Dog Walking Oakville

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Oakville, 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: Kennedy C.
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Kennedy C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
38 reviews
13 repeat clients
11 years of experience
Eden, MD, 21822

Kennedy was an incredible dog sitter! She was extremely trustworthy and went above and beyond caring for my dog. I felt completely at ease knowing they were in her hands. Her dedication was outstanding, and I will absolutely be hiring her again without hesitation. Highly, highly recommend!

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Jason G.
Sitter Profile Image: Heather C.
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Heather C.
from
$20
per walk
4.9 out of 5 stars
33 reviews
9 repeat clients
33 years of experience
Princess Anne, MD, 21853

About: I have 33 years experience with animals I have a small yard live in a townhome I have 1 dog and 2 cats now. I have also had 4 chickens birds fish turtles and rabbits in the past I love animals and can do anything for them Bathing walking playing feeding anything you need I can do for a animal and any animal. I have a 14 year old son who also loves animals very much I have kennel to keep animals in the house. My dog is a Chihuahua terroir mix. My 2 cats are a tabby and main coon cat. I am also willing to take care if any other animals you may own. I look forward to playing with your dogs cats I’m not working so I have open availability to be with your animals they will be fed twice daily and walked at least three times daily they will be played with and loved I can take your pets in my home they will be allowed to sleep in a kennel or bed and in your home I will follow how ever you usually take care of your pets I go by your Routine

Sitter Profile Image: Tiffany M.
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Tiffany M.
from
$15
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Fruitland, MD, 21826

About: I provide reliable, attentive care that’s tailored to each pet’s needs and personality. I have a 15 year old Yorkie mix and a 1 year old Yorkie. My experience includes caring for puppies, adult dogs, and senior pets, so I understand everything from basic training and routines to giving extra patience and comfort to older animals. I’m comfortable with feeding schedules, administering medications if needed, and keeping pets active, safe, and loved while you’re away. I treat every pet like they’re my own and make sure owners feel at ease with regular updates and check-ins. I plan my day around feeding times, walks, playtime, and check-ins to make sure pets aren’t left alone for long. I’m flexible during the week and weekends, which allows me to stick closely to your pet’s normal schedule and give them the time, supervision, and care they need. I create a safe, calm environment by following each pet’s routine to keep them comfortable and stress-free. I have a fenced yard for secure outdoor time and always supervise pets. In your home, I respect your space while keeping your pet in their normal routine. I also provide updates and can handle special needs like medications.

Sitter Profile Image: Paulina C.
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Paulina C.
from
$15
per walk
10 years of experience
Salisbury, MD, 21804

About: I have my own dog and cat, and I love animals. I love to spend time with them and bond with them! You can always find me cuddled up with my cat haha I'm taking a college class from home so I'm available pretty much whenever! If you need me to stay at home, I can definitely do that! Again, I have my own cat and dog and they are very friendly. I am committed to making sure your pets feel safe and comfortable.

Sitter Profile Image: Courtnee B.
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Courtnee B.
from
$20
per walk
4.9 out of 5 stars
86 reviews
27 repeat clients
9 years of experience
Princess Anne, MD, 21853

About: **Bushy Tails Day Care** I HAVE A 4 1/2 YEAR OLD THAT MAY BE PRESENT WITH ME AT TIMES! I AM ALSO DUE WITH ANOTHER AT THE END OF OCTOBER 2025! I understand the importance of trusting someone with your "kids" but I can assure you that I will care for them the same way I do my own. After all - I'm the best care when you're not there! I am free and eager to watch your fur baby any hour of the day! The only time I will leave them unattended is when I go drop-off/pick-up my son from school! Whether your baby is couch potato or a (fur)ball of energy - this is the place for them! Your pup can look forward to relaxing on the couch or running around the [completely fenced in] backyard. I also live about a mile away from a pet-friendly park so drop of a leash and we can take a nice walk and play out in the field. I'm a stay-at-home mom so you won't have to worry about your fur-baby being unattended or lonely for a single second!

Sitter Profile Image: Christie E.
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Christie E.
from
$16
per walk
5.0 out of 5 stars
2 reviews
11 years of experience
Salisbury, MD, 21804

About: I have taken care of my friends pets while they were away for vacation, I would walk, feed, play, or just keep them company while their owner was not there. I am also employed at a part time job - but just let me know in advanced when you need me and we can work a schedule out <3 I have a labradoodle and my own cat at home that I have cared for my entire life and so I understand both the needs and proper care for them.

Sitter Profile Image: Diana W.
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Diana W.
from
$14
per walk
10 years of experience
Salisbury, MD, 21801

About: I have had family dogs most of my life, all were rescues. Each had their own challenges. I’m observant and will take attentive care of your pet. I am starting my masters program in the fall and have a lot of free time during the day. Usually available throughout the day including evenings. I care for them by making sure their bowls have been cleaned and filled with fresh water and food if needed. Give them attention and play with them.

Sitter Profile Image: Kayla P.
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Kayla P.
from
$20
per walk
5.0 out of 5 stars
4 reviews
5 years of experience
Princess Anne, MD, 21853

About: I loved animals so much I made it my career! I have a degree in veterinary technology and have worked in a hospital for almost 5 years. Other than that, I’ve dealt with pet sitting all throughout my life for friends and family. I would consider myself well versed and educated when it comes to the handling and care of pets. I wouldn’t consider my home somewhere I could keep your fur baby, however I am able to come to your home and fill your pets needs and am open to taking them on field trips! I’m currently working full time, however I am flexible! Even on days that I am working, I still consider myself available. I am willing to check on your pet either before work, on my lunch break, or after work. I am constantly setting aside time to care for my pets whether it be making sure my dog is exercised, the litter boxes are clean, or everyone is fed. I would say exercise and nutrition are a big part of my animals day to day life. You can be sure I’ll keep that in mind for your pets too!

Sitter Profile Image: Michelle M.
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Michelle M.
from
$18
per walk
20 years of experience
Pocomoke City, MD, 21851

About: Have experience with multiple dog homes, and senior doggies needing meds and special care. Also have been sitting for a puppy now, so I welcome a challenge. I am not working right now so I'm very flexible with hours. I can be requested for short notice also and can make multiple visits in a day. Will treat and love your baby/babies as if they are my own. I have experience with senior or special needs dogs and giving medicines if needed.

Sitter Profile Image: Hope B.
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Hope B.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Salisbury, MD, 21804

Absolutely amazing with both of our dogs.

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Stephen W.
Sitter Profile Image: Carla C.
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Carla C.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
17 reviews
6 repeat clients
4 years of experience
Salisbury, MD, 21804

Carla is so great and patient!! happy to have found her!

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Olivia P.
Sitter Profile Image: Faith N.
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Faith N.
from
$17
per walk
1 year of experience
Salisbury, MD, 21801

About: I have been house sitting animals for about a year now in my home town. I have house sat all different size dogs and cats and have even done week long house sitting for the animals. I just recently moved to college and stopped dog sitting but I am ready to continue doing what I love! I am currently a full time college student at Salisbury University. I am done my classes everyday after 12pm and am available anytime on the weekends. I can't wait to spend quality time with your fur babies. I plan to give them my full attention, make sure they are well fed, well exercised, and overall well taken care of when they're in my possession:)

Sitter Profile Image: Lauryn D.
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Lauryn D.
from
$15
per walk
10 years of experience
Fruitland, MD, 21826

About: I am very hard working and am a quick learner, whenever you need me I’m available I can do whatever you need me to and I’m reliable to any time you need and I will give your dog the best care possible. I have dogs and cats of my own and they are very happy. I have a cage if needed and I have leashes and collars available. I can take care of puppies and kittens. I’m great at working with others and can be a leader when necessary. I take criticism very well. And can accommodate to anything really. I’m a hard worker and will give the best care possible. I will drop anything I have going on to make it convenient for the dogs owner I am going to school part time and am looking for a way to fill my time while also bringing in some income. I can be extremely flexible with my schedule I have two dogs of my own. I treat them like they’re my children. They require supplements in their food and have specific needs that I cater to. I will do the same for your dogs too!

Sitter Profile Image: Madison D.
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Madison D.
from
$20
per walk
8 years of experience
Salisbury, MD, 21804

About: I love animals of all sorts, and have had experience working in an animal science program for two years. On top of that, I have had experience with taking care of family and friends pets of different species, like rabbits, hamsters, and guinea pigs. I am currently a student at Salisbury University, but currently home in upper Delaware for Winter Break. I am available in the area from 9 am - 11 pm. I would do anything for my own dog, and I will treat any pet with that same attitude. I want all pets to feel as comfortable as they can without their parents.

Sitter Profile Image: Kyleigh E.
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Kyleigh E.
from
$20
per walk
5.0 out of 5 stars
8 reviews
5 repeat clients
8 years of experience
Salisbury, MD, 21804

About: I have taken care of dogs of all breeds and sizes along with other animals such as cats! I love all animals and take care of each like they are my own! I am a recent college graduate looking to be available to help out in taking care of your pets when needed! Play, walks, bathroom breaks and all! I can care for you animals by feeding them, taking them on walks, stopping by to give them a bathroom break if needed! I can care for your pets pretty much anytime you may need!

Sitter Profile Image: Dawn G.
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Dawn G.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
36 reviews
10 repeat clients
30 years of experience
Pocomoke, MD, 21851

About: I've loved and cared for all types of animals throughout my entire life; dogs, cats, even horses! I've gained personal experience caring for my sister's senior pup when she moved overseas Cooper quickly became not only my pet,but a part of my family.Cooper was almost 15 before he passed,through the last 4 years of his life I cared for his medical needs including,multiple medications and building a small ramp due to his hip problems I have about 30 years of experience in the medical field,and a strong understanding for specific accommodations your fur babies may have I'm currently home and available for your fur babies full time I'm flexible and willing to work around schedules and any special preferences you or your pup may have. I live in a single family home with a fenced yard with room to play. With ability to create if need be or to your specific preferences. I also can separate if need be with multiple Gates and rooms

Sitter Profile Image: Mckenzie L.
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Mckenzie L.
from
$20
per walk
9 years of experience
Snow Hill, MD, 21863

About: Full-time pet sitter with award winning small business in York County looking to meet and pet more doggos and cats! I’d love the chance to take care of your pets! I’m available 7 days a week and would love to meet your furbabies! I’m very dedicated to making every one of my clients and their pets happy. I house and pet sit with my current job, so I’m very used to staying at my client’s houses and spending time with their pets.

Sitter Profile Image: Hilary F.
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Hilary F.
from
$15
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
13 years of experience
Salisbury, MD

About: I managed a boarding kennel for 8 years. While there, I administered all types of medications including insulin. I would like the opportunity to love and care for your pet/s. My love is caring for animals. I am available almost anytime. I prefer Monday through Saturday if possible, however, I will work Sundays if needed. I cannot watch animals in my home. I am willing to go to the owner's home to care for their pets. I will feed, play, walk, administer medications, or most other things that are needed. I prefer not to do overnights in the owner's home.

Sitter Profile Image: Haley W.
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Haley W.
from
$20
per walk
15 years of experience
Princess anne, MD, 21853

About: I am a former vet tech, now Pet Emergency employee who now runs my own side business caring for animals in a way that is beneficial to the owner and pet I work at the local Pet Emergency Center, care for clients pets as needed, and have pets of my own including reptiles. Also take surrendered animals that need a second chance. I offer in home services to the clients to cut dog/cat nails, and care for animals overnight/drop ins so that they do not have the stress of monthly vet visits/boarding.

Sitter Profile Image: Briana H.
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Briana H.
from
$45
per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
29 years of experience
Salisbury, MD, 21801

About: Hello Fur Parents, I love dogs and have a puppy/dog of my very own. I love helping puppies and dogs have a active and happy lifestyle as dogs. I've have twenty one years of working with dogs of my own. I want to help your dog have the best life. I aspire to help dogs all over the world with my love and care for their being. I have a passion for training dogs, however I will respect your obedience choices for your dogs. Please contact me to help your dog get the best life. My availability is mornings, evenings, week days and weekends all day. I can't wait to hear from you. I have a special connection with dogs and just want to share that connection with your fur babies. I'm currently working part-time, and have pets of my own. I will be able to be with your pet's a few times a day and overnight if needed. I am not taking any animals in my home at this time. Because I am not set up to board at the moment. I look forward to caring for yours in your home.

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

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Sitters in Oakville average 3
repeat dog walking clients

FAQs for Dog Walking - Oakville

Frequently asked questions about Rover

As of July 2026, there are 258 sitters on Rover offering Dog Walking across Oakville. 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 Oakville. 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 Oakville.

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 Oakville. On Rover:

  • 93% of walkers can help with special care needs
  • 97% can help with giving oral medications or injections
  • 100% 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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