Dog Walkers in Oswego, IN

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

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Top rated Oswego dog walkers

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: Libby L.
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Libby L.
from
$10
per walk
10 years of experience
North Webster, IN, 46555

About: Growing up with an Australian Shepherd Blue Heeler mix (Buddy), I loved teaching him new tricks, going for walks, and playing enriching games that helped get his energy out. My parents added a Chiweenie (Joey) to the family a couple years ago, so now when I visit I love to walk them both, give Buddy back massages, and snuggle little lap dog Joey. I often dog/house sit for my parents; being in their home environment seems to be most comfortable for the pups. Aside from dogs, I graduated from IU Bloomington in 2021, have switched careers from management and sales to healthcare, and now work for a local school system. I am looking for something fun, active, and outdoors for the summer - what better activity than dog walking/sitting?! I cannot wait to connect and meet your furry family. I am currently working full time, but will soon have the summer off to help care for your pups! My current schedule varies, but I am available some evenings and weekends. 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 to 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.

Sitter Profile Image: Bradley L.
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Bradley L.
from
$16
per walk
1 repeat client
10 years of experience
Warsaw, IN, 46580

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

Sitter Profile Image: Ashlyn L.
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Ashlyn L.
from
$15
per walk
15 years of experience
Syracuse, IN, 46567

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 foster cat if 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!

Sitter Profile Image: Madeline W.
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Madeline W.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
36 reviews
11 repeat clients
10 years of experience
Warsaw, IN, 46580

Maddie has been AMAZING with our anxious dog! She is always communicating with me, and our dog absolutely loves her! Would recommend 100%!

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Rachel A.
Sitter Profile Image: Emma P.
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Emma P.
from
$10
per walk
5.0 out of 5 stars
3 reviews
4 years of experience
Winona Lake, IN, 46590

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!

Sitter Profile Image: Angie S.
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Angie S.
from
$10
per walk
15 years of experience
Leesburg, IN, 46538

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!

Sitter Profile Image: Melanie M.
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Melanie M.
from
$20
per walk
5.0 out of 5 stars
27 reviews
17 repeat clients
25 years of experience
Warsaw, IN, 46580

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!

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Susan B.
Sitter Profile Image: Lorissa G.
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Lorissa G.
from
$30
per walk
4.7 out of 5 stars
10 reviews
1 repeat client
7 years of experience
Syracuse, IN, 46567

Lorissa was great! Will definitely be hoping to use her again!

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Aaron D.
Sitter Profile Image: Jill R.
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Jill R.
from
$20
per walk
20 years of experience
Warsaw, IN, 46582

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.

Sitter Profile Image: Jenelle B.
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Jenelle B.
from
$30
per walk
4.5 out of 5 stars
5 reviews
20 years of experience
Warsaw, IN, 46582

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.

Sitter Profile Image: Hailey C.
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Hailey C.
from
$10
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Warsaw, IN, 46580

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.

Sitter Profile Image: Raiden K.
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Raiden K.
from
$15
per walk
5.0 out of 5 stars
1 review
3 years of experience
North Webster, IN, 46555

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.

Sitter Profile Image: Ainsley H.
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Ainsley H.
from
$25
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Leesburg, IN, 46538

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.

Sitter Profile Image: Taylor S.
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Taylor S.
from
$40
per walk
5.0 out of 5 stars
1 review
10 years of experience
Warsaw, IN, 46582

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.

Sitter Profile Image: Skyler H.
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Skyler H.
from
$20
per walk
5.0 out of 5 stars
5 reviews
15 years of experience
Warsaw, IN, 46580

Skyler was so kind and patient with my anxious dog! She was on time and gave her great walks! Will be booking with her again!

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Gianna
Sitter Profile Image: Amanda J.
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Amanda J.
from
$15
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Warsaw, IN, 46582

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!

Sitter Profile Image: Alison S.
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Alison S.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Warsaw, IN, 46580

About: I’ve loved and cared for animals my whole life! I had a sweet cat for eleven years who was a huge part of my family, and I’ve gained lots of experience dog/cat sitting and dog walking over the years. I’m comfortable with dogs of different sizes and personalities. I've taken care of senior dogs, dogs with specific medications, and pets with designated routines. Whether your pet needs playtime or cuddles, I’m patient, gentle, and always happy to help them feel safe and loved. Pet care fits perfectly into my routine! I’m currently a senior in college who lives at home, so I’m available for pet sitting and dog walking throughout the week. I’m happy to be flexible with timing on those days to fit your pet’s needs! I do not currently have any pets in my home. I live in a safe and calm neighborhood, perfect for walks. I have a decent sized yard with no fence. I am always respectful of routines your pets might have or specific instructions, as I have experience with both.

Sitter Profile Image: Anna G.
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Anna G.
from
$20
per walk
4.8 out of 5 stars
14 reviews
5 repeat clients
15 years of experience
Winona Lake, IN, 46590

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!

Sitter Profile Image: Natalie S.
Verified Enhanced Background Check
Natalie S.
from
$25
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Warsaw, IN, 46580

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!

Sitter Profile Image: Madison R.
Verified Enhanced Background Check
Madison R.
from
$25
per walk
15 years of experience
Leesburg, IN, 46538

About: Years of Experience! 🐾 Hi there! My name is Madi, and I’ve spent the last 15+ years doing what I love most: caring for dogs. From growing up in a home filled with happy tails and muddy paws to years of trusted dogsitting and daily walks, dogs have always been a central part of my life. I currently care for two amazing pups of my own—spoiled, loved, and treated just like family—and I bring that same care, attention, and respect to every dog I encounter. Whether your furry friend needs a high-energy jog(within reason, I am not a runner!), a slow sniff-and-stroll, or just a little company while you’re away, I’m here to give them the exercise, stimulation, and affection they deserve. I offer dependable, flexible, and compassionate service you can count on. I’m not just a dog walker—I’m a dog person through and through. Let’s give your dog their new favorite part of the day. 🐶 I am a registered nurse and have decided to do this on my few days off each week, because it’s something I enjoy! Each weeks availability varies with my work schedule so I have opened my books to one time bookings for now. My pets are treated like royalty! Lol, really… I would strive to keep all pets safe, loved, and happy. They get a short life, and my hope is to offer a service that can bring fulfillment to the long days that their owners are at work.

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The median cost per walk for dog walking in Oswego is $18

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Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Oswego on Rover as of Jun 2026 was about $18 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Oswego dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 140 dog walkers in Oswego. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Oswego dog walkers respond in under an hour.

Dog walkers in Oswego have an average of 16 years of experience. This can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Oswego.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 140 dog walkers in Oswego on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.