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: Bonnie D.
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Bonnie D.
from
$26
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Watertown, CT, 06795

About: I have several years of paid and volunteer experience with all animals, including dogs, cats, fish, chickens, rabbits, horses, and goats. Growing up, I had two dogs, one small and one medium. I also used to volunteer at a therapeutic horse-riding center for people with disabilities, where I groomed horses and cleaned their barns. I currently have two guinea pigs who are contained in cages, but are very curious, playful, and friendly with other animals. I'm an incoming Master's student who is currently working part-time this summer. I have a highly flexible schedule and short commute times, which gives me more time to care for your pets! I have spacious front and back yards where your pet can roam. I also have a doggy gate to block off the upstairs of my house if necessary, but our downstairs and upstairs are very dog-proof from years of caring for our previous pets. I live in a 3-bedroom home, providing ample room for your pet to explore and wander inside if they prefer the indoors. I also have dog bowls, leashes, toys, and food, ready for use.

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: 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: 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

Maddie was great, she took good care of our girl and sent plenty of photos . Even helped shovel our sidewalk so the kids could get to the bus stop

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Dan P.
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
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: 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: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
44 reviews
10 repeat clients
8 years of experience
Middlebury, CT, 06762

Keleigh is outstanding. Our cat has a medical condition and requires medicine twice a day. Our cat also likes lots of attention. Keleigh stayed at our house while we were away and took great care of our cat and house. When we returned home our cat was very happy, which is a clear sign that he got good care. If he didn't like his care, he would have definitely let us know. Keleigh sent us regular updates about our cat while we were away. We will be happy her to request her cat sitting services again when we are traveling. We highly recommend her.

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

Where to begin… This was a wonderfully, amazing experience working with Robin so much so, I selfishly don’t want to share her! Like other Rover.com users, I was nervous using this service for the first time. When Robin’s profile appeared for our dates, I knew right away she was someone special. In fact, special is an understatement. Robin cared for my 2 rescue fur babies AND my home as if it were her own. She went out of her way to come by the house twice before we left for our trip in addition to stopping by when we returned to check in with us and say “farewell for now” to our dogs. We are legitimately going to miss Robin as she quickly became someone to confide in about my worries with the dogs and leaving them. I could not have felt more comfortable while away, so much so, I could have been away longer knowing how well my two babies were taken care of. She checked in every single day, both morning and night and sent pictures all throughout the 8 days we were gone. She trudged through terrible weather, including 2 snow storms, without any hesitation because Robin was that dedicated to her caretaking. Both of my dogs loved her AND her husband who is equally as compassionate and loving as Robin. One of my dogs is very nervous around people but he instantly fell in love with Robin. It was amazing to see how well both my dogs connected with her when we first met. It was even more amazing to see how excited they were when Robin came to visit after we arrived back home. I am so grateful for Robin staying at our house and being there for us when our flight was majorly delayed too. I can’t say enough good things about Robin and her position as a Rover.com sitter. I HIGHLY recommend Robin to anyone looking for a regular, weekly pet walker and/or a house sitter. I would also like to note that one of my dogs is on a strict medication system and Robin was so diligent in making sure she received everything she needed on the correct days. I am truly looking forward to working with Robin again. Robin truly is a rarity in the way she cares for both animals and people. I feel privileged to have met her and like I stated before, both my dogs and my husband and I will miss her.

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Lia B.
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: Zachary B.
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Zachary B.
from
$40
per night
5.0 out of 5 stars
9 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: Maria S F.
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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: Gina B.
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Gina B.
from
$45
per night
3 years of experience
Wolcott, CT, 06716

About: I love to exercise and love animals! I don't mind visiting or walking your animals ! I will treat your animals as my own! I'm caring and empathetic! I am free on the weekends both Saturday and Sunday a few hours each day! Also Wednesday and Friday after 230! Anyway I can help I will! I have a 12 year old pit mix who is our world! He is our second baby! I also help many family members with there animals! I will always follow directions and listen to instructions on how you want your pet being cared for! I am a loving and kind person! Your pet will be in great hands!

Sitter Profile Image: David P.
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David P.
from
$60
per night
20 years of experience
Beacon Falls, CT, 06403

About: I Fell in love with pets since I was a kid. I've taken care of family & neighbors dog for more then two decades, including my own pets I'm available week days, weekends, days and nights. a week in advanced will be need to be booked prior to schedule any pet sitting request. Provide the best and friendly environment for all pet. focus on a structured schedule that ensures their safety, physical and emotional well being follow standard procedures & costumer directions/instructions.

Sitter Profile Image: Grace B.
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Grace B.
from
$55
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Naugatuck, CT, 06770

Grace was responsive and sent me photos while I was away which I always appreciate. The pups were happy and it gave me comfort they were in her care. I would definitely request her again if the need arises.

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Cristin S.
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: 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: Madison H.
Verified Enhanced Background Check
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: Samantha L.
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Samantha L.
from
$60
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Bristol, CT, 06010

About: I’ve taken care of pets, dogs of all sizes, cats. I’ve given medicine orally, and insulin shots. I have sat for pets for several years for family, friends, neighbors, and coworkers. I love spending time with all animals between long walks, hiking, and just hanging out on the couch. I work full time but I telework several times per week. Weekends completely available. When I’m at the office my partner is home 24/7 so the pets will never be alone! I have a lead going from the back deck to the shed (across my whole yard) I have two very friendly dogs and cats. I can crate if needed & there is space available if your dog needs to decompress alone without other animals. I slowly introduce animals to make sure everyone coexists well. All dogs are fed separately to avoid any food aggression. We have an over sized, fully gated and covered back deck that the dogs can also hangout on with us safely.

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

David P. takes excellent care of Rudy. Rudy looks forward to his visits. I can honestly say it is like leaving your pet with a trusted friend. I have full confidence that even if an emergency should arise David would handle the situation perfectly. Thank you so much David for your excellence service and commitment. The very definition of integrity is doing the right thing in any given situation whether there is a consequence or not. I wholly endorse David.

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Andrea E.
Sitter Profile Image: Michele M.
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Michele M.
from
$75
per night
5.0 out of 5 stars
10 reviews
6 repeat clients
25 years of experience
Wolcott, CT, 06716

Michele was amazing with my babies! I got multiple photos each day of them and they looked happy in every one. The house was exactly the way I left it and she was very easy to work with!!

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Alyssa M.
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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
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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 Jun 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 Jun 2026, there are 1,327 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, 86% 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.