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.

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Sitter Profile Image: Jessica K.
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Jessica K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
44 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 B.
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Emily B.
from
$12
per visit
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: Alhana S.
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Alhana S.
from
$25
per visit
4.7 out of 5 stars
7 reviews
5 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.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
149 reviews
55 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Our kitty was in great spirits when we returned. It was evident that she had been well taken care of. Jackie was amenable to our requests and provided helpful and frequent updates. Thank you, Jackie!

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Kevin C.
Sitter Profile Image: Spencer T.
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Spencer T.
from
$12
per visit
3 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I have had pets all of my life, dogs when I was younger and until I moved up to Milwaukee, and I've had a cat for the last 3 years. I do my best to make sure pets feel cared for and loved. I have spent a lot of time getting my cat Sybil to "sit", "stand up", and "lay down". So I at the very least I have a lot of patience I currently work 9-5 but I work from home on Thursday and Fridays! So I have a pretty flexible schedule to take care of your pets. I make sure to follow your instructions to a T. I will likely not let them out of my sight for the duration of my stay with your pet.

Sitter Profile Image: Lindsay K.
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Lindsay K.
from
$16
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
4 years of experience
Lower East Side, Milwaukee, WI, 53202

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.
Sitter Profile Image: Kalina M.
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Kalina M.
from
$17
per visit
8 years of experience
Upper East Side, milwaukee, WI, 53211

About: Hi! I'm Kalina. I've been around animals my whole life, and they've always been a huge part of it. I've worked with rescue dogs and have experience with pets of all different personalities, so I know that every animal deserves patience, understanding, and care that's tailored to them. I have two cats and a deaf dog of my own, so I understand how much trust it takes to leave your pets with someone else. My deaf pup has taught me a lot about paying attention to body language, being patient, and finding what works best for each individual pet. Whether your pet is full of energy and loves to play or would rather curl up on the couch, I'm happy to follow their routine and make sure they feel comfortable while you're away. I'll treat them like they're my own and keep you updated with plenty of photos and messages so you never have to wonder how they're doing. I know our pets are family, and my goal is to make sure they feel safe, loved, and well cared for until you're back home. Care for your pet fits naturally into my daily routine because I have a very open and flexible schedule. That allows me to be available for morning, afternoon, evening, and weekend visits, and I can easily adjust my day to meet your pet's needs. Whether it's a walk, a drop-in visit, or spending extra time keeping your fur baby company, I'm happy to work around their routine to help them feel comfortable, happy and cared for. When I'm caring for pets in your home, my goal is to keep their routine as normal as possible so they feel safe and comfortable while you're away. I'll carefully follow any instructions you leave regarding feeding, walks, medications, potty breaks, playtime, and any other special needs or preferences. I've been around animals my whole life and have experience working with rescue dogs. My mom also fosters dogs, and I've cared for many of her foster dogs while she's away. That experience has taught me to be patient with dogs who may be shy, anxious, or still adjusting to new people and environments. I treat every home with respect and every pet like they're my own. I'll make sure they get plenty of attention, exercise, and affection, and I'll keep you updated with photos and messages so you can feel confident they're happy and well cared for while you're away.

Sitter Profile Image: Sofia G.
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Sofia G.
from
$15
per visit
10 years of experience
Milwaukee, WI, 53212

About: My experience ranges from small dogs, energetic and easy-going, to medium sized dogs, highly energetic and those with high anxiety. I work best with dogs that have basic training and a medium range of needs. I’m familiar with pets who take scheduled medications and have specific rituals to their daily routines. I am also a big cat lover. I have experience with my own cat of 19 years. I am well versed in her behaviors and also medical needs. I also have experience handling reptiles, like iguanas and bearded dragons. I would love to take great care of your furry friends and provide them with the care they deserve while you are away! I currently work at a hospital with a flexible work schedule. My week to week schedule can vary greatly depending on the workload I have pre scheduled. I would love to fit your care needs into my schedule and coordination is greatly important when it comes to taking care of these animals! I know each household has specifics to how they like they pet cared for; including the time they eat, how to handle the dog, doing/practicing certain commands when doing tasks, etc. I myself like to stick to a routine with my dog and would most definitely follow your own with the same respect.

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

Very responsive and attentive. I booked them last minute for an evening visit and they responded right away! They gave lots of picture/text updates and I felt like my pup was in great hands.

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Lauren C.
Sitter Profile Image: Amelia H.
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Amelia H.
from
$15
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: Anna D.
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Anna D.
from
$12
per visit
3 years of experience
Harambee, Shorewood, WI, 53211

About: Grew up with big dogs (a Great Dane was my first pet!) but have since had every size & shape in-between; worked for a small pet-sitting & dogwalking business prior to moving for college, and currently my husband & I have 2 cats at home so I have experience w/both <3 I'm currently in school fulltime online and have just finished an apprenticeship, and in the past, dogwalking was such a fulfilling way for me to be around animals I love while also staying active throughout the day, so this is a natural return to that for me ~ I can work in walks and drop-by visits into my school schedule while also accommodating the barista position I work part-time on weekends. I previously worked for a small business doing pet-sitting and dog-walking completely in client's homes, working independently throughout the day, and am very familiar with the bond of trust it requires! As a pet owner myself, my main goal is to make sure both you & your pet(s) feel comfortable and happy, and I believe communication is key.

Sitter Profile Image: Jodi C.
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Jodi C.
from
$18
per visit
5.0 out of 5 stars
36 reviews
11 repeat clients
40 years of experience
Harambee, Milwaukee, WI, 53212

Reliable and easy to communicate with! Would book her again!

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Jackie M.
Sitter Profile Image: Brigham M.
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Brigham M.
from
$14
per visit
10 years of experience
Downer Woods, Milwaukee, WI, 53211

About: I have taken care of many animals for 10+ years. I’ve raised 5 dogs, 3 birds and even a cat. I make sure they all get the love and attention that every pet needs and I will with yours too! I can’t wait to spoil them. I attend college at UWM and currently have classes monday and wednesday! I get out of my classes at 2 pm both days so it shouldn’t be a worry! I will give attention, love and care to any pet. I will gladly play with them, take them on walks, provide them with food and even take them outside. I treat every pet as I would want to be treated as one. (Wouldn’t that be awesome)

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

Ana was an incredible sitter, very thorough! She helped us out during a very stressful time and even came back to help to make sure that things were in order. I would fully trust Ana watching any of my pets again, and we can't wait to use her in the future. Thank you Ana for being so flexible, understanding, and amazing sitter for our dear cat Spoke!

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Josh J.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
from
$18
per visit
5.0 out of 5 stars
55 reviews
19 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: Terris R.
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Terris R.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Downer Woods, Milwaukee, WI, 53211

Terris was an excellent communicator and the dogs loved her. We will definitely use her again

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Jim O.
Sitter Profile Image: Lucia M.
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Lucia M.
from
$14
per visit
5.0 out of 5 stars
7 reviews
3 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: 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.
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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

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

Carrianne is truly the cat whisperer! She sends me several pictures of my cats playing and interacting with her. They always hide when anyone else comes over. They adore her!

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Cheryl A.
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

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

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

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
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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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