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

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: Bonnie D.
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Bonnie D.
from
$26
per night
5.0 out of 5 stars
5 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: Anastasia K.
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Anastasia K.
from
$75
per night
5.0 out of 5 stars
7 reviews
15 years of experience
Plymouth, CT, 06786

She was great with Rolly and caring for our home when we were away. I'd highly recommend her to anyone that is looking to get away for a few days but may be afraid to leave their loved pets behind. Highly recommend Anastasia!!

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Joe G.
Sitter Profile Image: Jessika H.
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Jessika H.
from
$32
per night
5 years of experience
Naugatuck, CT, 06770

About: I’ve cared for pets for family, friends, and neighbors, providing dependable and personalized care while they were at work, on vacation, or away from home. My experience includes drop-in visits, dog walks, potty breaks, feeding, refreshing water, playtime, administering basic care, and making sure pets feel safe and comfortable in their own environment. I understand that every pet has a unique personality and routine, so I always take the time to learn their needs and give them the attention, patience, and affection they deserve. My goal is to make every pet feel loved while giving owners peace of mind that they’re in caring and reliable hands. Pet sitting fits naturally into my schedule, allowing me to provide dependable and attentive care throughout the week. I’m available for drop-in visits, dog walks, potty breaks, and overnight care depending on your needs. I enjoy staying active and spending time with animals, so caring for pets is something I genuinely look forward to. I always make reliability a priority and communicate with owners to ensure their pets stay on their normal routine. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I carefully follow each owner’s instructions regarding feeding schedules, walks, medications, playtime, and any special routines so pets experience as little disruption as possible. I provide plenty of attention, affection, exercise, and mental stimulation while maintaining a clean, secure environment. I also keep owners updated with regular messages and photos, so they can relax knowing their pet is happy and well cared for while they’re away.

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: Hunter N.
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Hunter N.
Star Sitter
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: 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: Robin L.
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Robin L.
from
$50
per night
5.0 out of 5 stars
330 reviews
106 repeat clients
30 years of experience
TOMASTON, CT, 06787

Robin took such great care of my 2 dogs and one old cat when i was away! It's always a bit stressful leaving your furry "kids" but I was put at ease right away. I got so many adorable pictures of all of them and updates at least two times a day and they looked great! My kittty Jerry is 20 yrs old and is on several meds and she gave him those with no problem. My flight returning home got delayed by 5 hours and i wasn't at all sure that it wasn't going to be canceled. If that happened I wouldn't get back until the next day at some point. My biggest concern was who would feed the animals and let the dogs out. i texted Robin and she immediately said she'd take care of them even though she had plans to go out of town that morning! That provided so much relief to me and i was so happy when the flight went out and I didn't need her. She brought in my mail and packages and the house looked just as I left it when i returned. I will absolutely use her services again and HIGHLY recommend her if you need someone to help you out with your animals. You won't regret it!!

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Lori K.
Sitter Profile Image: Keleigh L.
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Keleigh L.
from
$140
per night
5.0 out of 5 stars
45 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: 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: Alexis T.
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Alexis T.
from
$50
per night
4 years of experience
Naugatuck, CT, 06770

About: My friends, family, and many others have given me opportunities to care for their puppies and dogs! The owners and dogs are always left very happy! I’m currently on summer break from my teaching job. My schedule is very open and flexible to whatever you may need! I love going for walks and hikes and would love a buddy to come with me. I do not have any other pets or children living in my home. My complex is very safe to walk in and I have an awesome hiking trail right next to my place!

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: 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: 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.
Sitter Profile Image: Samantha L.
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Samantha L.
from
$60
per night
5.0 out of 5 stars
3 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: 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.
from
$85
per night
5.0 out of 5 stars
37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

David stayed in our house with our dog and rabbit for a week while we were traveling and I could not recommend someone more highly. He was attentive to the needs of our pets and took my dog out on long walks at the park on a daily basis. He sent us pictures and updates frequently and took excellent care of our house. He took out the trash and even vacuumed our house before we came home! David is a one of a kind sitter who goes above and beyond. I will definitely ask him to come back in the future!

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Sandy P.
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: Steve N.
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Steve N.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
18 years of experience
Bristol, CT, 06010

Steve was fantastic! He was really sweet to our dogs and very thorough in their care. Not to mention, he navigated downed trees across roads to our house and power being out at our house due to a severe storm while we were gone. Greatly apprecisted his commitment to our dogs!

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Lindsay M.
Sitter Profile Image: Stephanie F.
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Stephanie F.
Star Sitter
from
$145
per night
5.0 out of 5 stars
65 reviews
29 repeat clients
35 years of experience
Middlebury, CT, 06762

First overnight with Stephanie watching the boys. We had a great experience and came home to a happy dogs! She has great communication and I had complete confidence leaving her in my home with the dogs. What a relief not having to worry!

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Stephanie F.
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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

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

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
1 / 1
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Book with peace of mind

  • 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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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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