Dog Sitting Westchester

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

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Over 40
pet parents in Westchester have booked dog sitting

Westchester, 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: Marin H.
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Marin H.
from
$22
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
14 years of experience
Oak Park, IL, 60302

Marin was awesome. She communicated well and took great care of our dog.

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Nikhil P.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$20
per visit
35 years of experience
La Grange, IL, 60525

About: I have had the privilege of loving and caring for dog(s) since I was 5 years old. I have raised dogs since they were 6 week old puppies until their final days. I am organized with medication distribution if needed and can follow any cute quirks your baby may need to have that extra attention to detail for them to feel safe and loved. I work full time Monday to Friday from 8 am-4:30 pm. I am available evening hours during the work week and all day on weekends! I have a 3 year old Shetland Sheepdog named Bowie. His brother, Milo, passed away last year, who was my baby since he was 6 weeks old. I would love to take your dog for walks, feed, play, and spend time with your companion. I believe in positive reinforcement for teaching dogs tricks and behavior training.

Sitter Profile Image: Justice P.
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Justice P.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
42 reviews
18 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: Shayla H.
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Shayla H.
from
$30
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
30 years of experience
Brookfield, IL, 60513

About: I have had pets from dogs, cats, fish, birds, and small rodents and loved them all. I am open minded about other caged animals besides dogs but would prefer no cats as my husky dog has a high prey drive. I am a big animal lover and would love to provide a loving temporary home for your pets. I am a stay at home mom who is available for all day care. I already take care of my own pets and it fits perfectly into my life. I have a fenced yard and a husky dog who will make great company. I am also willing to travel to your home if it makes you feel more comfortable.

Sitter Profile Image: Tamara C.
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Tamara C.
from
$25
per visit
5.0 out of 5 stars
101 reviews
26 repeat clients
17 years of experience
Brookfield, IL, 60513

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.
Sitter Profile Image: Estefani C.
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Estefani C.
from
$15
per visit
6 years of experience
Melrose park, IL, 60160

About: Hi my names estefani! I’ve loved all animals since i was baby and have grown up around them! Would love to meet all of ur furry friends in ur families any shape or size! i am reliable and very responsible and will keep ur fur baby safe and treat it as if it were my own! (meaning lots of love and loads of belly rubs) i do consistent updates and will be your very own furry friends photographer 📸🐶 Ademas soy bilingüe y hablo español! I am a student in high school who gets out at 3 but i’m usually all ready to go by 4 to start taking care of every and all types of fur babies! I have loads of free time afterschool and during weekends since i’m primarily focusing on school right now and doing rover 😊 i will ensure your furry friends are protected and safe since i know just how important they are to ur families and how much we all worry about leaving our babies with ones we trust!

Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
123 reviews
26 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: Macey R.
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Macey R.
from
$18
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
22 years of experience
Villa Park, IL, 60181

About: I’ve grown up and taken care of dogs ever since I was little. I would say I’m knowledgeable on dog training and have a lot of experience with all different types of dogs. I love to walk and pet pups so hopefully we can be good match!! I’m currently working part-time in the afternoon (3-6) so I have lots of free time to check in or walk your pet. I have owned Goldens my entire life so training a high-energy dog is something I’m experienced in. I’m all about creating a safe and enriching environment for dogs, so I’m open to adapting to your pets daily routine.

Sitter Profile Image: Claire C.
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Claire C.
from
$17
per visit
5 years of experience
Western Springs, IL, 60558

About: I’ve cared for cats and dogs of all ages for friends and family members, in addition to raising my own cat. I have experience caring for animals with health concerns and administering medications as directed. I understand the importance of maintaining feeding schedules, providing exercise and enrichment, monitoring for changes in behavior, and ensuring pets feel safe and comfortable while their owners are away. I am currently taking a flexible, self-paced class so I have open availability to take care of pets as needed. I have open availability on weekdays and can do weekends as needed. I have a medium sized yard for the pets to get outdoor excercise. I also have a large basement where I can set up a crate, litter box, toys, etc

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

Nastassia did a great job and definitely would use her again. She sent pictures daily with a report. Our cat is feisty and not very welcoming with strangers, but I felt confident that she was in good hands. Nastassia is clearly experienced to manage our sassy cat, and I’m sure next time our cat would be happy to see her. Highly recommend Nastassia.

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Teri P.
Sitter Profile Image: Velvet S.
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Velvet S.
from
$18
per visit
5.0 out of 5 stars
33 reviews
12 repeat clients
10 years of experience
Lombard, IL, 60148

Velvet was great looking after our cat. Responsive and came with specific questions about how to look after him. She also went above and beyond when we had some surprise flooding in our basement. Will book again

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Brandon H.
Sitter Profile Image: Amy B.
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Amy B.
from
$17
per visit
25 years of experience
La Grange, IL, 60525

About: I bring over 25 years of dedicated experience caring for both cats and dogs, giving me a deep understanding of pet behavior and needs. What truly sets me apart is my extensive experience with specialized medical care. My beloved Shih Tzu, who recently passed away after a long and happy life, required attentive care for severe allergies, dry eyes, and diabetes. Because of this, I am completely comfortable and highly experienced in administering eye drops, oral medications, and routine insulin injections. I know firsthand how stressful it can be to leave a pet with special medical needs, and I am proud to offer the precise, gentle, and reliable care your furry family member deserves. I work from home and only go into the office once or twice a week for brief 4-hour stretches (typically 9:00 AM to 1:00 PM). The rest of my time is spent working locally so I can care for my wonderful 7.5-year-old special needs son, handling his school drop-offs and summer camp schedules. This highly flexible routine gives me the perfect opportunity to step away from my desk, stretch my legs, and provide your pups with dedicated neighborhood walks or attentive drop-in visits. Sadly, my beloved dog Rocky passed away in January 2026. This summer, I realized just how much I truly miss our daily walks and the companionship of a dog. While I am not quite ready to bring a new full-time pet into our home, I would love to channel that missing affection into helping busy neighbors by giving your pets all the exercise, attention, and love they deserve. Your pets are treated like true members of the family in my care. Because my beloved Rocky passed away in January 2026, my home is currently pet-free, meaning your furry family member will get my absolute, undivided attention during drop-ins or walks, with zero risk of conflict with resident animals. Backed by over 25 years of pet care experience, I approach safety with a proactive mindset—strictly adhering to your leashing preferences, double-checking that doors and gates are securely locked, and ensuring your home remains secure. I tailor my visits entirely to your pet's unique personality and energy level. Whether they need a high-energy walk to a local field where they can safely run or simply prefer quiet, comforting companionship on the couch, I treat your home and your pets with the highest level of respect and devotion. To give you ultimate peace of mind while you are away, I will always send you detailed text updates and plenty of photos during every single visit so you can see exactly how much fun we are having!

Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
306 reviews
71 repeat clients
20 years of experience
Riverside, IL, 60546

Jessica was wonderful. She was able to come on short notice, and still made time to visit ahead of time to get acquainted with our shy pup (and us). She is prompt, reliable, and easily made friends with Doxie. We would definitely ask her back for future needs.

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Michael N.
Sitter Profile Image: Heather O.
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Heather O.
from
$25
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
40 years of experience
Forest Park, IL, 60130

Thank you for the last minute help!

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Kim J.
Sitter Profile Image: Natalia B.
Verified Enhanced Background Check
Natalia B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
80 reviews
13 repeat clients
15 years of experience
Berwyn, IL, 60402

Have booked Natalia twice so far and plan to rebook later this year! She is very communicative and kind, open to suggestions and truly cares for my cat :) so grateful for her as with my first booking my flight was canceled but Natalia was quick to propose additional drop in times! Thank you!!!

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Hamial I.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
39 reviews
13 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: Zulema D.
Verified Enhanced Background Check
Zulema D.
from
$17
per visit
5.0 out of 5 stars
36 reviews
13 repeat clients
10 years of experience
Brookfield, IL, 60513

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.
Sitter Profile Image: Lorraine C.
Verified Background Check
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: Collette W.
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Collette W.
from
$21
per visit
5.0 out of 5 stars
96 reviews
19 repeat clients
20 years of experience
Villa Park, IL, 60181

Collette has now sat for us for multiple visits and she is extremely attentive, caring, vigilant, and dependable. I would 100% recommend her and will be hiring her again!

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Bethany K.
Sitter Profile Image: Max C.
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Max C.
from
$20
per visit
5.0 out of 5 stars
7 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.
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The median cost per visit for dog sitting in Westchester is $20

Dog parents share their Rover experiences - Westchester

1 / 1
5.0 out of 5 stars

An incredible sitter overall! Checked in consistently and helped my anxious dog feel safe and comfortable even with stormy weather. She was very patient with my shy and nervous dog, sent tons of photos and updates, and went above and beyond to play with and comfort Addy. Would 100% re-book her services and recommend her to anyone looking for trustworthy and consistent care for their dog!

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

Isabella was wonderful with my dog while I was gone for the weekend! He's older and picky and needs a little extra care...she was great with drop in visits, giving him extra attention, and making sure he got enough exercise while I was away. Very kind and reliable, will definitely book with Isabella again!

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

Great job. Thank you for the photos. And the little live update on the camera. Jake seems very happy with you.

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

We booked with Estefanía for her to visit our dog three times a day during our week-long trip. She was always super professional- quick responses when I texted her any last-minute requests or instructions. She also brought in our trash bins and kept our plants alive:) Bruno was happy when we got home, but definitely no stress when we were away!

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Kristen B.
Drop-In Visits
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
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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

Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Westchester

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Sitters in Westchester average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Westchester

Frequently asked questions about Rover

The average cost for Dog Sitting in Westchester on Rover is $27.75 per visit (as of August 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 August 2026, there are 12,426 sitters on Rover offering Dog Sitting across Westchester. 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 Westchester 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 Westchester 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 Westchester 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 Westchester. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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