Dog Sitting Oakville

Book a Oakville dog sitter to watch your dog in your sitter’s home or yours.

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Over 35
pet parents in Oakville have booked dog sitting

Oakville, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Robin L.
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Robin L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
335 reviews
107 repeat clients
30 years of experience
TOMASTON, CT, 06787

Robin takes care of our two dogs when we go away for long weekends and I never have to worry with her! My two dogs are like my children so I worry a lot! Robin always sends pictures and updates of how they are doing. She’s very friendly, lovable, and plays a lot with them. Robin always makes me feel comfortable that they are safe while I am gone. She’s always on time and always says such positive things about my fur babies! Highly recommend!

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Brittany L.
Sitter Profile Image: Deborah W.
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Deborah W.
from
$20
per visit
5.0 out of 5 stars
6 reviews
10 years of experience
Cheshire, CT, 06410

Deb was great with my energetic pup! She was very communicative throughout the whole process and provided updates during drop-in visits. I would highly recommend her and will definitely a repeat customer in the future!

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Jessica H.
Sitter Profile Image: Theresa T.
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Theresa T.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
317 reviews
31 repeat clients
18 years of experience
Naugatuck, CT, 06770

Cudi loves Theresa! Theresa it’s reliable and consistent. Love her updates and communication with me . She puts me at ease nice to know Cudi is good and doing well!!

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Shari P.
Sitter Profile Image: Cole O.
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Cole O.
from
$17
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
11 years of experience
Middlebury, CT, 06762

Cole was fantastic. On time and communicative. Dealt with some unexpected snow on the driveway without issue. It was great to know my pets were well cared for!

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Steven H.
Sitter Profile Image: Darya H.
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Darya H.
from
$21
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Prospect, CT, 06712

Darya has done a great job taking care of our corgi puppy! She is always on time and gives a thorough daily update for her drop-in visits. We have appreciated how she follows our detailed instructions and is very responsive. We would definitely recommend Darya!

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Madeline P.
Sitter Profile Image: James P.
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James P.
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
TERRYVILLE, CT, 06786

James is fantastic with our dogs! He’s punctual, friendly, and has a natural ability to make them feel comfortable right away. He follows directions perfectly and pays attention to every detail. We always feel at ease knowing our pups are in great hands. I’d highly recommend James or his wife to anyone looking for reliable, compassionate pet care!

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Malina C.
Sitter Profile Image: Aamarrah S.
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Aamarrah S.
from
$15
per visit
3 years of experience
Waterbury, CT, 06708

About: I’ve always had dogs of my own growing up, so I grew up learning how to take care of pets. I always made sure they were clean, feed well, and treated when accomplishments are made! Before I head out to work around 4, I take my dog on daily walks so she can get fresh air, then I give her treats when we head back inside. I care for my pet by spending time with her because she’s very cuddly. I always make sure her water bowl is full especially for the heat we’ve been getting this summer.

Sitter Profile Image: Sara R.
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Sara R.
from
$20
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Prospect, CT, 06712

Sara was amazing! Quick response and was so amazing with both my pets! Truly appreciate her and will definitely book again!

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J D.
Sitter Profile Image: Sandy C.
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Sandy C.
from
$20
per visit
20 years of experience
Watertown, CT, 06795

About: I’ve had pets for as long as I can remember, including dogs, cats, birds, and fish. I also have experience caring for pets for neighbors, family, and friends. I’m attentive, patient, and genuinely caring with every animal. I understand different temperaments and needs, from playful puppies to senior pets who need a gentler approach. As a Marine veteran, I’m reliable, consistent, and detail-oriented, so your pet stays safe, comfortable, and well cared for. I can available Monday through Friday after 4:30pm to late hours. On weekends, I am available - late afternoons, some mornings/late nights shifts (with proper communication). I provide care in your home, following your pet’s routine closely. I learn their behavior, needs, and comfort cues, confirm emergency contacts, and remain aware of exits for safety. I keep detailed notes for future visits to ensure consistency. Your pet stays secure, understood, and consistently well cared for.

Sitter Profile Image: Victoria P.
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Victoria P.
from
$19
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
8 years of experience
Waterbury, CT, 06716

Victoria was great with Layla and Adonis. She arrived on time for each scheduled day and provided excellent care to the dogs. We truly appreciate that she was available for the days requested and plan to use her again in the future. Thanks so much Victoria!

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Diana S.
Sitter Profile Image: Kaylee B.
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Kaylee B.
from
$35
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Watertown, CT, 06795

We couldn’t have asked for a better sitter than Kaylee for our dog Nikko while we were away for two weeks. From the very beginning, she went above and beyond to make sure he was not only cared for, but truly loved and engaged. Kaylee spent extra time with Nikko, took him on car rides (which he loves!), and made sure he had both fun and comfort while we were gone. It was clear from the photos and updates—and even more so when we returned—that he really enjoyed his time with her. She treated Nikko like her own, and that kind of care is priceless. We felt completely at ease knowing he was in such good hands. We highly recommend Kaylee and would absolutely book with her again!

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Dave J.
Sitter Profile Image: Enrique H.
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Enrique H.
from
$18
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Waterbury, CT, 06795

About: I’ve had pets of all kind since the age of 4 and taken love for them since. I’ve had about 5 dogs, 4 birds 3 red ear slider turtles, multiple fishes and 1 cat throughout. I work full time as a properties manager. But in my spare time I would like to walk some dog as i truest enjoy walks, sitting and a fun time. I would care for your pest as if they were my own(of course respecting all your standards). Communication is key as I would like all expectations to be met and transparency across. To be trusted with a love one is a responsibility I take very seriously

Sitter Profile Image: Jessika H.
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Jessika H.
from
$16
per visit
5 years of experience
Naugatuck, CT, 06770

About: I’ve cared for pets for family, friends, and neighbors, providing dependable and personalized care while they were at work, on vacation, or away from home. My experience includes drop-in visits, dog walks, potty breaks, feeding, refreshing water, playtime, administering basic care, and making sure pets feel safe and comfortable in their own environment. I understand that every pet has a unique personality and routine, so I always take the time to learn their needs and give them the attention, patience, and affection they deserve. My goal is to make every pet feel loved while giving owners peace of mind that they’re in caring and reliable hands. Pet sitting fits naturally into my schedule, allowing me to provide dependable and attentive care throughout the week. I’m available for drop-in visits, dog walks, potty breaks, and overnight care depending on your needs. I enjoy staying active and spending time with animals, so caring for pets is something I genuinely look forward to. I always make reliability a priority and communicate with owners to ensure their pets stay on their normal routine. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I carefully follow each owner’s instructions regarding feeding schedules, walks, medications, playtime, and any special routines so pets experience as little disruption as possible. I provide plenty of attention, affection, exercise, and mental stimulation while maintaining a clean, secure environment. I also keep owners updated with regular messages and photos, so they can relax knowing their pet is happy and well cared for while they’re away.

Sitter Profile Image: Jean-Marie M.
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Jean-Marie M.
from
$20
per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
3 years of experience
Naugatuck, CT, 06770

Caring, loving, dependable cat sitter. We will use her over and over again.

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Peter S.
Sitter Profile Image: Kadriya B.
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Kadriya B.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Oakville, CT, 06779

About: I have owned a cat for seven years, and I enjoy brushing him, feeding him, giving him treats, cleaning the litter box, and cuddling. Sometimes he comes into my room, jumps on my bed, and sleeps with me. I also walk a puppy, a bulldog, named Buckiss. I clean up after him, and enjoy spending time rubbing his belly, and playing catch. At the end of our walk, I bring him back to his house, feed him, and give him water. I follow strict feeding instructions on how much food to give, and what kind of food he's allowed to have (no more than 2 treats a day). When walking in the winter, I make sure Buckiss has dog booties so his feet don't get hurt. I’m currently working part time so I have plenty of time in my schedule to care for your pet! I have a pretty flexible schedule. When I come to take care of a pet in my client’s home, I make sure that they are cared for with love and I do everything I can to make them feel safe, happy, and comfortable with me. I also make sure that when I end the stay, the client’s home is in the same or better condition than when I first came. I will make sure to clean after myself and leave the place looking as spotless as I can. I try to be a considerate and clean house guest.

Sitter Profile Image: Kyara F.
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Kyara F.
from
$25
per visit
5.0 out of 5 stars
1 review
3 years of experience
Waterbury, CT, 06704

About: As someone who knows that your pet is a part of your family, you can trust that I will do my absolute best to take care of them. I have been a pet sitter for 4 years, providing exceptional care to the pets of neighbors, family, friends and clients. I have experience caring for pets with special needs, dietary restrictions, and medication. I’m currently working full time, but I’m available for overnights with any pet! I’m okay with traveling the distance to your house to watch your pet as well as house sit if needed! I understand that animals feel most comfortable around familiar surroundings, and wouldn’t want to displace them. I’m very flexible, just let me know when I’d be needed. The environment will be your own home. Your pet will not feel displaced, and will remain comfortable in his or her own bed. I understand that familiarity is key when owners are away.

Sitter Profile Image: Lucy G.
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Lucy G.
from
$25
per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Waterbury, CT, 06708

Lucy is awesome! Always punctual and takes great care of Zeus. Super reliable!

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Keith W.
Sitter Profile Image: Veronica R.
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Veronica R.
from
$16
per visit
10 years of experience
Wolcott, CT, 06716

About: Im deaf person, can communicate by via text, emails, sign language, written on paper. Very patience, fun person, willing to take for walk, play with dog. Can teach with sign language. Very friendly with dogs. Love dogs!!! Willing to help for your dogs if needs. Flexiable. Text me if anything change or update so I can prepare. Also I love take picture to send the clients to see how they doing. I’m very quiet person. I have 3 small dogs. Very fun dog and playfully. Sometimes my dogs like to sit on laps and relax. I hopefully that I’m looking forward to meet your dogs and get know more about them. I like to hear their story about dogs. Love dogs! Enjoy be with dogs.

Sitter Profile Image: Kayla K.
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Kayla K.
from
$20
per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Waterbury, CT, 06702

About: I have owned cats and dogs my whole life and have done volunteer work at the New Milford Animal Welfare Society. I have also worked at a pet store where I was responsible for administering medications. I am highly experienced and knowledgeable in taking care of pets. I am very responsible and follow specific instructions for each pets individual needs. I know what they should eat (and NOT eat) and how to groom and bathe dogs. I do not own a dog currently because the size of my apartment. I however own 2 cats and care for family’s dogs. I frequent their homes often to give them walks, food, bushings and a friend! I can't wait to own a dog of my own again! Taking care of your cat or dog would be the best part of my day for me! I have an immense passion for animals and a vegetarian because of that reason. My wish is to have your dog or cat the happiest they can be amid your absence. I currently work part time but receive my work schedule 2 weeks in advance. I will be there for your pet as long as I don’t have to work my “real” job. My schedule Is mostly the same every week. I follow feeding instructions per owners instructions. I am physically fit so would run and play fetch with the dogs. I give lots of pets and would play with the cats until they take their cat nap!

Sitter Profile Image: Melissa S.
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Melissa S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
14 years of experience
Oakville, CT, 06779

About: I had a dog I loved with all my heart for 14 years. I want to transfer my love for him and my free time to your little loved one while you are busy! I will love them just as you do and they will be in great hands with no worries! I am a teacher and I will have quite a bit of time coming up where I can take care of your loved one! I am open to dog walking, dog sitting, and even dog boarding! I have a 2-floor townhouse where I can do dog sitting and dog boarding. I can come to your house for dog walking if that is all you need!

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The median cost per visit for dog sitting in Oakville is $25

Dog parents share their Rover experiences - Oakville

1 / 1
5.0 out of 5 stars

Bonnie was incredible! She took such good care of my critters. I will definitely use her again and I highly recommend!

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Tara D.
Drop-In Visits
5.0 out of 5 stars

Keleigh always goes above and beyond for our pets. She’s simply amazing and when she’s taking care of your animals, you don’t have to worry about a thing! Our dog adores her and our finicky cat does too! Don’t think twice - book her!!

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Hallie B.
Drop-In Visits
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  • 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

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  • 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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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Popular requests for dog sitting - Oakville

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Sitters in Oakville average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Oakville

Frequently asked questions about Rover

The average cost for Dog Sitting in Oakville on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of July 2026, there are 2,804 sitters on Rover offering Dog Sitting across Oakville. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Oakville stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Oakville choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Oakville with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Oakville. On Rover:

  • 95% of sitters can help with special care needs
  • 96% 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.

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 sitter.

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