Pet Sitting & Drop Ins In Cooper Park

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Cooper Park pet sitters

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: Michelle Y.
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Michelle Y.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
100 reviews
29 repeat clients
16 years of experience
Cooper Park, Milwaukee, WI, 53222

Michelle is so kind and patient with my very energetic puppy. She’s punctual and follows directions! Bailey loves when she comes by! We will continue to use her!

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Kelly H.
Sitter Profile Image: Kathy S.
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Kathy S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
235 reviews
61 repeat clients
40 years of experience
Wauwatosa, WI, 53213

Have rebooked Kathy a few times because she takes such great care of my kitties. She’s also very accommodating when I ask for other little things, like feeding the fish, and watering plants.

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Melissa A.
Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
69 reviews
31 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

Chelsea was great! So responsible and caring. Recently, our kitty started needing 2x daily medications. Chelsea gave him his meds no problem and sent pictures during every visit, which we really appreciated. It was nice coming home to fresh water bowls and happy and medicated cats!! Our lady cat who normally gives us lots of attitude when we get home was happy to see us. We will definitely ask Chelsea to stop in on our kitties again!

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Alan G.
Sitter Profile Image: Olivia V.
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Olivia V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
12 reviews
7 repeat clients
15 years of experience
Milwaukee, WI, 53226

So reliable and communicates so effectively. Highly recommend!

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Danielle H.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Initially, Ivy came over for a meet and greet and our dogs took to her quickly, which is always a huge sign for me! Since then she’s been accommodating, personable, easy to communicate with and great with our dogs! I’d highly recommend her!

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Trista B.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
15 years of experience
Wauwatosa, WI, 53213

Liz was amazing! She was so sweet to our two cats and took excellent care of them. She also took her son over to visit them one night and he was great with them. Can’t recommend her enough, we are immediately rebooking for our next weekend trip.

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Jackson H.
Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
44 reviews
12 repeat clients
26 years of experience
Milwaukee, WI, 53210

About: 👋🏼 Hello! My name is Krystal and I am a dog lover who has taken care of dogs for 25+ years. I have 2 male poodle mixes, Adobo and Charley.💙 They’re social boys who love company, but respect boundaries if their furry friends don’t want to play. I work from home and walk my dogs 2 times a day (or 1 long walk) and we also enjoy hiking or playing in our fenced-in backyard. Your furry friend will have activity, company, and love while under my care! ☺️ 👩🏻‍💻 Working from home full time gives me the flexibility to easily fit pet care into my day, allowing me to provide regular attention, walks, playtime, and companionship. Please feel free to send a message to check on my availability! 🐕‍🦺 I have a large fenced in yard and friendly dogs, Adobo and Charley, that can keep your furry friend company with play or lounging. I can crate if needed.

Sitter Profile Image: Kaitlyn K.
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Kaitlyn K.
from
$16
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Cooper Park, Milwaukee, WI, 53222

Kaitlyn took the time to get to know our boys and really seemed to make an effort to understand them. Communication was easy and we trusted her with our boys!

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Hannah W.
Sitter Profile Image: Joseph D.
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Joseph D.
from
$15
per visit
4.8 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

About: I’ve been looking after fluffy frens of all shapes and sizes from a young age. My time doing a full house/dog sitting gig was for my grandparents and their French bulldog, Sugar (miss you, Sugs!). Since then I have been the go-to for my friends and family for taking care of their for legged family. I make sure your fury family gets the love and care they need, whether you just have one smol dog or a pack of greyhounds. I currently had a stretch of rough health luck, but my ails are your pups gain! I’m currently on the mend, and it’s going well, but between jobs, so my schedule is wide open. I’ll have the time to give your pups the TLC they deserve! Currently unavailable to board pets at my house, but I will make sure to treat all pets in a safe and caring way. I’ll treat them like a newborn baby, because hey, in a way they are!

Sitter Profile Image: Jeffrey K.
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Jeffrey K.
from
$14
per visit
30 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Grew up an animal lover with multiple dogs and cats over the course of my life. Long story short, I have experience with puppy life, shelter life, low energy, high energy, etc. I just love animals and look forward to taking care of yours I work full time as a school counselor but understand what it takes to be a healthy dog owner. This means a walk in the morning before I leave, a walk when I get home after work, and depending on a lot of other factors maybe one late maybe not. On weekends I'm a a homebody which is why I signed up for this. I will get out of the house to walk my girl or take her on an adventure to the dog park, trail walk, etc. Otherwise I like just hanging out and playing video games. My girl has a crate in the family room but I also repurposed a spare bedroom into a doggy friendly room. I wasn't using it for any reason so figured why not make it dog friendly for my girl and others. I also have a fenced in yard that I can easily let her and other dogs out. It is big enough to be able to throw a ball around as well.

Sitter Profile Image: Margaret D.
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Margaret D.
from
$15
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Having pets all my life has given me pet care knowledge and ability to care for pets of all ages and abilities. I have had cats, dogs, bunnies and fish (currently a single cat household) throughout the years. While in college I worked as a Vet Tech and did pet sitting for clients of the vet clinic. Your pets will be loved and cherished in your home or in mine. I provide all levels of service from dog walking, drop-in daily visits, boarding or medical care visits. Currently working full-time as a pet sitter/dog walker. Available all day for all levels of service from daily walks, drop-in and medical care visits and boarding. My home is a smoke-free, fenced in yard, single cat household in the Milwaukee/Wauwatosa area. Willing to travel to provide boarding services in your home if needed. Any location in the Milwaukee area and within 30 miles.

Sitter Profile Image: Kelsey H.
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Kelsey H.
from
$19
per visit
5.0 out of 5 stars
82 reviews
22 repeat clients
13 years of experience
Mount Mary, Milwaukee, WI, 53222

Kelsey is our go-to pet sitter! She is always responsive, flexible, and so attentive to our pets. Even our neighbor commented to us on how our sitter goes above and beyond!

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Becky W.
Sitter Profile Image: Lexi K.
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Lexi K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
136 reviews
45 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

Lexi has always been great with our two kitties, super responsive and kind. She goes above and beyond every time we are out of town and couldn’t recommend her more!

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Auburn L.
Sitter Profile Image: Brooke L.
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Brooke L.
from
$25
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Cooper Park, Milwaukee, WI, 53222

Brooke watched my cat Douglas while we were out of town and she did an excellent job!! She provided detailed reports of he was doing and took lots of pictures. She cuddled and played with him every visit and followed the feeding instructions we gave her perfectly. It was such a relief knowing Douglas was in great hands 😊 definitely will be utilizing her services again!!

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Kjersten P.
Sitter Profile Image: Sheila T.
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Sheila T.
from
$14
per visit
20 years of experience
Kops Park, Milwaukee, WI, 53222

About: I’ve cared for animals my whole life as I’ve had cats and dogs from a very young age. I’m the girl at the party that goes straight to the animal in the room 🤣 I treat every animal I encounter as if they were my own. I am self employed so my schedule is very flexible. My work week changes day by day but I have a lot of time in the mornings and evenings. I treat your pet as if they were my own. They are one of the family because all animals are precious to me. I treat all pets with kindness, empathy, patience and gentleness.

Sitter Profile Image: Diana R.
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Diana R.
from
$20
per visit
5.0 out of 5 stars
1 review
1 repeat client
19 years of experience
Kops Park, Milwaukee, WI, 53222

About: I take the time to understand each dog’s personality, energy level, and comfort needs, especially for shy, anxious, or senior dogs. I focus on calm, structured walks, positive reinforcement, and safety rather than rushing or overstimulating pets. I’m gentle, reliable, and treat every dog as if they were my own, making sure they feel secure, cared for, and happy on every walk. Since I run my own business, I can adjust my schedule to give pets all the attention they need. I love spending time walking, playing, and caring for them, keeping their space tidy and cozy, and making sure they feel safe, happy, and loved every day. I care for pets with attention, safety, and love, both in my home and in my client’s home. I have one dog, two cats, and a tortoise, so I’m experienced managing different needs. My home is pet-friendly with plenty of space to play and a fenced backyard for safe outdoor time. I live near a park and a dog park for walks and socialization. I’m especially careful with special needs, like my cats’ prescription diets, and always make sure pets feel comfortable, happy, and well-cared for.

Sitter Profile Image: Mary N.
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Mary N.
from
$14
per visit
5.0 out of 5 stars
19 reviews
2 repeat clients
6 years of experience
Wauwatosa, WI, 53213

About: I have a diverse experience of taking care of dogs. One of my previous jobs was working in a dog daycare/kennel where I took care of dogs of all sizes and temperaments. I have been a dog walker and sitter for many years now, and have been around dogs my whole life! I currently own a mini poodle puppy! I am currently a full time student and can help walk your dog on weekends, holidays, and some odd days throughout the week. My schedule does change, so I can’t provide consistent care, but would love to help out when I can! I take dog walking very seriously, and make sure that the dog’s safety is prioritized. It make sure to be very observant of the dog’s surroundings and temperament, and will be ready to pivot whenever necessary. Communication is very important to me, so I am as prepared as possible for every situation.

Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$14
per visit
5.0 out of 5 stars
4 reviews
5 years of experience
Mount Mary, Milwaukee, WI, 53222

Alyssa was absolutely lovely and did an amazing job checking on my girl. I would definitely recommend her and will be asking for her service in the future! 😄

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Priscilla G.
Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Golden Valley, Wauwatosa, WI, 53222

About: I’m the designated dog walker for family and friends because I love going on walks, and dogs love coming with me! I grew up with a dog but only have two cats of my own— so I miss having that four-legged friend to go with me! I’d love to take your dog out for a walk/run, or just let them stretch their legs. Cat owners, I’m happy to give your kitties as much or as little space as they need while making sure they feel the love :) I don’t work Fridays or Saturdays, so I am free to help anytime then! Definitely looking to fill my Fridays up with some time outside, and I’d love to take your dog with me - or check in on your cat! I usually walk my parent’s and brother’s dogs (about 80 lbs each) so I know how to handle bigger dogs on leashes who tend to stray from the sidewalk. I can clean up after them, feed them, and give them all the pets! For my cats at home, I love to play with strings or catnip - and can cater to their personality as need be.

Sitter Profile Image: Abigail P.
Verified Enhanced Background Check
Abigail P.
from
$20
per visit
18 years of experience
Wauwatosa, WI, 53226

About: Hi, my name is Abby! I am looking for a flexible summer job before I start full-time as an auditor in the fall, and I thought animal care would be a good match! I have had many pets throughout my life. There was always at least one dog and one cat at a time, usually many more. I have a deep, genuine care for all animals, and love to give them the love and attention they deserve! This summer I am studying for my CPA license! I have some vacations sprinkled in for the summer as well, but beside those and studying for a few hours a day, I will have plenty of time to take care of and play with your pets! I am available Mon-Fri, 8am-4pm, weekends and hourly exceptions available upon request! My complex unfortunately does not allow pets, so the caretaking would be happening in your home or neighborhood. I will be respectful of your house rules and rules for your pet. I will only be in your home when necessary. I will only use your pet's toys and harnesses as to not cross-contaminate with other pets. I will do my best to accommodate any other request as well.

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Over 51
pet parents in Cooper Park have booked pet sitting

Cooper Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Charlotte came to do a meet and greet, and then was very quickly available for a drop in visit! She has great communication and Lenny loves her!

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

Olivia took excellent care of our five-year old Akita, Maya, while we were away for a few days. She came to our house multiple times each day to feed, walk, and just hang out with Maya. This was the first time we ever travelled without taking Maya with us, so naturally we we were nervous. However, Olivia connected with Maya right away and put our concerns to rest. We highly recommend Olivia to anyone else who may be looking for a caring and responsible person to watch their dog.

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

My shy cat and I both think Kelsey is a great pet sitter. The photos and updates were much appreciated. We can’t wait to hire her again!

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georgi j.
Drop-In Visits
5.0 out of 5 stars

Our second time using Kathy and her reliability, amazing communication and thoughtfulness put our minds at ease knowing how well our cats and home were taken care of while we were away. We HIGHLY recommend Kathy and feel lucky to have found her :)

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

Ivy is so accommodating and lovely to work with! She sends the funniest and most creative pet updates too. I can tell my doggo loves spending time with her :)

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Julia _.
Drop-In Visits
5.0 out of 5 stars

Christina brought so much peace of mind with her visits over a week. She sent pics each day and gave an update on how the cats were doing! I would definitely recommend her for anyone seeking care!

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

Sydney took great care of my cat, Rocco! I will definitely ask her to watch him again in the future!

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

I’ve had a great experience with Ana! My dogs liked her immediately during our meet and greet, and I could tell she knew her way around bigger dogs. Communication was super straightforward and fast - she even asked how often I want updates, which I really appreciate. Ramses was very relaxed when I came home after Ana’s visit. I’ll definitely be booking her again!

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

Katelynn was wonderful! She took great care of our two cats, and we felt very comfortable being away with her help. She is very responsive, gives detailed reports from her visits, and takes cute photos! We highly recommend her!

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

Alyssa was available last minute and truly grateful for that! She was thorough and so helpful. Glad you got to meet our baby! Thank you again!

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Sheila T.
Drop-In Visits
5.0 out of 5 stars

Michelle always gives great feedback during her drop in visits that make us feel like our pup is in great company! :) we’ve booked her twice for some drop in visits and we love having her!

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

Leilani is an amazing sitter. She keeps me updated, ends pictures and loves on my little guy, noticing changes in his behavior and demeanor but most importantly, he knows he too and feels comfortable with her :)

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

Great experience, Margaret sent frequent updates and seemed to genuinely want our cat Bunsen to be well while we are away. We appreciate that she was reliable, timely, and responsive. Would highly recommend!

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

Chelsea did an amazing job taking care of Samara and provided me with updates with everything regarding my dog. Super easy to communicate with and I can tell she really loves animals

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

Emma is great with our puppy Lenny! She has a flexible schedule and is able to drop in frequently throughout the week. She always send a picture or 2 which we love :) Thanks Emma!

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

Lexi was a very dependable dog sitter while we were away for the weekend. She was kind and patient with my doggie who can be a little lazy, she checked in on time and sent details and photos in a timely fashion. I felt that my doggo, Mama Zoe, was very safe with Lexi. Thank you, Lexi!

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

Grateful for Aiden and all she did for us while we were out of town. It was a relief to know my cat was so well cared for and I wouldn't hesitate to recommend Aiden to anyone. I'm not even sure my cat is happy we're back - I think she misses Aiden 😊.

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

Chris is the best! He's so easy to work with and flexible with his availability. Anytime I'm traveling out of town, I don't even think twice and just reach out to him. Freddie seems to get along well with him as well.

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aakarsh t.
Drop-In Visits
5.0 out of 5 stars

Cindy had been wonderful! She asked questions about Vladimir’s schedule, behaviors, even where he likes to sleep. She pays close attention to directions and details and is an excellent communicator! I feel very comfortable leaving Vladimir in her care. I know he will be loved on, cared for, and is safe. Vladimir loved her immediately and we’re lucky to have found her!

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

Elizabeth always goes above and beyond to care for our dogs. You can tell this is her priority above all else, and always ensures they are safe and taken care of. 10/5 would recommend

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Chris K.
Drop-In Visits
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The median cost per night for pet sitting in Cooper Park is $20

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Pet Sitting FAQs

Frequently asked questions about Rover

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

If you’re searching for a Cooper Park pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Cooper Park.

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

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

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

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.