Dog Sitting Kenilworth

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

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pet parents in Kenilworth have booked dog sitting

Kenilworth, 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: Taylor W.
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Taylor W.
from
$12
per visit
4.7 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Skokie, IL, 60076

There was one missed visit out of 5. Taylor was apologetic & took care of the dogs as scheduled for the rest of the visits.

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Marilee E.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Evanston, IL, 60202

Kit was incredibly thoughtful and made sure to ask me questions about my pets’ needs that hadn’t even occurred to me to share. She sent lots of pictures and updates on my cats throughout my trip so I knew they were well taken care of. Could not recommend her more!!

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Josephine K.
Sitter Profile Image: Catherine A.
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Catherine A.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Evanston, IL, 60201

About: From zoos to animal shelters to animal hospitals, I’ve worked with all animals and I just can’t get enough with them! Whatever your pets needs, basic and specials, they will be in good hands with my excellent service, attention to detail, and reliability. I split time between the Evanston/Wilmette area and Des Plaines so let me know what you need and I’ll let you know if it’s feasible depending on the service! I work full time at an animal hospital. I rotate Saturdays and Mondays, working a morning shift one day and the other off. T-FR full 8 hour days. I have had plenty of success in petsitting with this schedule. If the gig is close enough to work, I can do a midday visit. If the gig is farther from work, then I will not do a midday visit. Keep this in mind when booking if your dogs need three walks a day. I stay overnight no problem! With dog walking or pet checkins, I will do them whenever fits with my schedule! Evenings and weekends are pretty much open. I make sure to keep a very clean space so that pets can’t get into anything, and I leave your home looking as though no one was even there. I always double check doors and fences and gates. I do like to brainstorm pet-safe enrichment for them too (comes from my zoo background). I keep their food and water bowls clean, and for dogs we do a lot of walks. 3-4 a day. If allowed, I like to take dogs for field trips like to forest preserves and dog beaches for extra exercise and a change of scenery. For nervous cats, I let them come to me. Normally with time they get a little more comfortable but I won’t force it. I send lots of video and photo updates to pet owners.

Sitter Profile Image: Riley K.
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Riley K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Evanston, IL, 60201

About: I have been pet-sitting for 7 years; caring for animals is my passion! My style of sitting is treating every pet as if they’re my own😊🐾 I am currently working a part time job, so I may have certain windows of availability—but I am more than happy to work with you on times :) In my clients home, I will follow all rules and guidelines relating not only to their pet, but also to respecting their space as well.

Sitter Profile Image: Jesse G.
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Jesse G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
9 reviews
6 repeat clients
33 years of experience
Skokie, IL, 60077

Jesse is a real sweetie with our cats. She was available and communicative and very caring towards our animals! Thanks Jesse!

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Ashley J.
Sitter Profile Image: Alyson W.
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Alyson W.
from
$20
per visit
5.0 out of 5 stars
6 reviews
18 years of experience
Evanston, IL, 60201

About: I'm attentive, detail-oriented, and generous with love and affection for all dogs I have the privilege to take care of. I have experience helping my family take care of our beloved dachshunds throughout my childhood (3 over the course of my life). I also have dog-sat for numerous families back when I lived in Minneapolis. I'm a dog lover through and through. I'm a busy grad student at Northwestern, so I can't have a dog of my own right now. Pet-sitting allows me to fulfill that desire for puppy cuddles when it fits my schedule! I have classes during the day and club activities at night, but lots of flexibility in my schedule to drive to pet sitting appointments. I would prefer to take care of dogs in their homes and go for walks in their neighborhood rather than stay in my small studio apartment. This makes the dog feel safe in their space. I am dedicated towards making dogs feel comfortable with me by following their existing routines and spending as much time as I can with them.

Sitter Profile Image: Gail F.
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Gail F.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
morton grove, IL, 60053

My cat loved Gail. I have had a few sitters, but Mars bonded with her. He was happier than after any other vacation. I plan on asking her to come back in October.

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Robert H.
Sitter Profile Image: Emily V.
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Emily V.
from
$16
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Skokie, IL, 60077

Emily has been such a wonderful support for our 5 month old puppy. His adjustment from summer mom to teacher mom has been eased with her drop ins. We love the cute photos and he is happy mid day!

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Kelle T.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$17
per visit
10 years of experience
Northfield, IL, 60093

About: I have had a 3 dogs over the course of my life and 1 in college with my housemates. I have also cared for my senior dog when she was terminal for a year which gave me a lot of different experiences than usual animal care. I treat every dog I see on the street like my own and always stop for pets! I am currently a nursing student looking to make extra money. The program is online so I am available often to help out with whatever you need. I understand how to do the feeding schedules, walking schedules, and daily updates for parents as I take care of my dog at home some days for my parents as well. I can easily crate your dog if needed or help with feeding. I am great at following instructions and will respect your animal and your home accordingly!

Sitter Profile Image: Anna D.
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Anna D.
from
$24
per visit
4.9 out of 5 stars
38 reviews
16 repeat clients
16 years of experience
Winnetka, IL, 60093

Anna took care of my two pups while I was out of town. They are 14 and 11, so it made us feel much more at east to know they were comfortable in their own home in Anna's care. She communicated with us regularly and sent photos of the pups enjoying their meals. Anna even took in packages for me and kept an eye on the house. We would definitely use her again and highly recommend her to anyone.

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Tara L.
Sitter Profile Image: JENNIFER S.
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JENNIFER S.
from
$24
per visit
40 years of experience
Wilmette, IL, 60091

About: I have professional experience caring for different types and sizes of dogs, through fostering as well as previous employment as a walker. I am a dog lover and working part-time from home. My husband also works from home and we are both able to care for the needs of your dog, and we have a large dog door and a fenced-in yard for outdoor activity. We have a dog-friendly brown mixed Shar Pei, Rufus, who enjoys dog friends, walks in our lovely neighborhood, and going to the Gillson dog beach. We would welcome a Meet and Greet, thank you! I work part-time from home and can easily cater to whatever your pet needs are. We are a family open to all caring for your dog. We have a fenced-in yard with a dog door, and I can provide daily walks. I have cared for many different breeds and sizes.

Sitter Profile Image: Mia E.
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Mia E.
from
$25
per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
4 years of experience
Evanston, IL, 60202

We love Mia!

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Mallory U.
Sitter Profile Image: Alexis B.
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Alexis B.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
113 reviews
57 repeat clients
15 years of experience
Evanston, IL, 60201

Alexis Was great! Super dependable, easy and chill. Very trustworthy. I highly recommend and will use again.

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Tom A.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
48 reviews
25 repeat clients
10 years of experience
Wilmette, IL, 60091

About: Ever since I was a child, I have had a passion for dogs and animals of all sorts. Growing up in the Philippines, my relatives found it strange to have such compassion for animals. I'd always begged my parents for a dog while doing avid research and volunteering at pet-related jobs to prepare myself if my dream was to come true. When I was 17, my parents finally agreed to get a dog-- but not just any dog. I wanted my dream dog: an Alaskan Malamute. Huge, stubborn, and a daily shedder, it was a huge challenge I took on myself. However, this Malamute was well trained, house-broken, and friendly. I believe I can take care of a dog of any size, temperament, or history. I am a graduate from the University of Illinois in Chicago with a Bachelor’s Degree in Biology/Sociology. I volunteered at the Chicago Canine Rescue downtown where we play and walk with shelter dogs. I have copious experience with boarding, walking, and overall loving dogs. As a past dog boarder, I understand the care and attention that must be given to a pup to create a trusting bond with them. For more pictures of our past clients and to get a better idea how I interact with your pup, check out this instagram: powerpuffdogs May have to step out a few times a day, or if I have an outing I would make sure your pup has had plenty of exercise and pets before leaving. I adhere as closely as possible to the pet’s existing schedule— routine is key! Other than that, if you are comfortable with it, I can take your dog on forest walks, dog parks (only if you’d like, and with ample supervision), or on play dates with my own well-socialized dogs!

Sitter Profile Image: Liv B.
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Liv B.
from
$13
per visit
9 years of experience
Evanston, IL, 60201

About: I have been around dogs since I was born. I am now in college and have a dog of my own here. I am very passionate about making every single dog feel loved, seen, and cared for :) I am currently in school, but I can do all services in the afternoon! I also hope to be available during the mornings on weekends! I have a fenced yard and very familiar with the philadelphia area so I know what spots are great for your dog! I also have crate and bell trained dogs!

Sitter Profile Image: Evan P.
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Evan P.
from
$17
per visit
19 years of experience
Wilmette, IL, 60091

About: I’ve been around cats my entire life, so building trust and connecting with them comes naturally to me. I also gained experience dog sitting for neighbors when I was younger, which helped me develop a strong sense of responsibility and attentiveness when caring for pets. Today, I occasionally volunteer at Tails Together Animal Shelter, where my love for animals continues to grow. Whether it’s playtime, walks, or simply providing companionship, I’m committed to making pets feel safe, comfortable, and cared for while you’re away. My schedule is very flexible. I’m an honors student at Depaul on summer break. I’m available to work as early as 8 AM and as late as 10 PM. I have reliable transportation and have always taken being on time seriously. I’ll come to your home and follow any instructions you have for taking care of your babies! I’m organized and neat and understand that cleaning up after pets is part of the deal.

Sitter Profile Image: Signe D.
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Signe D.
from
$15
per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
15 years of experience
Evanston, IL, 60201

Absolutely great with my pup! Will definitely ask her to walk him again! he loved her!

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Jessica C.
Sitter Profile Image: Paul H.
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Paul H.
from
$23
per visit
5.0 out of 5 stars
32 reviews
6 repeat clients
7 years of experience
Wilmette, IL, 60091

About: I love hanging out with animals! I've been fortunate over the last few years to live with dogs of various ages and watched all kinds of breeds and personalities. I have experience with older dogs and more recently have experience with puppy care/training. I also have a high energy pup with separation anxiety, so plenty of applicable experience to give your furry friend the best care! Currently work flexible hours over the next few months. Typically, I'm more open in the morning but can make it work for you an your pup! Currently live in a dog friendly space in a walkable area with plenty of fun routes to take! I'm very attentive of dogs needs and always looking to read their energy. After recent experience with my puppy, I always have eyes on dogs to ensure they're happy while not getting into trouble!

Sitter Profile Image: Lexi N.
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Lexi N.
from
$16
per visit
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Evanston, IL, 60201

About: I am a dog mom of one, but have had dogs my entire life. My dog Moose is deaf and lives with MG, so I have practice with special needs dog. I have experience with dog walks, dog drop-ins, as well as long and short term experience with dog sitting. When working with dogs, I love them as much as I love my own. I know they might be a little nervous having someone new in their home, or taking them on a walk, so I take it as slowly and calmly as they need. In the end, I would want only the best for my dog, so I plan on doing the same for yours. I’m currently working a job where I have to be at work 8-4 OR 9-5 depending on the day! Depending on location, I can bop over for a lunch break to let the dog out if they need some extra love in between! I welcome dogs in so they feel at home. With my dog, we allow him on the furniture and he sleeps in our bed. We also respect if that is not the standard for your dog, and will follow whatever rules you feel most comfortable with. I live in an apartment in a gated community with 2 dog parks and lots of room to walk around and explore.

Sitter Profile Image: Jenny D.
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Jenny D.
from
$20
per visit
5.0 out of 5 stars
1 review
6 years of experience
Wilmette, IL, 60091

About: Active in the outdoors, and attentive to dogs' behaviors, I'm a caring listener who will make sure your dog has a great time! As a dog owner, I've been through training with the Humane Society for Dog Manors 1 & 2. I understand dog body language communication, and know its important to listen to what your dog is saying! Whether they are fearful, playful, bored, sad or joyful - I'll make sure they are taken care of with love and understanding. I"m all about paws-ative reinforcement! I love to run and play outside whenever possible. I would love to take your pup to the beach, park, or just around the block for some fresh air! I'll make sure to send you plenty of pics to make you feel part of the pack! I've had the comfort of experiencing life with dogs throughout my life and I appreciate how much joy they bring to our lives. I'll always make sure to bring a bit of fun to their day as well :-)

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The median cost per visit for dog sitting in Kenilworth is $20

Dog parents share their Rover experiences - Kenilworth

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5.0 out of 5 stars

Donna and Stephen were absolutely fantastic with Jax! From the moment I left him, I felt completely comfortable knowing he was in such caring and attentive hands. They treated Jax like he was one of their own, and I especially loved receiving pictures throughout his stay. Seeing how happy and comfortable he was gave me such peace of mind and let me know he was being well cared for and having a great time. It means so much to find people you can truly trust with your fur baby, and Donna and Stephen are definitely those people. Jax gives them five paws! 🐾🐾🐾🐾🐾 I would absolutely recommend them and will definitely be using them again. Thank you both for taking such wonderful care of Jax! ❤️

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

Emily has been such a wonderful support for our 5 month old puppy. His adjustment from summer mom to teacher mom has been eased with her drop ins. We love the cute photos and he is happy mid day!

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

Lovely! Met our pets prior to her visits. I appreciated her prompt communication and the pets were in good hands.

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Kristie E.
Drop-In Visits
5.0 out of 5 stars

Another great experience! Alex always goes above and beyond, and we know the dogs are in capable hands.

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

Yimei went above and beyond when she watched our American Bully. Our dog is shy and timid when walking. We booked Yimei for 3 drop-in visits per day for 6 days. Yimei was able to get our bully exercise for the full hour and also give her oral meds and ear wash. Will book again!

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

Melisa always goes the extra mile. She cared for our two elderly Chihuahuas for a long weekend. Handled meds, feedings and cleanup like a star.

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

Anusha took great care of my pug Maui while I was away for the weekend, and I really appreciated the updates and attention she gave him. It gave me peace of mind knowing he was in good hands. Maui was happy and well cared for. I would definitely use her again in the future and recommend her to anyone looking for a reliable pet sitter!

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yuliana-harrison
Drop-In Visits
5.0 out of 5 stars

Trisha was so kind, professional and accommodating, willing to help us out just days before her moving. Thank you, Trisha!

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

The best pet sitter. Rosy literally just saved my cat’s life, when she noticed he was not his usual self, took him to the vet, where they identified he had a urinary blockage and likely just hours to live. How lucky for us that Rosy was caring for our animals and so observant. Thank you, forever. 🌟🌟🌟🌟🌟

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

Absolutely recommend Rebeca! You can tell she really cares about dogs and loves what she does. My dog Snoopy has anxiety & is very shy at first but he felt at ease with her as soon as he met her during the meet and greet. She was so gentle, patient & sweet with him right away. I felt completely at ease knowing he was in such caring hands. I will def be booking with her again!

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Elaine D.
Drop-In Visits
5.0 out of 5 stars

John was able to watch our dog last minute for Thanksgiving and did an amazing job. He was very communicative and great to work with.

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

Mackenzie was prompt, she communicated well, and Sancho loved her. I’d be happy to work with her again anytime!

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JAMES C.
Drop-In Visits
4.0 out of 5 stars

There was one missed visit out of 5. Taylor was apologetic & took care of the dogs as scheduled for the rest of the visits.

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Marilee E.
Drop-In Visits
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Sitters in Kenilworth average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Kenilworth

Frequently asked questions about Rover

The average cost for Dog Sitting in Kenilworth on Rover is $28.86 per visit (as of September 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 September 2026, there are 11,648 sitters on Rover offering Dog Sitting across Kenilworth. 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 Kenilworth 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 Kenilworth 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 Kenilworth 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 Kenilworth. On Rover:

  • 91% of sitters can help with special care needs
  • 95% 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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