Pet Sitting in Oconomowoc

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 Oconomowoc 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: Brianna B.
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Brianna B.
from
$20
per visit
5.0 out of 5 stars
63 reviews
23 repeat clients
28 years of experience
Oconomowoc, WI, 53066

We highly recommend Brianna! We have booked her twice now to help with our cat while we’ve been on vacation and she has been timely and a great communicator.

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Micaela M.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
69 reviews
13 repeat clients
25 years of experience
Oconomowoc, WI, 53066

Kami was wonderful and took great care of our cats while we were away from home. She gave them plenty snacks and provided us with a thorough report on the wellbeing of our fur babies. 10/10 would use her services again 😄

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Riom K.
Sitter Profile Image: Brooke G.
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Brooke G.
from
$20
per visit
5.0 out of 5 stars
22 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.

Sitter Profile Image: Shay H.
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Shay H.
from
$20
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
25 years of experience
Summit, WI, 53066

She is literally amazing! 10 out of 10

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james h.
Sitter Profile Image: Ava B.
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Ava B.
from
$20
per visit
5.0 out of 5 stars
17 reviews
9 repeat clients
3 years of experience
Nashotah, WI, 53069

Ava took great care of Koda while we were in the Dells for the day! She stopped in our home and took her for 2 nice long walks. Thanks again Ava!

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Renee S.
Sitter Profile Image: Katelyn W.
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Katelyn W.
from
$15
per visit
5.0 out of 5 stars
25 reviews
10 repeat clients
8 years of experience
Oconomowoc, WI, 53066

About: I turn my passion for animals into a professional service. 🎓 The Credentials: B.S. in Anthrozoology & Former Vet Tech. 🐴 The Experience: Currently a Stall Cleaner & Professional Sitter for Harvey’s Homestead Keepers. 🐶 The Personal Touch: Mom to Lydia (a very social pup!). 🐰 The Range: Dogs, cats, horses, bunnies, birds, and exotics. I’m currently available for drop-ins, dog walking, and house sitting. I’m comfortable with medical needs and senior pets. Let’s give your pet the "five-star" treatment they deserve! Pet care isn’t just a job for me—it’s the heartbeat of my daily routine. I integrate your pet’s needs seamlessly into a structured schedule of feeding, exercise, and enrichment. My goal is to maintain the consistency they crave, ensuring they stay happy, healthy, and perfectly pampered while you’re away. I use my background in Anthrozoology to ensure every routine I build supports your pet’s specific behavioral and physical needs Your home is their sanctuary, and I treat it with the reverence it deserves. Beyond the science of my Anthrozoology degree is a deep respect for the bond you share with your pet. A Shared Language: I prioritize building a bond of trust with your pet, using gentle patience to ensure their time with me is the highlight of their day—never a source of stress. Total Transparency: Consider me your pet’s personal biographer! I’ll send frequent, heartwarming updates and photos so you never have to wonder how they’re doing. Safety is a Promise: From strict security routines to clinical-level hygiene, I guard your home and your companions as if they were my own. Your peace of mind is my greatest priority.

Sitter Profile Image: Natalie K.
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Natalie K.
from
$12
per visit
12 years of experience
Oconomowoc, WI, 53066

About: I have always had a dog growing up, so I learned from a very young age how to care for a pet. Friends and family have trusted me to take care of their dogs since I was around 12 years old. This includes stopping in the house to take them to the bathroom and feeding them, as well as giving medication if needed. Lots of snuggles and playtime too of course! I have taken care of dogs in the client's home for up to a week and cared for them at my home as well. No need to worry about any complex feeding schedules. I can manage it all. I am very comfortable with any age, breed, and sized dog! I have a one-year-old pup, so I am very familiar with training and puppy classes. I have volunteered at the humane society and when I was in high school, I job shadowed at a veterinary clinic. I currently work as a substitute teacher so my schedule is extremely flexible! During the summer months I am completely open. Weekdays and weekends any time of day. I make my own schedule so there will be no conflicts. I have a fenced in backyard with plenty of space for some off leash playtime! My dog loves to run around playing fetch with a ball or stick. I have a walking path across the street from my home and am walking distance to nature hill for some extra exercise. I always have water, waste bags and small treats with me when going on walks. (My dogs personal favorites are cheerios). I am comfortable walking with any leash, collar or harness. I have two kennels in my living room if your dog needs to be crated. At least one crate is big enough to fit a large or XL dog. I have a baby gate in front of my stairs, and the basement door is always shut. I personally love going to the pet store or drive thru to get my pet a pup cup! I would be more than happy to take your dog for an adventure and for some extra love and enrichment!

Sitter Profile Image: Alyssa F.
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Alyssa F.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

About: Hi! I’m Alyssa, and caring for animals isn’t just something I do, it’s something I truly love. Whether it’s a high-energy pup who needs a good walk or a senior pet who needs a little extra care, I’m here to make sure your pet feels safe, happy, and comfortable while you’re away. I pride myself on being dependable, attentive, and easy to communicate with. You can count on me to show up on time, follow your pet’s routine closely, and give them the same care and attention I would give my own. I have taken care of my families pets since I was just a child. I have worked as a dog handler at a day care and I have worked as a veterinary technician for several years taking care of primarily dogs and cats of all ages from new borns to seniors. My duties included administering medication, feeding, behavioral training, and assisting in surgery. I have spent my free time volunteering at shot clinics as well as walking dogs at the humane society. I currently have two dogs, an American bull dog named Simba who I rescued and a German Shepherd named Luka. We go for walks daily around the lake. Whether you need daily walks, check-ins, or last-minute help, I’m here for you. Let’s set up a meet & greet—I’d love to meet you and your pet! 🐶 I currently work full time on a third shift schedule. I am available a variety of hours from the early morning as well as early afternoon into the evening. I take same day care requests, please reach out for last minute needs. I believe in taking care of others animals as I do my own. Making sure they are comfortable and their needs are met is my top priority. Building trust and providing a safe environment for them to feel right at home. During the summer months, if the temperatures are above 80°and/or the humidity is high, I will shorten walks to 15 minutes or less due to safety reasons. This will heavily depend on the condition of each dog. If the temperature is 90 or above, I will not accept dog walks as that is dangerous for your pets safety and well-being. If you’d like me to still drop in for a visit. I am more than willing to stop by to let them outside for a potty break.

Sitter Profile Image: Lisa B.
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Lisa B.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Oconomowoc, WI, 53066

Lisa is an amazing pet sitter. She communicates regularly and details, which i needed. She sends really good photos and videos that I enjoyed!! My 2 cats loved her, I could see it in the videos. She is reliable and keeps everything tidy. And she is willing to do extra things if needed. She is the perfect pet sitter for me and my cats!! Julie Keck

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Julie K.
Sitter Profile Image: Ella W.
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Ella W.
from
$14
per visit
10 years of experience
Oconomowoc, WI, 53066

About: Hi, I’m Ella, and pet care isn’t something I just do, it’s a huge part of my identity and something I continue to explore as I pursue veterinary school! From the outgoing border collie to the chillest basset hound, I’m ready to take on whatever your fur-baby needs! 🎓 Schooling: Currently in undergrad pursuing a pre-veterinary degree—specializing in horses 🌻 Experience: Ran a pet care business since I was in middle school in my neighborhood. Currently training and studying horsemanship! 🐴 Critters: Horses, dogs, and cats I currently work as a horse trail guide and vet assistant. When I’m available, I can take requests both in the early morning, afternoon, and nighttime. 🏥 I treat every pet in my care with the same attention, compassion, and dedication that would give to my own pets. My goal is to make sure they feel safe, comfortable, and cared for while you’re away. Building trust with both pets and their owners is extremely important to me, and I strive to create a positive, stress-free environment where your pets can feel at safe.

Sitter Profile Image: Ramsey S.
Verified Enhanced Background Check
Ramsey S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
51 reviews
12 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Ramsey did an excellent job caring for my two cats. I’d trust them with her any time. Came home to find littler boxes and food bowls clean. I can tell she played with the cats during the drop in visits. Thanks, Ramsey!

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Tara F.
Sitter Profile Image: Hannah A.
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Hannah A.
from
$20
per visit
4 years of experience
Oconomowoc, WI, 53066

About: I’ve been around dogs my entire life and have always loved caring for animals. My pet care experience started in high school while babysitting for a family who had a dog. They would often ask me to walk and help care for their dog while watching the kids, which helped me become comfortable handling dogs of different personalities and routines. I’ve also completed multiple overnight stays and extended pet sitting jobs where I cared for pets in their homes, making sure they stayed happy, safe, and on schedule while their owners were away. More recently, I got my first dog of my own and have been fully responsible for his daily care, training, exercise, and routine while balancing school and work. Having my own dog has given me even more hands on experience and strengthened my understanding of the patience, consistency, and attention pets need every day. I care for a dog with anxiety who requires special medication and extra attention. This experience has made me very flexible, patient, and attentive to detail. I’m used to closely monitoring behavior and making sure his routine, comfort, and needs are always taken care of. My dog has access to his crate, bed, or can sleep upstairs with me, whichever makes him most comfortable. His crate is his safe space where he likes to relax and decompress. Safety is very important to me. Since our yard is not fenced, my dog is always supervised outside and kept on a leash. I also stay alert to wildlife in the area to keep him safe, since he’s a small dog. When caring for another person’s pet, I ask for written care instructions and prefer to meet the dog beforehand so both the pet and I feel comfortable during the transition.

Sitter Profile Image: Julie E.
Verified Enhanced Background Check
Julie E.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
47 reviews
9 repeat clients
40 years of experience
Oconomowoc, WI, 53066

Felt very comfortable having Julie check on the dogs. Julie was willing to come to the home to visit with us before we engaged her services. Will definitely use her services again.

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Connie T.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$25
per visit
5.0 out of 5 stars
50 reviews
14 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was amazing and gave us such peace of mind while we were away. One of our cats was a stray and hides whenever someone new is at the house. She took the time (and effort) to find him under one of the beds and just talk to him! The pictures and updates were so great to receive. Will not hesitate to use her again!

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Julie D.
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$15
per visit
40 years of experience
Oconomowoc, WI, 53066

About: I have cared for animals my entire life and truly believe they are part of the family. Over the years, I’ve had hands-on experience with many different types of pets, including cats, dogs, birds, horses, chickens, rabbits, guinea pigs, amphibians, and more. Animals are my passion, and caring for them genuinely brings me joy. Whether it’s providing companionship, playtime, feeding, or making sure they feel safe and comfortable while you’re away, I treat every animal with the same love and attention I would give my own pets. You can feel confident knowing your pet will be cared for by someone who is experienced, attentive, and truly loves animals. Pet care fits very naturally into my daily routine, and I prioritize making sure animals receive attentive and reliable care. I am currently available during the day, which allows me to be flexible and attentive to your pet’s needs. On weekdays, I do drop off and pick up my two children from school (ages 8 and 10), but outside of those short times my schedule is very open. This allows me to provide consistent care, visits, playtime, feeding, and companionship for your pets. Because I structure my day around the animals I’m caring for, you can feel confident that your pet will receive dependable attention and thoughtful care while you’re away. I prioritize safety, comfort, and trust when caring for pets, whether they are in my home or their own familiar environment. My home sits on nearly one acre with an unfenced yard, which allows for plenty of outdoor play and exercise. Dogs can enjoy time outside on leash, and off-leash play can be discussed depending on the dog’s training and owner preferences. Inside my home, my own pets have separate spaces, which allows visiting animals to be safely and comfortably separated if needed. This helps ensure a calm and secure environment for everyone. I am also happy to care for pets in their own homes. I am very respectful of clients’ homes and always follow instructions carefully to maintain your pet’s normal routine. Whether in my home or yours, I provide attentive care including feeding, playtime, companionship, exercise, and administering medications if needed. My goal is always to make pets feel safe, comfortable, and well cared for while you are away.

Sitter Profile Image: Molly S.
Verified Enhanced Background Check
Molly S.
from
$25
per visit
5 years of experience
Oconomowoc, WI, 53066

About: I’ve grown up around dogs and have experience caring for pets in multiple homes. I regularly stay at three different families’ houses when they go out of town, and each family has two dogs that I care for by feeding, walking, playing with, and keeping them company. I also have two dogs of my own, so I’m very comfortable around different personalities and routines. In addition, I help my grandma care for her Rover dogs and have experience helping train my own puppy. I’m dependable, organized, and genuinely love spending time with animals. I currently nanny during the day, but I still have plenty of time for pet care throughout the week. I’m available for drop-in visits with the kiddos during the day, free most evenings and nights, and available on weekends as well. I genuinely enjoy spending time with animals, so pet care fits naturally into my routine and is something I look forward to. I always want pets to feel safe, comfortable, and cared for while their owners are away. I pay close attention to routines, feeding schedules, litter boxes, walks, medications, and any special instructions to make sure each pet gets personalized care. Growing up with three cats and currently having two dogs of my own has made me very comfortable around animals and attentive to their different personalities and needs.

Sitter Profile Image: Brenna C.
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Brenna C.
from
$15
per visit
17 years of experience
Summit, WI, 53066

About: Hey there! I’ve grown up with dogs and had lots of cats all of my life! I would be happy to help you out with your loved family members! I’m great with drop ins, as well as staying at your house for overnights. I have availability every day, except for Tuesday and Wednesdays. Please let me know if I can be of any assistance with your fur babies! ❤️ Pet care fits into my routine because I only work Tuesday Wednesdays. I don’t mind dropping in to say Hi to pets, let them out, or take them for a walk. I care for your pet as if they were my own💕 pets are part of our family!!!!! I have 3 dogs of my own which mean the world to us!

Sitter Profile Image: Bill S.
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Bill S.
from
$16
per visit
5.0 out of 5 stars
3 reviews
55 years of experience
Oconomowoc, WI, 53066

Bill took good care of our cat. It was great that he was avaliable when we need him.

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Joseph T.
Sitter Profile Image: Jenna S.
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Jenna S.
from
$30
per visit
4.7 out of 5 stars
19 reviews
6 repeat clients
16 years of experience
Oconomowoc, WI, 53066

Jenna was fantastic with our 3 dogs for daily check-in visits. She has a great personality and is very timely and professional in her work. We'd definitely use her again for dog sitting and highly recommend her!

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Chad R.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
25 years of experience
Delafield, WI, 53018

About: I have been taking care of dogs and cats since I was 5, my sister is a vet and I always have access to ask her any questions if something were to ever happen, I hope to own my own hobby farm one day! I currently a work at Wctc and my hours are 4pm to 9pm Monday thru Thursday, off Fridays and 730 am to 430pm Saturdays, off Sundays I am available before and after my shifts. For my own pets I have a fenced in yard for them, I wash there faces and paws everyday, I feed them and bath them. I follow any instructions given to me by a clients, weather its about dietary restrictions, exercise requirements, meds etc

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Over 210
pet parents in Oconomowoc have booked pet sitting

Oconomowoc pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Ramsey took great care of our dog and was a terrific partner. When our dog proved to be a bit scared and anxious, Ramsey talked us through some potential solutions and was very calm and caring throughout. Would definitely recommend her.

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

Nicole was amazing! Super caring and reliable, and my cats loved them right away. Also loved getting updates and photos while I was away. Highly recommend!

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

Lilliana was great with my cat and communicated well! I would definitely trust her to watch him again.

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

Erin is a godsend for pets and their caretakers. She’s communicative, caring, gentle, and as someone who needed extra help while under serious medical care - was very very clean and kept my cats litter boxes and surrounding area spotless. She’s reliable and considerate.

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

Thank you Lisa for being an amazing pet sitter! I appreciate your communication. Also, extra tip for going back to empty our cooler! lol

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

I book Courtney almost every week when I work late and I can always count on her to give my dogs the attention they deserve while I’m gone.

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

Sent amazing photos! Let my dogs out for me while I’m at a long shift! They seem so happy and comfortable.

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

Adam was wonderful with our cat and took extra care to make sure she was taken care of while we were away.

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Bonnie S.
Drop-In Visits
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The median cost per night for pet sitting in Oconomowoc is $20

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Sitters in Oconomowoc average 6
repeat pet sitting clients

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 Oconomowoc 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 Oconomowoc 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.

As of Jun 2026, there are 168 pet sitters in Oconomowoc. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Oconomowoc pet sitters respond in under an hour.

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

Rover makes it easy to find Oconomowoc 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

There are 168 pet sitters in Oconomowoc on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.

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.