Dog Sitting Windsor

Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.

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Over 82
pet parents in Windsor have booked dog sitting

Windsor, Find top rated dog sitting

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

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Sitter Profile Image: Eleanor K.
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Eleanor K.
$18
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Windsor, ON, N9C

Really on top of everything, making sure she knows where everything is and the cats’ general routine before arriving, even made sure to double check with me when they got overexcited for their food. My usually shy cats warmed up to her quickly, and judging by the pictures had a great time, I’ll definitely be hiring Eleanor again when I go away.

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Shannon C.
Sitter Profile Image: Melissa S.
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Melissa S.
$43
total per visit
5.0 out of 5 stars
39 reviews
4 repeat clients
20 years of experience
Windsor, ON, N9G

Melissa was great with my two cats! She knows how to deal with cats, she is loving and caring, gave them lots of attention and play time. She also made sure they were eating and drinking, shes reliable and kept me posted on how things were. That allowed me to enjoy my time away a lot more, knowing I didn't need to worry about my furry babies and that they were in good hands.

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Marjorie M.
Sitter Profile Image: Lasya S.
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Lasya S.
Star Sitter
$38
total per visit
5.0 out of 5 stars
53 reviews
12 repeat clients
3 years of experience
Windsor, ON, N8X

About: I excel at maintaining pets' routines, ensuring they receive regular feeding, playtime, walking and attention in a safe environment at my home.I have taken care of an energetic furry baby right now. I’m currently into full time pet sitting. I will be available at any time to baby sit your fur baby at my place with Love. As a committed pet sitter, I provide constant supervision and personalised care for your pet, creating a safe and nurturing environment at my home. I have a fenced yard and a friendly pup to keep your fur baby company.

Sitter Profile Image: Karen J.
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Karen J.
$39
total per visit
5.0 out of 5 stars
39 reviews
11 repeat clients
10 years of experience
Amherstburg, ON, N9V

Karen was great! We were nervous as this was our first time away from our fur baby but Karen ensured everything went smoothly and asked questions as needed. She sent us pictures everyday and was easy to contact when need be. We will definitely be looking for her for our future trips.

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Katie M.
Sitter Profile Image: Kaylee M.
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Kaylee M.
$34
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Windsor, ON, N8T

Kaylee was a great help to us while we were gone for 3 weeks on a trip abroad. We had her come by in the mornings to take care of our dog Robin who is a shy 60 pounds German Shepherd mix. She sent me daily updates and photos and even went so far as cleaning our cat litter and bathing Robin (no easy feat) without being asked to! When I returned home everything was clean and in order and the pets were happy and taken care of. I was really satisfied with her services!

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Eugenia L.
Sitter Profile Image: Victoria O.
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Victoria O.
$42
total per visit
4.8 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
Windsor, ON, N9A

Victoria is an actual hero. Our cat has diabetes and we recently were given new instructions/insulin dosage from our vet, which we passed onto Victoria. She followed every instruction to the tee and sent us pictures and updates of Louis, on time. One night, Louis became hypoglycaemic (this was because of the instructions we were given by our vet, NOT because of Victoria's care). Because of her experience, Victoria knew exactly what to do. She called us to let us know what was happening, put honey on Louis' gums, and took him to the ER. The doctors at the ER said that if VIctoria hadn't known to put honey on Louis' gums, he would not have survived. Victoria saved our cat's life. We will forever be grateful to her. Of course, we feel awful that she was put in that position...but we believe if anyone else was in her position, Louis would not be alive today. We are continually updating Victoria on Louis' recovery, as she genuinely cares for his well being. She is a wonderful, caring spirit with the most important skills for exceptional care of a pet. 100% recommend. THANK YOU VICTORIA.

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Bridget T.
Sitter Profile Image: Bill M.
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Bill M.
$23
total per visit
5.0 out of 5 stars
11 reviews
7 repeat clients
29 years of experience
Windsor, ON, N8P

About: I have a literal lifetime of experience with dogs. From the moment I was born to now, I've never gone more than a few months without at least one dog in my life. Most have been rescues, so I know how to deal with shy or sensitive dogs. I've even had experience taking care of dogs with special needs and handicaps, as well as seniors. Without any major obligations at the moment, I'm free to focus on taking care of your pet to the best of my ability. I'm already the primary caregiver for my own two dogs, so it's something I'm going to be doing anyway. I take the safety of animals extremely seriously. I will always seek to learn about a prospective client's specific needs and limitations. I am very protective of my own dogs- possibly to the point of excess in some cases- and you can be sure that I will extend that to any dogs in my care, regardless of duration.

Sitter Profile Image: Mara P.
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Mara P.
$34
total per visit
8 years of experience
windsor, ON, N8R

About: Dogs have been a huge part of my life for years, and caring for them is something I genuinely love! 🐶 From energetic puppies who want to play all day to senior pups who prefer a quiet cuddle, I’m comfortable adapting to whatever makes your dog happiest. As a Registered Veterinary Technician, I also have hands-on experience caring for pets with different medical and special care needs. Your pup will get plenty of attention, patience, exercise, and of course, lots of love while they’re with me! 🐾❤️ I work full-time during the week, but I’m able to visit pets during my lunch break and provide overnight care after work. Weekends are much more flexible, and I’m usually available for daytime visits as well as overnight stays. I’m happy to work with your pet’s routine and make sure they get plenty of attention, exercise, and love while you’re away! 🤍 As a Registered Veterinary Technician, your pet’s safety and comfort are always my top priorities. I’m experienced with dogs of all ages, sizes, personalities, and medical needs, and I’m comfortable recognizing changes in behaviour or health. I provide a calm, clean and loving environment where pets can feel comfortable and cared for. I’ll also follow your instructions and your pet’s normal routine as closely as possible, so they feel right at home! 🐶❤️

Sitter Profile Image: Rafael C.
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Rafael C.
$23
total per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
2 years of experience
Windsor, ON, N8S

Excellent service! Rafael is professional, caring, and tailors each walk to my dog’s needs. The drop-in visits are always on time, and my dog loves them. I get great updates and feel confident my pup is in good hands. Highly recommend!

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Noemi L.
Sitter Profile Image: Michelle B.
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Michelle B.
$15
total per visit
30 years of experience
Windsor, ON, N8S

About: Hello 👋 there! My name is Michelle🧡 & my best friend Hunny🐾 ( See her profile is in this app too). Thank you so much for looking at my/out profile(s). Reach out when you are ready! ~ Michelle 🧡 🧡 WHY I CHOSE ROVER I first learned more about ROVER through PetWatch, which gave me a coupon when I rescued my coonhound Hunny + I registered her microchip with Petwatch. I had heard that ROVER is being recommended within the pet-care community and veterinarians. Then I heard from my dear friend, Jacquie in St. Catherine's who started her platform on ROVER + is happily busy. I value the service fees I am sharing with ROVER because they support the platform that connects us, provide ease of booking + payment tools, + Rover offers protections + safeguards for pet parents, pets + sitters alike. After devoting so much of my life to my 30- yr nursing career, my marriage + raising my children, I am finally learning how important it is to follow MY own dreams, hobbies + passions too. Self-care, time in nature + new adventures have become especially meaningful during this stage of empty-nesting. And so begins my new adventure! Who knew my heart needed this? My soul knew. The universe ✨ knew. I just needed to listen. 🐾 MY LIFE WITH ANIMALS I have over 30 years of experience caring for dogs + cats and have always enjoyed sharing my life with animals of different breeds, sizes, ages + unique personalities. I currently have a very gentle mama: my 5-year-old, 59-lb Black + Tan Coonhound named Hunny. She loves going on my walks with all the dogs I meet. I always make sure to do a meet and greet first to make sure everyone knows each other! Hunny loves going for sniff walks, van rides, camping, kayaking, beaches, conservation areas, trails + neighbourhood walks with other dogs. There is no furry friend or human she meets who doesn’t love her and vice versa. I raised two Rhodesian Ridgebacks from puppies. Major lived to 11½ + LOVED flyball, so I still love playing fetch with dogs who enjoy retrieving. Maggie lived to 13 + ran beside me when running was my passion. Nowadays, I love walking through neighbourhoods with big shade trees rustling, admiring flowerbeds with monarchs + bumblebees, listening to the birds singing songs ( especially Cardinals). Giving dogs sniffing time is so important for their mental well-being, just like us! After my two Ridgebacks, I fell in love with RESCUING Coonhounds. Beau Beauregard, Zellie Zoo Zoo + Belvey Belvedere have all crossed the beautiful Rainbow Bridge to be with my son, Mark—Forever 16; 2017. 🌈 Every one of these losses has taught me more lessons about love, patience + giving of SELF through the privilege of caring for another living being. As an RN of over 30 years, mum to my children and pets, I do not take special needs lightly. I am calm, patient, observant + very affectionate, and I am very comfortable following detailed routines, medication instructions, including oral medications + giving injections. I know how important routine toileting is + attentive personal care. I know how hard it is to be away from our fur babies. If a pet wears briefs, I am a bit obsessed about keeping them clean, dry + comfortable while protecting their dignity because of my years of caring for our sweet boy Belvey Belvedere. I can handle doggies who need an increase in FREQUENCY of visits (like every 2 hours) for more frequent attention, potty opportunities + brief changes. My nursing experience has also taught me to pay attention to changes in behaviour, appetite, special diets, mobility + overall well-being. Before long, I develop a deep bond with my furry friends—and I miss them when our time together ends. We look forward to meeting you soon! Michelle🧡 & Hunny🐾 🏡🐾 30 or 60 min WALKS AND quick economical DROP-INS too! I have a very flexible schedule right now as I am trying to build up my clientelle on ROVER. I am available for your pet(s) at your home, throughout the week, including weekdays and weekends. Just try to give me a heads up when you think you will need me for your vacations, or work schedule and I will do my best to accommodate you + your furry pet. I am devoted to my best friend 🧡 hound dog, Hunny every day of course AND I have opened my heart up to helping other furry pet owners who need us. I can provide every 2 hour frequency (if needed) potty breaks, walks, companionship + stay overnight at your place. I am excited to meet your family soon. I journal every day, + I take photos everywhere I go. I love capturing the little moments that remind us to be present: a happy dog sniffing something fascinating, a cat curled up in a favourite patch of sunlight, a peaceful walk, or a funny expression that tells an entire story. You will receive photos + updates while you are away, + you and I am sure I always end up with a few favourite memories to keep for years to come and sweet dreams for Hunny too! 🧡 MY PROMISE TO YOU My focus is on reliability, trust and peace of mind. I will provide dependable care + treat your dog, cat and home with the same respect + attention I want for my own. I am excited to build a clientele of new furry friends—+ perhaps some new human friends too. 🧡 I want to make your time away from home as comfortable and stress-free as possible, while making sure your pet(s) feels safe, loved + genuinely cared for. Your pet’s happiness is mine too! I follow each pet’s normal routine and your instructions carefully so they feel safe + comfortable in their own home. I am attentive to doors, gates, leashes, feeding schedules + medications, + I do not leave a pet unsecured, off- leash unless it is in your own backyard, of course. Your home will be treated with respect. My goal is for you to return to a home that feels peaceful, welcoming and cared for.

Sitter Profile Image: Macy G.
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Macy G.
$23
total per visit
15 years of experience
LaSalle, ON, N9J

About: I have always had pets growing up. I’ve had hamsters, fish, dogs, cats, and more! I love animals, no matter what kind. I love going to the zoo, but seeing them in their natural habitat is much better. Farms are awesome, I’m always looking to go to one to see the animals. I love animals all around, they make me happy! I may not have my own dog right now, but I had a dog twice, and have been around dogs ever since I was little. Family members always had dogs I was close with, like Gus, the St Bernard or my aunts Jack Russel/Beagle and Pugs. I don’t have many photos with these dogs, as they are not my own. However, I always played with them and gave them love whenever I was with them. I have worked with a pet photographer who knows what she’s doing, she’s very knowledgeable about animals. I have gained knowledge and experience through working with her and the various animals, so I can be trusted with your pets! I’m currently working two part time positions, volunteering around, and staying busy. I am a Police auxiliary member in my community. This would be a great chance to do something good in the community, especially when it’s doing something I love… working with animals! From working with a pet photographer who knows how to deal with animals well, I have learned a lot about animals and how to care about them. With this being said, I adhere to any rules and instructions given regarding your pet. I prioritize your pets protection and care about them. I want to give them the best experience possible while doing things properly.

Sitter Profile Image: Jamie & Danae G.
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Jamie & Danae G.
$26
total per visit
5.0 out of 5 stars
60 reviews
20 repeat clients
10 years of experience
Windsor, ON, N8P

Danae is wonderful! She sent me pics everyday with a status update and even watered our plants and brought in the mail. I know my loves are in good hands with her when we leave which makes leaving them so much easier on my kitty mama's heart. ?

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Jennifer C.
Sitter Profile Image: Leidy B.
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Leidy B.
$23
total per visit
5.0 out of 5 stars
1 review
10 years of experience
Windsor, ON, N9A

About: What sets me apart is the level of personal care and attention I give to every pet. I treat them as if they were my own, making sure they feel safe, loved, and comfortable at all times. I have experience with dogs of all ages, including puppies who need training and extra patience, as well as senior dogs who may require gentle care, medication, or a calmer environment. I adapt to each pet’s personality and needs—whether they’re full of energy and love long walks, or they prefer quiet cuddles and companionship. Clients appreciate that I communicate often, send regular photo updates, and always go the extra mile to make both pets and owners feel at ease. For me, pet care isn’t just a service—it’s something I truly love to do. Pet care is a natural part of my daily life. I plan my days around feeding, walking, playtime, and making sure pets feel happy and cared for. Whether it’s early morning walks, midday checkins, afternoon playing or evening cuddle time, I always make space in my schedule to prioritize their needs. On a weekly basis, I balance my routine so pets get consistent attention, exercise, and affection. I treat their care just like I would for my own pets - with patience, reliability, and lots of love. Taking care of animals isn’t just something I add into my day—it’s truly part of my lifestyle and what makes me happiest. When caring for pets in my home or my client’s home, my priority is always their comfort, safety, and happiness. I take time to understand each pet’s routine, personality, and special needs so I can make them feel secure and loved. In my home, pets have a calm and safe environment where they are treated like part of the family—with plenty of playtime, exercise, and cuddles. I make sure their feeding, walking, and sleeping schedules are followed exactly as instructed. When I’m in a client’s home, I respect their space and maintain the pet’s normal routine to minimize stress. I provide regular updates and photos so owners feel connected and reassured while they’re away. Every pet is unique, and I always adapt my care to what makes them feel happiest—whether that’s extra play, long walks, or simply quiet companionship.

Sitter Profile Image: Gemma M.
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Gemma M.
$26
total per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Kingsville, ON, N0P

About: I have loved dogs forever. As a teenager, I dogsat for all my neighbours. From a bull mastiff to a Yorkshire terrier, I will walk, play, feed, and clean after your fur child. I currently work a 9-5 office job, with part-time work from home. No problems walking your dog while you make your family dinner. I am free anytime to dog sit. I am a hands on person, so your fur baby will never be alone outside. Ready, willing, and able to follow your dog’s preferred schedule!

Sitter Profile Image: Supreet G.
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Supreet G.
$28
total per visit
13 years of experience
Windsor, ON, N8Y

About: Hi! I’m a lifelong dog lover with over 13 years of hands-on experience caring for dogs of all ages and personalities. I grew up with three dogs, which taught me responsibility, patience, and how to truly understand a dog’s needs. I currently have a 6-month-old mini Goldendoodle named Oslo. He’s incredibly friendly, playful, and loves making new dog friends, so your pup will always have a happy companion if they enjoy socializing. I treat every pet as if they were my own — with plenty of walks, playtime, attention, and cuddles. I’m also a student with only one class a day for about two hours, which means I’m home most of the time and able to give your fur baby lots of supervision, love, and care. Your pet’s safety, comfort, and happiness are always my top priority I’m a student with only one class a day for about two hours, which means I’m home most of the time and able to give your fur baby lots of supervision, love, and care. I can easily crate your dog, I live in an apartment style home. It’s just my puppy and I. we can go for a walk to a nearby park or around the neighbourhood.

Sitter Profile Image: Kelsey M.
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Kelsey M.
$28
total per visit
1 year of experience
Windsor, ON, N8T

About: I am a total animal lover and will give your dog the best care I can provide! I am a university student who is home most of the day for most of the week and would love a chance to take a study break and get up and walk or play with your dog! I have pet sit for large, medium, and small dogs as well as cats and kittens and always love every minute of it. I've got a fairly large fenced in yard where your dog can enjoy the outside and run around and play, I think animals are the best way to add a little joy in your life and I would love the chance to give some love to as many animals as I can.

Sitter Profile Image: Sandor T.
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Sandor T.
$28
total per visit
5.0 out of 5 stars
2 reviews
15 years of experience
Belle River, ON, N0R

About: I’ve taken care of my dog, nicely and well, and also I trained it. She became the smartest dog what neighbourhood's were seen. I have a job with a flexible schedule, so I have plenty of free time. I enjoy spending time in nature and think it would be a perfect fit to go with dogs I have an animal-friendly home with a nice backyard, and I'm happy to walk dogs or care for them there. I am also willing to visit clients' homes.

Sitter Profile Image: Amelia K.
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Amelia K.
$34
total per visit
25 years of experience
Windsor, ON, N9G

About: I have always had an innate respect and admiration for animals. I am a firm believer that pets are valued family members. For my entire life I was lucky to have a family who surrounded me with numerous different pets. I was the one who took the reins with their care. I am a supporter, and monthly donor at the humane society. I have had many years of experience caring for dogs and cats for my family and friends. I am their go to person for trusted care. I am currently semi-retired which provides me with an open schedule to care for your treasured family members. I love spending time in the company of cats and dogs I am committed to following the specific instructions communicated by the pet parents to a tee, to ensure the wellbeing of their treasured family members

Sitter Profile Image: Mackenzie P.
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Mackenzie P.
$23
total per visit
1 year of experience
Windsor, ON, N9J

About: I am very determined to make your pet comfortable around me. I have different experience with animal care like bathing and working in pet stores. I have my own pets I take care of. I do it daily and love every second of it. It’s best knowing animals are loved and well taken care of. I make sure the environment is clean. I have a daily routine and time of feeding. I want to make the entire experience safe and enjoyable for the pets and myself.

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The median cost per visit for dog sitting in Windsor is $25

Dog parents share their Rover experiences - Windsor

1 / 1
5.0 out of 5 stars

Randi has been nothing but stellar with our German Shepherd, Rune. They have been prompt about visit times and he seems happy and at ease when we return. Randi has also gone out of their way to make sure they get all the pertinent details for care and has been available on very short notice. Would recommend to anyone needing a trusted person for their dog care.

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Jessica C.
Drop-In Visits
5.0 out of 5 stars

Bre is so nice and caring!!! She is so great at communicating about my puppy and always does extra steps to make sure that my puppy is happy and comfortable. She is so great!!!

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Anna R.
Drop-In Visits
5.0 out of 5 stars

Jordan was awesome, great with our dog Douglas and he was able to accommodate us on short notice. Would definitely recommend him and happy to have Jordan care for our pup anytime. Thank you!

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Lyndsay A.
Drop-In Visits
5.0 out of 5 stars

Gwyneth did an amazing job. My dog took to her right away. Will use her services again in the future

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Kristin O.
Drop-In Visits
5.0 out of 5 stars

Hana is absolutely amazing with my dogs. She super friendly and always helpful and the dogs love her! I will have more requests in the future.

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Nick D.
Drop-In Visits
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FAQs for Dog Sitting - Windsor

Frequently asked questions about Rover

The average cost for Dog Sitting in Windsor on Rover is $27.75 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

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

There are 126 sitters on Rover for Dog Sitting in Windsor. About 73% 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.

Rover makes it easy to find sitters who are available during your working hours. To find sitters who fit your schedule, select which days of the week and the time slots you'd like a sitter to visit. The search results will populate sitters whose calendars match your needs. You can also search for sitters by location, whether that’s a sitter near your office for day care drop-off or a sitter close to your home. Once you've found a sitter who you like, message them directly to schedule a Meet & Greet.

Tip: Doggy day care is another option for pet supervision while you're at work. Visit our doggy day care page for more information.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or travelling for a few nights, a pet sitter can offer poop breaks during a Windsor stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover based on what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 Windsor 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!

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.

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.

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.

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