Dog Sitting in Shorewood

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Top rated Shorewood dog sitters

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Sitter Profile Image: Rebecca M.
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Rebecca M.
from
$14
per visit
5 years of experience
Upper East Side, Milwaukee, WI, 53211

About: I’ve been caring for dogs for over 5 years, and I truly love getting to know each pet’s personality and routine. Friends, neighbors, and family have trusted me to walk, feed, play with, and stay with their pets while they’re away. I especially enjoy longer stays because it gives dogs time to feel comfortable and settled, and I love being able to build that trust with them. One of my favorite parts is taking dogs on enriching walks, keeping them active, engaged, and happy, and making sure they feel safe, loved, and well cared for while their owners are away. I work remotely, which gives me a flexible schedule and allows me to give pets plenty of attention throughout the day. I’m able to keep up with walks, feeding schedules, playtime, potty breaks, and companionship, especially during longer stays when consistency and routine are important. I always try to make pets feel as comfortable and relaxed as possible by sticking closely to their normal routine and giving them lots of attention and care. I pay close attention to each dog’s personality, energy level, and needs to make sure they feel safe, happy, and comfortable while their owners are away. I’m attentive on walks, respectful of clients’ homes, and committed to providing reliable communication and updates throughout each stay.

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 is wonderful! Helps us with our three kitties when we need it!! Good communication, thorough!!

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Caitlin W.
Sitter Profile Image: Acacia L.
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Acacia L.
from
$14
per visit
5.0 out of 5 stars
4 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: Sydney S.
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Sydney S.
from
$16
per visit
10 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I have gained first-hand experience with dogs & cats since I was born. My family and I have owned multiple breeds & personalities of dogs. I helped cat-sit & dog-sit for family & friends throughout high school & continue to do so. I love all animals no matter breed, size or personality. I have a flexible schedule and can work with majority of requests. Weekdays and weekends are fine. I have reliable transportation to accommodate your needs. I am looking to care for pets in client's home only. I am happy to follow whatever safety/security measures they have set up/establish with me.

Sitter Profile Image: Nora F.
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Nora F.
from
$16
per visit
10 years of experience
Milwaukee, WI, 53211

About: Hi my name is Nora! I'm 21 years old and recent grad from University of Wisconsin Milwaukee. I have lots of pet sitting experience. I have house-sat while taking care of more than three pets, including cats and dogs. I have experience caring for senior dogs and administering medicine and pills. At my own home I have 2 rescue dogs. In addition, I'm very comfortable taking care of puppies I have potty trained and crate trained dogs in the past. I am comfortable with both cats and dogs. I LOVE animals, they are so nurturing and smart and it is so fulfilling caring for animals. I currently work part-time so my schedule is very flexible and I am very adaptable. I am communicative and can always find the best solution. I currently work only about 20 hrs a week allowing for lots of time to walk and care for pets! I am a very gentle and caring pet sitter I strictly follow the client's instructions and ask questions when needed. I like to ensure that the pets I sit for are very comfortable with me.

Sitter Profile Image: Hanna C.
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Hanna C.
from
$15
per visit
4.9 out of 5 stars
44 reviews
5 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Hanna did a wonderful job taking care of my two cats while I was away on vacation! She was prompt, communicated very well, and sent lots of photos. I would highly recommend her to anyone looking for a pet sitter!

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Aisling N.
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: Ana B.
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Ana B.
from
$19
per visit
5.0 out of 5 stars
214 reviews
37 repeat clients
11 years of experience
Shorewood, WI, 53211

Ana always takes great care of the pups, and keeps me in the loop with details and photos. They love her too - as they give her all the snuggles, which they don’t give out easily 😅😅

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Savannah H.
Sitter Profile Image: Hope S.
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Hope S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
51 reviews
25 repeat clients
15 years of experience
Riverwest, Milwaukee, WI, 53212

We can't say enough wonderful things about Hope! We hired her to care for our cat Tiki while we were away on an extended vacation, and she exceeded every expectation. From the start, Hope took the time to truly get to know Tiki, who needed extra attention and engagement. She worked with us to build a personalized visit plan, and her ability to read Tiki's moods and adjust accordingly was remarkable — whether that meant an active harness training session or simply curling up together when Tiki needed comfort and cuddles. That kind of intuition and attentiveness is rare and made such a difference. Her communication throughout our trip was consistent and reliable, giving us complete peace of mind while we were away. If you're looking for a cat sitter who will genuinely connect with your pet and give them exactly what they need, we would recommend Hope without hesitation, and plan to hire her again!

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Nick P.
Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
40 reviews
11 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: Allison B.
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Allison B.
from
$13
per visit
20 years of experience
Milwaukee, WI, 53211

About: I’ve had a dog since before I can even remember. My first dog was a lab. He was the best dog ever. I took him on walks and did all the chores for him when I was younger. I now have three dogs. One is a pitbull, one is a Shih Tzu, and one is a Yorkie. I love playing with them outside taking them on walks, especially love when my pitbull comes on camping trips with my family overall I am super good with dogs and I also extremely love cats too. I love all types of animals. I’m currently working part-time mornings so I’d be able to care for your pets either after work when I do work or on my days off in the morning for sure! I typically work 2 to 3 days a week If you’re at work and just need somebody to come and give your pup, some love or take them out to use the bathroom or get a little exercise. I’m 100% the person for you and your dog!!

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

Jessica was able to come on short notice and even cleaned up my puppies potty accidents on the carpet while helping to potty train. Thanks for watching my still in training puppy and also for taking the time to correct him and clean up after him. I will defiantly be hiring again!

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Sherry D.
Sitter Profile Image: Erin S.
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Erin S.
from
$15
per visit
1 repeat client
2 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I have been a private walker in the past and I am joining rover to be part of a larger platform. I grew up with dogs of all kinds and love meeting new furry friends! I currently have a full-time job and I am available for pet care from 6-7:30am and after 4:30pm. I have lots of flexibility and availability on the weekends as well! I currently live in an apartment with two cats. I am happy to come to the pets home and help with whatever care is needed.

Sitter Profile Image: Abigail L.
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Abigail L.
from
$20
per visit
5.0 out of 5 stars
413 reviews
115 repeat clients
7 years of experience
Riverwest, Milwaukee, WI, 53212

Abigail was terrific with my sweet cat Ladybug! I was incredibly grateful for her willingness to help me out over the Thanksgiving holiday. She sent me updates to put my mind at ease, including lots of pictures of Ladybug! I really appreciated Abigail going the extra mile and playing with Ladybug and cleaning her litterbox. It’s clear that she loves animals and it was clear that Ladybug loved having her! I look forward to booking again!

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Devin D.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

About: PREMIUM SERVICE: Recurring Daily Walks & Park Excursions I am currently accepting new recurring weekday clients for consistent, daily walks. I specialize in providing reliable, high-energy exercise for your dogs, including pack walks for multiple pets. Whether you need a standard walk or a dedicated 1/2 hour to 2-hour off-leash trip to local fully-fenced parks like Roverwest or Estabrook, I ensure your pups get the focus they need while you are away. This includes pick-up, drop-off, active playtime, and fresh water breaks—message me for custom booking rates. I have hands-on experience caring for dogs of all sizes, ages, and energy levels. I am fully comfortable managing multiple dogs at once, maintaining your exact routines, and ensuring each dog feels safe, exercised, and cared for. My approach prioritizes calm, structured movement, positive reinforcement, and clear communication with pet parents. I am highly experienced with strict feeding schedules, administering medication, building leash manners, and providing constant companionship. With your permission, my friendly Cavalier King Charles Spaniel, Bob, can join our outings to provide extra socialization and companionship, which is especially helpful for dogs with anxiety. Your dog’s comfort and individualized care are my top priorities. Please bring your pup with a secure harness instead of a collar for all outings; harnesses are significantly safer, more comfortable, and help keep your furry friend protected at all times. My daily routine balances client care with my own dog's needs. I schedule every morning, midday, and evening walks, ensuring every dog receives attention, exercise, and socialization while my small, friendly pup joins safely when appropriate. I provide attentive, loving care for pets in my home including feeding, walks, playtime, and safe socialization. My small, friendly dog can join walks for companionship and comfort with owner's permission.

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 awesome with the two cats. The two cats were very comfortable with her. Nick and Sam can be challenging and Whitney kept us informed with clear communication. She was very caring towards the cats. I will definitely ask her to care for Nick and Sam again!

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Anne D.
Sitter Profile Image: Sydney H.
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Sydney H.
from
$20
per visit
5 years of experience
Upper East Side, Milwaukee, WI, 53211

About: Hi there! I am a former pet groomer with lifelong experience loving animals of all kinds! I have worked with senior animals, puppies, cats, and combative animals with professionalism and levity for 5+ years. I am super excited to get to know you and your animals. I am currently working summer camp jobs, and therefore have plenty of time to take care of your pets! I am very excited to get to spend plenty of time with animals while I navigate a new move to the area! My previous job as a pet grooming assistant as well as babysitting animals in the past has given me a lot of experience in keeping animals safe and comfortable. I work extremely hard to understand animal behavior and body language in order to respect animals boundaries. I also prioritize safety when caring for other people’s animals because that is someone’s baby! It is important to me to do a job well, and that includes maintaining safety and care for all animals.

Sitter Profile Image: Isaac L.
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Isaac L.
from
$20
per visit
5.0 out of 5 stars
1 review
8 years of experience
Cambridge Heights, Milwaukee, WI, 53211

About: I’m extremely caring and listen to pets needs. I’ve cared for and helped out the smallest of cats to the biggest of dogs. I just wanna love on pets and make their life easy and fun. On Mondays through Fridays I am available before 8 am and after. 4 pm. I am free any time Friday through Sunday. Given enough time this can vary. I listen to my pets and meet them where they’re at while keeping them safe in/ out of the home. Animals are worth our attention, I do my best to do so.

Sitter Profile Image: Callie H.
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Callie H.
from
$14
per visit
7 years of experience
Cambridge Heights, Milwaukee, WI, 53211

About: I’ve grown up with dogs since I was little and have loved walking dogs since 7th grade and even more now that I’m in college and can’t see my own pups. I’m willing to be flexible, on time for your furry friend and take care of them like it’s my own. I’ve had experience with dogs of all sizes, ages and temperaments and am able to tend to your dogs needs on each visit/walk I work 25 hours part time while taking online courses so I have plenty of flexibility in my schedule to take care of your dog! Monday and Wednesday afternoons and Thursday and Sunday mornings are available 100% I will take care of each dog like they’re my own always making sure they have all their bases covered. Plenty of water, have been outside, walked, played with, or whatever assistance is needed!

Sitter Profile Image: Alhana S.
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Alhana S.
from
$25
per visit
4.7 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

Alhana was awesome! I would certainly boon with her again ☺️

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Karlee S.
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Over 327
pet parents in Shorewood have booked dog sitting

Shorewood dog parents share their Rover experiences

1 / 1
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

Alex is always on time, she’s super reliable, communicates thoroughly, and is very loving and attentive with our fur babies. Regardless of how shy or how excitable each one of them is, Alex gives them each personalized attention so they all feel comfortable and happy. By far the best pet sitter we’ve worked with and the most detail oriented as well (which is a huge plus considering we have three pets that each require different care in their own ways). We always feel confident and reassured when they’re under her care. Thank you, Alex!!🐾😊🐈‍⬛🐕🐕

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Stefanie V.
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

Carole (and Max!) were terrific help with twice-daily drop-ins to give an antibiotic -averse Great Dane his meds. They were patient and kind, in spite of his trixie wiles!

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Marjory C.
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

Angela was great. The animals loved her and she left good descriptions and pictures with every visit.

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Aidan F.
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

Jessica was wonderful and took such great care of our pets for us while we were gone for a week! She is a clear animal lover and bonus has the cutest pup of her own 😊 Would definitely recommend her pet services to anyone looking for reliable care!

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Anna H.
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
5.0 out of 5 stars

Being away from Shadow was really hard, but Carrianne was amazing and took great care of Shadow. I felt like Shadow was in good hands and appreciated the thorough notes and photos

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Urielle B.
Drop-In Visits
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The median cost per night for dog sitting in Shorewood is €20

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Sitters in Shorewood average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Shorewood on Rover as of Jun 2026 was about €20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

As of Jun 2026, there are 2,236 dog sitters in Shorewood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Shorewood dog sitters respond in under an hour.

Dog sitters in Shorewood have an average of 16 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Shorewood.

Rover makes it easy to find Shorewood dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 2,236 dog sitters in Shorewood on Rover, so you’re sure to find the perfect match for your dog! In Shorewood, 95% of dog sitters offer daily exercise, 97% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.