Pet Sitting & Drop Ins In Near West Side Chicago

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 Near West Side 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: Nataliia S.
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Nataliia S.
Star Sitter
from
$21
per visit
4.9 out of 5 stars
27 reviews
13 repeat clients
2 years of experience
Chicago, IL, 60608

Great walker! Very reliable, punctual, and caring. My dog was happy and well taken care of, and I really appreciated the updates and photos during the walk. You can tell they genuinely love animals and treat them with care. I would definitely book again and highly recommend!

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Max K.
Sitter Profile Image: Eunice Y.
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Eunice Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
59 reviews
27 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

Eunice was so kind and jumped in to watch Goonie very last minute. I appreciated her updates and how she was kind enough to clean up his messes!! Looking forward to working with her again!!

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Kate S.
Sitter Profile Image: Noa J.
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Noa J.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
4 years of experience
Near West Side, Chicago, IL, 60607

Noa did a wonderful job taking care of our cat while we were out of town! She’s was extra communicative, clean and thoughtful. I highly recommend her and would love to hire her again!

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Heather L.
Sitter Profile Image: Lisa J.
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Lisa J.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
96 reviews
30 repeat clients
25 years of experience
West Town, Chicago, IL, 60612

Lisa was so loving and caring with our animals, even when our dog had an accident inside she cleaned it up and notified us promptly. It’s our first rover experience and she made it wonderful!

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Luther N.
Sitter Profile Image: Leila S.
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Leila S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
34 reviews
10 repeat clients
12 years of experience
Chicago, IL, 60612

Leila really helped us out with a last minute cat drop in visits request. She was very communicative, fast to respond, and went above and beyond to do extra things we didn’t even ask her to do! I highly recommend her to anyone!

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Melanie F.
Sitter Profile Image: Sofiia R.
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Sofiia R.
from
$17
per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Near West Side, Chicago, IL, 60607

About: I am from Florida and have been taking care of dogs in my neighborhood for the past two years. I’ve helped with walking, feeding and playtime. I’ve worked with puppies, senior dogs, and dogs with special needs, including medication and changing diapers. I truly love spending time with dogs and now that I’m in college, I’m excited to meet and care for new fluffy friends here as well. I am a UIC student, so my schedule depends on school time. Available all other days, including weekends and holidays. Schedule may vary next semester. I follow each pet’s normal routine to keep them comfortable and stress free. This includes feeding, walks, playtime, medication if needed and lots of attention. I keep the space clean and always provide updates with photos.

Sitter Profile Image: Morgan L.
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Morgan L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
228 reviews
52 repeat clients
20 years of experience
Near West Side, Chicago, IL, 60606

Morgan is always so patient with Skittles who can be difficult. She takes such good care of my cat, and provides detailed notes after each visit. I always feel like Skittles is in good hands while I’m away.

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Joanna B.
Sitter Profile Image: Tierney K.
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Tierney K.
from
$22
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Tierney is an absolute life saver! I was recommended to her by another Rover on a very short notice. She made herself available to come over and watch my dogs for a couple hours at a time. She was fabulous with my two small dogs and made them comfortable, ensured they had time outside, treats, and cuddles. I am so grateful for Tierney! Can’t wait to use her services again in the future!

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Jane K.
Sitter Profile Image: Annie C.
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Annie C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
43 reviews
21 repeat clients
20 years of experience
Chicago, IL, 60607

Thank you so much for taking such great care of our Ikey! It was super easy working with Annie. She did everything we asked and even got in some really good playing time with Ike. I’m sure he really appreciates it and I know we really did as well. We will hopefully work with Annie again soon!

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Liz & Joshua A.
Sitter Profile Image: Lizbeth R.
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Lizbeth R.
from
$20
per visit
5.0 out of 5 stars
71 reviews
23 repeat clients
5 years of experience
Chicago, IL, 60612

Lizbeth is the best! She really goes above and beyond and I feel super relived each time that I’m out of town that my cat is getting great care. 100% would recommend

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Petra P.
Sitter Profile Image: Andres G.
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Andres G.
from
$13
per visit
5.0 out of 5 stars
28 reviews
10 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Andres took good care of my two cats; they looked happily fed and were sitting nicely in all the pics! He was also flexible with timing, which I appreciated.

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Khami Z.
Sitter Profile Image: Vitaliy D.
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Vitaliy D.
from
$16
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60608

Vitaliy is the most thoughtful pet caregiver we’ve ever worked with. He was able to come care for our kitties on short notice and we are very grateful. He was very thorough with their care, even with things we forgot to mention, and is excellent at communicating. Next time we need someone to take care of our cats, we hope he will be available because we had nothing but peace of mind knowing our kitties were being taken care of by Vitaliy.

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Amanda M.
Sitter Profile Image: Caitlin D.
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Caitlin D.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
99 reviews
25 repeat clients
6 years of experience
Near West Side, Chicago, IL, 60607

Caitlin was great!! From the beginning she was very communicative and it was easy to set a time for me to talk to her about my cats and what they needed when I was away. I have relatively shy cats and she was able to connect with both of them over the course of her visits and she sent me great photos of them! I’m so glad I’ve found someone I can trust with my little ones while I travel and I am looking forward to working with Caitlin again.

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Natasha S.
Sitter Profile Image: Andrea T.
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Andrea T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
19 reviews
3 repeat clients
30 years of experience
Near West Side, Chicago, IL, 60607

About: I’ve had a pet in the home since I was little and have been caring for friend’s dogs around the city for years. I now have a bit more time on my hands and want to care for and love on your pet too! I know all pets have their own personality and needs so just let me know what they need and I can’t wait to care and spend time with them. I’m currently working part time so I have plenty of time to care for and play with your pets! I have a flexible schedule so can be available for your needs. I can easily crate your pet, put on their favorite collar, play with their favorite toy and report back to you to bring you all the peace of mind while you’re away.

Sitter Profile Image: Siddhi S.
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Siddhi S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
47 reviews
21 repeat clients
6 years of experience
Chicago, IL, 60607

Siddhi was really helpful and Kind! One of my cats had to take medicine and she Took very Well Care of him! The Communication was great and receiving pics of my cats playing and cuddling was a Relief ! Really recommend her!

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Eliana D.
Sitter Profile Image: Fiona P.
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Fiona P.
from
$17
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Near West Side, Chicago, IL, 60607

About: I've owned pets (both cats and dogs) since I was very young, including pets that required special care and medicine. We've owned multiple senior pets, having cared for them from puppy/kitten age through their senior years. Other than pets we have adopted at an older age, I have helped care for our pets throughout their entire life, starting from a couple of months of age. I would be able to help with pets that require medication or special care routines, as well as adjust to their activity levels. I also have experience as an assistant at a veterinary office, so I am comfortable working with animals in general, including larger breeds of dogs. I also have experience with pet sitting/house sitting for my friends and family on multiple occasions! I'm currently a graduate student at UIC, working on research in the areas of Chemical Biology and Synthetic Chemistry. During the week, I am usually on campus during the day in classes, meetings, lab, etc., but I am available to provide excellent service any day of the week. I would be able to perform morning, evening, and overnight services. I provide care in a manner that best suits your pet's needs. I prioritize safety, trust, and comfort for your pets and strive to meet their needs to the best of my ability. If you would like any specific requests, just let me know, and I can adjust accordingly to make sure I meet and exceed your pet's care needs!

Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
58 reviews
17 repeat clients
15 years of experience
Chicago, IL, 60616

Jason is absolutely INCREDIBLE with my two cat gals. He plays with them when they are missing me and is SO accommodating. I trust Jason with my fur babies and always reach out to him first if I am out of town. Tomato and Elphie love you, Jason! Thanks for being amazing.

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Abby D.
Sitter Profile Image: Isabel K.
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Isabel K.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
2 years of experience
Loop, Chicago, IL, 60605

Isabel is awesome and very consistent. My dog gets a little anxious at times and she established a routine that he absolutely loves. Highly recommend!

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Gracelyn F.
Sitter Profile Image: Erin M.
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Erin M.
from
$18
per visit
5.0 out of 5 stars
88 reviews
25 repeat clients
4 years of experience
Chicago, IL, 60607

Erin was OUTSTANDING! She followed all of the instructions and then some, and she sent wonderful updates. An excellent communicator and totally reliable. I would absolutely recommend her to anyone looking.

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Odell M.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$20
per visit
5.0 out of 5 stars
44 reviews
7 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60607

Margaret did a wonderful job! She is professional and has a calming presence that made our puppy feel very comfortable while we were away. We came home to a calm and relaxed puppy. It was clear Margaret took great care of her!

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Elisabeth L.
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Over 253
pet parents in Near West Side have booked pet sitting

Near West Side pet parents share their Rover experiences

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5.0 out of 5 stars

Lily was great with our two cats while we were away! She wrote thorough notes about her visits and sent lots of photos!

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Leanna And Austin P.
Drop-In Visits
5.0 out of 5 stars

Carrie was awesome! She was very reliable with timing and communication. Carrie was recommended by my neighbor and I’m happy I chose her to watch my cat!

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

Definitely recommend as a cat sitter! My cats loved her and she paid them tons of attention and took great care of them. Very thorough and communicative.

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

Gabby was kind and professional, making organizing her visits a breeze. We would book with her again and recommend her for others, especially if you live nearby!

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

Kacy is a real pro! She is an excellent communicator and wonderful with our elderly pup! We will rebook!

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

Samira is always very communicative and sends cute photos! She has always followed any instructions and is very reliable. We have used her services more than once and would highly recommend her. She's the best in the area!

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

Meghan takes amazing care of our pups! She always sends the best pictures and lots of updates! Appreciate all of her help!

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

Mairead is the best cat sitter! Howie and Gus looked forward to their daily visit. Mairead treated them like her own cats and it brought so much comfort while we were out of town. Thanks Mairead!

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

Nicely done! -Excellent communication -Strong attention to detail allowed me to relax, having full confidence my cat is being taken care of

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

Hope was so thorough, communicative, and lovely to work with. I've become a more anxious pet parent as our cats have gotten older and she immediately made me feel at ease. She cared for them as if they were her own, sent great pictures, and I will absolutely be reaching back out to her when we need pet care again! Thank you so much, Hope!

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

Stefanie took amazing care of our cat, Cash, and we couldn’t have asked for a better Rover sitter. She provided detailed Rover cards, tons of photos, and thoughtful updates that gave us complete peace of mind while we were away. It’s clear that Stefanie genuinely cares about the pets she watches. She gave Cash plenty of attention, was incredibly trustworthy and communicative, and made us feel confident that he was in great hands. As an added bonus, during our week-long booking she even watered our flowers for us, which was such a thoughtful gesture and truly above and beyond. We would rebook with Stefanie 10 times over and highly recommend her to anyone looking for a reliable, caring, and attentive pet sitter! 🐾❤️

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

Angie was wonderful as always with my high energy dog Barkley. Great updates and fast communication!

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

Absolutely fantastic sitter for our four kitties! She went above and beyond. It’s very clear she’s putting her whole heart into taking care of the fur babies. She stayed with them not just to feed and water but to play and brush, even bringing her own toys! Would rebook in a heartbeat.

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

Rachel was kind and communicative while she watched my two cats. She is so sweet and I loved that she played with them and gave them plenty of treats! I highly recommend her!

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

Emily was amazing, my cats warmed up to her quickly! She was very proactive about pet updates and keeping things tidy when the cats made a mess. Will definitely book with her again the next time I’m out of town!

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

Ella is amazing! Biscuit absolutely loves her, and I really appreciate how communicative she is after every walk. What sold me completely was during a terrible thunderstorm, Ella still showed up and even took extra time to calm Biscuit down since he gets so nervous during storms. That kind of care says everything about who Ella is. We feel so lucky to have her walking our Maltipoo and recommend her without hesitation.

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

Bella was absolutely incredible!! We hesitate to leave our doggies alone for more than 3 hours as they are anxious and one of them is a senior with a brain tumor. We decided to give it a go to celebrate my partner’s birthday and were nervously texting Bella the whole time. Our Caroline ended up having a very rough time and Bella went above and beyond to care for her. She gave us regular updates, calmed & comforted Caroline, and stayed until both doggies had settled down and were ready for bed. She kept us all sane that night and I don’t think we could’ve done it without Bella!

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

Samia was fabulous once again! Can’t recommend her enough. Very communicative. Great videos. And even offered to bring in stuff before a storm. Our shy kitten LOVES her! And she’s super understanding when my older cat acts up. She leaves a different movie on for the girls before she leaves lol that’s my favorite.

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Callie J.
Drop-In Visits
5.0 out of 5 stars

Mia is very professional, nice, and communicative. She follows the instructions very well, plays with my cat patiently, and gives very detailed feedback with photos and videos. Highly recommended, and I’ll have her take care of my cat again for sure

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Alice G.
Drop-In Visits
5.0 out of 5 stars

Nandini is a great sitter and left detailed notes with photos every day! She's very attentive and even helped clean up my cat's little accident. Would definitely recommend!

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Alice Z.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Near West Side is $20

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    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Near West Side 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 Near West Side 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 Near West Side 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 12,291 pet sitters in Near West Side. 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, 86% of Near West Side pet sitters respond in under an hour.

Pet sitters in Near West Side have an average of 14 years of experience. 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 Near West Side.

Rover makes it easy to find Near West Side 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 12,291 pet sitters in Near West Side on Rover, so you’re sure to find the perfect match for your pet! In Near West Side, 96% of pet sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. 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 background checks 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.