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: Laina W.
Verified Enhanced Background Check
Laina W.
from
$35
per visit
4.7 out of 5 stars
• 11 reviews
2 repeat clients
18 years of experience
Central East Denver, Harwinton, CT, 06791

“Laina was amazing. She came in the heat of a very hot day and took our dog out while we were gone for the evening. She was timely with responses and very friendly. Communication was a breeze. Will definitely use her again!”

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Kyle F.
Sitter Profile Image: Ashley G.
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Ashley G.
from
$30
per visit
4.9 out of 5 stars
• 81 reviews
34 repeat clients
2 years of experience
Southington, CT, 06489

“Ashley has been a god send to our family (and our pup). She has helped our family out last minute on many occasions, and when we are both at work my mind is at peace knowing Ashley is scheduled to care for our dog. She is reliable and I know my dog is in good hands when she is sitting her. I can’t say thank you enough for her help.”

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Kelsey A.
Sitter Profile Image: Melissa O.
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Melissa O.
from
$22
per visit
20 years of experience
Plainville, CT, 06062

About: I've always had animals growing up, ever since I was 8. We've had dogs , cats , birds, turtles, bearded dragons. I absolutely adore animals. I've taken care of my families pets, neighbors. I currently have 2 dogs, 12 year old Yorkie, 5 month old shih shu, a 11 year old tabby, a 6 year old black cat, a 1 year old black cat, and a Mama cat who was a stray. I work for a pet vaccine clinic. I have some experience and information of yearly vaccines that your med may need, and deworming. I am currently working 4 days a week. I have a daughter who is in highschool, but I will always make time to take care of any furr babies and give them the best care that they need and deserve. You are free to ask me any questions you would like. I hope I am a great fit for your babies!. I care for my pets with lots of love and playtime with feedings in between. They are all updated on their shots, including rabies. I will love your pets like my own.

Sitter Profile Image: Meaghan G.
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Meaghan G.
from
$25
per visit
5.0 out of 5 stars
• 19 reviews
8 repeat clients
10 years of experience
Harwinton, CT, 06791

“She did a wonderful job eith my cats. They did hide on her but if I had her a few more days I am sure they would have liked her. If there is ever a time when I need a cat sitter again, I will hire her again”

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Thomas B.
Sitter Profile Image: KELLY G.
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KELLY G.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
30 years of experience
Meriden, CT, 06450

About: I try to take parts of Cesar Milan's strategy with dogs specifically. Trying to not reward bad behavior. Making sure a pet can respect my boundaries. Currently have a dog walking client at Winding Brook Condominiums in Meriden. I’m there twice a day for 30 minute walks and play. I bought some balls for her so she can play. Have videos and lots of photos. I work flexible hours as an independent contractor so I make my own schedule. I am building my pet care business so I am signing up for a drone pilots license for pet recovery. I am also working on upgrading my vehicle to a minivan. I am offering pet sitting in your home until that can change to my home. I am needing different things done to my home before I can bring pets to my house.

Sitter Profile Image: Theresa C.
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Theresa C.
from
$45
per visit
5.0 out of 5 stars
• 81 reviews
29 repeat clients
52 years of experience
Torrington, CT, 06790

“Went away for our end of the year camping trip and this was my first time using Rover. I knew from the start Theresa would be a great candidate when I saw her profile and all her reviews. Mako didn't go camping, but was a happy camper when I got home. Thank you for providing love and of course food while we were gone. Hope to rebook with you again next year! 🐾”

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Danica C.
Sitter Profile Image: Joy C.
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Joy C.
from
$13
per visit
5.0 out of 5 stars
• 2 reviews
30 years of experience
Seymour, CT, 06483

About: I have grown up with large dogs (Dobermans, Pitties, Mastiffs) my entire life. I have been rescuing Pitties for over 20yrs and am currently on my fourth rescue. I am experienced with medication administration, special needs and, all ages of dogs from newborn to senior. I have an hour lunch break and, am free after 3pm daily and, all day every other wknd! I care for my 3 pets and can't wait to get home and see them! I work 7-3 most days but, my dog is yard trained so, can be let out multiple times when I am not at home. Once I do get home, we head out for a walk and then, its dinner time! All of my animals are allowed on my furniture and, choose who's bed they sleep in each night!

Sitter Profile Image: Angela W.
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Angela W.
from
$30
per visit
5.0 out of 5 stars
• 117 reviews
45 repeat clients
15 years of experience
Torrington, CT, 06790

“Angela is a reliable and caring pet lover. She is super flexible and very knowledgeable when it comes to the well being of like dog. We appreciate all the tips she has given us for our puppy. We will be using Angela again soon”

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Amy R.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$35
per visit
7 years of experience
Torrington, CT, 06790

About: I have been watching animals since I was 12 years old. Taking the neighbors pets for a walk, feeding them, or just checking in on them. I also have my Animal Control License and have been an ACO for 2 years now. I love it. I have a passion for animals and will do anything to make sure your fur babies are well kept and safe. I do work full time during the day M-F so midday check-ins are a little hard but morning and nighttime services are always easy for me to accomplish! I typically watch the animals in their own home just so they can stay within their routine. I never want to make the owner or animal feel uncomfortable ever.

Sitter Profile Image: Kelsey L.
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Kelsey L.
from
$25
per visit
5.0 out of 5 stars
• 27 reviews
9 repeat clients
17 years of experience
Farmington, CT, 06032

“Kelsey was fantastic! I needed a new dog sitter last minute so we could go to a wedding that night, and she not only accepted the job, but came over in the afternoon for a lengthy meet and greet. My 1 1/2 year old pup is 75 lbs and very strong, and I had no worries that she could handle him even if they ran in to other people and dogs on their walk. Rocky took to her right away, and we were able to relax and have fun at the wedding. Thanks Kelsey!”

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Kate B.
Sitter Profile Image: Laura L.
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Laura L.
from
$22
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
25 years of experience
Meriden, CT, 06451

About: I've had pets for 50 years. Have dogs and cats. Work with TNR in my community. Care for feral colonies. Can administrator medication, IV fluids and sub q injections. I can handle special diets. Recently completed an Approved Vet Tech Assistant program and have passed the National Exam. I completed 100 hours at a local vet hospital as well. I'm currently working a flexible part time job. I do not have children at home or other responsibilities. I am available holidays, evenings and weekends. I can administer medications, I can walk dogs, can handle special diets, can handle multiple pets (I currently have a client with 10 special needs cats).

Sitter Profile Image: Tyrese E.
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Tyrese E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
2 years of experience
Derby, CT, 06418

About: I’m great with all kinds of dogs — active pups who love playtime outdoors and calm dogs who enjoy peaceful, relaxing moments. I adjust my care to fit their personality and make sure they feel comfortable and loved. I am usually pretty free during the week, but send me a message and we can find a time that works for both of us! I keep each pet’s care as consistent as possible with their normal routine. I also make sure every dog gets extra attention so they always feel safe, happy, and comfortable.

Sitter Profile Image: Katie O.
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Katie O.
from
$40
per visit
5.0 out of 5 stars
• 23 reviews
4 repeat clients
20 years of experience
Torrington, CT, 06790

About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.

Sitter Profile Image: Abigail C.
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Abigail C.
from
$20
per visit
5.0 out of 5 stars
• 45 reviews
16 repeat clients
7 years of experience
Wethersfield, CT, 06019

“Abigail was fantastic. She took such great care of all the pets. She handled Sunny’s special needs perfectly. I will definitely be contacting her again with any more pet care needs!”

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Taylor H.
Sitter Profile Image: Savion L.
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Savion L.
from
$20
per visit
16 years of experience
Meriden, CT, 06450

About: I’ve cared for dogs of all sizes and personalities since I was 10. I’ve always treated pets like family and understand how important it is for them to feel safe, comfortable, and cared for while their owners are away. I’m experienced with feeding, walks, playtime, basic routines, and giving dogs plenty of attention and patience. I’m also comfortable caring for energetic dogs and making sure they get the exercise and stimulation they need. I’m dependable, attentive, and will treat every dog as if they were my own. Pet care fits naturally into my daily routine because I enjoy being around animals and making sure they feel comfortable, safe, and cared for. I have flexibility in my schedule, which allows me to dedicate time throughout the day to walks, feeding, playtime, bathroom breaks, and giving pets the attention they need. I’m comfortable building my day around a pet’s individual routine and making sure they don’t feel rushed or overlooked. Whether that means a morning walk, midday check-in, some playtime, or simply keeping them company, I’m able to give pets consistent attention and care throughout the day. When caring for pets in my home, I focus on making them feel safe, comfortable, and welcome. I keep a clean and calm environment, follow their normal feeding and bathroom routines, and make sure they get plenty of attention, playtime, and exercise. I also take time to learn each pet’s personality and respect their individual comfort level. Whether they’re energetic and playful or prefer to relax and stay close to me, I want them to feel like they’re in a home where they’re genuinely cared for.

Sitter Profile Image: Danielle G.
Verified Enhanced Background Check
Danielle G.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
1 year of experience
Hill, New Haven, CT, 06519

About: I had a dog since I was in 2nd grade, for around 15 years. I have experience in young puppy care and senior dog care. Just getting into the Rover business, but eager of learn and would love to help! So I’m currently a 3rd Resident Physician at the hospital, so I do have more time on weekends to do sit ins and walks. I miss having a dog and taking care of one so this is my way to give back! I also can do late night sit ins or walks after my shift which usually ends at 630pm. I have an apartment with a doggy park and a pet cleaning and bathing area. The doggy park is fenced with toys and water. I’m great at following instructions and will take great caution and care in others home.

Sitter Profile Image: Mark B.
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Mark B.
from
$50
per visit
5.0 out of 5 stars
• 747 reviews
355 repeat clients
20 years of experience
Wallingford, CT, 06492

“We were very pleased with Mark’s services. He took really good care of Abby and Nicco. He communicated with us frequently and sent us pictures every day we were away. I could tell that my pups were content, because when we came back they were happy, full of energy and their normal self (not the same response from when we left them with another sitter, horrible experience ?). We will definitely stay in touch with Mark.”

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Melissa M.
Sitter Profile Image: Jennifer F.
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Jennifer F.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
3 years of experience
Woodbridge, CT, 06525

“Jennifer is wonderful! Very attentive to my dog, constant contact & pictures of our dog! Our dog loves her! We would highly recommend her for your dog sitting needs!!”

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Carolyn S.
Sitter Profile Image: Selina M.
Verified Enhanced Background Check
Selina M.
from
$17
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
New Britain, CT, 06053

About: I have had both cats and dogs and love giving them attention and the time they need outside. Being able to give them the energy release they need is my job and the extra cuddles and treats are just a bonus! I currently am a college student and have long breaks where I love to spend time walking and sitting dogs whenever I can. I am free on most holidays and during the summer since I live so close to home. I keep a close eye on pets when I dog sit and love to spend all my time with them whether it's on the couch getting extra pets or going outside or the backyard to play.

Sitter Profile Image: Krista L.
Verified Enhanced Background Check
Krista L.
from
$15
per visit
10 years of experience
Shelton, CT, 06484

About: I’ve taken care of dogs since I was in high school. I am known as the dog-sitter in my neighborhood. When my neighbors go on vacation or away, I am always the first one called to watch their animals. While they are away, I feed and walk the dogs. I also have experience staying over night at various houses to dog sit. I’m currently working as a teacher, but we are off during the Summer. I have a lot of free time to take care of all of your pets needs. I am available Monday through Sunday. I will follow all of the instructions of the pet’s owner. I am available to walk, feed, play, and dog sit overnight. I will spend quality time with the pets.

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

Dog parents share their Rover experiences - Oakville

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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
5.0 out of 5 stars

Keleigh was simply AMAZING! My dog and cat adored her - she was attentive, caring, and extremely knowledgeable - I’d call her The Pet Whisperer:) My dog suffers from severe separation anxiety and with Keleigh here there was zero evidence of it! She is wonderful and we will be sure to use her in the future!

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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?

  • 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.

How to book dog sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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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 Dog Sitting - Oakville

Frequently asked questions about Rover

The average cost of Dog Sitting in Oakville on Rover is $22 per visit as of October 2026. Most bookings cost between $15 and $42 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,729 sitters on Rover offering Dog Sitting across Oakville. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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:

  • 90% of sitters can help with special care needs
  • 92% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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