. He and my old dog are in a bunch of my pics. With all animals I just try to make them comfortable and let them feel at home.

Sitter Profile Image: isabel g.
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isabel g.
from
$15
per visit
15 years of experience
Milwaukee, WI, 53202

About: I have had all sorts of pets since I was a kid - dogs, cats, fish, hamsters - so I understand body language and can know what your animal needs/wants based off that. I also worked at PetSmart, during which I was tasked with taking care of our cats and hamsters; therefore, I have ample experience with a variety of pets needs and personalities. I am currently a student, so my schedule is odd but I have plenty of time to come visit your pets or house sit! I am free everyday mainly midday and in the evening, but I can fit early morning visits as well. I can do any necessary task, be it bathing your pets, walking them, or simply feeding them and letting them out. I will also make sure they feel comfortable and safe with me before moving forward with care.

Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Northpoint, Milwaukee, WI, 53211

About: I am a dog lover, have taken care of my own dogs and my parents for years. I love taking them for walks or especially to the park or beach to play fetch! I am a law student so my schedule is set but should be able to help regularly with any pet. Happy to accommodate most requests if they are within reason. Regular potty and walk breaks as needed and will provide food and water according to instructions given. No other pets in my home so it will be a very relaxed environment.

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
6 years of experience
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.
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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

As always, Carole knocks it out of the park. The pets all love her and I feel great knowing she's caring for them.

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

Lindsay did a great job taking care of my dog Calvin, and does a great job handling his idiosyncrasies.

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

Jodi was amazing with my two dogs. I feel lucky to have found her and can’t wait to have her back to help with my kiddos.

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

This was our first time using Rover for our 2 frenchies and Melanie was so awesome!! She asked clarifying questions when she wasn’t sure about something, sent the cutest pictures and provided detailed updates after every visit. Normally I feel guilty leaving the dogs home when we travel but they looked very happy and with her updates I knew they were being well taken care of. We will definitely be using rover and Melanie’s help again in the future!❤️

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Kendra O.
Drop-In Visits
5.0 out of 5 stars

Vicki was great! And Pretzel seemed to love her. Super communicative and very accepting of Pretzel’s little quirks.

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

She is awesome! Jackie will give your fur baby 100% of her affection, attention, and care. She’s watched my Shadow multiple times and always does her best job.

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

Hope is so caring and patient. I was out of town and was nervous about leaving my dog but I felt so reassured knowing my sweet puppy was being cared for by Hope.

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

Ana gave excellent care to our dog while we were away! She was timely and sent detailed reports and pictures each time she dropped in to take care of our dog. She also gave our dog lots of attention and snuggles! I would highly recommend her for any of her services!

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

Bria B was exceptional, flexible and amazingly attentive to our dog, Lenny Bruce, and senior cat, Sam. She stayed extra and checked in multiple times when Lenny Bruce was struggling with a thunderstorm. We are so appreciative for her visits and would definitely rebook her for future visits.

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

This was our first time using Moriah, and we will definitely use her again. She was prompt and timely for our meet and greet. She sent us plenty of pictures and gave us a good, detailed recounting of her visit.

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STEPHANIE R T.
Drop-In Visits
5.0 out of 5 stars

We were visiting from out of town and needed a dog sitter while we were gone for many hours at a wedding. Lenys was so nice. She came by in the morning to meet us and our dog. Then, she came over in the evening to walk him, play with him, and give him food. We especially loved the photos. Thank you, Lenys! We will definitely hire you again when we are back in town.

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

Linda was able to come visit my puppy very last minute and I appreciate her availability. She answered promptly to my questions and kept me updated during the visit. I was nervous as this was my first time using Rover, but she was very kind and understanding.

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

Jan was a perfect Dogsitter for my 3 year old St. Bernard who doesn’t always like everyone. She instantly got along with him & knew just what to do regarding care. Sent me photos of sessions. Definitely would recommend!

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

Angela took wonderful care of Elliott during her twice-daily visits. She showed tremendous patience with him and let him warm up to her at his own pace. By her final visit, he allowed her to pet him and take him into the yard—a big accomplishment! She also thoughtfully handled a few extra details around the house. I truly appreciated her reliable and compassionate care. I highly recommend.

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

Carrianne was the best! She was very flexible and our girl really loved her visits! Carrianne’s communication is top notch too. Felt very informed and assured that Frannie was being well taken care of. Highly recommend and will absolutely hire her again.

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

Lisa is the best, my dog is a little quirky and does not warm up to new people easily and he let her clean and wrap a wound he got on his leg and let her hand feed him! She went above and beyond in every possible way and I could not have asked for a kinder and more competent sitter for Arrow! Highly recommend!! ❤️

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

Emily was great with Teddy! She kept us updated, followed his routine, and took great care of him. Teddy seemed really comfortable with her. We’d definitely book with her again! 🐾

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

Mika agreed to a last minute drop-in and I’m incredibly grateful! They were attentive at the meet and greet, and took great care of our many critters!

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

We had a great experience with Travis, and will absolutely book with him again. He was responsive, easy to communicate with, and kept us updated while we were away. Our dogs were happy, healthy, and well cared for when we returned, which gave us a lot of peace of mind. We highly recommend him to anyone looking for a reliable and caring dog sitter.

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

Alex was wonderful as always!! Thank you so much for being so loving, attentive, and communicative!! We appreciate you so much 🫶🏼

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Stefanie V.
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.

  • World-class support

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

How to book dog sitting

  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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Popular requests for dog sitting - Shorewood

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Sitters in Shorewood average 6
repeat dog sitting clients

FAQs for Dog Sitting - Shorewood

Frequently asked questions about Rover

The average cost of Dog Sitting in Shorewood is $22 per visit as of October 2026. Most bookings cost between $15 and $32 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,093 sitters on Rover offering Dog Sitting across Shorewood. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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:

  • 88% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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