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

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.
About: I grew up with an Australian Shepherd Blue Heeler mix and loved teaching him new tricks, going for walks, and playing enriching games that helped get his energy out. My parents added a Chiweenie to the family a couple years ago, so now when I visit, I love to walk them both! I often dog/house sit for my parents; being in their home environment seems to be most comfortable for them. Aside from dogs, I graduated from IU Bloomington in 2021, and have switched careers to work for a local school system. I am looking for something fun, active, and outdoors for the summer - what better activity than dog walking?! I cannot wait to connect and meet your furry family! I have the summer off to help care for your pups! My current schedule is open and flexible - I can be available almost any time with some notice. Send me a message and I will get back to you ASAP! I will ensure to adhere to any dog schedules/routines, send regular photo/text updates upon client request, and care for your dogs like my own. I will do everything in my power to make them feel safe, comfortable, and loved. You can expect frequent and thorough communication - don’t be afraid to leave detailed lists/notes of exactly how you want your dog cared for. I will do my best to mimic how you care for your pet to ease any distress and make your absence as enjoyable as possible for them.

“Melanie was very responsible and Roxy loved her! She took her on an extra long walk and fed her and left everything very tidy and clean. Melanie is very communicative and highly trustworthy! I recommend her fully!”

About: I have grown up with at least two dogs in my house my whole life. I have experience with rabbits as well. Since coming to college I have missed being around animals! I am currently a college student and I don’t have any other jobs. I am looking to have this be my main source of income and be available as much as I can. I am capable of crating your dog if needed. I always keep an eye on the dogs if we are outside. I make sure all of their needs are met including water, food, and play time!
About: Animals will always have a special place in my heart I love taking care of them no matter what they are big or small forever I have a dog of my own and he’s the best dog ever I love my dog with my whole life no matter what forever Leash and keeping an eye on my dog and love and treats and attention and food at the right times and no bad food also
About: I love dogs! I have three of my own at home that I have taken care of. I also have a cat who I love! I also have experience dog sitting for families. I have experience walking, feeding, bathing, and hanging out with other’s pets. I am an elementary teacher on summer break. My schedule is very open and flexible. I am available for walks, home visits, boarding, and more. I live in a house in Warsaw with a big yard for pets to go potty and walk on. I am also open to going to your house.

About: I’ve taken care of family friends pets and neighbors pets over the years including cats and dogs. I have 5 dogs and 1 cat of my own. I have always had dogs growing up and we also had cats over the years as well! I have 5 dogs and 1 foster cat of my own! My typical day is pretty open at this time as I do not have a full time job, I spend most of my days with my pets and house cleaning! Due to me having 5 dogs I do not offer watching in my home, but I’m more than willing to do drop in visits, walks, or even overnight stays in your home!
About: I’ve taken care of dogs and cats since I was a child and have always grown up in a very pet friendly household with 2 cats and a dog. My cat I have now is 11 and I’ve had him since he was a kitten and my dog is now 5 who I have also had since she was a puppy. I’ve got experience in dog obedience as well. Friends and family have relied on me to feed, walk, and board their pets in the past. I already take my dog on walks and runs daily and I’m currently very flexible for the next few weeks while on summer vacation as a teacher. I will be able to keep your pet company and give lots of attention in the form of going on walks, throwing the ball, feeding, grooming if necessary, etc. I currently cannot board other pets as I have a cat of my own and don’t want to risk him being stressed or attacked by overly excited dogs!
About: I worked with dogs and cats for the past 6 years at a kennel and a rescue. I have one cat of my own and love dogs so much! I’ve watched family friends pets on occasion as well! I am on the hunt for a part time job so I’m pretty available as of right now and I’m look forward to spending time with your pets! I will monitor your pet on potty breaks and be observant during walks! I will follow whatever rules you have set in your home/for your pet!
About: I have owned pets all my life and always hated boarding my pets due to the stress they endure thats why I offer my services. I also offer care for cats and small animals such as rabbits, guinea pigs ect. As of right now I am available anytime. Ive worked at vet clinics and volunteered at shelters. Ive taken care of senior dogs, hyper and young dogs. Also have administered meds to animals. Recently I have watched farm animals such as chickens,goats,horses and a Llama. I currently have 4 dogs of my own and 2 of my moms dogs. We have 1 cat. Ive had several dogs and 2 other cats in the past as well as 2 rabbits. I also have been petsitting since 2012 and have refrences. I do walks with dogs. I also offer nail trims, brush outs ECT. If you would like to know more please message me and I would be happy to answer. I do also have a Facebook page Howling Hounds Pet Care. Unfortunately my prices have increased due to Rover taking 20%. Please note i am willing to work with people on pricing if contacted PRIOR to services. I am currently doing this as my full time employment as I go to school for pet grooming in the spring. I am an owner to 4 crazy beagles so I know what it's like to make sure pets have the stress free environment when we are gone. All pet care is done in the client's home. This creates more calmness within the pet and less stress. They can be where they are used to.
About: I’ve grown up with dogs and now as an adult rescuing cats I have plenty of experience with animals! I’ve cared for lots of senior animals, and kittens! I’d love to give your fur babies extra TLC during your time away! Pet care fits naturally into my routine, even with my full-time work schedule. I’m most available during evenings and weekends, which allows me to give pets my full attention without rushing. Whether it’s evening feedings, walks, playtime, or weekend check-ins, I’m able to provide consistent, reliable care that works perfectly for both your schedule and your pet’s needs. I’m committed to providing a safe, trustworthy, and comfortable environment for every pet I care for. From secure handling and attentive supervision to maintaining a calm, clean space, I make sure pets feel protected and at ease. My goal is to build trust with both you and your pets, creating an environment where they can relax, play, and feel completely cared for while you’re away.
About: I am someone who loves pets of all types. I have years of experience with multiple types of animals and I love them all. If my pets could talk they would tell you to choose me. My job has multiple stretches of time off for me to care for your pets full time. If for whatever reason I am working on a time you are looking for a sitter I will always let you know my schedule in advance. But for the most part I will always be home. I have a decent yard. However, the yard is not fenced. I have 3 litter boxes in my home that are scooped daily as well as provide privacy. I have 3 cats who are all friendly with each other and love to play. Their ages are 4 years, and 2 of them are 7 months. All my pets are neutered and spayed. I also have a rabbit who loves to play with the cats as well. However, if you are uncomfortable with this idea he is also always willing to chill in his cage.
About: What sets me apart from others on Rover, is I take this line of work seriously and I usually go above in beyond. If I am selected to sleep at the house you can expect me to actually sleep there. For every one of my client's I have always slept the night until the end. If a puppy is on site I do continue to train the basics, unless other skills are specified to be trained. I love to keep them active and happy! I spend all my free time with your fur baby! I love to give them time to play and run. I enjoy taking them for walks, or giving them a bath! For boarding, I do not have a fenced yard, but I have an electric fence along with an additional collar. If that is not acceptable to you then I will keep the dog on a regular leash during potty breaks. I have two fur babies of my own that do wonderful with new dogs, they love to play! I live in a suburban neighborhood with a perfect loop to take walks. I can also provide a large crate if needed, otherwise the pet will sleep with me. I do allow them on my bed :) For house sitting+dog, I would follow any instruction given to me! Otherwise I assume the dog is yard trained and won’t bolt across the street. If this is a concern of yours then I ask to please provide me with a leash, thank you! If you do not allow your pets on your furniture then I will continue that behavior for you.
About: I’ve watched many breeds of dogs from Great Danes to Yorkies. I am able to stay at your house for your dog to be more comfortable. I will make sure that your dog(s) are safe and get all of the love that they need. I work full time but I am able to leave for lunch everyday. I am looking for long term and short term. My work allows me to be flexible. I have a fenced yard that would allow the dog to go out by themselves or I can take them out on a leash. I have 2 Greyhounds that are good with other dogs. Everyone in my household would give the dogs lots of love.
About: I’ve taken care of dogs of all ages and sizes. I love animals and I love being active so your dog will be sufficiently walked. I’ve been entrusted to give animals medications, including shots during some of my sitting experiences, so I am familiar with that. I’ve also taken care of homeowners’ plants/yards while they’ve been away! I’ve had many friends and families re-use me for their pets! I am a salaried employee at my job, so I am available to take your dog out throughout the day. If I am gone for work, it’s only about 2-4 hours at my actually office building. I live in Warsaw, so I’m close to Winona Lake, Grace College, and the lake itself. I have two cats of my own, so I’m not currently boarding animals at my house, but am able to do drop in visits, house sitting jobs and dog walking jobs!
About: Since I was little we have always had a dog in our house! We currently have an adorable little Westie named Tilly. I am currently a college student in a Master's program and would love to help take care of your animals while I am away from mine! I have a partially fenced in backyard and right by Valparaiso University campus with lots of safe space for walking! I have been taking care of animals since I was little, so I can easily adapt to your living space! I am currently a graduate level college student at Valparaiso University! I have class from 9am-5pm M-F and am typically free on the weekends. Sometimes my schedule changes so always feel free to ask! I have a partially fenced in backyard and live near the campus of Valparaiso University. I am used to having my schedule organized, so keeping up with visits will be no problem!
About: every sitter loves animals, but I really do adore animals and I love being able to just enjoy and meet new animals. My special skills with animals is to cuddle! I love making sure the fur babies are taking care of with love and respect! I currently work a full time job, M-T from 7 to 5, which is the main reason of dog sitting on the weekends! I can do full weeks just need to know ahead of time to be able to discuss with work! The best option is to have them at the client’s home, animals are always comfortable when at home and a place they know! It’s already scary that a stranger is in there house but much better than a scary car ride into a new house!
The median cost per walk for dog walking in Oswego is $18
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works

1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Oswego sitters!FAQs for Dog Walking - Oswego
Frequently asked questions about Rover
As of July 2026, there are 260 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:
- 94% of walkers can help with special care needs
- 88% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.




