House Sitting Oakville

Find a loving house sitter to watch over your pets and your home.

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Over 41
pet parents in Oakville have booked house sitting

Oakville, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Madeleine D.
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Madeleine D.
from
$70
per night
4.8 out of 5 stars
19 reviews
4 repeat clients
2 years of experience
Plymouth, CT, 06782

Madeline was simply amazing! she loved, cuddled, played with and was wonderful with Ruby. she kept me updated and took lots of pictures too. i will book her again in a heartbeat - i’ve never felt better about leaving Ruby in someone’s care!

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Kathy W.
Sitter Profile Image: Bonnie D.
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Bonnie D.
from
$26
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Watertown, CT, 06795

Bonnie was excellent, the dogs loved her and she had great communication while we were away which made me feel at ease. She left everything the way she found it and was very clean. Will definitely book with Bonnie again. Thank you!

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Taryn W.
Sitter Profile Image: Lucy G.
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Lucy G.
from
$50
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Waterbury, CT, 06708

About: I’ve taken care of dogs and cats my whole life. I’ve always been relied on by family, friends, and neighbors to care for their pets in a loving manner. I am attentive, reliable, and careful. I am currently working on my Master’s degree online so I have plenty of free time to walk, check in on, or board your pets! I have a yard that is not fenced in, but it can but used with a leash. I live in a quiet neighborhood that is perfect for walks. I have 4 cats in my house as well as a small dog, but they will be closed off from where I stay.

Sitter Profile Image: Sowatey L.
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Sowatey L.
Star Sitter
from
$67
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
16 years of experience
Plymouth, CT, 06786

Sowatey was excellent! He sent several photos and kept me informed the entire time I was away. He is super respectful and truly loves spending time with animals. I highly recommend Sowatey!

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Sara E.
Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
46 reviews
10 repeat clients
8 years of experience
Middlebury, CT, 06762

Keleigh is the best dog sitter we have used. She understands our anxious dog and makes a concerted effort to ensure she feels comfortable and safe. Keleigh goes above and beyond and I can’t recommend her highly enough!! Thank you Keleigh!

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Laura B.
Sitter Profile Image: Laura L.
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Laura L.
from
$100
per night
4.9 out of 5 stars
79 reviews
49 repeat clients
30 years of experience
Bethlehem, CT, 06751

Life saver!! We use Laura regularly and this week she bailed us out on a last minute request! A true pet lover of all pets! Highly recommended!!

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John and Deb F.
Sitter Profile Image: Jonathan H.
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Jonathan H.
from
$40
per night
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: Sofia P.
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Sofia P.
from
$50
per night
15 years of experience
Woodbury, CT, 06798

About: I’ve spent several summers caring for both cats and dogs as well as having them in my house growing up! I absolutely love giving them the attention they deserve, whether that’s playtime, walks, or cuddle time. As a 20 year old college student, I bring lots of energy, patience, and genuine love for animals. I enjoy making pets feel safe, happy, and cared for like they’re part of my own family I currently am a college student with mostly early morning classes, so I am up pretty early. I also am a soccer coach for Wilmington hammer heads which is about 2 hours Monday, Wednesday, Thursday nights. Other than that I am extremely flexible and am never busy for long periods of time! Whether I’m in my home or a client’s, safety and comfort always come first. I make sure pets have a clean, secure space, follow their normal routines, and give them plenty of attention so they feel at ease. My goal is to create an environment where pets are happy, loved, and cared for just like they would be with their family.

Sitter Profile Image: Robin L.
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Robin L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
335 reviews
107 repeat clients
30 years of experience
TOMASTON, CT, 06787

This was the very first time I ever inquired for a pet sitter with Rover and am very happy I chose Robin. She held my hand through the entire process and was always prompt in responding to my questions and continued to hold my hand. Very happy with the care she gave my pets and would highly recommend her. Thanks again Robin!!

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Marci D.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$40
per night
6 years of experience
Wolcott, CT, 06716

About: I’ve taken care of dogs almost my whole life and currently have two fur babies, very well behaved and good with all other animals! I’m excited to meet your furry friends ! I have open availability for pets! I’ll be available any time for your furry friends to be cared for! I love keeping my schedule open in case of any emergencies! The pets will have play time for several portions of the day! Their feedings will be done as asked by the pet owner and bathroom times all throughout the day! Treats all day too!! And walks for the furry friends

Sitter Profile Image: Laura S.
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Laura S.
from
$60
per night
5.0 out of 5 stars
36 reviews
9 repeat clients
22 years of experience
Naugatuck, CT, 06770

I recently went away for 4 days and Laura watched my cat Felipe for me. As a first time cat owner and adopting Felipe almost 3 months ago, I was very nervous about leaving Felipe alone especially over night. Laura kept me updated the whole time, sent me pictures at every drop in to ease my worries and even did some extra drop ins to give him a little company. This was my first time using Laura as my cat sitter and she was absolutely amazing with Felipe. Thank you for taking such good care of my baby

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Jenise D.
Sitter Profile Image: Hunter N.
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Hunter N.
from
$75
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
4 years of experience
Naugatuck, CT, 06770

Hunter did a fantastic job watching our pets. Very professional and kind. Hunter was a great choice and we will rebook again for sure!! Thank you again.

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Stephanie M.
Sitter Profile Image: Jessica T.
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Jessica T.
from
$32
per night
5.0 out of 5 stars
4 reviews
1 repeat client
16 years of experience
Naugatuck, CT, 06770

Jessica did a great job with our dog while we were away two nights. Our dog can be fussy, but Jessica was great with her and was also able to give our dog her medication, which is not always easy. She also left the house and yard in great condition. We definitely plan to use Jessica again!

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Heather A.
Sitter Profile Image: Allison R.
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Allison R.
from
$130
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
13 years of experience
Waterbury, CT, 06708

About: My name is Allison, and I live in Litchfield with my two adorable dogs - Jackson, who is a 12-year-old Boston Terrier, and Mojo, who is a 12-year-old Boston Terrier/Pug mix. I have been providing pet care services for more than a decade now, and I take great pride in offering compassionate and loving care to all animals. It all started in 2010 when I launched my own Pet Sitting and Dog Walking business. Through this business, I have been able to offer pets superior care services in the comfort of their own homes. Five years ago, I decided to expand my knowledge and education on the canine mind, and I became a certified dog trainer. My training is focused on using positive reinforcement to improve the quality of life of both the four-legged fur babies and their two-legged parents. I would like to be able to share my love and compassion for animals with you and your fur babies. Wags, Allison My business is working with animals and as a dog trainer I love to enrich the lives of other animals in any way I can. Compassionate Canine Care is my goal with every animal. I believe in establishing a genuine connection with all the animals I train or take care of. Providing them with the best possible care is crucial to me, as it helps them lead a happy and healthy life for as long as they are with us.

Sitter Profile Image: Kyara F.
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Kyara F.
from
$85
per night
5.0 out of 5 stars
1 review
3 years of experience
Waterbury, CT, 06708

Very happy with Kyara. She stayed with our dog overnight for a few days. Communication was very professional and the dog seemed content when we arrived home from our trip.

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Lenore M.
Sitter Profile Image: Enrique H.
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Enrique H.
from
$40
per night
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: Tabitha-Danielle R.
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Tabitha-Danielle R.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
1 year of experience
Waterbury, CT, 06705

Thank you so much, Tabatha! We appreciate you taking suck great care of our pups.

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Nina W.
Sitter Profile Image: Madi C.
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Madi C.
from
$100
per night
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

Sitter Profile Image: Sarah M.
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Sarah M.
from
$35
per night
7 years of experience
Naugatuck, CT, 06770

About: "I have a deep love for animals and years of experience caring for pets. Family and friends have always trusted me to watch, feed, walk, and love their dogs. I specialize in providing a calm, structured, and incredibly safe environment for small and medium adult dogs. Your pup will receive constant attention, plenty of playtime, and treated just like family while staying with me." "I currently work part-time, which gives me a very steady routine and plenty of open flexibility to be home with your dog. I am always mindful of my time management to ensure your pet gets consistent supervision, frequent potty breaks, and lots of individual attention. I have plenty of dedicated time to play, go for walks, and make sure your pup feels completely safe, happy, and pampered while you are away." Safety is my highest priority when caring for your pet. My home is a clean, calm, and smoke-free environment with plenty of open space for small and medium dogs to feel entirely at ease. I maintain a secure setup to ensure no escapes, provide constant direct supervision, and strictly follow any specific care, feeding, or routine instructions you provide to keep your pup happy and safe."

Sitter Profile Image: David P.
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David P.
from
$85
per night
5.0 out of 5 stars
37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

Dave took excellent care of my dog. He asked great questions to get to know her, facilitated all her favorite activities, and provided a detailed report of their time together. I highly recommend booking services with Dave, he is my first choice for pet care!

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Jaclyn W.
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The median cost per night for house sitting in Oakville is $60

Pet parents share their Rover experiences - Oakville

1 / 1
5.0 out of 5 stars

Keleigh was fantastic! Not only did she attentively care for my dog, but also left everything better than she found it. Absolutely wonderful!!!

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Amanda B.
House Sitting
5.0 out of 5 stars

Bonnie was excellent, the dogs loved her and she had great communication while we were away which made me feel at ease. She left everything the way she found it and was very clean. Will definitely book with Bonnie again. Thank you!

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Taryn W.
House Sitting
5.0 out of 5 stars

Maria did a wonderful job taking care of my girl Birdie while I was away on vacation. My dog is a little wary of new people, but she took to Maria right away and the two of them became good buddies! I got lots of photos and updates of them playing and having fun, so I was able to relax and enjoy my trip knowing that my dog was in good hands. Maria has a great personality and made me feel comfortable right from the start. I highly recommend her and will use her again!

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Ryan W.
House Sitting
5.0 out of 5 stars

Vera and her husband/ my dog's husband lol are the BEST! I truly appreciate Vera's deeply felt compassion and dedication to my Quilly's happiness and well-being

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Jacki A.
House Sitting
5.0 out of 5 stars

Kadriya was great with both my dogs, they loved her. She sent pictures and updates the whole time which made me feel more comfortable about leaving them. Kadriya was an awesome house guest and left everything very nice and clean. I am happy I found someone I can trust my dogs.

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Trisha G.
House Sitting
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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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house 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 house sitting - Oakville

Select a filter and find qualifying sitters offering house sitting.

Sitters in Oakville average 3
repeat house sitting clients

FAQs for House Sitting - Oakville

Frequently asked questions about Rover

The average cost for House Sitting in Oakville on Rover is $72.15 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of July 2026, there are 1,779 sitters on Rover offering House Sitting across Oakville. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Oakville walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Oakville maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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 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 .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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.

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

  • 94% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 98% 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.

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