Dog Sitting in Westchester

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

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Top rated Westchester dog 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: Alyssa H.
Verified Enhanced Background Check
Alyssa H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Oak Park, IL, 60302

About: I grew up with dogs my entire life, including a German Shepherd, Golden Retriever, and Pitbull mix, so I’m very comfortable with both large and high-energy breeds. I also have experiences with extended stay puppy sitting where I managed feeding schedules, potty breaks, walks, playtime, and creating a calm, structured environment. I understand how important consistency, patience, and attentiveness are, especially with puppies. I’m currently preparing to welcome a Golden Retriever puppy of my own, so I’m very intentional about creating safe, positive experiences for dogs. I work Monday through Friday but my partner is currently home all day, so someone will always be there to care for your dog! We are open to boarding any night. Walks I am primarily available after work or sometimes the morning before. My partner is currently available most anytime! We are both reliable and detail oriented. We are prepping to bring in our very own golden retriever puppy, so will treat your dog as if they are our own! As mentioned above I work Mon-Friday roughy 8-4. My partner is currently home throughout the day so someone will always be there to care for your dog. We are open to boarding almost any day especially weekends where we are both home. Walks and drop ins work best for me before work hours or after but my partner has open availability so between us we can accommodate to you! Feel free to ask if you have any specific availability questions! :) Your dog’s safety, comfort, and happiness are my top priorities. I live in a clean, calm, and pet-friendly environment and am very attentive to routines, feeding schedules, and safety during walks and care. I always keep dogs securely leashed on walks, avoid unsafe situations, and closely monitor their behavior and well-being. I understand how important trust is when someone is caring for your dog, and I take that responsibility seriously. I’m reliable, respectful of your home, and committed to providing a safe and positive experience. I’m also happy to send regular photo and video updates so you always feel confident and connected while your dog is in my care.

Sitter Profile Image: Justice P.
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Justice P.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
29 reviews
14 repeat clients
1 year of experience
Austin, Chicago, IL, 60644

Justice is fantastic and took great care of my dog! I really appreciated the updates and her attention to detail. It made the whole experience stress-free and I would highly recommend her!

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Karlee B.
Sitter Profile Image: Sarah P.
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Sarah P.
from
$25
per visit
5.0 out of 5 stars
42 reviews
7 repeat clients
12 years of experience
Western Springs, IL, 60558

Sarah is so kind and caring with our energetic puppy! She creates a nurturing and playful environment to keep him busy while we're gone. I highly recommend her!

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Gabrielle S.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
111 reviews
25 repeat clients
4 years of experience
Lombard, IL, 60148

Excellent care of my two quirky cats and the little one letting you pet her is a real success. I will definitely ask you to sit for me again.

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Georgia M.
Sitter Profile Image: Nastassia G.
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Nastassia G.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
70 reviews
20 repeat clients
35 years of experience
La Grange, IL, 60525

Nastassia did a great job by hanging out with the kitties and providing medication to our senior cat on a specific schedule. The cats were doing great when we came back and I would use her services again!

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Etienne S.
Sitter Profile Image: Guadalupe R.
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Guadalupe R.
from
$11
per visit
1 year of experience
Brookfield, IL, 60513

About: As a cat parent myself, I like to make sure my little one is taken care for when I step out. They all need their space but it’s important that they know someone is there to take care of them. I can be that person giving them space while also providing head scratches when they need it! I currently work part time on the weekends so I would say that I have more flexibility during the week to look after your pets. I make sure all pets are supervised, comfortable, and cared for with plenty of attention, fresh water, and a calm environment. If provided, I would make sure to follow specific instructions to ensure that your pets receive the best care possible.

Sitter Profile Image: John M.
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John M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
25 reviews
13 repeat clients
33 years of experience
Westmont, IL, 60559

John was wonderful with our energetic boxer puppy! I highly recommend him. When we came home, she greeted us with excitement and love as usual. Then she ran around our house looking for her new friend, John!

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Jenifer B.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
34 reviews
12 repeat clients
10 years of experience
Irving Park, La Grange, IL, 60525

After having to have an emergency scheduling Stephanie was absolutely fantastic, she was quick to reply, communicative, respectful and very kind. She gave us constant updates on our cat Freyja along with photos. We would happily use her services again.

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Joseph J.
Sitter Profile Image: Estefanía H.
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Estefanía H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
35 reviews
12 repeat clients
13 years of experience
Western Springs, IL, 60558

Estefanía took awesome care of my kitty Moji! She was always on time to the drop-in, sent plenty of photos, and very quickly converted my shy scaredy cat to her usual sweet self. Thanks Estefanía!

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Liana S.
Sitter Profile Image: Grace M.
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Grace M.
from
$20
per visit
5.0 out of 5 stars
208 reviews
71 repeat clients
6 years of experience
Riverside, IL, 60546

Grace is amazing! I always get anxious when I have to go out of town and leave my cat, but she eased my worries. She sent me daily pictures and updates of my kitty which made me so happy. You can trust her to take care of your furry loved ones.

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Katelyn S.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
115 reviews
41 repeat clients
29 years of experience
Lombard, IL, 60148

Jennifer is an incredible sitter! We have had her watch our cat Charlie a few times and she goes above and beyond for him while we are away! She brings extra toys and sends the best photos of him and treats him like a pet or her own. We would recommend Jennifer over and over again

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Sydney S.
Sitter Profile Image: Dana R.
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Dana R.
from
$20
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
25 years of experience
La Grange, IL, 60525

Dana given a most unusual assignment jumped right in!

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Linda R.
Sitter Profile Image: Collette W.
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Collette W.
from
$21
per visit
5.0 out of 5 stars
91 reviews
19 repeat clients
20 years of experience
Villa Park, IL, 60181

Repeat client here(: my cat loves Collette! When she came to get the keys, my cat ran up to give her a big kiss 💋!! Collette is great with communication and she's just awesome with animals. Can't recommend her enough

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Cassie H.
Sitter Profile Image: Lorraine C.
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Lorraine C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
104 reviews
29 repeat clients
25 years of experience
Westchester, IL, 60154

Lorraine was wonderful! Very easy to communicate with & did great with my dogs!!!!

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Paula K.
Sitter Profile Image: Edgar S.
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Edgar S.
from
$15
per visit
3 years of experience
Brookfield, IL, 60513

About: I am very caring and compassionate for animals and pets. I have a cat of my own named Bruni and he is my best friend. Attentive and reliable pet care is assured with me as your pet sitter! I work as a teacher so my morning and afternoons are busy up until 3:30pm. However, I am available after those hours. I do have days off due to breaks, for example, winter break, where I can be reliable all day during those times. I have a cat of my own that I attend to 24/7. Therefore, I am very familiar with pets’ needs. I will assure you great communication and punctuality.

Sitter Profile Image: Samantha C.
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Samantha C.
from
$20
per visit
4.9 out of 5 stars
16 reviews
7 repeat clients
2 years of experience
Melrose Park, IL, 60160

Samantha did great with my energetic little guy!

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Summer R.
Sitter Profile Image: Adam S.
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Adam S.
from
$14
per visit
10 years of experience
Brookfield, IL, 60513

About: I’m a lifelong animal lover and the proud parent of Rudy, my Husky (so yes... I am fluent in 'sass,' expert-level at managing zoomies, and I don't fear a little fur!). For years, I’ve been the 'go-to' pet person for my friends and family. Whether it’s long-term house sitting, popping in for midday care, or offering a safe environment to leave their pets while they travel my inner circle has trusted me with their homes and their best friends for as long as I can remember. In fact, it was their constant encouragement and recommendations that finally led me to join Rover! Because I work from home, I offer a level of flexibility and reliability that's hard to find. I treat every drop-in and walk as the highlight of your pet’s day. I’m not just a visitor; I’m a dedicated caregiver who treats your pet with the same attention to detail and love that you do. I work from home, which gives me a flexible schedule and allows me to easily fit pet care into my daily routine. I will be punctual for drop-ins/walks, spend quality time with each pet, and adjust based on your instructions. Trust is the most important part of this relationship. I know it’s a big deal to invite someone into your home, which is why clear communication is my priority. I am a stickler for following instructions—from making sure the door is double-locked to ensuring your pet gets their exact medication dosage. I’m punctual, respectful of your space, and I’m a firm believer that there’s no such thing as 'too many' photo updates! You’ll get detailed check-ins so you can see exactly how happy and safe your best friend is while you're away.

Sitter Profile Image: Max C.
Verified Enhanced Background Check
Max C.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
lyons, IL, 60534

Max was very helpful when I booked him last minute. He was on time for all of his visits, took great photos of our elderly dog and was extremely gently and kind. He definitely has a special touch for animals!

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Grace K.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$17
per visit
5.0 out of 5 stars
1 review
1 repeat client
5 years of experience
Western Springs, IL, 60558

About: Hey there – my name is Lauren, and I’ve taken care of dogs my whole life. I am an experienced sitter who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. I'm currently working part time, so I'll have plenty of time to take care of your pups! I'm available for boarding on weekends, and weekdays after 2pm. I am very flexible! Your dog will always have someone around to give it lots of attention and affection. We do everything we can to to meet the needs of your dog to assure they are safe, comfortable, and having fun during their stay. I have a dog of my own, and he loves playing with other dogs. We love going on walks around the neighborhood, and there is a dog park only 10 minutes away that he loves as well!

Sitter Profile Image: Dezmond M.
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Dezmond M.
from
$24
per visit
5.0 out of 5 stars
39 reviews
16 repeat clients
8 years of experience
Hinsdale, IL, 60521

Dezmond was extremely helpful for a last minute drop-in. He was able to administer my dog's insulin shot with ease. Benji appreciates you and thank you again!

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Allison C.
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Westchester dog parents share their Rover experiences

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5.0 out of 5 stars

Lexi is amazing! I was fortunate to find her in a last-minute situation, and she enthusiastically took on three drop-in visits with less than 24 hours’ notice. My timid rescue beagle warmed up to her immediately, she followed very specific instructions perfectly, and I will definitely be using her services again!

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

Paulina was amazing with my dog Turbo! She treated him like her own and was patient with him and his needs especially with him being a puppy. I would recommend her to anyone and will continue to keep on rebooking her whenever I need to!

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

Always a pleasure having Brittany watching my critters. My dog and kitty love her, and she does everything I want and more. Thanks again

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

Tamara dropped in to check on our dog while we were out of town for a week. She came to our home twice a day and sometimes 3 to check on our dog. She was amazing and we felt our pet was well cared for while we were gone. Tamara sent us pictures and videos at every visit. We could tell how much she cared for our dog. I highly recommend her and would not hesitate to hire her again.

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

Angelina is a caring and dependable caregiver for our beloved dog, Walter. She not only takes him out but spends time with giving him attention and relaxing belly rubs and pets. He is clearly happy to see her when she arrives.

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

Our pup had 2 walks with Nastassia and both were great. Appreciated all the communication before & after. This was my first experience with Rover.

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

Kristen has been amazing! She is kind and patient, and has been very reliable. She has been great at taking care of my little Yorkie, taking her for walks and playing with her to burn off some energy! Highly recommend!

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

Our dog Luna loves Cheryl. We were impressed from the very first intro meeting how attentive Cheryl was to understanding our dogs patterns. Cheryl is lovely to work with and is so friendly. The updates we get after are so helpful.

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

Lauren was fantastic with our senior golden retriever with mobility issues and who required medication. She visited our home for a meet and greet and again for key drop off. She came to our home three times per day and meticulously cared for our family dog while we were gone for 12 days. Lauren was timely with communications and kept us updated on his care providing pictures and dialogue of his daily events. We would highly recommend Lauren for pet sitting with your pet of any abilities. We will definitely be using Lauren again as a dog sitter in the future!

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

I forgot to disable my alarm one day and she made tremendous effort to t try to contact me and even stayed longer to keep my pup from hearing the alarm go off. Fantastic person and sitter.

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Robert P.
Drop-In Visits
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How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

Dog Sitting FAQs

Frequently asked questions about Rover

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

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

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

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

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

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

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

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.