Dog Walking Oswego

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Sitter Profile Image: Jenny B.
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Jenny B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
3 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: Carol K.
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Carol K.
from
$20
per walk
5.0 out of 5 stars
• 66 reviews
14 repeat clients
40 years of experience
Yorkville, IL, 60560

“Carol is truly the best. She takes wonderful care of my mom’s dog, but what sets her apart is the kindness and patience she shows my elderly mother. Knowing she’s there gives our whole family such peace of mind. We’re grateful to have her.”

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Karen B.
Sitter Profile Image: Erin D.
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Erin D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 34 reviews
9 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: Madison O.
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Madison O.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
6 years of experience
Montgomery, IL, 60538

About: I’ve taken care of our own, family and friends dogs since I was a kid. I previously worked with a dog walking company in college. I currently have my own, a 3-year-old Cavapoo named Berlioz who I adore. I look forward to hopefully meeting your furry friend! My schedule is pretty flexible right now. I am working part-time, so I can be available whenever needed. I prefer weekdays, but am willing to do weekends. Timing is flexible as well :) I have a fenced-in yard, and two dogs at the house. They are both under 20 pounds, but friendly. I can also keep dogs separated if needed.

Sitter Profile Image: Erin A.
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Erin A.
from
$35
per walk
5.0 out of 5 stars
• 329 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: Kathryn H.
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Kathryn H.
from
$25
per walk
5.0 out of 5 stars
• 23 reviews
9 repeat clients
12 years of experience
Aurora, IL, 60506

“We are on a road trip and needed some help while we attended a football game! I contacted Kathryn pretty late and she was so willing to help with my Labrador! She’s a bit anxious and Kathryn made her feel calm and took her for a nice walk. Thank you so much Kathryn! You rock!”

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Susie L.
Sitter Profile Image: Valerie M.
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Valerie M.
from
$25
per walk
5.0 out of 5 stars
• 91 reviews
37 repeat clients
11 years of experience
Aurora, IL, 60502

“This is our second booking with Valerie, and we are so grateful to have a dog walker we trust. She always takes great care of our pup and goes above and beyond. Highly recommend!”

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Jessica S.
Sitter Profile Image: Brandi K.
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Brandi K.
from
$35
per walk
5.0 out of 5 stars
• 6 reviews
30 years of experience
Oswego, IL, 60543

About: I have owned cats for the past 30+ years and owned dogs for the past 16 years. We are an animal loving household that would love to help you out with your pet care needs. I have experience with all ages and sizes of dogs. I currently have a diabetic dog that I give special care to - Homemade food- insulin - CGM to monitor her blood sugar. I work from home and have a pretty flexible schedule, so I would be home taking care of your pets needs throughout the day, evening and night. I have a fenced in yard and 2 friendly dogs for your dog to play with. We have plenty of people in the house to give lots of love, affection and playtime daily. Your pup will be treated like one of our own while they stay with us.

Sitter Profile Image: Melissa & Justin B.
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Melissa & Justin B.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
20 years of experience
Montgomery, IL, 60538

About: My husband and I are dog people! We have taken care of dogs since being kids- always had a dog in the family. We have 2 of our own. Kota is a 8 year old boxer mix and Dash is a golden retriever 7 month old puppy full of life! They love other dogs and my kids love to play with all dogs. Your pet will be taken care of like it was a part of this family! We are available for boarding mostly on weekends only but could adjust our schedule if needed to accommodate you for a long weekend away! We have 3 little kids so we don’t do much, hanging at home and relaxing is our usual. We have a fenced in big backyard for your fur baby to run around in! We have two friendly dogs to keep your dog company! Plenty of bones and treats to go around if you choose!! Lots of toys and love!!

Sitter Profile Image: Gavin M.
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Gavin M.
from
$20
per walk
5.0 out of 5 stars
• 5 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.

Sitter Profile Image: Ava W.
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Ava W.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 13 reviews
8 repeat clients
15 years of experience
Bolingbrook, IL, 60490

“We love Ava, she has walked Stoney about 6 or 7 times. He sits by the front door just waiting for her. She sends her route and pic on every walk. Sometimes I feel a little worried about the cold for Ava, but she is a trooper. Thanks Ava”

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Robin S.
Sitter Profile Image: Corina O.
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Corina O.
from
$18
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
2 years of experience
Aurora, IL, 60506

About: After traveling thousands of miles and leaving my home country, I also had to leave my little pet in the care of the most important person in my life, my mom. My dog has always been my greatest emotional support, and being apart from him inspired me to stay connected to the love, energy, and purity that pets bring into our lives. I want to care for your pets as if they were my own, giving them all the affection, attention, and respect they deserve. I am currently dedicating myself full-time to pet care. This allows me to be 100% available to take care of your pets throughout the week. For now, I’m available 24/7 and fully committed to giving them the attention and care they need. I prioritize your pet’s safety, comfort, and happiness while in your home. I ensure they’re in a familiar environment, maintaining their routine to reduce any stress. During walks, I always use secure leashes, stay alert to surroundings, and avoid potential hazards. I respect your home, following any specific guidelines you provide, and ensure your pet receives the love, attention, and care they deserve. My goal is to create a trustworthy and safe experience for both you and your furry friend!

Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 31 reviews
8 repeat clients
13 years of experience
Plainfield, IL, 60585

“I am so grateful for the care and love my dog receives from Amanda. She is very dependable, thoughtful, and truly treats my dog like her own. You can tell she genuinely love animals, and my dog is always so happy and excited to see her for her walks. I highly recommend Amanda to anyone looking for a trustworthy and compassionate dog walker!”

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Marsha K.
Sitter Profile Image: Kaiya R.
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Kaiya R.
from
$20
per walk
17 years of experience
North Aurora, IL, 60542

About: I have helped look after other peoples pets since I was younger. I have a genuine love for all animals and enjoy looking after them. I am currently a student and coach. I would love to fit pet care into my morning or weekend routine and possible overnights as well. I live in a small apartment and would not be able to bring them to my place, but I do have a care and am a reliable person to come to your home and love your pet.

Sitter Profile Image: Portia T.
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Portia T.
from
$20
per walk
18 years of experience
Aurora, IL, 60505

About: What sets me apart is my patience, reliability, and genuine love for animals. I’m comfortable caring for puppies, senior pets, and animals with different personalities and routines. I’m attentive to feeding schedules, medications, walks, playtime, and special needs. I’m also patient with puppies who need consistency, positive reinforcement, potty training support, and help learning basic manners. My goal is to make every pet feel safe, loved, and comfortable while giving owners peace of mind through dependable, attentive care. Pet care fits naturally into my routine because I enjoy having animals around and love staying active. My schedule allows me to dedicate plenty of time to walks, playtime, cuddles, feeding, and giving each pet the attention they need. I’m flexible and dependable, and I’m happy to adjust to each pet’s routine so they feel comfortable and cared for while their owner is away. I have a fenced-in yard with plenty of grass, giving pets a safe space to run, play, explore, and get some fresh air. In my home, I provide a comfortable, clean, and loving environment with plenty of attention, playtime, and supervision. I’m also happy to follow each pet’s normal routine, including feeding schedules, walks, medications, and any special instructions to help them feel right at home.

Sitter Profile Image: Nelly V.
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Nelly V.
from
$20
per walk
25 years of experience
Plano, IL, 60545

About: I grew up with dogs and cats, loving and caring for them all my life. I’ve handled a variety of breeds, providing everything from baths to nail trims. Each pet receives the care and attention they deserve. Caring for these pets is not just my passion, it’s also my full-time commitment. I’ll have plenty of time to give them all the love, care, and attention they deserve every single day I provide a safe and secure environment in my home, where I have a sweet, calm puppy and a shy kitten. I can also offer park outings if the client desires.

Sitter Profile Image: April M.
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April M.
from
$20
per walk
20 years of experience
Aurora, IL, 60502

About: I’ve had dogs off and on my whole life but I’ve always been a cat person :) For 5 years, I’ve been doing in-home newborn sessions and I always love meeting my clients’ pets! I’m comfortable with all types of dogs and am a safe and reliable care taker. My photoshoots are typically 10am-2pm, so I’m available for drop-ins most other times. I can take pups for walks, do feeds and bathroom chores, and give your pets attention :) My portrait clients trust me to come into their home and handle their newborns, so you can be sure I will treat your home and pets with respect.

Sitter Profile Image: Nardine A.
Verified Enhanced Background Check
Nardine A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 15 reviews
4 repeat clients
2 years of experience
Plainfield, IL, 60586

“I've had Nardine on a weekly repeat booking for about a month now and she's been great! Always punctual, communicative, and respectful of my space.”

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Robin M.
Sitter Profile Image: Arashpreet K.
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Arashpreet K.
from
$20
per walk
8 years of experience
Aurora, IL, 60504

About: **All clients are required to provide updated vaccination records and any details about ongoing flea/tick/heartworm prevention or treatment details before booking** What sets me apart from other sitters is my deep love for animals, my ability to connect with dogs of all personalities, and my specialized skills in training, energy management, and senior pet care. I believe every dog deserves patient, loving, and attentive care, and I tailor my approach to meet each pet’s unique needs. 🐶 For Puppies: ✔️ Gentle Training & Reinforcement – I help puppies learn basic commands, leash manners, and positive behaviors using reward-based training. ✔️ Housebreaking Support – I reinforce potty training routines with patience and consistency. ✔️ Safe & Structured Play – Puppies have endless energy, and I make sure they get mentally stimulating and safe playtime. 🐾 For Energetic Dogs: ✔️ Engaging Walks & Play – High-energy dogs need more than just a stroll! I provide interactive walks, fetch, and mental stimulation exercises to keep them happy and fulfilled. ✔️ Structured Exercise – I tailor activity levels to prevent restlessness and promote good behavior. ✔️ Behavior Reinforcement – I work on impulse control and focus exercises to help channel their energy positively. 💛 For Needy or Anxious Dogs: ✔️ Calming & Reassuring Presence – I understand that some dogs need extra attention, and I provide plenty of love, belly rubs, and companionship. ✔️ Routine & Comfort – I maintain a structured routine to create a sense of security. ✔️ Separation Anxiety Support – I use gentle techniques to help anxious dogs feel more comfortable when their owners are away. 🐕‍🦺 For Senior Dogs & Medical Needs: ✔️ Gentle Care & Comfort – I understand the needs of aging pets, providing slow-paced walks, joint-friendly activities, and extra patience. ✔️ Medication Administration – As a pharmacist, I am highly experienced in administering medications safely and correctly, including pills, injections, and supplements. ✔️ Health Monitoring – I keep an eye on subtle signs of discomfort or health concerns and communicate any changes with pet parents. Every pet I care for becomes part of my extended family. Whether they need structured training, high-energy exercise, extra snuggles, or specialized medical care, I am committed to providing the very best. Your pet’s happiness, safety, and well-being are my top priorities! Pet care is a natural part of my daily routine, and I’ve structured my schedule to ensure I’m always available when pets need attention, exercise, and love. With open availability, I can accommodate early morning walks, midday check-ins, evening visits, and even last-minute requests. 🐶 How Pet Care Fits Into My Routine: ✔️ Flexible Schedule – I’m available throughout the day for walks, playtime, and drop-in visits. ✔️ Consistent & Reliable – Whether your pet needs daily care or occasional check-ins, I provide dependable service. ✔️ Personalized Attention – Every pet is unique, and I tailor my care to their needs, whether it’s an energetic pup who loves long walks or a senior dog that enjoys a slow stroll. ✔️ Overnight & Extended Stays – I’m available for in-home pet sitting or boarding at my place to ensure your pet feels safe and comfortable while you’re away. Caring for pets is more than just a job for me—it’s a responsibility I take seriously, ensuring every pet feels safe, loved, and comfortable. Whether in your home or mine, I strive to maintain a stress-free, happy environment for your furry friend. 🐾 In Your Home: ✔️ Routine & Comfort – I stick to your pet’s normal schedule for meals, walks, and playtime to reduce stress. ✔️ Clean & Safe Environment – I respect your space, ensuring everything stays clean while keeping your pet’s area tidy. ✔️ Extra Love & Attention – Whether your dog needs belly rubs, playtime, or a little extra reassurance, I’m there for them. ✔️ Specialized Care – From administering medication to accommodating senior dogs or puppies, I adjust to each pet’s unique needs. 🐶 In My Home (if applicable): ✔️ A Safe & Loving Space – My home is pet-friendly, with plenty of space for play and relaxation. ✔️ Supervised Play & Exercise – Dogs get the attention and activity they need to stay happy and healthy. ✔️ Crate & Non-Crate Options – I accommodate whatever setup your dog is used to for a smooth transition. ✔️ Like One of My Own – Your pet will get plenty of love, cuddles, and care while staying with me! I understand how important it is for pet parents to feel at ease when leaving their furry companions in someone else's care. My goal is to make the experience stress-free for both you and your pet!

Sitter Profile Image: Jacob C.
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Jacob C.
from
$21
per walk
6 years of experience
Plainfield, IL, 60585

About: Hi! I'm a passionate dog lover with over 7 years of hands-on experience caring for my own dog, and I've also had the pleasure of dog sitting for many friends over the years—sometimes for several weeks at a time. I understand that every dog has their own personality, routine, and needs, and I take the time to make sure they feel comfortable, loved, and safe while you're away. Whether it's walks, playtime, feeding,I'm dedicated to providing reliable, attentive care so you can have peace of mind knowing your furry family member is in good hands. Dog walking and boarding fit very well into my schedule. I work in the office from 7:00 AM to 11:00 AM on weekdays, and I'm home for the rest of the day, which allows me to spend plenty of quality time with the dogs in my care. During the few hours I'm away, your dog will have the companionship of my friendly, well-socialized dog, so they won't be alone. Once I'm home, I'll be available for walks, playtime, potty breaks, feeding, and lots of attention to make sure your dog feels comfortable, happy, and cared for. I live in a gated community which is extremely secure. We also have numerous huge dog parks in the community but I would only take the dogs when it is just them in the dog park, safety is the priority!

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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

Jenny is great to work with! She is always flexible and willing to work with me when I need to adjust my schedule & my dog loves her walks!

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Kristen G.
Dog Walking
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

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
5.0 out of 5 stars

Roger is awesome with my dog. He's very communicative about how he is doing on his walks. He sends lots of great pictures. My dog seems very happy and enjoys his walks with Roger.

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Melissa T.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Oswego

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Sitters in Oswego average 4
repeat dog walking clients

FAQs for Dog Walking - Oswego

Frequently asked questions about Rover

The average cost of Dog Walking in Oswego is $21 per walk as of November 2026. Most bookings cost between $0 and $28 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 3,219 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 Oswego. 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 Oswego 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 Oswego. On Rover:

  • 88% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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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