Doggy Day Care Windsor

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 128
pet parents in Windsor have booked doggy day care

Windsor, Find top rated doggy day care

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Sarah R.
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Sarah R.
$67
total per day
5.0 out of 5 stars
10 reviews
1 repeat client
20 years of experience
Windsor, ON, N9A

About: ***** Use the following code for $20 off your first booking with Rover! SARAHR06725, https://www.rover.com/sit/sarahr06725***** i have had dogs my whole life, and currently have two of my own. i love playing with them but also training. both have completed intermediate obedience at a training facility in the states. we both have lots of fun teaching them new, mostly useless, tricks. i work from home so am always around to supervise and interact with the pets. i only work part time hours so lots of time for walks in the park and playing games in the yard. any visiting dogs are treated like family. all animals in the house receive the structure they need with plenty of love, snuggles and mental/physical exercise. i love animals and giving them everything they need to thrive and feel comfortable. i will only be accepting one families dogs at a time so everyone will get plenty of individual attention.

Sitter Profile Image: Natalia V.
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Natalia V.
$42
total per day
4.9 out of 5 stars
105 reviews
27 repeat clients
15 years of experience
Windsor, ON, N8S

Natalia was incredibly attentive with my dog. I have zero complaints and would book again. Thank you so much, Natalia! Arthur came back very happy and tired.

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Fernando A.
Sitter Profile Image: Jane G.
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Jane G.
$50
total per day
5.0 out of 5 stars
3 reviews
10 years of experience
Walkerville, ON, N8X

About: Leaving your pet with someone new is a big decision. My goal is to make it easy by providing dependable care, regular updates, and a safe space with a fully fenced yard where your pet can relax, play, and feel at home. 🐶Reliable & Routine-Focused I stick to your pet’s normal schedule, keeping their days familiar, comfortable, and stress-free. 🏡 Plenty of Love & Attention In home all day, so your pet gets companionship, playtime, cuddles, and care, not just quick drop-ins. 🩺 Extra Care Comfortable caring for senior pets, puppies, and animals who need extra patience, medication, or a little extra TLC. *note that extra charges may apply 📸 Updates You’ll Love Enjoy regular photos, and messages, plus quick communication so you always know how your fur baby is doing. 💛 A Calm, Safe Home Your pet will be treated like family in a peaceful, loving environment where they can relax, feel secure, and truly enjoy their stay. Pet care fits easily into my daily routine — Im home during the day, and always ready for walk breaks, playtime, and check-ins. Your pet gets consistent attention, plenty of affection, and a calm, reliable presence they can count on. I’m pretty flexible and will do my best to accommodate those last minute requests. 🐾 I live in a home with a fully fenced in yard in the heart of Walkerville. It’s a very safe neighborhood with lots of scenic roads perfect for daily walks. I have a cat and a dog myself , so I could only accommodate up to 3 additional pets at a time.

Sitter Profile Image: Pallavi K.
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Pallavi K.
$36
total per day
5.0 out of 5 stars
29 reviews
10 repeat clients
12 years of experience
Windsor, ON, N9A

This was a last minute booking which turned from 2-3 hours to 6+ due to an emergency, but Pallavi went above and beyond at taking care of Mylo! Cannot be more appreciative and would 100% recommend! Thank you so much!

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Simran B.
Sitter Profile Image: Norman S.
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Norman S.
$39
total per day
5.0 out of 5 stars
6 reviews
1 repeat client
50 years of experience
Windsor, ON, N8X

About: Reliable, caring, and experienced dog sitter ready to make your pet feel at home while you’re away. I provide attentive walks, safe playtime, and calm companionship tailored to each dog’s personality and needs. Your dog’s comfort, safety, and happiness are my top priorities. Whether it’s short visits, overnight stays, or daily care, I bring consistency, trustworthiness, and genuine love for animals to every booking. I communicate clearly with owners and update you so you feel confident and at ease. Let’s work together to give your dog a joyful, secure experience in your absence. As a retiree with a flexible schedule, I’m available to offer consistent, attentive dog care throughout the day. I can focus on walks, visits, and companionship when your dog needs it most. My open availability means fewer scheduling conflicts and more quality time caring for your dog with reliability you can count on. I offer a large, fully enclosed yard where dogs can safely play off-leash and enjoy fresh air under supervision — perfect for games, fetch, or a quick romp. Our neighborhood also features quiet, low-traffic streets, ideal for relaxed, stress-free walks that help dogs get exercise and explore at their pace. These outdoor spaces give pups a mix of freedom and calm, so they can stretch their legs, sniff around, and have fun in a secure, peaceful setting. If you crate your dog (its safe place), please be sure to bring it along.

Sitter Profile Image: Lasya S.
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Lasya S.
Star Sitter
$43
total per day
5.0 out of 5 stars
53 reviews
12 repeat clients
3 years of experience
Windsor, ON, N8X

Lasya was incredible with my guy Rocky! He loved hanging out with her two pups and came home happy and tired from a busy day! He had such a great time and was looking back with longing when we picked him up! Rocky is looking forward to see them again :)

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Klazina-Marie B.
Sitter Profile Image: Vanessa C.
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Vanessa C.
$43
total per day
5.0 out of 5 stars
38 reviews
12 repeat clients
3 years of experience
Windsor, ON, N9C

Vanessa was fantastic with Raya for daycare over the weekend. Raya was excited to go every morning and I was comfortable to leave her in Vanessa’s care. Thank you again!! Hope to see you again soon!! 🐾🐾

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Allison M.
Sitter Profile Image: Manu S.
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Manu S.
$45
total per day
5.0 out of 5 stars
24 reviews
8 repeat clients
20 years of experience
Windsor, ON, N9E

Very accommodating with our dog's needs and sent lots of pictures while he was with her. He very much enjoyed the backyard space and had a lot of fun playing and napping all day. Would recommend!

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Roderick Q.
Sitter Profile Image: Damla T.
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Damla T.
$39
total per day
5.0 out of 5 stars
13 reviews
1 repeat client
5 years of experience
Windsor, ON, N9G

Damla took great care of my pup! He adjusted really well and didn’t play shy. We will be repeat customers :)

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Jennifer E.
Sitter Profile Image: Jess K.
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Jess K.
Star Sitter
US$45
total per day
5.0 out of 5 stars
81 reviews
40 repeat clients
28 years of experience
Midtown, Detroit, MI, 48201

Jessica is amazing with our new puppy! She was able to accommodate us on short notice, which we really appreciated. She walked him, fed him, played with him, and even introduced him to other little puppies so he could socialize. She greeted me warmly and treated both of us with such kindness. Our pup came home happy and tired from all the fun. We will definitely be coming back!

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Ambreia S.
Sitter Profile Image: Kayla E.
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Kayla E.
Star Sitter
US$39
total per day
5.0 out of 5 stars
20 reviews
15 repeat clients
8 years of experience
Midtown, Detroit, MI, 48201

I 100% recommend Kayla! She’s very caring and attentive, and makes sure my dog’s needs are met. I feel confident knowing my dog is in such good hands.

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Chinae R.
Sitter Profile Image: Beverly R.
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Beverly R.
Star Sitter
US$54
total per day
5.0 out of 5 stars
29 reviews
10 repeat clients
6 years of experience
Southwest Detroit, Detroit, MI, 48209

Friendly, professional, compassionate, attentive,.courteous and so much more...Beverly is a phenomenal caretaker for my precious little furrbaby. She communicated with me regularly during her first visit and that put my mind at ease. I only have positive things to say about my experience and plan to rebook. Thanks Beverly 💎

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Dell D.
Sitter Profile Image: Victoria O.
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Victoria O.
$50
total per day
4.8 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Windsor, ON, N9A

Great sitter, quick communications, sent pictures, accommodated late pick up, pup is pooped and napping, grey job, highly recommended.

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Francois L.
Sitter Profile Image: Rosemarie C.
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Rosemarie C.
$28
total per day
4.9 out of 5 stars
19 reviews
12 repeat clients
30 years of experience
Windsor, ON, N8W

We felt very confident leaving our nervous toy Australian Shepherd Peter and was very pleased when they sent us a pic of him settled right in with their dogs. Thanks so much. Will definitely use them again.

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Mar C.
Sitter Profile Image: Ashley T.
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Ashley T.
US$84
total per day
5.0 out of 5 stars
37 reviews
8 repeat clients
25 years of experience
West Side Industrial, Detroit, MI, 48226

Ashley was so easy to book with, and sent great updates and photos of my dog Harry. He came from the visit happy and rested, I will definitely book with her again if I’m ever in the area again.

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Kelly A.
Sitter Profile Image: mariah a.
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mariah a.
$45
total per day
4.9 out of 5 stars
15 reviews
3 repeat clients
7 years of experience
Windsor, ON, N8W

About: I’ve taken care of many pets for my family and friends. Why not spread the care! I am very caring and reliable and I assure you I will take great care of your animals. I am currently a PSW and I do home care which makes my schedule very flexible. This will allow me to check in on your pet during the day and cater to their needs in mine or your home. My home is great for pets and they will have lots of room to play and relax. I do not have a fenced backyard but your fur baby will still gets lots of fresh air and walks on a leash! A park and track are near by with lots of exploring areas.

Sitter Profile Image: Tara S.
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Tara S.
Star Sitter
US$39
total per day
5.0 out of 5 stars
17 reviews
7 repeat clients
17 years of experience
Indian Village, Detroit, MI, 48214

Tara took great care of our dog Marvin—this was the second time they’ve watched him, and both experiences have been excellent. They were responsive, reliable, and clearly have a natural way with animals. Marvin was happy and relaxed when we picked him up and excited to return for his second stay, which says a lot. We wouldn’t hesitate to book Tara again and highly recommend them as a sitter.

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Daniel F.
Sitter Profile Image: Samantha & Jack B.
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Samantha & Jack B.
$43
total per day
20 years of experience
Windsor, ON, N8S

About: Loving, responsible couple with a pet-free home and plenty of time for your furry friend. Expect personalized care, regular updates, and lots of affection. We have plenty of experience with dogs of all ages and look forward to welcoming yours into our home.☺️ We work days with one of us always working from home. Your pet will never be left alone and will have great care around the clock! Weekends are our downtime, your pet will have both of our undivided attention these days. We will tailor our daily activities based on your pets preferences / needs! (Ie., enjoying car rides, walks, runs, lounging outside, or snuggles on the couch - we’re happy to make it happen!) We have a fully fenced in yard that will ensure furry friends can play outside without concern. Wherever your dog prefers to sleep - we are happy to support a continued routine. If on a feeding schedule, we can accommodate this as well. We will send lots of picture updates as well to provide peace of mind. :)

Sitter Profile Image: Monaza M.
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Monaza M.
US$37
total per day
7 years of experience
West Side Industrial, Detroit, MI, 48226

About: I have taken care of dogs and cat ever since I was a child. We had dogs and cats, and I would baby sit my cousins dogs every time they needed me. I’m reliable and know how to take care of senior dogs and cats, as well as puppies and kittens. I have a cat of my own, and he’s well loved and cared for. I am currently in between jobs, so I have a lot of time. I am available almost anytime and any day. I will be studying from home, so there is no problem with my schedule. I live in an apartment with my cat, and he’s very good with other pets. I will take care of your baby, if you need any other accommodations like crate them or take them out in a specific time, I can do that.

Sitter Profile Image: Puja B.
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Puja B.
$50
total per day
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
Windsor, ON, N8Y

About: 🐾🐶🐱 Where Happy Paws, Wagging Tails & Purring Hearts Live! 😄 I’m obsessed with animals—especially dogs and cats! I currently share my home with an 8-year -old female German Shepherd who is an absolute sweetheart—friendly, playful, and happy to make new furry friends. I work from home with a super flexible schedule, so your fur baby will get tons of love, attention, and companionship all day long—no lonely hours here! I live just 2 minutes from the park, perfect for dog walks, sniff adventures, zoomies, and outdoor fun. At home, both dogs and cats can expect lots of pampering, belly rubs, cuddles, playtime, and plenty of love. Whether your pet is an energetic pup or a calm, independent kitty, I tailor my care to their personality and routine. I treat every pet like my own and make sure they feel safe, comfortable, and totally at home. My goal? Happy paws 🐾, wagging tails 🐕, gentle purrs 🐱, and BIG smiles all around 😄😄😄! 📝🐾 A Few Quick Questions Before Booking: 1️⃣ Is your dog crate trained? 🏠 2️⃣ Does your dog have anxiety? 💭 3️⃣ Does your dog bark? 🐕🔊 4️⃣ Does your cat have any special routines or needs? 🐱✨ I am current full time working from home and your fur baby is bound to get loads of attention , belly rubs and walks :) I have 2 separate bedrooms and if need be my dog is Crate Trained and can easily be put in her crate for safety .

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The median cost per day for doggy day care in Windsor is $38

Dog parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

We live in Montreal Quebec and were looking for doggy day care in the Windsor Ontario area . We came across LASYA'S listing because of the previous great reviews on Rover about Lasya, … In testimony, we can only state that these reviews are absolutely right on about their qualifications in providing outstanding doggy day care …They are excellent dog sitters…They looked after our 6 year old, 80 lbs female Golden Retriever.as if the dog was their own …Both of them were very knowledgeable in doggy day care..they are informative and stayed in touch with us via texts and by sending many pictures which was very reassuring for us while our dog stayed with them as our dog does have separation issues at times..…we were looking for a responsible day sitter while we attended functions where dogs were not allowed They stepped up to the plate for us and in doing so they put our worries to rest...In conclusion, Laysa and her husband are amongst the very best dog sitters we have ever experienced as we have used Rover many many times in the past.. HIGHLY RECOMMENDED

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Robert H.
Doggy Day Care
5.0 out of 5 stars

Manu was a great host for Anbu. She kept updating us throughout the stay and Anbu loved staying with Manu.

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Vijay P.
Doggy Day Care
5.0 out of 5 stars

I had a great experience with Pallavi! Bruno stayed with her for 3 days last week, and she took very good care of him. She was kind, responsible, and easy to communicate with. I really appreciated the care and attention she gave Bruno. We would definitely recommend her and would be happy to have Bruno stay with her again!

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Raj D.
Doggy Day Care
5.0 out of 5 stars

Amazing experience. I received lots of pictures and updates throughout milo’s stay, which gave me so much peace of mind. It was clear he was well cared for and happy. I will definitely recommend Allesha.

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Khushi D.
Doggy Day Care
5.0 out of 5 stars

Jane was absolutely amazing with my 1.5 year old dog! She was so easy to communicate with, he came home happy, relaxed, and clearly well cared for, and I will definitely be booking with Jane again the next time we're in town.

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D M.
Doggy Day Care
5.0 out of 5 stars

Tammy took amazing care of my Leo! She was kind, attentive, and truly loves animals. Leo is a picky eater, but she was so patient and made sure he ate well. Leo loved playing with the fur babies there and came back happy and tired! Highly recommend her!

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Gopika U.
Doggy Day Care
5.0 out of 5 stars

Ashley was so easy to book with, and sent great updates and photos of my dog Harry. He came from the visit happy and rested, I will definitely book with her again if I’m ever in the area again.

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Kelly A.
Doggy Day Care
5.0 out of 5 stars

Damla took great care of my pup! He adjusted really well and didn’t play shy. We will be repeat customers :)

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Jennifer E.
Doggy Day Care
5.0 out of 5 stars

Rafael was amazing! He took great care of our dog and kept us updated. Everything went smoothly, and we felt completely comfortable. We would definitely book with Rafael again.

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Marygrace T.
Doggy Day Care
5.0 out of 5 stars

Daniella is the best! She took amazing care of our little angel, Millie, on almost no notice when we visited Detroit for an event. We had searched high and low for a daycare center in the area before happening upon Rover.com. Daniella was extremely flexible and accommodating with our evolving schedule. Millie loved her at first sight and was well entertained during her stay. We can't say enough good things about Daniella!

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Samuel W.
Doggy Day Care
5.0 out of 5 stars

Lauren was so sweet and absolutely amazing!! She communicated well, send my lots of pictures, and took great care of Ricky! He was so happy to be with her! 10/10 recommend

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Angela L.
Doggy Day Care
5.0 out of 5 stars

We’ve had such a positive experience with Alyssa. She is attentive, kind, and truly cares about Teddy. He was relaxed and content when we picked him up, and we really appreciated the updates and cute photos throughout the day. We feel very comfortable leaving Teddy in her care and would highly recommend Alyssa to anyone looking for a trustworthy and loving sitter.

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Anita O.
Doggy Day Care
5.0 out of 5 stars

Tajuana was fantastic! She frequently communicated how our pup was, his meals, where they went, and how well they got along. She took him to the dog park, and it made me laugh to see our pup spent most of the time by her side. That is so him. Happy to book with Tajuana again.

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Sylvia S.
Doggy Day Care
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Popular requests for doggy day care - Windsor

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Sitters in Windsor average 2
repeat doggy day care clients

FAQs for Doggy Day Care - Windsor

Frequently asked questions about Rover

The average cost for Doggy Day Care in Windsor on Rover is $33.3 per day (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .

There are 67 sitters on Rover for Doggy Day Care in Windsor. About 88% of Windsor sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

Your dog’s first day care experience is a big milestone! To help your pup settle in comfortably, we recommend:

  • Food and treats portioned for the day, with feeding instructions
  • Your dog's leash and collar (ensure tags are up-to-date)
  • Any seasonal gear, such as paw-safe wax for winter or a cooling vest for the summer
  • Medication, if applicable, with clear dosage notes
  • Any special care instructions or training tips to help your sitter provide the most personalized care possible

Tip: Upload this information directly through the Rover app before drop-off. The more context you provide, the better your sitter can tailor the day to your dog.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Windsor commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.

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 .

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.

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

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in ON ask that dogs be up to date on core vaccines such as the DHPP or DA2PP, Rabies, and Bordetella.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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.

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