Dog Walking Westchester

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 35
pet parents in Westchester have booked dog walking

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: Paulina G.
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Paulina G.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
• 58 reviews
15 repeat clients
10 years of experience
Bellwood, IL, 60104

“Friendly and communicative”

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Logan C.
Sitter Profile Image: Esther I.
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Esther I.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
7 years of experience
Lyons, IL, 60534

About: I’ve taken care of dogs ever since I was young. I’ve had many dogs over the years and all were loved, cared for, and given a life they deserve. I’m currently working part time and have hybrid classes. So, I have time to meet the needs of families and their fur babies. I am available to drop in the day, or spend nights to make sure your animals are cared for. I make sure they have clean water and food when needed. I let them out to run around and take pets on walks. I brush animals to make their coats soft, and offer baths.

Sitter Profile Image: Alexandra M.
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Alexandra M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 33 reviews
12 repeat clients
17 years of experience
La Grange, IL, 60525

“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.
Sitter Profile Image: Collette W.
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Collette W.
from
$21
per walk
5.0 out of 5 stars
• 107 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: Marin H.
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Marin H.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 14 reviews
5 repeat clients
14 years of experience
Oak Park, IL, 60302

“Marin was very nice, took good care of my pup and had good communication!!”

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Allyson K.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$30
per walk
4.9 out of 5 stars
• 120 reviews
33 repeat clients
17 years of experience
Brookfield, IL, 60513

“Tamara is always taking great care of our Luna on walks. We recommend her if you need anything to do with your fur baby. She is professional, caring, and compassionate.”

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

About: I am a human nurse and have a dog with hemiplegia, so I am well-versed in bladder expression and monitoring for injury. Having 3 special needs pets, means I know how to administer oral medication, eyedrops, injections, and topicals I am not an early riser so if you have a late night out, midnight is not a problem! My availability varies upon my work schedule. I will follow the instructions the pawrents have left. Give all the scritches and love your pet deserves and is accustomed to with photos updates and video

Sitter Profile Image: Ashlee K.
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Ashlee K.
from
$25
per walk
5.0 out of 5 stars
• 82 reviews
31 repeat clients
5 years of experience
Forest Park, IL, 60130

“Ashlee is a gem of a pet caretaker. She is an excellent communicator and super dependable. Will definitely be having her take care of my pets in the future. 11/10”

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Chris C.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
20 years of experience
Lyons, IL, 60534

About: There are a few things that set me apart from other sitters, one of them being that I have completed the Specialized Training Program at the Academy of Pet Careers. At the APC I learned to train dogs using positive reinforcement and learned about behavior and enrichment through their Pet Empowerment Program. I've also taken care of dogs my entire life. From walking, feeding, training and bathing, I have always been a helping hand to family, friends and coworkers when it comes to their pets. They've even dubbed me the Cool Dog Aunt! My mom became a groomer when I was young and I have been involved in the pet industry ever since, making me a great candidate to hangout with your furry friend! I am currently working from home, so I will have plenty of time to spend with your dogs. Need extended play time? No worries, I can do that too! I will take every precaution to keep your pup safe when I am visiting them. Whether it be double checking that gates/doors are locked, using provided, appropriate equipment for the dog and always taking care of them as if they were my own.

Sitter Profile Image: melissa p.
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melissa p.
from
$30
per walk
1 year of experience
Westchester, IL, 60154

About: I have been caring for dogs since I was young, though never as an official job, mostly for family and friends. I grew up surrounded by animals, including many dogs, cats, and even farm animals. Currently, I have an older Border Collie and a Chihuahua, and they make my days so much better! I love going on daily walks with dogs and playing fetch with them in the backyard. I truly enjoy spending time with animals and making sure they feel loved, happy, and well cared for. I’m currently not working, so I spend a lot of time at home and have plenty of flexibility to care for your dog. I’m happy to adapt to your pet’s usual routine and make sure they feel comfortable and at home. Typically, the first thing I do in the morning is let the dogs outside to go potty, followed by breakfast. I also enjoy going for walks during the morning and again in the afternoon, so your dog can get plenty of exercise, fresh air, and attention throughout the day. i have a fenced yard and 2 trained dogs to keep your baby with company. I have a large crate at home, which I normally only use for my Border Collie during thunderstorms, as it helps him feel safe. However, if you feel that it would be best to separate the dogs at any point, I have the space and can safely accommodate one of them in the crate if needed.

Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$35
per walk
4.9 out of 5 stars
• 46 reviews
15 repeat clients
10 years of experience
Irving Park, La Grange, IL, 60525

“Stephanie is so communicative when she is caring for Drogo. She is sure to send lots of pictures with updates and leaves detailed report of the stay/walk/etc. I know Drogo is in good hands with with Stephanie while I am away.”

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Katy P.
Sitter Profile Image: Kyle H.
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Kyle H.
from
$18
per walk
5.0 out of 5 stars
• 46 reviews
10 repeat clients
16 years of experience
Oak Park, IL, 60302

“Kyle did an outstanding job with our little pup! He provided us with updates and photos during the walk, which really showed how much he cares. His extra effort made all the difference. Thanks a ton, Kyle!”

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Sammy O.
Sitter Profile Image: Bernardo G.
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Bernardo G.
from
$20
per walk
20 years of experience
Forest Park, IL, 60130

About: I love dogs, they always love you no matter what, sometimes the inly thing missi g is tha they dont talk. They are part of the family I currently work full time but looking to work Saturdays. Love to interact with dogs and really enjoy when thye are out in walks or running around I know all the dogs just want to be loved, I currently have 3 happy dogs, 2 girls and one boy.makes me happy just watching them play

Sitter Profile Image: Edward W.
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Edward W.
from
$20
per walk
4.7 out of 5 stars
• 7 reviews
2 repeat clients
8 years of experience
Oak Park, IL, 60302

About: Ready to work hard and safe to take good care of your four-legged best friend! At your service for walks, sitting, driving to appointments, and any other basic pet care! I've been hired my neighbors, relatives, and family friends before to house sit/ pet sit. I think it's important to be careful and respectful at all times, to report any issues immediately, and treat the pet with the kindness and fun they usually receive from their owner! My family has previously kept a dog, geckos, a chameleon, fish, a rabbit,and a bird. My hobbies include chess, bowling, music and concerts, hiking and running. I'm located in the near-west suburbs but I have my own car so I'm happy to go anywhere around Chicagoland! Take care! currently working a flex position at Camp McKean for community and outdoor recreation. off all day on Sundays Mondays and Tuesdays. Rest of the week I could dog sit before or after work. Early morning or evening. I will always top off a pet's water bowl, take an inventory of supplies like poop bags, toys, where food is, etc. with Rover gigs before I've taken pictures and videos for the client to let them know how everything's going 😀

Sitter Profile Image: Alex W.
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Alex W.
from
$22
per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
15 years of experience
Lombard, IL, 60148

“Took great care of my boy while I was out of town!”

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Cameron S.
Sitter Profile Image: Sarah V.
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Sarah V.
from
$20
per walk
5.0 out of 5 stars
• 23 reviews
2 repeat clients
20 years of experience
Clarendon Hills, IL, 60514

“Was amazing. And very quick to respond to questions! Will definitely book again.”

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RICH
Sitter Profile Image: Chris D.
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Chris D.
from
$35
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Maywood, IL, 60302

About: Hi! My name is Chris, and I’ve spent over 10 years professionally working with dogs of all breeds, sizes, ages, and personalities. My background includes dog daycare, boarding, overnight care, kennel management, administering medications, caring for senior dogs, supervising large playgroups, and professional dog training. While I currently work as a Keyholder in retail management, my passion has always been caring for animals, and I love being able to spend my free time doing what I enjoy most. One thing that sets me apart is my ability to understand canine body language and recognize when a dog is stressed, excited, nervous, or simply wants space. Every dog is different, and I take the time to build trust and provide care that matches their individual personality and needs. Although I’m not actively teaching training classes anymore, I still use the skills I’ve learned over the years to reinforce good manners, encourage positive behaviors, and create a calm, structured environment for the dogs in my care. Whether your dog is an energetic puppy, a senior who needs extra patience, or just wants someone to play, cuddle, and keep them company while you’re away, I’ll treat them like they’re one of my own. I know how much trust it takes to leave your pet with someone else, and I don’t take that responsibility lightly. My goal is for you to have complete peace of mind, knowing your best friend is safe, happy, and receiving the same care I’d give my own family. I look forward to meeting you and your pup! Pet care has always been a part of my life, even after transitioning into retail management. I work full-time as a Keyholder, but I schedule my Rover services around my work so every pet receives the time, attention, and care they deserve. Spending time with animals is something I genuinely enjoy, and it’s a great way for me to stay connected to a field I’ve been passionate about for over 10 years. Outside of work, I spend time with my own pets and make sure they receive the same love and attention I give every animal in my care. Whether it’s a walk, drop-in visit, overnight stay, or simply spending quality time with your pet, I’m committed to providing dependable, compassionate care while keeping you updated every step of the way. I believe every pet deserves care that’s tailored to their individual needs and routine. When caring for pets in a client’s home, I do my best to keep their schedule as consistent as possible, including feeding times, potty breaks, walks, playtime, medications, and plenty of love and attention. I know routines help pets feel safe and comfortable while their family is away. I always treat my clients’ homes with the same respect I would expect someone to treat mine. I’ll clean up after your pet, keep food and water areas tidy, wipe muddy paws when needed, and make sure everything is secure before I leave. I’m also happy to send regular photo and video updates so you can relax knowing your pet is doing well. If pets are staying in my home, they’ll have a safe, clean, and calm environment where they’re treated like family. I’ll make sure they receive plenty of exercise, enrichment, affection, and downtime based on their personality and energy level. My priority is always your pet’s safety, comfort, and happiness. With over 10 years of professional experience working with dogs and cats, I’m comfortable caring for pets of all ages, including puppies, kittens, seniors, and those who require medication or extra patience.

Sitter Profile Image: Rosario M.
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Rosario M.
from
$36
per walk
5.0 out of 5 stars
• 171 reviews
43 repeat clients
7 years of experience
Cicero, IL, 60804

“Rosario is very caring and was very sweet with my puppy! She sent me many pictures and videos and clearly cared a great deal about taking good care of her. Thanks, Rosario!”

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Emily F.
Sitter Profile Image: Claire C.
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Claire C.
from
$20
per walk
1 repeat client
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: Christopher P.
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Christopher P.
from
$25
per walk
1 repeat client
25 years of experience
Brookfield, IL, 60513

About: My family has had at least one dog most of my life, one of which became my best friend, and he (Bear) was the reason I named my current dog (Polar) after him. I have my own 100+ pound white Lab who had a whole lot of energy when he was a puppy ,so I am familiar with how crazy the young ones (and older ones too) can get. Your pet is safe with me, (s)he will be treated like family, and as if (s)he were my own dog to love. I am currently a full-time MBA student and can be home full-time if needed. Potty breaks every few hours, or as requested by him/her. Lots of play time in between, as I always need an excuse to take a break from my studies... My family has had at least one dog almost my entire life, and I currently have my own 100+ pound white Lab, so I am capable to providing care as if it were my own dog. I have a fenced in yard that your dog will be allowed to go out to every few hours, or whenever he/she indicates the need. One neighbor does not have a dog, the other house does have a dog but is only outside for a few minutes at a time. I do have an alley behind my house where very rarely somebody in the neighborhood might walk their dog, but the strong chain link fence will keep them separate. Inside has miscellaneous stuff around the house that may be an issue if your dog chews items, but I can identify and remove any distractions deemed necessary. I have lots of toys and balls for your dog to play with, whatever he or she wants... In your home, I will follow any and every rule you establish. Whatever you say goes. Please give me a detailed list with any guidelines that need to be followed and I will do so.

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

Dog parents share their Rover experiences - Westchester

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5.0 out of 5 stars

Tamara was the best!! She helped me and my family a lot with my Titan!! He really liked her as well! ❣️

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Mairy S.
Dog Walking
5.0 out of 5 stars

Jennifer was great — it’s clear her experience with all sorts of dogs and temperaments helped her give Indy a great walk and handle her reactivity to other dogs she saw along the way. She was on time, asked questions, and listened to any instructions or insights I offered on our dog’s quirks. Thanks Jennifer!

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Patrick S.
Dog Walking
5.0 out of 5 stars

Lexi was great, she handled our dog’s reactivity to other dogs well and got her a walk and bathroom break she needed despite rainy conditions!

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Patrick S.
Dog Walking
5.0 out of 5 stars

Stephanie is so communicative when she is caring for Drogo. She is sure to send lots of pictures with updates and leaves detailed report of the stay/walk/etc. I know Drogo is in good hands with with Stephanie while I am away.

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Katy P.
Dog Walking
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

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

I’m so grateful for Alexa! She has been incredibly reliable, gentle, and attentive with my dog. You can truly tell she loves what she does. My pup is always so excited to see her, and that gives me so much peace of mind. Highly recommend her to anyone looking for someone they can trust.

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

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Westchester

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Sitters in Westchester average 4
repeat dog walking clients

FAQs for Dog Walking - Westchester

Frequently asked questions about Rover

The average cost of Dog Walking in Westchester is $22 per walk as of November 2026. Most bookings cost between $14 and $31 per walk. On Rover, walkers 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 November 2026, there are 12,688 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 Westchester. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Westchester after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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:

  • 85% of walkers can help with special care needs
  • 90% can help with giving oral medications or injections
  • 95% 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 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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

walkers on Rover set their own cancellation policy, 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 walker.

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