Pet Sitting & Drop Ins In Lower 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 Lower 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: Breanna S.
Verified Background Check
Breanna S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
113 reviews
30 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Breanna was available for visits on a short notice. She responds immediately and sends detailed updates. She made pretty good progress engaging our shy cat in two visits.

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Saransh S.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
188 reviews
68 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was very accommodating to my schedule to get keys. She sent thorough updates on how my kitty was doing each day with photos and videos. I had no doubts that Ava 🐱 was in good care while I was away, which helps ease worries so much! She was punctual and friendly too!

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Sydney S.
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: 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: Yesenia R.
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Yesenia R.
from
$20
per visit
4.9 out of 5 stars
102 reviews
29 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Yesenia is amazing. This is our first time leaving our cat after we got her from the streets, so we're a bit reluctant, but Yesenia gave us updates every single time. We'll definitely ask Yesenia again next time

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Windy P.
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: 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: Ana A.
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Ana A.
from
$25
per visit
4.9 out of 5 stars
33 reviews
14 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Ana took care of my snap dog for 3 days woke I was out of town. I really appreciated that she listened and followed my instructions to make sure my dog's schedy was not affected too much. Age was on time and communication was prompt and very appreciated! Thank you Ana!

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Alexandria T.
Sitter Profile Image: Michael D.
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Michael D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
185 reviews
45 repeat clients
30 years of experience
Lower West Side, Chicago, IL, 60608

Michael was easy to work with and it really seems like he enjoys spending time with animals. Any pet would be in good hands with him. Will definitely be in touch with him again!

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Eric B.
Sitter Profile Image: Carolina M.
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Carolina M.
from
$20
per visit
5.0 out of 5 stars
11 reviews
10 years of experience
Lower West Side, Chicago, IL, 60608

Carolina took great care of my cat. She’s communicative and reliable. I felt at ease when I was away from my little fur baby. Thanks, Carolina!

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Bernadette H.
Sitter Profile Image: Magdalena M.
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Magdalena M.
from
$17
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

She rocks!! Excellent attention to detail!

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Fada S.
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: Zoya E.
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Zoya E.
from
$20
per visit
4.5 out of 5 stars
11 reviews
3 repeat clients
17 years of experience
Chicago, IL, 60608

Zoya is wonderful! She took great care of them, spent quality time with them and kept us updated every day with details and pictures. We will definitely call her again next time we need a sitter!

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Amie M.
Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60616

Amazing as always

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Che R.
Sitter Profile Image: Monica & Calvin M.
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Monica & Calvin M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
302 reviews
111 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

Calvin and Monica were quick to reply, professional, and kind. They took great pictures of my cats and sent thorough reports! Thank you, Calvin and Monica!

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Brianna L.
Sitter Profile Image: Natalie R.
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Natalie R.
from
$18
per visit
5.0 out of 5 stars
28 reviews
10 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

About: For the past several years, I’ve cared for dogs across Chicago and built strong, trusting relationships with many repeat clients. I love getting outside, moving my body, and helping each dog feel confident and comfortable being themselves. Animals go through changes just like we do – they have off days, get distracted, or need extra reassurance. I show up with patience, steady energy, and clear communication to support them through it. I take care of my own energy so I can meet them where they are with clarity and presence. My regular pups greet me with gentle hugs, big stretches, and tail wags before leaning in for scratches – the small rituals mean a lot to me. On our walks, I stay aware of my surroundings to reduce surprises and follow through with any training routines you use at home. I talk to them, offer a sense of choice and safety, and let them sniff and explore their favorite spots. Background: My bond with animals started early. I grew up in the south suburbs of Chicago, visiting my grandparent’s farm in Dekalb – gravitating to outdoor chores with their horses, dogs, cats, and chickens. We adopted some barn cats and as a teen I got my first pup, a black lab–springer spaniel mix. I lived in Seattle for seven years searching for "ocean, mountains, and trees" while working as a Project Manager and trying to balance my logical and creative sides. During that time, I began a meaningful therapy and coaching journey that sharpened my empathy, deepened my self-awareness, and taught me how to regulate my energy – all of which now naturally supports the way I work with animals. Caring for animals has become one of the most meaningful and inspiring parts of my week. I typically am available for walks and drop-ins between 8am–6pm on weekdays. Some clients book me for 30-60min walks 2-3 days each week – usually filling the afternoon portion of my day. I am also available as-needed, ie when clients travel for work or just need extra help. My schedule is usually blocked Tuesdays and Thursdays from 1:30–4:30pm assisting as a Care Companion for an elder client. I’m pretty flexible, and happy to chat through what you need so we can find a schedule that works for everyone. I always encourage a meet-and-greet so we can all exchange energy, ease into the connection, and establish trust before the first walk or stay. My goal is to get to know your dog’s personality, routines, and needs. I’ll ask questions about their temperament, preferences, favorite enrichment activities, triggers, walk routes, house rules, feeding schedule, and anything else that helps me support them well. When I’m caring for your pup, we spend the first day finding our flow. I stick to your established routines and follow all standard safety practices. If you’re comfortable with visiting a nearby dog park or trail, I drive a Subaru Crosstrek with space for a dog and/or a crate.

Sitter Profile Image: Angela E.
Verified Enhanced Background Check
Angela E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
56 reviews
4 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

About: Up until recently I had a large reactive dog. She was my best friend and taught me not only patience, but also taught me so much about dogs. I wfh and am looking to add a little something to my schedule. I would love to give your dog the exercise it needs while you’re at work. I am willing to work with reactive dogs in case by case basis. I am also a dog walking volunteer at CACC. I wfh and have flexibility in my schedule. I am available afternoons and evenings m-f and can work something out on weekends if it was needed. I would take care of your animals at your home based on instructions you give me for you pet. I respect you as an owner and your pet and do not want to give overstep and boundaries

Sitter Profile Image: Julianne F.
Verified Enhanced Background Check
Julianne F.
from
$25
per visit
5.0 out of 5 stars
105 reviews
29 repeat clients
30 years of experience
Lower West Side, CHICAGO, IL, 60616

Julianne sat for our cat during a recent vacation. We'd recently brought a sweet, lovable stray cat into our home and were worried about finding the right cat sitter who would care about our Callie as much as we did. We met a few cat sitters and Julianne was the only one who offered ideas for ways to make Callie feel more comfortable while we were gone. One of the suggestions was scheduling youtube bird shows to come on the tv during the day. Callie LOVED this! So much so that even after we returned from vacation, Callie would look up at the tv screen expecting for birds to appear….well of course as any good cat mom would do, I put the birdies on for her! I appreciated Julianne's thoughtfulness and true desire to engage with Callie on her terms ;) We will definitely be working with Julianne in the future.

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Carrie C.
Sitter Profile Image: Nicole K.
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Nicole K.
from
$15
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
5 years of experience
Chicago, IL, 60608

1st time away from my kids for more than two nights & also this was my 1st time using Rover. Anxiety is running super high but everything went off without a hitch. Nicole was extremely professional an took great care of my kids! I will be using Rover & hoping that I can book Nicole again.

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Freddie D.
Sitter Profile Image: Ava M.
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Ava M.
from
$17
per visit
3 years of experience
Near West Side, Chicago, IL, 60608

About: I have been around dogs my entire life and grew up with several Golden Retrievers, which helped me build a strong understanding of their care and personalities. From feeding and grooming to exercise and playtime, I learned how to keep dogs happy and healthy from an early age. I also had a corgi of my own, which gave me experience with smaller breeds and their unique needs. I am comfortable with dogs of all sizes and temperaments and always make sure they feel safe, cared for, and truly loved. I’m currently a grad student so I have a flexible schedule and plenty of time during my week to work around both you and your pet’s schedule. Your pet’s safety comes first. I provide a calm, secure environment, follow routines closely, communicate clearly, and treat every pet and home with care, respect, and attention.

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Over 150
pet parents in Lower West Side have booked pet sitting

Lower West Side pet parents share their Rover experiences

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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

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

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

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

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

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
5.0 out of 5 stars

Diana is wonderful!!! She is so trustworthy and sends great videos of my cat having fun while I’m away. Highly recommend!

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

Katherine is super nice, responsible and helpful. She is easy to communicate with, and caring about pets. I will be glad to return to her services if I need them again and happily recommend her to anyone else. Thank you!

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Ilya F.
Drop-In Visits
5.0 out of 5 stars

Rachel was great! She was able to drop in and check on our cat for a few days for a reasonable price. Would recommend!

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Erin V.
Drop-In Visits
5.0 out of 5 stars

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.
Drop-In Visits
5.0 out of 5 stars

Paola took such great care of Luna! Even before our scheduled drop-in dates, her communication was quick and responsive, and she kept me updated throughout all five visits. I felt very comfortable knowing Luna was in such good hands while I was away. I loved receiving the updates and photos from each visit. Luna was well cared for and got plenty of attention during every drop-in. :) I would absolutely book with Paola again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!

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

Lisa is amazing! She cared for our sweet noodle as if it was her own. It was our first time using Rover, and Lisa made it an easy and seamless process so we could leave town and know our cat was in great hands. Thank you!

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

Kayla was such a phenomenal sitter for my cat Albert! I highly recommend for attentive service and great care.

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

Thank you again! I really appreciate the help with Percy, and the evidence from the cabinet thief. It’s a new apt, so that was actually good to know lol Hope to have you cat-sit for them again in the future!

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

Ruari was very responsive and sent photos to make certain to me that everything was good for our pet. Would recommend to anyone

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

I had a last minute weekend trip and Vitaliia was great at getting back to me quick saying she can stop in and feed my cat! Great communication & quick response!

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

Stephanie was amazing and super attentive even during a major Chicago storm! She made sure our dog was safe and having the best time!

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molly b.
Drop-In Visits
5.0 out of 5 stars

Highly recommend Adrianna! Adrianna watched our three cats for 5 days, coming by twice a day. Having multiple cats is already a handful, but one of our cats is diabetic and requires regular insulin shots. Adrianna handled the medication perfectly and gave us total peace of mind while we were away. She kept up with the daily feeding, cleaned the litter boxes, and made sure everyone got plenty of cuddles and attention. She is reliable, professional, and clearly loves animals. We will absolutely be booking her again!

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Edwardo H.
Drop-In Visits
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  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
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  3. 3. Book & Pay

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The median cost per night for pet sitting in Lower 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 Lower 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 Lower 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 Lower 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 12,328 pet sitters in Lower 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 Lower West Side pet sitters respond in under an hour.

Pet sitters in Lower 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 Lower West Side.

Rover makes it easy to find Lower 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 12,328 pet sitters in Lower West Side on Rover, so you’re sure to find the perfect match for your pet! In Lower 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.