House Sitting in Oakville

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

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Top rated Oakville house sitters

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

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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: 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: Hunter N.
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Hunter N.
Star Sitter
from
$75
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
4 years of experience
Naugatuck, CT, 06770

Having Hunter stay with our pets was a great decision. My dogs (pandemic puppies) get VERY excited when people come by so they were extra happy to have Hunter with them for a few days. I was at ease while she was staying with them and would book her again if the need arises.

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Sheila D.
Sitter Profile Image: Zachary B.
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Zachary B.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
9 years of experience
Central East Denver, Harwinton, CT, 06791

Zachary was so kind and conscientious of my older dog. Stayed a couple of nights and took great care of my home. Also, I came home to a calm dog and a clean home. He also gave me some great advice on end of life for my 17-year-old boy.

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Kellie S.
Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
43 reviews
9 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: Natalie D.
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Natalie D.
from
$32
per night
1 repeat client
10 years of experience
Middlebury, CT, 06762

About: I have been taking care of all sorts of animals almost my entire life! I have a large and very friendly dog at home (Rhodesian Ridgeback) and have always grown up with pets in the house, so I am very used to being around animals. I am able to care for any age cat or dog as well as any house sitting chores you may need! I will care for your animals as if they are my own and adapt to any of their needs! With my services, you can expect full attention and love. I would love to take them to the dog park or outside to play! I am a college student home from school and available almost every day full time. I am very flexible and attentive to your instructions! I will be available for house drop-ins and last minute bookings! I would love to be able to help you out and do whatever I can to love your babies while you’re gone! I am available virtually any day of the week! I will most likely be available last minute as well. I prefer no after-dark walks or reactive dogs. I am a college student, so I will be free the whole summer! I have a fenced in yard and am very active and able to keep up with your animals and play! I can crate, walk, feed, play with, and care for your animals in any way necessary!!!

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

Robin (and her husband) were absolutely amazing. My boyfriend and I were extremely skeptical when it came to the app—as I’m sure most people are... but my experience was amazing. Robin and her husband kept us updated throughout our entire trip, and also sent pictures and videos so we were able to see our puppies! So thankful for having used them and would 110% recommend to anyone!!

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Kristin L.
Sitter Profile Image: Madison H.
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Madison H.
from
$60
per night
20 years of experience
Waterbury, CT, 06708

About: Hey there – my name is Madison, and I’ve taken care of dogs my whole life. I am an experienced sitter who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. As an adult I have had the opportunity to be around lots of cats and truly appreciate each of their individual personalities! I am incredibly reliable, trustworthy, and flexible. I have taken care of dogs who need meds, older dogs, puppies, etc. I wish I could have pets of my own, but due to frequent traveling, it’s sadly not the right time for me. I love having the opportunity through Rover. Any and all instructions you leave for me will be followed with the utmost care to keep your little buddy happy! I am a realtor and have a very flexible schedule. I am looking to book out the gaps in my schedule and fill them with taking care of your fur babies! I am very happy to offer drop ins at your home and to take your pets on walks. Unfortunately, I am unable to care for your pets in my home at this time.

Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$32
per night
30 years of experience
Thomaston, CT, 06787

About: I’ve always been comfortable with dogs of all types. I grew up with dogs and have spent my whole life around animals, so caring for them feels natural to me. I’m calm, confident, and make sure to adjust to each dog’s individual needs so they feel safe, understood, and well cared for. I work full‑time during the day, but I’m available in the early mornings and evenings to take care of your pet. That gives me plenty of time for feeding, walks, playtime, or whatever they need before and after work. Mondays are my completely open day, so I’m available all day then for longer visits or extra care. My goal is to ensure your pet feels genuinely cared for. I pay close attention to their routine and what they need, and I make sure they stay comfortable, happy, and relaxed the whole time they’re with me.

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

David, was so great. He sent me regular updates on the girls and stayed with them throughout the day and night as I requested. He is by far the best petsitter on this site. Can't thank you enough David.

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Joan W.
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: Cole O.
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Cole O.
from
$32
per night
5.0 out of 5 stars
5 reviews
1 repeat client
11 years of experience
Middlebury, CT, 06762

About: I have 10+ years of experience caring for dogs. I’ve cared for my own pets as well as family members’ and neighbors’ dogs, including handling different temperaments. I’m currently off for the summer, so I have plenty of time to give your pets the attention they need. In the fall, I may still have limited availability on certain days depending on my schedule. Your pet’s safety and comfort are my top priorities. I’ll treat your home with care, keeping everything clean, tidy, and organized. I won’t bring anyone over — just me and your pet, focused on keeping them happy and stress-free.

Sitter Profile Image: Laura H.
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Laura H.
from
$32
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
42 years of experience
Woodbury, CT, 06798

Laura did a wonderful job of staying in touch with us and providing updates. She left our home tidy and Lasha in very happy spirits. I look forward to working with Laura again.

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Rudy R.
Sitter Profile Image: Jennfer B.
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Jennfer B.
from
$60
per night
4.5 out of 5 stars
3 reviews
28 years of experience
Wolcott, CT, 06716

Jennifer was super great with our pups! She was responsive and communicative and sent photos of the dogs having fun :) We really appreciate her spending time to make sure they got a lot of exercise and socialization while we were away.

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Kathryn B.
Sitter Profile Image: Laura L.
Verified Background Check
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: Kathryn R.
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Kathryn R.
from
$75
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
22 years of experience
Meriden, CT, 06451

Kathryn was so communicative and thoughtful with our pets! Our big dog was being super stubborn due to being on new painkillers while we wait for our surgery date, and Kathryn was so patient and caring with our doggie. It’s always a good sign when our kitty warms up to her quickly too! Moana cat was in her lap immediately! 5/5 absolutely will recommend and already plan to use again!

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Emily S.
Sitter Profile Image: Zachary C.
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Zachary C.
from
$40
per night
1 year of experience
Naugatuck, CT, 06770

About: I’ve been around animals my entire life, growing up with pets and continuing that today with animals of my own. That experience has helped me understand different personalities, energy levels, and the importance of consistency and routine—especially when it comes to dogs and their daily walks. As a full-time art teacher, I’m used to being dependable, attentive, and organized, and I bring that same level of responsibility to every walk. Whether your dog needs a quick outing or a longer walk to burn off energy, I’ll treat them with the same care, patience, and respect that I give my own pets, making sure they’re safe, happy, and well cared for. As a full time teacher, I am usually home by 3pm and off on the weekends. I am available for afternoon and evening care as well as weekends. During July and August my schedule is far more flexible and would be available at all times of the day, 7 days a week. When caring for pets in a client’s home, the goal is to keep their routine as normal, calm, and stress-free as possible. I follow all instructions closely, including feeding schedules, walk times, medication needs, and any specific habits or preferences the pet is used to. I treat every home with respect by keeping things clean, secure, and exactly as I found them. As a full-time art teacher, being responsible, organized, and trustworthy is a big part of my daily life, and I bring that same mindset into every pet sitting visit.

Sitter Profile Image: Maria S F.
Verified Enhanced Background Check
Maria S F.
from
$80
per night
5.0 out of 5 stars
6 reviews
6 years of experience
Middlebury, CT, 06762

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.
Sitter Profile Image: Meghan D.
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Meghan D.
from
$45
per night
5.0 out of 5 stars
2 reviews
18 years of experience
Waterbury, CT, 06706

Meghan was great with our basset and house. I will definitely ask her again

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Sue P.
Sitter Profile Image: Colton B.
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Colton B.
from
$115
per night
2 years of experience
Watertown, CT, 06795

About: Hi, I’m Colton and I offer pet sitting and dog walking services in the local area. I’ve always enjoyed spending time with animals and making sure they’re well taken care of while their people are away. Whether your pet needs a walk, feeding, or just some company, I’ll do my best to keep them comfortable and happy. I have experience with dogs and cats of different ages and personalities, and I’m reliable about sticking to schedules. I look forward to meeting your pets and helping out when you need an extra hand. Flexible scheduling 🐾🐾🐾🐾🐾🐾 I offer flexible scheduling and am always happy to take your fur baby for a walk to drop in for a visit any time day or night. Your pet is safe with me 🐾🐾🐾🐾🐾🐾 Your dog’s safety is always my top priority on every walk and visit. I always keep a close eye on your pup’s comfort and environment.

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Over 18
pet parents in Oakville have booked house sitting

Oakville pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Keleigh is always incredible! Our Milo is always so well taken care of, and we so trust her in our home. We can’t recommend Keleigh enough!!

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Katie C.
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
5.0 out of 5 stars

Pleasant and attentive to our dog. Anxious to accommodate to our needs and schedule - easy to work with. Highly recommend Nicholas.

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Linda L.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Oakville average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Oakville on Rover as of May 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Oakville house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, there are 1,301 house sitters in Oakville. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Oakville house sitters respond in under an hour.

House sitters in Oakville have an average of 14 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Oakville.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Oakville house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.