Dog Walking Westchester

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Over 30
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Westchester, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Katherine H.
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Katherine H.
from
$20
per walk
4.7 out of 5 stars
5 reviews
1 repeat client
14 years of experience
Westchester, IL, 60154

Katherine was great! On time and made sure Moxie got water in the heat. <3

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Megan B.
Sitter Profile Image: Lauren D.
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Lauren D.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
42 reviews
13 repeat clients
15 years of experience
Forest Park, IL, 60130

Lauren is very communicative and leaves great summary of her time with Tuki. We appreciate knowingTuki gets some great attention during our long days at work.

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Ellen M.
Sitter Profile Image: Kristen W.
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Kristen W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
42 reviews
5 repeat clients
12 years of experience
Westchester, IL, 60154

Kristin is dependable and kind. We are so happy she takes care of our dog.

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Theresa S.
Sitter Profile Image: Macey R.
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Macey R.
from
$20
per walk
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: James D.
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James D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
61 reviews
23 repeat clients
40 years of experience
La Grange Park, IL, 60526

I am so happy to be able to rely on the fact that James is extremely punctual. He is here every morning at the designated time. He has been patient with my small dog, who has a preference for women and has had to grow accustomed to a male dog walker. James has given him space and encouragement.

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Jeanne G.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$22
per walk
5.0 out of 5 stars
96 reviews
24 repeat clients
17 years of experience
Brookfield, IL, 60513

Tamara is amazing. Our dog Luna loves her walks with her. We know she is in good hands. I would recommend Tamara to anyone that has a dog and wants to know your baby is taking care of.

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Deborah R.
Sitter Profile Image: Brittney T.
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Brittney T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
153 reviews
39 repeat clients
15 years of experience
Westchester, IL, 60154

Brittney was awesome. Loved meeting with her and Luna loves her. Sent me tons of pics and wore my puppy so she will sleep while I am at work.

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Colleen R.
Sitter Profile Image: Isabella G.
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Isabella G.
from
$15
per walk
8 years of experience
Riverside, IL, 60546

About: Animals have been a part of my life for as long as I can remember. Having owned and cared for both dogs and cats throughout my life, I’ve developed a deep understanding of their different personalities, routines, and needs. I genuinely enjoy building trust with each pet and creating a positive, stress-free experience for them while their owners are away. Whether your pet loves playtime, long walks, cuddles on the couch, or simply having a calm and caring companion nearby, I’m committed to providing attentive, loving care that helps them feel right at home. I understand how important it is to trust someone with your furry family member, and I take that responsibility seriously. As a recent college graduate, I have a flexible schedule that allows me to prioritize the pets I care for throughout the day. I genuinely enjoy spending time with animals, and pet care has always been a natural part of my life. Whether it’s morning walks, midday check-ins, play sessions, or evening cuddles, I can provide consistent attention and care while keeping pet owners updated and giving them peace of mind while they’re away. I treat every pet as if they were my own. My goal is to make them feel as comfortable and loved as possible by sticking to their usual routine and giving them the attention they need. Whether that means energetic playtime, long walks, lots of cuddles, or simply providing calm companionship, I adapt my care to each pet’s personality and preferences. I make safety a top priority, ensure they have plenty of fresh water, exercise, and enrichment, and keep owners informed with updates and photos throughout their stay or visit. I understand that trusting someone with your pet is a big decision, and I strive to provide dependable, compassionate care every time.

Sitter Profile Image: My'Anna R.
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My'Anna R.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Westchester, IL, 60154

My’Anna has been amazing! From the very start, she was quick to reply to our initial request, which gave us peace of mind that our dog would be taken care of. She’s been incredibly gentle and patient with our dog as well. It’s been great to see how Tamalito grows more comfortable with her- we even catch him waiting by the door for her visits on our cameras!

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Maria T.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
303 reviews
70 repeat clients
20 years of experience
Riverside, IL, 60546

Jessica was very kind to walk my dogs when I hurt my foot! She’s flexible and a great communicator, and my boys were happy and tired after their walk with her. Would definitely book again!

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Charisse E.
Sitter Profile Image: Edgar S.
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Edgar S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Brookfield, IL, 60513

Edgar has been great! Dependable, flexible, reliable and a pleasure. I highly recommend him!

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Cary F.
Sitter Profile Image: Gina S.
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Gina S.
from
$25
per walk
5.0 out of 5 stars
225 reviews
90 repeat clients
14 years of experience
Elmhurst, IL, 60126

Gina is very kind and patient with our anxious dog. She even helped me administer his insulin shots a couple times. Good communication. I always knew exactly when she would be arriving.

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Megan D.
Sitter Profile Image: Jessica Z.
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Jessica Z.
from
$25
per walk
25 years of experience
Bellwood, IL, 60104

About: What sets me apart is the level of care and attention I give every pet as if they were my own. My love for animals comes from raising my own dogs, especially my sweet girl, Roxi, whom I was fortunate to have from the time she was a puppy until she crossed the Rainbow Bridge in February 2026 at 15 years old. Caring for her through every stage of life gave me firsthand experience with senior dog care, medication schedules, mobility assistance, and the extra patience, compassion, and love that aging pets deserve. I'm comfortable maintaining feeding routines, administering oral medications, providing potty breaks, and recognizing when a dog's behavior or health seems out of the ordinary. I understand that every dog has a different personality, energy level, and comfort needs, and I adapt my care to make them feel safe, relaxed, and loved. For puppies, I'm happy to reinforce the training and routines you're already working on, including crate training, potty schedules, basic commands, and positive reinforcement. I know consistency is important, and I'll follow your instructions to help keep your puppy on track. You'll also receive regular updates, photos, and messages so you can enjoy your time away knowing your pet is happy, comfortable, and in caring hands. My goal is to provide a stress-free experience for both pets and their owners. Pet care fits well into my schedule because I work a hybrid full-time position, which allows me flexibility throughout the week. I carefully manage my calendar and only accept bookings that I know I can fully commit to, ensuring every pet receives the attention, exercise, and care they deserve. Whether it's morning walks, evening visits, overnight stays, or weekend care, I plan my schedule around each pet's needs. I believe reliability and consistency are just as important as love and affection, so I make it a priority to maintain your pet's normal routine as closely as possible. Pet care fits well into my schedule because I work a hybrid full-time position, which allows me flexibility throughout the week. I carefully manage my calendar and only accept bookings that I know I can fully commit to, ensuring every pet receives the attention, exercise, and care they deserve. Whether it's morning walks, evening visits, overnight stays, or weekend care, I plan my schedule around each pet's needs. I believe reliability and consistency are just as important as love and affection, so I make it a priority to maintain your pet's normal routine as closely as possible.

Sitter Profile Image: Claire C.
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Claire C.
from
$15
per walk
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: Eleanor d.
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Eleanor d.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
2 years of experience
Chicago, IL, 60647

About: Hello! I’m Ellie, and I would be thrilled to be your go-to pet sitter while away. I have a super sweet dog named Frankie, who’s not just my furry companion but also my best buddy. Frankie has a playful spirit and loves to run around and play at the dog park, but she also knows how to relax and enjoy some quality couch time, so I always aim to provide a good balance of play/enrichment time and resting. Our daily routine includes long walks where we explore the neighbourhood and visit the dog park every day, ensuring plenty of exercise and socialization. I love getting outside and enjoying the fresh air, and I can’t wait to share that experience with your pup. I work from home, which gives me a lot of flexibility in my schedule. This means I can give your dog the attention they need, whether it's playtime, walks, or just some gentle cuddles. My primary goal is to ensure your furry friend feels safe, secure and loved while they’re in my care. I believe that open communication is key, so you can expect regular updates and photos to keep you connected with your dog while you’re away. I’m excited to create a nurturing and fun environment for your dog. Let’s connect and see how I can help make your pet’s time with me enjoyable and stress-free! I work from home and care for my dog Frankie so I am home most of the time to care for your pup. The most I might be gone is a couple hours at a time to run errands and if I do have to go out I make sure your pup is well exercised, tired and ready for a nap. I live in a very spacious apartment within walking distance of multiple parks and walking trails. While in the home I can set up separate areas for your pet to make them feel secure and at home or let them have free rein of the apartment (whatever works best for your pet's needs). I take pride in giving my dog the best life possible and would extend that sentiment to any dog in my care. Throughout the day I offer tons of attention, treats and playtime and regular pictures and updates to give you peace of mind while you are away!.

Sitter Profile Image: Yasmine T.
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Yasmine T.
from
$20
per walk
7 years of experience
Westchester, IL, 60154

About: I am located in Westchester and am looking for clients in my surrounding area:) Not accepting first time users Currently I work in customer service and hospitality with experience as a barista. I am a full time student at Illinois Tech. I started taking care of animals when I was 15 after school. Since then I’ve watched and walked many dogs. I watch pets because I genuinely love these little creatures. All animals I have cared for have never required medication or been over 20 pounds. In my experience. have watched 1 cat, a yorkie, a chihuahua mix, an elderly poo, and two dogs that were siblings who were adopted after coming from rough homes. I usually work in the loop weekends and hope to fill time before and after my shift with pet care. During the week I work on course work as I am a part time student. I find myself in wicker park during my free time I provide pet care in the home of the client with discretion and attention to detail. I can provide house sitting services. I always update client with pet photos as well so they can check in on their furry babies

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

Collette was amazing walking my dog several times a day while I was away. She arrived on time for each walk and sent detailed notes and pics. Highly recommend!

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Joanna Z.
Sitter Profile Image: Rebecca
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Rebecca
from
$18
per walk
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Westchester, IL, 60154

About: Hi! My name is Rebecca. I have three years of professional experience working in a dog and cat boarding facility as a Client and Pet Care Specialist. I’ve also spent time fostering both dogs and cats, which has given me even more experience working with pets of all ages, temperaments, and needs. At home, I’m a proud cat mom to three wonderful kitties! Caring for animals is truly a passion of mine. I love getting to know each dog and cat as an individual and strive to provide personalized care that makes them feel safe, happy, and loved. I offer dog walks and drop-in visits for both dogs and cats to help fit your schedule and keep your pets comfortable at home. Whether it's walks, playtime, cuddle sessions, or quiet companionship, I’ll make sure your furry family member gets the attention they deserve. I work part-time, which allows me a flexible schedule to dedicate quality time to pet care throughout the week. Animals are a huge part of my life, and spending time with them is something I genuinely look forward to. I tailor my care based on each pet's individual needs and routine. In a client’s home, I aim to maintain their normal schedule and environment as much as possible—feeding, walking, playing, and providing comfort just like you would. For drop-in visits, I make sure to give pets attention, enrichment, and any necessary care like medication, litter box cleaning, or tidying up food and water areas. I always approach each visit with patience, warmth, and attention to detail. Please feel free to reach out with any questions or special instructions. I look forward to meeting you and your pets soon! 🐶🐱🐾

Sitter Profile Image: Catalina C.
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Catalina C.
from
$16
per walk
5.0 out of 5 stars
3 reviews
5 years of experience
West Chester, IL, 60154

I really appreciate the time Catalina took to allow our dog become more comfortable with her. Not only did she come a few days before to interact with our dog who is a bit anxious meeting new ppl but Catalina also engaged with our other kitties. Thank you for your dedication to caring for our kiddos

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Veronica G.
Sitter Profile Image: Robert W.
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Robert W.
from
$25
per walk
4.9 out of 5 stars
15 reviews
8 repeat clients
45 years of experience
Westchester, IL, 60154

About: I am doing some daycare and hosting again, as of May 2023. However, I am only able to take hypo-allergenic dogs at this time. I am always available to dog-sit in your home. Also, I can walk your dog locally (Westchester, Cermak and Wolf area). I am also available to check-in on your dog locally, 7 days a week. I have been on Rover for five years now. Many years of dog-sitting and hosting experience before that. I also like to walk dogs. I have been a member of a dog training club, and my own dogs earned their "Good Citizen" awards. I will work on some basic commands if you would like. I will treat your dog like my own. I respect your style of discipline and will follow your directions exactly. I have plenty of time for play and walks! Love to get out and exercise with your dogs. Love to cuddle on the couch too. Even at home, dogs need supervision. An eye is always out for them. I will go out with your dog into your fenced yard, or walk them. If I am hosting your dog, I go out into my fenced yard with them.

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The median cost per walk for dog walking in Westchester is $20

Dog parents share their Rover experiences - Westchester

1 / 1
5.0 out of 5 stars

I’m so glad Edgar is taking care of my dog during the day. I love getting my message and pictures, and I know he’s getting exercise, a potty break and some attention. I highly recommend Edgar to anyone looking for a dog walker!

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Cary F.
Dog Walking
5.0 out of 5 stars

Tamara has been a tremendous dog walker for our dog Dickens. She’s friendly and very good with our dogs and has been attentive, on time, as well as very responsible. She scheduled a meeting with our dogs and with us prior to booking to make sure everyone was comfortable. Would highly recommend Tamara to anyone for her wonderful skills.

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Karen Q.
Dog Walking
5.0 out of 5 stars

Lexi is wonderful with our dog Rosie! She is also super communicative and very quick to respond to messages. Do yourself a favor and book her for your pets!

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Thomas V.
Dog Walking
5.0 out of 5 stars

Elizabeth continues to be a very reliable and loving dog sitter, whom our dog adores! She not only walks Lily, but she plays with her on days that aren’t nice (their favorite game is soccer!) and takes the time to make sure she’s happy and cared for during each visit. Elizabeth watches our dog weekly, and we couldn’t be happier with her communication and the extra care she consistently puts in.

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Melissa G.
Dog Walking
5.0 out of 5 stars

Brett has a calm and friendly way of handling my athletic and energetic lab. I felt very confident in his handling of my strong boy! He is very accommodating with his schedule.

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Amy G.
Dog Walking
5.0 out of 5 stars

Lauren is a pleasure to work with! She is a great communicator, reliable and kind. Our dog Sam loves his walks with Lauren! 💕

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Chelsea G.
Dog Walking
5.0 out of 5 stars

Mia is great with my pups! They started looking forward to their walks with her. Even missed her when they skipped a walk with her. Will continue using her for future walks.

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Angelica C.
Dog Walking
5.0 out of 5 stars

My’Anna has been amazing! From the very start, she was quick to reply to our initial request, which gave us peace of mind that our dog would be taken care of. She’s been incredibly gentle and patient with our dog as well. It’s been great to see how Tamalito grows more comfortable with her- we even catch him waiting by the door for her visits on our cameras!

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Maria T.
Dog Walking
5.0 out of 5 stars

Thank you Rocio. We appreciate the updates and awesome pictures. Also the complete time you dedicate to Bruce even on days he is feeling a bit lazy for a walk.

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Veronica G.
Dog Walking
5.0 out of 5 stars

I can’t recommend Jocelyn enough as a dog walker! She takes such great care of my dog and is always so patient and attentive. I’ve truly noticed a positive difference, my dog is happier, more relaxed, does not pull as much and looks forward to their walks together. It gives me peace of mind knowing my pup is in such caring hands. Jocelyn is reliable, kind, and clearly loves what she does. I’m so grateful to have found her!

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Frosina Z.
Dog Walking
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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.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your 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.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
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Popular requests for dog walking - Westchester

Select a filter and find qualifying sitters offering dog walking.

Sitters in Westchester average 4
repeat dog walking clients

FAQs for Dog Walking - Westchester

Frequently asked questions about Rover

The average cost for Dog Walking in Westchester on Rover is $22.2 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .

As of July 2026, there are 13,471 sitters on Rover offering Dog Walking across Westchester. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Westchester. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Westchester.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Westchester. On Rover:

  • 91% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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.

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 walker.

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