Dog Sitting Westchester

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

End
Search

Over 34
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: Cheryl T.
Verified Enhanced Background Check
Cheryl T.
Star Sitter
from
$31
per visit
5.0 out of 5 stars
• 59 reviews
17 repeat clients
35 years of experience
Bellwood, IL, 60104

“Cheryl was great with our dog Luna. She came to meet with her a week before and answered our questions. On the day of the visit Cheryl was great and provided us an update and pictures and Luna clearly had a great time.”

Profile image
Kelly H.
Sitter Profile Image: Kelsie W.
Verified Enhanced Background Check
Kelsie W.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Oak Park, IL, 60302

About: I work for an animal shelter so I have TONS of hands-on experience with animals of all sizes and temperaments. I have been pet-sitting independently for over 10 years and have had over 70 clients during that time. My love of animals led me to pursue a bachelors degree in animal science and get a job working at an animal shelter right out of college. I’ve worked in shelters ever since and absolutely love it! Because of my career, I have a lot of speciality experience. I’ve taken care of everything from bottle baby puppies/kittens to senior animals. I even had a senior, diabetic cat of my own, so medical needs are no problem for me! I do have a full time job and work 7:3-3:30 Tuesday-Saturday so my schedule can be a bit limited by that, however, I can try to be flexible. Unfortunately, I can not invite any pets into my home because my senior kitty prefers to have all the attention on him! I am happy to do home visits/walking as needed though, but can not do overnight stays due to the medical needs of my pet.

Sitter Profile Image: Fatima S.
Verified Enhanced Background Check
Fatima S.
from
$20
per visit
5 years of experience
Oak Park, IL, 60304

About: I’ve worked as a full time nanny for the past 6 years and have been responsible for walking and caring for their pets too, I also have my own senior doggie, a 13 year old schnauzer and have always loved caring for kiddos and their animal friends too. I currently work as a nanny Monday- Friday, but only 4 hours per day because I am only responsible for school drop offs and pick ups, so a couple hours in the morning and a couple in the afternoon and I have the rest of the day available for walks and pet sitting! I can crate your dog if needed and provide any medication necessary for your pets, I love doing long walks and can stick to any schedule necessary whether that be feeding time or potty time. I am always punctual and I feel very passionate about making your pets feel safe and well taken care of.

Sitter Profile Image: Gena S.
Verified Enhanced Background Check
Gena S.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
20 years of experience
Brookfield, IL, 60513

About: I’m an animal lover and long time cat mom to rescues. I’ve been pet sitting since I’ve been a teen. Most of my pet sitting jobs have come from families that I babysit for or referrals. I have amazing references. I’m comfortable with all dog breeds and sizes. I enjoy long walks and nature. I’m trustworthy, reliable, dedicated, loving and caring. I treat everyone’s pets as if they were my own. I take pride in walking, feeding, and providing endless affection to all pets. I always provide extra love and care for my clients fur-babies! I have no problem collecting mail or packages, tending to the garden or flowers, and keeping the house tidy. If given the opportunity to care for your pet and/or Home, I will provide the best care possible.

Sitter Profile Image: Viktoriia D.
Verified Enhanced Background Check
Viktoriia D.
from
$18
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Bensenville, IL, 60106

About: I have loved animals since childhood, and when I was a child I had a cat. I also lived with my boyfriend's family for a year, they had a dog and I took care of Him. Now periodically my friends leave their dogs with me when they go on a trip or on a business trip. I love this expression: "Dogs talk, but only to those who can listen." I work online so I have a lot of time to play and take care of your dogs. The second part of the day is more freely , but I have a flexible schedule and can combine work and pet care. I have a large one-room apartment with plenty of space for a dog. Near the house there is a large area outside for walking, a few minutes away there is a large park with a lake. I walk the dog several times a day, feed it on schedule, and play with the cats' and dogs' favorite toys.

Sitter Profile Image: Angela C.
Verified Enhanced Background Check
Angela C.
from
$20
per visit
5.0 out of 5 stars
• 71 reviews
17 repeat clients
2 years of experience
Darien, IL, 60561

“Angela did a wonderful job watching our dog. She came 3 times a day for walks and feeding. We could tell that Leine was well taken care of. Definitely will use Angela and River again.”

Profile image
Catherine J.
Sitter Profile Image: Kyle H.
Verified Enhanced Background Check
Kyle H.
from
$14
per visit
5.0 out of 5 stars
• 46 reviews
9 repeat clients
16 years of experience
Oak Park, IL, 60302

“Kyle is so nice and takes excellent care of our two cats, one of them is elderly and needs medication. He’s a great sitter, we’re always glad if he’s available when we travel.”

Profile image
L Nicole L.
Sitter Profile Image: Guillermina L.
Verified Enhanced Background Check
Guillermina L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 113 reviews
36 repeat clients
10 years of experience
Clearing, Chicago, IL, 60638

“Guillermina was great with my cats. She was able to visit everyday to feed, play and administer supplements. I recommend her for your visits.”

Profile image
Daniel G.
Sitter Profile Image: Chelsea G.
Verified Enhanced Background Check
Chelsea G.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 16 reviews
7 repeat clients
10 years of experience
Garfield Ridge, Chicago, IL, 60638

“Chelsea was great with Carl. I plan to contact her again if I ever am in need of a drop in or walker.”

Profile image
Max S.
Sitter Profile Image: Diane B.
Verified Enhanced Background Check
Diane B.
Star Sitter
from
$50
per visit
5.0 out of 5 stars
• 55 reviews
18 repeat clients
40 years of experience
River Forest, IL, 60305

“Diane has been an absolute pleasure! So is so kind to our pups and to us, and has gone above and beyond taking care of Tuk and Hamlet. We so appreciate Diane’s commitment and communication!”

Profile image
Letitia O.
Sitter Profile Image: Alyssa R.
Verified Enhanced Background Check
Alyssa R.
from
$30
per visit
5.0 out of 5 stars
• 1 review
1 year of experience
La Grange, IL, 60525

About: I love dogs and love taking care of them. I have experience sitting up to three larger dogs at a time for up to a week. I take them on fun walks, make sure they are well-fed and given plenty of water, and I love playing with them and giving them lots of cuddles and love. But I am also firm when I need to be and keep them in line. I also have a kitten whom I absolutely adore, he is 7 months old and I’ve had him since July 2021. He is neutered, and he is full of energy so I’m sure he would love a playmate. Leaving your cat with me you can be assured that he or she will be well-fed, given lots of love and plenty of toys and room to play. I currently work part-time from home and because I create my own schedule, I have plenty of flexibility. My preferred hours are Monday-Thursday, 9:00 am-5:00 pm for walks and playdates. For boarding I can do any day of the week so long as you don’t mind your pet being left home alone for short periods of time. I give pets lots of attention and make sure they have everything they need. If at any point my kitten and your pet are not playing well, I can put my kitten away in his crate or in another room. I will provide toys, and of course you are welcome to bring your baby’s favorite toys. I love playing with cats and dogs so you can be sure they will have a great time. I live in a pet-friendly condo in a quiet, safe neighborhood, and if needed I can take your dog to my dad’s house 5 minutes away where there is a fenced backyard with plenty of room to run around.

Sitter Profile Image: Taylor B.
Verified Enhanced Background Check
Taylor B.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
5 years of experience
Justice, IL, 60458

“Taylor did a great job with my three cats while I was away. She followed all feeding instructions, took time for play and communicated daily.”

Profile image
E.V. J.
Sitter Profile Image: Natalie H.
Verified Enhanced Background Check
Natalie H.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
10 years of experience
Berwyn, IL, 60402

“Natalie was prompt and patient with my fur babies. She checked in with me and provided pictures. She went above and beyond to make sure my dogs were well cared for.”

Profile image
Julie R.
Sitter Profile Image: Katelyn D.
Verified Enhanced Background Check
Katelyn D.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
11 years of experience
Clarendon Hills, IL, 60514

About: As someone who has always grown up around dogs, I understand that your pup is a part of the family and I take pride in taking care of your furry loved ones while you’re away! I currently have a German shepherd/Boxer mix (lives with my family) and a Rottweiler (lives with me). I have previously volunteered at a humane society and have also been employed at a dog boarding facility. I enjoy watching Dog Impossible in my free time and would love to spend time with your 4-legged family member in my free time too! I’m also an animal and nature photographer, so I’d be happy to take high quality photos while you’re away! I’m currently working full time from home (Monday-Friday) so I’d be more than happy to welcome your pup into my home and have a new coworker, taking them out as needed, or pack up my gear and work with them in the comfort of their own home! Please check out my calendar for my most updated availability ☺️ I have a friendly dog to keep your pup company and I have a fenced in yard for all of your pups squirrel chasing and potty needs! I will always be cautious and careful to any and all of your pets needs while on leash too!

Sitter Profile Image: Anazette S.
Verified Enhanced Background Check
Anazette S.
from
$25
per visit
20 years of experience
Melrose park, IL, 60160

About: I had my first dog at just 6 years old and my love for animals had been growing ever since😊I currently have a dog of my own who is 5 years old! I’ve had her since she was a puppy (day she was born lol!) due to an accidental litter from my dog(who unfortunately passed away and is her mother) and my moms dog! So I am very good with puppy training as well😊I am good with administering medicine as needed for your fur baby if that is something you need! I work 3 night time 12 hour shifts Friday-Sunday so I am free during the week! I am in nursing school as well but as of now my classes are online! I can keep your fur baby company and play with them. I’m very good with animals of all kinds and making them comfortable around me! I offer companionship and treats lol! I love long walks for dogs so they will get plenty of potty breaks and lots of outside time!

Sitter Profile Image: Alexandra S.
Verified Background Check
Alexandra S.
from
$17
per visit
5.0 out of 5 stars
• 1 review
5 years of experience
La grange, IL, 60525

About: I am a life-long dog lover, and current Pomeranian owner (Pom-mom). I have a fenced in yard and live near a park with a cute walking path. Your pup will be comfortable in my home and can sleep wherever you'd like, whether that be in his/her crate, in a spare room of mine, or on my couch!I will care for your dog as if they were my own and make sure his or her stay with me is an enjoyable and anxiety-free as possible. I also have experience fostering and have fostered senior dogs with special needs. I work from home as does my husband so someone is always home with your pup. We can follow any schedule your dog is used to. We have no kids, so for those pups that don’t do too well with young ones, we’re a perfect option. Our Pom is dog loving and plays well with other dogs. I would like for them to meet prior if possible to ensure both dog’s get along well.

Sitter Profile Image: Luisa H.
Verified Enhanced Background Check
Luisa H.
from
$35
per visit
5.0 out of 5 stars
• 15 reviews
8 repeat clients
8 years of experience
North Riverside, IL, 60546

About: I'm experienced with all responsibilities and more importantly keeping pets company and engaged in playing. Zoomies are the best! I currently work from home and I’m available for boarding. I enjoy the company and don’t mind early drop offs. I have a fenced yard and lots of forest near me for walks. I have two beagles who are gentle and friendly who love play dates. I ask that pet parents keep the time they requested for drop off and pick up as I plan my work around these times. I am home most of the day and take several walks during the day with my dogs. I have a dog door that allows pets to go to back yard should they need to use bathroom or run out to play for those that are bigger I accommodate with an open door to the yard. I make sure guest dogs feel accompanied and cared for with the same attention their owners give them. This helps them settle in with familiar activities. I ask pet owners to share with me their pet's favorite game or toy for fetch, anything to make them feel comfortable.

Sitter Profile Image: Elizabeth F.
Verified Enhanced Background Check
Elizabeth F.
from
$17
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
6 years of experience
Downers Grove, IL, 60516

“Did everything as discussed and good communication ☺️”

Profile image
Alyssa Y.
Sitter Profile Image: Janet J.
Verified Enhanced Background Check
Janet J.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
La Grange, IL, 60525

About: I have 3 dogs, I have the love and experience. Available all summer! I’m an ESL teacher assistant helping kids full time and would love taking care of your fur kids as well. Would love to help and make your dog feel at home and comfortable. Have experience with big and small dogs Full time ESL para and seeking to take care of your pets! I’m able to help after work during the week and open during the weekends. I’m open to discuss times once booked I start by learning about each pet’s personality, schedule and diet . In your home I follow your instructions closely to maintain your pets comfort and minimize stress. Ensure fresh water, food and lots of love

Sitter Profile Image: Daniella C.
Verified Enhanced Background Check
Daniella C.
from
$23
per visit
2 repeat clients
8 years of experience
River Grove, IL, 60171

About: My name is Daniella. I am 24 years old and working with animals is what my life is about. All my life I have had my own pets and I have also worked at an animal hospital for the past 8 years! I am a college graduate with a degree in Biology and I’m here to make sure your fur babies are happy and safe! I have lots of experience with animals and I love any kind. You have a cat? No problem! 5 dogs? (It’s okay I do too!) consider me to watch your lovely animals! I promise that I won’t let you down! I am currently a full time vet tech! I am free pretty much every Sunday and Wednesday and Saturday afternoons after 3pm. I am off some Mondays as well. I would love to be able to work with your schedule as well! Bringing pets into my home won’t always be an option for me but I am more than happy to stay at your home to watch your fur babies! I have 2 dogs and 2 cats myself so bringing in other pets does not always work well for my little guysz

1 / 1
View more

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

Tamara was amazing! I booked her last minute to watch Charlie, and she was incredibly accommodating. What really stood out to me was that Tamara was recovering from surgery herself and was still so attentive with Charlie—even still taking her on walks. She kept me updated throughout her visits and sent pictures, which gave me peace of mind. I really appreciated how caring, reliable, and dedicated she was. I would absolutely book with Tamara again and highly recommend her.

Profile image
Gilbert L.
Drop-In Visits
5.0 out of 5 stars

Always know my boys are in good hands with Angelina. She goes above and beyond to ensure they are well taken care of and takes time to get to know their quirks. Cannot recommend highly enough. She’s the best!

Profile image
Landon E.
Drop-In Visits
5.0 out of 5 stars

Estefanía was great with our puppy Penny! She even came by a day early to meet her and get the care instructions.

Profile image
Meghan G.
Drop-In Visits
5.0 out of 5 stars

Yay Kwan was an amazing sitter for my dog, as usual! She made my dog feel comfortable and happy, always making sure she had everything she needed. It was obvious when we needed a sitter that we would rebook with her!

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

Trustworthy, reliable, consistent and a nice person too. My pets love her and their lack of stress when I return home, demonstrates how comfortable they are with her

Profile image
Suzanne R.
Drop-In Visits
5.0 out of 5 stars

Alexandra was amazing with both Panini and Lady! She was very comfortable with dogs, especially bulldogs, and clearly understood the extra attention and patience a puppy needs. I felt completely comfortable having her care for them and really appreciated how well she handled both of their different personalities and needs. I would absolutely recommend her and will definitely book with her again!

Profile image
Kathleen P.
Drop-In Visits
5.0 out of 5 stars

I truly appreciate Esther. She makes sure Ace gets some loving! Ace appreciates his play time with her

Profile image
Kareline L.
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!

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

Kate watched our senior dog and he did great with her! She even tagged on an extra visit last minute for us. Will definitely book again :)

Profile image
Monica M.
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!

Profile image
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

Profile image
Sandra B.
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.

Profile image
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!

Profile image
Beth F.
Drop-In Visits
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog sitting - Westchester

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Westchester average 7
repeat dog sitting clients

FAQs for Dog Sitting - Westchester

Frequently asked questions about Rover

The average cost of Dog Sitting in Westchester on Rover is $28 per visit as of October 2026. Most bookings cost between $22 and $32 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 12,219 sitters on Rover offering Dog Sitting across Westchester. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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:

  • 85% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge