Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 210 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%.
About: I am currently a graduate student and do not have any pets but love animals! I grew up with two dogs in the house my whole life. I have experience pet sitting for dogs, cats, and bunnies. I can care for dogs of any age from young, energetic puppies to sweet, senior dogs. I would love to dog-walk or pet sit. I do not have a pet anymore, but I have always loved having pet dogs and spending time with animals. I also enjoy being active and would love to combine both of these to fit dog-walking into my daily routine! I will take care of pets through drop-in visits to meet any and all needs. For example, bathroom breaks, feeding, medications, walks and play time, and any other needs to keep your pet on its normal schedule.
“Thank you so much for taking such great care of our senior cat and dog. They were happy and well cared for while we were away. We really appreciate you keeping us updated on their health issues. Thank you!!!”
“Grace did an amazing job with our 3 dogs! I always worry about leaving our senior dog because he does not do well outside his routine and requires medication, but Grace handled it with no issues. Also, our puppy loved her walks with Grace! I look forward to working with Grace more in the future to help care for our pups!”
“Daiana did an excellent job taking care of our elderly dog. She had great communication, followed instructions perfectly and sent lots of pictures. I will use her again and recommend her!”
About: Flexible Schedule ‼️ Very experienced in animal care of all kinds. I proudly worked at Noco Humane Society as an Animal Care Technician for a little over a year. Caring for animals such as cats, dogs, reptiles, aviary, small animals, fish, and farm animals as well. I administered medication as well as got injection certified. I also worked in a Doggy day care at Half Moon Kennels for 2 years. I have two cats of my own and have grown up with animals all my life. I am committed to giving your pets the best experience customized to their needs. As well as being communicative with you and giving you updates to keep your mind at ease! I have a remote job so it makes my schedule extremely flexible! I am an active person so if your dog needs a hike no problem. My car is also pet friendly if transport is needed! I have two cats and a two bedroom apartment. I am open to having animals in my home if it works out for everyone. I am also up for staying in your house if that is needed and drop ins!
“Emma has stayed in our home with our girls and was wonderful! We made a last minute request for her to drop in, feed the girls and hang out with them for a bit while we were at a concert. She dropped in on time, gave us updates and sent pictures. Emma is trustworthy and dependable!”
About: I’ve been around pets for most of my life and have owned several dogs over the years. I currently have two cats, so I understand the daily responsibilities of feeding, cleaning, playtime, and making sure pets feel safe and comfortable. While I’m newer to pet sitting professionally, I am dependable, patient, and genuinely love spending time with animals. I will treat every pet as if they were my own and make sure they receive plenty of attention, care, and affection Pet care fits naturally into my daily routine because I already care for my own two cats every day. I have a flexible schedule and can provide reliable drop-in visits, feeding, litter box cleaning, playtime, and companionship. I understand the importance of consistency and will make sure your pets receive the attention and care they need while you’re away. I treat every pet and home with respect and care. I always follow owners’ instructions closely, including feeding schedules, medications, and any special needs. I pay attention to pets’ behavior and comfort levels to help them feel safe and secure. As a pet owner myself, I understand how important it is to trust the person caring for your pets, and I will provide updates and photos whenever requested.
“We had a bumpy start w/car issues but Sarah worked hard to get here to take care of Blu and Pepper for the time we needed and was very flexible with her schedule. Very sad she is moving out of the area so we can't use her again... we would definitely book her again if we could!”
“Belinda is an excellent dog sitter! She made sure Amber received plenty of love, exercise, and proper care. I could enjoy my camping trip with peace of mind, knowing that Amber was in Belinda’s capable hands.”
“erin is great! she’s very nice and messaged me back quickly. my cat kept going to her for pets even though he usually takes a while to warm up to people. he must have sensed good vibes. it was a relief to know she was checking on them while i was busy. i would recommend her :)”
“Hillary was fantastic! She was great with communicating, updating, and ensuring my cats were well taken care of. I could not have asked for anything better! I will definitely use her again and recommend others to use her as well!”
“Isabella has done an excellent job. She showed up on time, followed our feeding instructions precisely, and spent great quality time with our boys (dogs). They love it when she drops by for a visit and some outdoor playtime. We are very appreciative and fortunate to have had Isabella's help. I would recommend her services to anyone looking for a sitter or walker.”
“Elyssa was took extremely good care of our pets while we were gone for a week. She sent daily updates and photos and went above and beyond to make sure our pets were well cared for! I will definitely be rebooking her next time we go on vacation!”
About: i’ve had dogs all growing up, i love them with my whole heart. I believe they really are extended pieces of their owners. i have experience with various breeds and training levels. I have a boxer mix myself who is also reactive, so also a lot of practice with various levels of reactivity. my work schedule allows me free time in the beginning of the week to be able to pop in and out during various times of the day for play time or walks. my goal is to care for everyone’s pet as much love as my own. I also know how important it is to maintain routine and comfort of our animals, so I strive to keep that one of my top priorities!
“Amelia was super awesome accommodating with me on checking in on my 2 sweet fur babies. Kept me updated on everything and took some super cute pics while she was there!! I’m planning on using her from now on when available ♥️?♥️”
“Shannon was beyond amazing. It was our first time using Rover and I have never felt so comfortable with someone at our house. She responded so quick, sent a ton of pictures and she even wiped our dogs paws from the muddy snow! I think our dog was actually bummed when it was us that came home and not Shannon. She gave her so much love and attention! We will definitely rebook her again.”
“Katie was so wonderful with my cat, Charlie. She dropped-in and made him feel so loved and cared for. She messaged me and sent pictures to keep me updated as well. It is clear she has a love and passion for animals of any kind. I highly recommend her for your needs!”
The median cost per visit for dog sitting in Windsor is $20
Dog parents share their Rover experiences - Windsor
Stacy did such a great job with caring for our 4 month old Labrador Retriever puppy while we had a night out. She kept us updated throughout the evening with lots of pictures. Our pup got plenty of playtime and a nice walk. Our home was also well taken care of. We highly recommend Stacy’s services!
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Windsor
Select a filter and find qualifying sitters offering dog sitting.Sitters in Windsor average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Windsor
Frequently asked questions about Rover
The average cost for Dog Sitting in Windsor on Rover is $21.92 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 .
As of September 2026, there are 2,748 sitters on Rover offering Dog Sitting across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
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 traveling for a few nights, a pet sitter can offer potty 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 to 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.
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 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 .
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 Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Windsor with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 95% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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.
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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