Dog Walking Oswego

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

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Over 34
pet parents in Oswego have booked dog walking

Oswego, 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: Lauchlan J.
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Lauchlan J.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
• 50 reviews
9 repeat clients
50 years of experience
Oswego, IL, 60543

“Lauchlan is phenomenal! She took great care of our pup and our home! I highly recommend her to anyone looking! Thank you so much for caring for our girl!”

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L G.
Sitter Profile Image: Shirley G.
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Shirley G.
from
$18
per walk
5.0 out of 5 stars
• 3 reviews
50 years of experience
Oswego, IL, 60543

About: I have had pets throughout my life from guinea pigs and cats to dogs and bunnies. I currently lift spirits at an assistant living facility weekly with our family dog, Bandit. I’ve been called an animal whisperer. Anxious to meet your pets and spend some time with them. I am currently retired and although I will have a few block out dates, my schedule is usually very flexible. I still enjoy working some and want to add animals to my day. I can drop in your home to check on, feed, give some attention to, let out and/or walk your dog. Same gentle friendly care for other domestic animals too

Sitter Profile Image: Erin D.
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Erin D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 26 reviews
7 repeat clients
15 years of experience
Plainfield, IL, 60585

“Rufus really enjoys Erin and we appreciate her. She is always on time and takes great care of Rufus!!”

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Beth V.
Sitter Profile Image: Jenny B.
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Jenny B.
from
$18
per walk
2 repeat clients
18 years of experience
Oswego, IL, 60543

About: Hi! I’m Jenny, a lifelong dog lover who truly believes our pets are part of the family. 🐾 I’m a caring, responsible, and attentive pet sitter who would love the opportunity to care for your dog while you’re away or give them some extra love and exercise during the day. I’m also a proud dog mom to two dogs of my own. A Great Dane and a Lab/Pit mix! Having dogs with very different personalities, sizes, and energy levels has given me plenty of hands-on experience understanding that every dog has their own unique needs and routine. I offer drop-in visits, dog walks & house sitting, and I’m happy to tailor my care to your dog’s individual personality, routine, and needs. Whether your pup loves a long walk, needs some playtime and attention, or simply wants someone to keep them company, I’ll make sure they feel safe, comfortable, and cared for. I understand how important it is to feel confident when someone else is caring for your pet. I’ll keep you updated with photos and messages during each visit so you can have peace of mind knowing your pup is doing well. I’m comfortable with dogs of different sizes, ages, and personalities, and I’m happy to follow specific feeding, walking, medication, or care instructions. I can’t wait to meet you and your four-legged family member! 🐶❤️ Pet care is already a natural part of my daily routine since I have two dogs of my own, a Great Dane and a Lab/Pit mix. I’m used to staying on a consistent schedule with walks, feeding, playtime, and plenty of attention. I have flexibility in my schedule to accommodate drop-in visits, dog walks, and house sitting, and I’m able to plan my week around the needs of the pets I’m caring for. I’m reliable, communicative, and happy to work with each pet’s individual routine and schedule. I care for every pet as if they were my own, while making sure to follow their normal routine and any specific instructions from their owner. I have two dogs of my own so I’m comfortable with dogs of different sizes, personalities, and energy levels. For drop-in visits and walks, I focus on making sure pets get the exercise, attention, potty breaks, food, and fresh water they need. I’m respectful of my clients’ homes and will always keep them clean and secure. I’ll also send regular updates and photos so you can feel comfortable knowing your pet is happy and well cared for while you’re away.

Sitter Profile Image: Leo M.
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Leo M.
from
$20
per walk
4.5 out of 5 stars
• 10 reviews
5 repeat clients
10 years of experience
Oswego, IL, 60543

“Leo did great with foxy! We got plenty of pics and foxy looked very happy! He made sure foxy had plenty of food and water and gave her her meds. I would definitely recommend!”

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Aracelli M.
Sitter Profile Image: Carol K.
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Carol K.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 59 reviews
13 repeat clients
40 years of experience
Yorkville, IL, 60560

“Carol was great. On time every day and gave great updates. It was super hot too and she made sure my dogs got outside to do their business and explore. I highly recommend her.”

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Brian R.
Sitter Profile Image: Felicia S.
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Felicia S.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 32 reviews
11 repeat clients
12 years of experience
Oswego, IL, 60543

About: I've been studying dog behavior for over 9 years. I also have experience as a veterinary receptionist and grooming assistant. I train pet dogs on good behavior as well as rehabilitation for fearful or aggressive dogs. Safety is my #1 concern. Every dog that comes into my home is treated like family, as I do my own dogs. I am blessed with a large house that has a separate living quarters for the boarding dogs and a big beautiful fenced yard. Both are kept clean and hazard free. I would love to host your dog and make sure you are worry free while you're away! I work with dogs as a career and am home full time. I have a daily routine that changes depending on what dogs I have. Each dog gets fed once or twice, a day depending on owner preference. For medical or dietary reasons feeding can me more or less frequent. Any medications needed will be given. Each dog gets back yard exercise daily. Of course they get plenty of love! 🐾 Saftey and cleanliness are my top concerns. My home is clean and hazard free. I am "puppy proof" and always vigilant. I have accommodations and experience working with aggressive or reactive dogs and can also accommodate/work with kennel anxitey. I am able to keep dogs separate from my personal dogs if needed. Dogs that are friendly will be able to socialize/play with my very well tempered pack, depending on owner preference. I have a fenced yard and there are no gaps or ways to get out. I can also accommodate jumpers using a long recall leash!

Sitter Profile Image: Vishvesh & Julia J.
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Vishvesh & Julia J.
from
$20
per walk
5 years of experience
Oswego, IL, 60543

About: I’ve grown up around dogs and have always been comfortable caring for them. For the past 2.5 years, my wife and I have also been dog parents to our corgi, Riley. I’m experienced with daily walks, feeding, playtime, basic routines, and giving dogs plenty of attention and affection. I understand how important it is to have someone you can trust with your pet, and I’ll treat every dog I care for like they’re part of the family. Pet care fits naturally into our daily routine since we have a dog of our own. I also have the flexibility to work from home whenever needed, so I can be around throughout the day for walks, playtime, feeding, potty breaks, and plenty of attention. We have a dog-friendly home with a fenced-in yard and our friendly corgi, Riley. We’ll follow your dog’s normal routine, feeding schedule, and any special instructions you provide. We want every dog staying with us to feel safe, comfortable, and at home.

Sitter Profile Image: Kimberly D.
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Kimberly D.
from
$16
per walk
25 years of experience
Oswego, IL, 60543

About: Family first, paws included! I offer specialized care for all ages, from energetic puppy training to gentle, comforting support for senior dogs. Your pet is in safe, loving hands. My weekly routine is built around providing active, engaging, and reliable pet care. I dedicate my mornings to walks and puppy training reinforcement, afternoons to enriching playtime, and evenings to relaxed downtime with senior pets. Because my schedule is highly flexible, I can easily adapt to your pet's specific feeding and sleeping habits to ensure a seamless, stress-free transition. Safety and trust are always my top priorities. Because I believe pets are family, I create a calm, completely hazard-free environment whether they are staying with me or I am visiting your home. I double-check all gates and doors, use secure leashes on every walk, and ensure living areas—including litter boxes—are kept impeccably clean. I always send frequent photo updates so you know your best friend is safe.

Sitter Profile Image: Nancy A.
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Nancy A.
from
$30
per walk
5.0 out of 5 stars
• 43 reviews
11 repeat clients
25 years of experience
Oswego, IL, 60543

“Nancy was wonderful with our dog, Lucy. Very communicative, punctual, and flexible. Lucy loves her and we'll definitely be booking her again when we need a walker. 😊”

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Sam K.
Sitter Profile Image: Marina C.
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Marina C.
from
$15
per walk
15 years of experience
Oswego, IL, 60543

About: I love any kind of animal no matter the size or disability. My care experience encompases anywhere from a shy greyhound rescue, a protective pitt bull, to multiple chihuahuas, and everything in between. I have been giving care for pets for 15 years and been loving on pets for as long as I can remember. My favorite part is spoiling them with the attention that they desire. Im a stay at home mom with lots of free time. I am very active and love being outdoors so your furry family member will get plenty of play time and attention in my care. I like to abide by what the owner's preferences are to guide what activities I do with their pets. After those guidelines, I let their pet lead our time together based on their wants and needs. It truly is about the happiness and safety of your pet at the end of the day and I hope to gain your trust in the process.

Sitter Profile Image: Samantha G.
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Samantha G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 15 reviews
6 repeat clients
21 years of experience
Oswego, IL, 60543

About: Hi there, my name is Sami! I've lived with dogs my whole life, big and small - some of which include a Golden Retriever, a Yorkie, and a Maltese. My sister occasionally comes over with her Goldendoodle, and I love spending time with my aunt's Bernese Mountain Dogs when I can visit them. I plan to adopt my own dog later in the future, and perhaps enroll them as a therapy dog to bring comfort to others. I've watched both my sister's and parents' dogs while they are away for the day, and I have some experience in caring for them when they were puppies. I used to walk my parents' dogs in the past, as well. I enjoy interacting with dogs as a whole, and I put their safety and comfort first. I'm an introvert who lives a quiet lifestyle, but I also love to have fun, so if your furry friend needs someone to hang out with while you're away, I'll be there for them! NOTE: Though I adore cats, I am unfortunately allergic and therefore cannot interact with them directly if you have any in your home. I can still feed or play with them via a cat teaser or laser pointer, but I cannot pet them or pick them up. :( Currently, I am working full-time at an elementary school in Minooka. As I share similar hours with our students, my availability Monday through Friday will only be after 3:30pm. On Saturdays and Sundays, I am available during afternoons and evenings, though prior arrangements in advance can be made for a morning walk or drop-in visit! I will update my schedule as soon as anything changes. If you have any questions regarding my schedule for a particular day or week, please don’t hesitate to message me! IMPORTANT: As per Rover’s Terms of Service, please note that I cannot share private contact details or accept methods of payment outside of Rover. This is for the safety and security of all parties involved. When out on a walk, I will make sure your friend is kept safe and away from hazards or things they may be uncomfortable with. When dropping in for a visit, I will make sure their needs are met and everything is secured for their safety. They would never be left unsupervised, and they'll get lots of love and playtime! I will gladly send photos and text updates upon request. Please do let me know your communication frequency preferences, so I don't accidentally disturb you with messages!

Sitter Profile Image: Sara H.
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Sara H.
from
$32
per walk
5.0 out of 5 stars
• 187 reviews
74 repeat clients
29 years of experience
Oswego, IL, 60543

“Sara was great with my dogs and they loved her the second she walked in the door. It was so nice knowing they were getting a good walk while I was stuck at work. Super friendly and definitely a dog lover. Asked good questions and I would highly recommend her”

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Joseph S.
Sitter Profile Image: Gizelle R.
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Gizelle R.
from
$20
per walk
1 year of experience
Montgomery, IL, 60538

About: I currently work at a dog facility where we offer daycare and boarding, which has given me hands-on experience caring for many different breeds, personalities, and sizes of dogs. I also have two dogs of my own, so I’m very comfortable with energetic dogs and enjoy taking them on walks and keeping them active. I genuinely love meeting new dogs and getting to know their individual personalities. I’m patient, attentive, and always make sure dogs feel safe, comfortable, and cared for while they’re with me! I currently work part-time at a dog facility and have school on some Tuesdays and Thursdays, so I’m unavailable those days. I’m available for dog walks on other weekdays and weekends, depending on my work schedule. I’ll always do my best to be flexible and find a time that works for you and your pup! Your dog’s safety and comfort are my top priorities. I have experience taking care of dogs of many different breeds, sizes, and personalities through my job at a dog facility. During walks, I’ll follow your instructions, stay attentive to your dog, and make sure they have a safe and enjoyable experience.

Sitter Profile Image: Ace A.
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Ace A.
from
$35
per walk
5.0 out of 5 stars
• 18 reviews
5 repeat clients
6 years of experience
Oswego, IL, 60543

“Wonderful as always! This is the second time they have taken care of my boy and he couldn’t have been in better hands. They go out of their way to put you at ease and give your pup a lot of love.”

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Sarah P.
Sitter Profile Image: Erin A.
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Erin A.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 328 reviews
98 repeat clients
20 years of experience
Oswego, IL, 60543

“Erin was wonderful with my dog Bailey and gave me so much peace of mind while I was away. My dog can be anxious/reactive at times, and Erin was calm, patient, and very experienced with her. I really appreciated the updates and photos after visits. I will absolutely book with her again!”

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Sarah A.
Sitter Profile Image: Bridget S.
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Bridget S.
from
$20
per walk
15 years of experience
Oswego, IL, 60543

About: I'm currently a fur mom to two dogs and one cat! I've grown up with pets, so I can guarantee that your pets will receive unlimited cuddles and attention. I have experience working at a doggie day care, monitoring and playing with around 30+ dogs per day! I'm comfortable with all breeds and all sizes. I promise that your fur babies will receive the same high-quality care you give them when under my care. I'm transitioning jobs currently, so I'm home all the time with loads of free time. I'd love to get more active walking dogs or working a second job, like pet sitting, while in the middle of this change. The care the client gives the pet will be the same care I give, if not even more. I know that when pet parents go away, there's anxiety on both ends, so I want to ensure that the pets' schedules are followed and try to keep things the same, in order to limit that anxiety.

Sitter Profile Image: Carly C.
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Carly C.
from
$25
per walk
4.8 out of 5 stars
• 11 reviews
2 repeat clients
17 years of experience
Oswego, IL, 60543

About: Hello, I am Carly, I love walking and taking care of dogs. I am also now a cat mom of two precious boys. Travis and Jason. I am able to come and sit for your cats along with house sit. I love all dogs and cats and have done previous dog sitting and walking. I've done 2 weeks stays before while friends were away for travel. I love walking so walking your pups would be awesome. I look forward to meeting with you and your furry babies yay! I can also so house sitting and checking on plants, fish, check the mail, bring in packages as well. I am currently working full time at a school. I typically work 7:30am to 03:05pm I am off on the weekends, school breaks and summer. I make sure they are safe, and have everything they need a long with spots to sleep and plenty of cuddles. I like to make sure I clean up after the pets on a timely manner, and if I am staying in the home, I make sure I clean up after pets and myself and treat the home like it's my own.

Sitter Profile Image: Chelsie K.
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Chelsie K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 66 reviews
7 repeat clients
20 years of experience
AURORA, IL, 60506

“Chelsea was communicative, reliable, and most importantly, took great care of checking in on and walking our pup. This was our first time using Chelsie, and we would happily work with her again!”

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Jessica S.
Sitter Profile Image: Gavin M.
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Gavin M.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
3 years of experience
Aurora, IL, 60506

About: I have 3 large dogs in my household, all of very different personalities. On top of that, friends and family have also relied on me to take care of their pets while they are away as well. Recently, I have taken interest in animal rescue, and have helped rescue and send an injured mallard to the Chicago Bird Collision Monitors. I am currently a student at west aurora highschool, and I am a member of the national honor society. I come home to my three dogs and sometimes go to Oswego to take care of my families pets over there as well. I will be able to regularly check up on your pets and keep them well hydrated and fed. As well as going on walks to stay active.

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

Dog parents share their Rover experiences - Oswego

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5.0 out of 5 stars

lauchlan was fantastic! as soon as we had the meet and great, we knew she was a great fit. soleil instantly loved her and she was friendly, warm, and kind. we booked her for walks during the week. she left us a great note about soleil and we feel super comfortable leaving our babygirl in lauchlan’s care.

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Brionna B.
Dog Walking
5.0 out of 5 stars

Erin was wonderful with my dog Bailey and gave me so much peace of mind while I was away. My dog can be anxious/reactive at times, and Erin was calm, patient, and very experienced with her. I really appreciated the updates and photos after visits. I will absolutely book with her again!

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Sarah A.
Dog Walking
5.0 out of 5 stars

Alyssa is an absolute lifesaver! She took on our three pups with very little notice and did a fantastic job. The dogs were happy, relaxed, and well-cared for. She was wonderful about communicating and sending pictures throughout her time with the dogs. We will definitely be booking her again. If you need someone trustworthy who truly loves animals, look no further!"

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Melissa M.
Dog Walking
5.0 out of 5 stars

Carol has been great with our dog. He is afraid of many things and people at times, and he has done very well with Carol. I would highly recommend.

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Jeri S.
Dog Walking
5.0 out of 5 stars

Nancy is so wonderful! You can tell she really loves dogs, and she takes time to get to know them. And they love her (and her treats).

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Amanda H.
Dog Walking
5.0 out of 5 stars

Jessi is great with communication and putting my girls first. She took time to meet them prior to the first solo visit and took extra care to go at their speed. Both of my dogs are rescues with one being extra hesitate around new people. She did a wonderful job going at address June's needs especially. I'll be booking again and would recommend you give Jessi a try. You won't regret it and your animals will be well taken care of ❤️

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Amanda K.
Dog Walking
5.0 out of 5 stars

Shelly has been amazing! I’ve used both recurring weekly and when needed in a pinch. I have a needy older dog who is not the easiest to walk sometimes, but she always manages to get him out and give extra cuddles. I would highly recommend!

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Kathy G.
Dog Walking
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Popular requests for dog walking - Oswego

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Sitters in Oswego average 4
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FAQs for Dog Walking - Oswego

Frequently asked questions about Rover

The average cost for Dog Walking in Oswego on Rover is $21.09 per walk (as of September 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 September 2026, there are 3,331 sitters on Rover offering Dog Walking across Oswego. 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 Oswego. 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 Oswego.

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 Oswego. On Rover:

  • 93% 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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