Dog Sitting Shorewood

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

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Over 349
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: Melissa M.
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Melissa M.
from
$19
per visit
5.0 out of 5 stars
108 reviews
22 repeat clients
25 years of experience
Whitefish Bay, WI, 53211

Melissa is AMAZING and always goes above and beyond ❤️ my doggies love their visits with her and always look forward to dinner time when she’s here!

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Lauren F.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca did a great job and will be definitely booking with her again! She was on time and communicative during the time she was watching my cats!

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Zak K.
Sitter Profile Image: Laurie P.
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Laurie P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
119 reviews
49 repeat clients
36 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Laurie was very flexible and accommodating, professional, and friendly. She kept me updated with texts and pictures and took good care of Luna.

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Breana B.
Sitter Profile Image: Emily B.
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Emily B.
from
$12
per visit
5.0 out of 5 stars
1 review
1 repeat client
6 years of experience
Riverwest, Milwaukee, WI, 53212

About: ** Discounted rates as I built up reviews on this app!** I’m a true animal lover ready to give your pets the next best thing to your own love! My experience spans singlehandedly training a puppy during my teen years, caring for a 3 legged rescue, and my recent every day and extended dog sitting for my roommate’s 80 lb reactive Pitbull, I’m ready and happy to handle just about anything with compassion, care, and dedication! As a retail worker, my schedule stays flexible, so I’m a perfect candidate for both midday visits or long term stays. Whether your dog needs a multi mile walk or a quick potty break, I’m ready to make it work! As someone who also has childcare experience, I know how to be an unobtrusive, responsible, and respectful guest in your home. I value strong communication and can easily adjust my typical care style to your preferences and boundaries. I’ll be sure to always wipe those paws before letting your pup loose :)

Sitter Profile Image: Mikalanne T.
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Mikalanne T.
from
$18
per visit
5.0 out of 5 stars
57 reviews
20 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) My schedlue is fairly flexible. I am able to move clients around depending on your availability. This is my full-time gig as of now, so I take lots of pride in the care I provide to your pet(s). I have currently moved to Riverwest, this came with a fenced in backyard (yayyyy)! I live close to lots of parks, dog park (Rover west), and trails.

Sitter Profile Image: Sydney P.
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Sydney P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
23 reviews
15 repeat clients
12 years of experience
Wauwatosa, WI, 53213

Sydney is great! She was able to check in on my two pups multiple times. Sydney always leaves a detailed report and makes sure we get pics of the pups during her visits. We highly recommend her!

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Zach M.
Sitter Profile Image: Katarina N.
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Katarina N.
from
$15
per visit
4.8 out of 5 stars
18 reviews
14 repeat clients
10 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Kat was great! She took the time to get to know Lily. She was punctual, great communication, and she sent pictures. I would use her again for sure.

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Liz C.
Sitter Profile Image: Nicole & Scott G.
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Nicole & Scott G.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
30 years of experience
Glendale, WI, 53209

About: My husband and I have grown up with dogs. Although we don't currently have a dog, our family loves to fill the need for a dog by dog sitting and dog walking for friends and family. Our children adore dogs and love to treat visiting dogs as if they were our own. We are both home based and available during the day. I'm a stay at home mom that is able to let your pet out regularly. We have a large family (4 kids) and my husband works remotely, so although we are busy, someone is often home. We have a large, unfenced yard for your pup to play in. Walks, play and running outside are a standard part of our outdoor environment.

Sitter Profile Image: Jan H.
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Jan H.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
281 reviews
125 repeat clients
40 years of experience
Whitefish Bay, WI, 53217

Jan was fantastic! She was a pleasure to work with and so sweet with Poppy. We felt so comfortable having her spend time with Poppy. Jan sent great updates and pictures from her visit. Will definitely be asking her to help with Poppy in the future

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Nancy W.
Sitter Profile Image: Brett S.
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Brett S.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Northpoint, Milwaukee, WI, 53202

About: I am a certified veterinary technician and have been in the field for 4 years. I have experience with general practice, emergency and critical care, and wildlife rehabilitation. I am able to perform many nursing skills from the comfort of your home (medication administration, gland expression, nail trims, and more). I am willing to work with many species of small mammals and reptiles alike. Please feel free to message me for more details Pet care is my top priority in the hospital setting as well as the comfort of your home. At this time I am fully available to you and your pet care needs I am committed to the health, comfort, and safety of your animals in my care. Not only am I a certified veterinary technician but a fear free certified professional passionate for the least stressful approach for animal behavior and health

Sitter Profile Image: Hanna C.
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Hanna C.
from
$16
per visit
4.9 out of 5 stars
46 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: Alexandra I.
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Alexandra I.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
31 reviews
6 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

The pets seemed super happy with Alex’s visit, we’re so excited we found her here on Rover- gives us so much confidence and relief for our pets’ care needs for any future drop ins/stays. Super impressive she was able to get the puppies to cuddle up all together on her first drop-in, they clearly liked her a lot! The photos and updates were great little check ins to see the goobers acting well, enjoying some company, and resting happily. Alex is also amazing at following their specific care instructions and asking any questions to clarify or check for things. Communication is 1000/10, plus super responsive, attentive, and easy to coordinate with. Thank you!

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Stefanie V.
Sitter Profile Image: Cathy L.
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Cathy L.
from
$25
per visit
5.0 out of 5 stars
76 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Amazing job. So thoughtful and responsive. Even noticed and cleaned up an accident our older dog had while we were gone…goes above and beyond. Cathy is a rockstar!

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Geoff L.
Sitter Profile Image: Lucia M.
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Lucia M.
from
$14
per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

About: I’ve taken care of pets since I was 10. I have a golden retriever now and love all kinds of dogs. I grew up around dogs my whole life so I am very comfortable with them! I have 3 years of experience in dog walking as well as housesitting. I’m currently in college but my class schedule is light this semester and I am available the whole week. At home I have a golden retriever who I walk three times a day, morning, evening and night. At my house I have a fenced in backyard but I also like to take my dog for long walks as well. I am comfortable walking dogs long distances.

Sitter Profile Image: Maggie S.
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Maggie S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Riverwest, Milwaukee, WI, 53212

Excellent job taking care of my two pups

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Bo B.
Sitter Profile Image: Riley L.
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Riley L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

About: Hi! I would be an amazing pet sitter because I love animals. Ever since I was little I have had pets whether dogs, cats, ducks or turtles. I am currently in college and away from my dog Nalla so taking care of your pet would honestly be special for me too. One of the main reasons I am on rover is because I love to walk and hike and figured why not add a companion. Hi! I am currently on break from work and school so I can make anything work! I am available everyday of the week at any hours necessary! I sadly cannot have any pets in my home because I live in an apartment but I can take that out for walks in areas near me! I also am used to taking care of a dog when I am home so can do whatever the owner needs!

Sitter Profile Image: Celia K.
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Celia K.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I can walk and feed your dog. I like hiking so I enjoy walking outside. If you have a fenced backyard, I'll scoop the poop in the whole yard when the dog is doing their business and then play with them in their favorite style of play. I can also drive them for vet, grooming, day care appointments subject to our agreement on these services. I live and work downtown Milwaukee, including some days that I work from home. I have a lot of extra time that I can spend with your animals. I will walk dogs on leashes unless the client has a fenced yard and specifically tells me it is ok to let the dog out there.

Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
50 reviews
22 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Rebooked with Keisha for a couple of drop in visits with our dog! She was wonderful as always and we appreciate her so much!

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Riely J.
Sitter Profile Image: Kellie M.
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Kellie M.
from
$15
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
Shorewood, WI, 53211

We felt very at ease having Kellie drop in for our cat over the holidays. She was very professional, accommodating, and reliable. When we needed to adjust our travel plans due to weather, Kellie was very flexible and was great at communicating her availability. We were well updated throughout and our cat was very well cared for!

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Julia S.
Sitter Profile Image: Emily M.
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Emily M.
from
$60
per visit
5.0 out of 5 stars
41 reviews
10 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.
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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

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

Lindsay was so great with our boys! She made sure to send photos during every visit and was easy to get a hold of! We will definitely be booking with Lindsay again :)

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Gabi M.
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
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

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

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

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
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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.

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.

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    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

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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 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 August 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 August 2026, there are 2,169 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
  • 96% 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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