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: Roderick M.
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Roderick M.
from
$10
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Bristol, CT, 06010

First time having him walk oaks....he's amazing definitely rebooting he's kind patient deals w my foxhound bordercollies quirks .....best walks ever for ms oaks ....she loves his visit...can't wait to rebook

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Sheryl R.
Sitter Profile Image: Darya H.
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Darya H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
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: Robin L.
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Robin L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
344 reviews
108 repeat clients
30 years of experience
TOMASTON, CT, 06787

Highly recommend Robin for giving each of my 5 big dogs each special attention. 1 of my dogs even destroyed a chair while no one was home and mess was cleaned up. A winter wonderland of fluff but returned from vacation and all was spotless. A++++

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Adam R.
Sitter Profile Image: Evelyn G.
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Evelyn G.
from
$15
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
1 year of experience
Naugatuck, CT, 06770

About: I have taken care of pets for a long time. My neighbor had me dog sit last year for about 2 weeks and it was honestly the best experience. I have also had experience with feeding another neighbors dog once a day while they were at work. Hi! I’m home for the summer and have a very flexible schedule, so I’m available throughout the week for walks and drop-ins. I love spending time with animals and will make sure your pets get plenty of attention, care, and affection! 🐾 I will easily follow every step that is given to me with rules and boundaries of what the pet can or can not do. I will not bend rules

Sitter Profile Image: Steve N.
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Steve N.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
14 years of experience
Bristol, CT, 06010

As a new puppy parent Steve did a great job caring for our 8 week old pup and our three year old just like we would. Will definitely book again.

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Jason P.
Sitter Profile Image: Taylor M.
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Taylor M.
from
$17
per visit
23 years of experience
Prospect, CT, 06712

About: I have a great, rambunctious 6-year-old Golden Retriever named Cobie, and previously had another wonderful, loving Golden Retriever named Max, who we cared for well into his old age--17! I have taken care of dogs for friends and family all throughout my life, and always shower them with all the love in the world! I am currently in graduate school, but I am available for late afternoons or evenings and nights during the week, and anytime during the weekend! I always ensure safety of the dog and the home, whether that be crates, blocking off parts of the house, and following set rules and routines. Just as important is love and gentleness, doing my best to build a dog's trust.

Sitter Profile Image: Cheyenne A.
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Cheyenne A.
from
$20
per visit
5.0 out of 5 stars
40 reviews
11 repeat clients
15 years of experience
Wolcott, CT, 06716

I can not put into words how much I appreciate Cheyenne for all that she does. Simply the best. There was no doubt Chey would become my go to after the first pet sit, and she fails to disappoint again. Maceo adores her as do I. Thank you again Chey!

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Peter J.
Sitter Profile Image: Laura S.
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Laura S.
from
$25
per visit
5.0 out of 5 stars
37 reviews
9 repeat clients
22 years of experience
Naugatuck, CT, 06770

Laura was awesome! I highly recommend her as she is very conscience and caring towards the needs of all animals. She took great care of our elderly cat while we were away for an 8 day vacation. Laura went above and beyond to vacuum up litter, collect our mail, take out garbage and water plants that family members forgot to attend to. She also made sure the back yard visiting birds had plenty of fresh water. She provides 5 star service and care!

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Carrie O.
Sitter Profile Image: Hunter N.
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Hunter N.
from
$25
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
4 years of experience
Naugatuck, CT, 06770

Hunter was great with my not-so-friendly cat. She was very punctual with her visits and sent great updates with pics of my cat. She even came during a snowstorm! Would definitely work with Hunter again and highly recommend her for reliable, caring pet sitting. Thanks Hunter!

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Lisa B.
Sitter Profile Image: James E.
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James E.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
45 reviews
10 repeat clients
40 years of experience
Bristol, CT, 06010

About: Welcome, y'all! I love watching dogs. We watch kitty cats too 😁. Cheapest rates around! Let me make it easier for you to celebrate your vacation and holidays! Let me sit for your pup. I...love... dogs! My parents were dog breeders for years. As a youngster, I was responsible for many of the chores. As an adult, I have always had pets. I know how important your dog is to you. Your dog is your 'baby'. We are definitely dog lovers in this house! Big dog specialist. I love the little dogs too, though! ☺️💪🎄🎁❤️‍🩹 I will treat your pup like my own. I am a teacher during the day. I'm usually home by 3. I'm home every afternoon and every night and every weekend. I do have flexibility in my work schedule should they need arise. I have a dog lead hooked up to the house and it goes all the way back to the maple tree on the back of the property. 20 ft in either direction gives Fido plenty of room to go to the bathroom. Otherwise, your pup is in the house with me and my family. I am offering dog boarding services. This is a friendly Christian home. Lots of love to share.

Sitter Profile Image: maxine f.
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maxine f.
from
$15
per visit
10 years of experience
Naugatuck, CT, 06770

About: I have personally taken care of dogs and cats all throughout my life. Family and friends had me walk, feed, and bathe their pets. I have experience with puppies, dogs, kittens, and cats. I am available five to six days a week as I work from home. I am typically available and around during the weekend. I am willing to make adjustments if needed. I am very attentive and have to large dogs of my own so I am familiar with boundaries and typical needs. I will follow directions if left with me regarding particular rules or needs you may have.

Sitter Profile Image: Jaylese H.
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Jaylese H.
from
$25
per visit
5.0 out of 5 stars
32 reviews
11 repeat clients
6 years of experience
Plymouth, CT, 06786

About: I've been taking care of my own pets for 6+ years. I make sure pets feel loved and well-cared for, whether it's playtime, feeding, or just giving them some extra snuggles. I understand that each pet has unique needs and preferences, so I adapt my approach to suit their individual personalities. Devoted and loving pet caretaker available around the clock. With a very flexible schedule, I can provide frequent walks, playtime, and feeding to keep your pets happy and healthy. I have a yard for your pet to play in with supervision. I have a small dog and cat that are friendly, But they can be moved to another part of the house if you prefer.

Sitter Profile Image: Samantha K.
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Samantha K.
from
$20
per visit
1 repeat client
5 years of experience
Wolcott, CT, 06716

About: I have owned my own animals my whole life. I currently have a Doberman who has Addison’s disease and requires daily medication and weekly injections. I worked at a rescue for 3 years when I was in college so I know a lot about dog behavior and care. My husband and I own a small masonry business. I currently assist him on the jobsite when needed but mostly take care of the administrative duties so my schedule is very customizable to your pet care needs I am comfortable working with pets of all ages and in a variety of environments. Wether you prefer drop in visits in your home or long walks with your dog I can accommodate many different options.

Sitter Profile Image: Katherine G.
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Katherine G.
from
$20
per visit
2 years of experience
Wolcott, CT, 06716

About: I've grown up with dogs my entire life! I have a 10 yr old German Shepard and a 1 yr old Malinois Mix right now so I am very comfortable with high energy dogs of all ages! I bathe them, walk them, and take them to the dog park. I am looking forward to providing any help you may need and treating your pets like they are one of my own! I currently work per diem, so I have a lot of flexibility in my schedule to be there for your pets! My schedule rotates, so I can stop by around shifts or if I have a day off spend full days with your pets Right now, I do not offer taking dogs into my own home. I am willing to travel to take your pups for walks, potty breaks, feed, play or stay at yours for a longer time!

Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$30
per visit
4.8 out of 5 stars
20 reviews
4 repeat clients
2 years of experience
Plymouth, CT, 06782

I’m glad we hired Maddie to take care of our cat Cannoli while we were away. She was punctual each day and spent plenty of time with her. My cat has only accepted 2 other people prior to this but she felt comfortable with Maddie and let her pet/interact with her too. Maddie is very polite, loves animals and responded to my texts in a timely manner. She kept an eye on the house while we were gone and took good care of my plants as well. I highly recommend Maddie to care for your pets!

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Dana L.
Sitter Profile Image: Katie J.
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Katie J.
from
$32
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Naugatuck, CT, 06770

About: My name is Katie and I have dogs of my own. With that being said, I understand that each pet truly needs unique and individual care. I am a teacher and have been for the past 13 years. I take care of pets in my spare time in order to earn some extra money. I can provide references upon request from families who had me take care of their dogs and cats in the past. Thank you for considering me as a potential care giver for your pet! I am a teacher so during the school year I am available late afternoons during the week and am also available on the weekend. I am more available during the summer. I care for pets of my clients the same way that I care for my own. The pets’ safety and well-being are my top priority.

Sitter Profile Image: Jonathan H.
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Jonathan H.
from
$16
per visit
30 years of experience
Thomaston, CT, 06787

About: I grew up with as many as 5 cats and two dogs at a time. I am familiar with caring for most pets including rodents and fish. I work from home so taking a break to walk or feed pets is not an issue. There is even some extra time to give them some attention too! My dog has free roaming permission in the backyard and we also have a cage for large dogs available. For visiting dogs we walk them on a leash since they are not familiar with the area.

Sitter Profile Image: Lauren P.
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Lauren P.
from
$20
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
15 years of experience
Woodbury, CT, 06798

About: I combine patience, experience, and genuine affection for pets of all kinds. Whether it’s an energetic pup, a gentle senior, or a shy cat, I adapt to meet their needs and make them feel at home. Taking care of pets is part of my regular routine. I like to get outside and stay active by walking and running dogs, and I make sure to spend quality time giving pets the attention and love they deserve. It’s something I enjoy and look forward to fitting into my days. I prioritize safety and comfort above all when caring for pets. Whether I’m visiting your home or welcoming pets into mine, I will make sure the environment is clean, secure, and pet-friendly. I will also follow any specific instructions you provide and keep a close eye on your pet’s behavior to ensure they’re happy and safe at all times. Building trust with both pets and owners is important to me, so I communicate openly and am responsive to any needs or concerns.

Sitter Profile Image: Alexa F.
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Alexa F.
from
$15
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
3 years of experience
Bethlehem, CT, 06751

About: Hi! I’m Nicole, a 27-year-old animal lover with hands-on experience caring for both dogs and cats. I’m confident in providing attentive, reliable care tailored to each pet’s needs. I’m friendly, patient, and genuinely enjoy spending time playing, walking, and bonding with animals. I look forward to meeting you and giving your pet the care and attention they deserve! I am normally available Wednesday and weekends, For more descriptions and availability check my profile information, can’t wait to meet your family! ! ! I am currently available on Wednesdays, Saturdays, and Sundays only, and I make sure to dedicate focused, quality time to each pet during those days. At the moment, I don’t offer care in my own home since I have multiple pets. However, I’m happy to provide care in your home or take your dog out for walks. I make sure pets feel comfortable in their familiar environment while sticking to their usual routine.

Sitter Profile Image: Madi C.
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Madi C.
from
$40
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
18 years of experience
Watertown, CT, 06795

About: I’ve taken care of cats, dogs, birds, chickens, fish, and horses since I was little. Anything from feeding to exercise to medical needs I can handle. As I am taking online classes for college as well as commuting from home, my schedule is super open and I’m ready to care for your animals! I have a large fenced in yard with a park right next door for easily accessible walks and exercise. I also have two dogs who are very friendly and love to be around others. I can easily separate if necessary

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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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  • 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?

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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
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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 September 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 September 2026, there are 2,774 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
  • 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.

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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