Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 95 pet parents in Windsor have booked dog sitting
Windsor, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Chelsea has been wonderful at checking in on our cat, Blue! We can always tell Blue was well taken care of when we get home. Chelsea is kind, reliable, and sends thoughtful descriptions of her visits with plenty of photos :) We definitely recommend her!!”
“Shatoria took such great care of our three gals while we were away, providing lots of photos from each visit and making sure they were all given plenty of attention. You know your pets will be in good hands if you book with her. :)”
About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.
About: I have been around animals all my life and even gravitate towards animals versus people in most social situations. I have cared for small Poodles and Terriers, as well as Labs and Great Danes. When I was in middle school, I taught my Golden Retriever obedience and agility. I put 110% effort into all jobs I am hired for because it’s truly something I love. I am an active individual who also loves to snuggle up on the couch with a good book. So whether your pet is an active walker or a cuddly couch potato, I promise to provide them with the love care they need while you are away. I can't wait to sit for your family and help ease your worry while you’re away! Before going to work as a teacher, I would make sure to check in on your pet in the morning. Feed them, take them potty, and depending on time take them for a morning walk. Directly after work, I would go home to see my cat Benny, and then go visit your house. I’ll make sure that your pup is fed, goes on a walk, or has a great amount of playtime and snuggles! Before taking them outside at your house, I would make sure that your dog is either on a leash, the yard fence is closed, or their recall is good with me. Most importantly, I want to make sure that in a new situation and with someone new in their home, they somehow do not get loose.
“Elizabeth was so great and accommodating!! Prompt communication and did a fabulous job with my cat. She provided a peace of mind while I was away.”
“Lindsey did a fantastic job watching our 2 kitties! She took great care of them, brought in packages, and cleaned up a mess one of our cats made. We appreciated her daily visits over the holidays, while we traveled to visit family! We highly recommend Lindsey and will definitely use her services again!”
“Kelsey too such great care of our pup! She checked in with me during her drop in visits, sent pictures and provided a summary of her activities with Shiner at the end of the day. She is extremely pleasant, responsive and responsible. I 100% recommend her to take care of your pets!”
“Brenda took great care of my recently adopted feline, Atticus, when I was suddenly called out of town. I found her punctuality and dependability assuring, and her approach to providing care to a skittish kitty in alignment with mine; when I arrived home, Atticus was in great shape, physically and emotionally. Absolutely recommend her with enthusiasm.”
“Jackie and her family took wonderful care of our dog. Jackie was very accommodating to my care request and was communicative the entire time. I would absolutely recommend Jackie and her family!”
“Emily was so wonderful and kind while checking in on our two cats while we were out of town. She was a fabulous communicator and listened to all of the instructions we left her. We would highly recommend Emily to all pet parents! :)”
“Allison was so incredibly helpful with this stay. Our plans shifted several times, but she was very patient with us throughout the changes. She took great care of our pups and left detailed notes for each visit”
About: I grew up on a farm and around animals my whole life. I’ve dog sat for many friends and family members of mine and would love to be able to look after yours. I work in the mornings and I am home by noon most days and am around all weekend to look after any pets. I go for long walks most days. I have a large, in fenced backyard and I am close to the park and walking trails. I also love to go hiking and would like to able to take dogs with too.
About: Lifelong (35 years) dog lover and owner of a golden retriever. I begged my parents growing up to get our family a dog...luckily after all of my persistence, my mom and dad finally gave in. My family got two dogs within a few weeks of one another, a Chocolate Lab and a Brittany. Both had a lot of energy and were very loving. Of course, the dogs came with the responsibilities which I happily took on. I loved taking them for walks, meal time, playing fetch in the yard, and even the poop scoopin' duties. Currently, I work from home and get to spend all day with my golden retriever Stark. I want to help the other working dog moms and dads in my community who don't have the luxury of being home with their dog every day. If you want help to take your dog out to go potty, go for a walk, snuggle, just visit, or play, then I'm the one for you!! I work from home and can be available as needed as long as it's not during a scheduled conference call - gotta keep my day job. I'm pretty flexible but also don't mind a routine schedule if that would benefit you. If any dog steps it's paws in to my home or yard, I'll treat them like a part of my own family. Just seeing a dog puts a smile on my face. I have a large home with wood floors. There's also a large nearby fenced-in dog park a few miles from my house where I take my golden retriever to really run off the zoomies. I love my dog and I'm obsessed with him. Every photo on my phone is of my dog, my kids, or food, the three loves of my life...oh and my husband, he's got a few photos in there too.
About: I have worked at three different doggy daycare and boarding businesses within the past four years. I have been dog sitting for family and friends for years! I treat every dog as my own! I currently work a very part-time job (2 days a week). This allows me the perfect amount of time to care for furry friends of all kinds! I live in a neighborhood with a sidewalk, perfect for walks! I don’t have any children, just one cat who is very friendly and playful with other dogs and cats!
About: I have had experience watching dogs since I was 12. My neighbors often have me walk their dogs when they are unable, and about a year ago I started watching my family and friend’s dogs when they are out of town. I currently work part-time and I don’t have school during the summer so I am free most week days. I am also available on various weekends depending on my other job’s schedule. I create a safe environment in client’s homes by ensuring the dog has nothing dangerous within reach. Keeping a clean and safe space helps the both the dog and owner feel more at ease.
The median cost per visit for dog sitting in Windsor is $20
Dog parents share their Rover experiences - Windsor
This was my (and my girls’!) first time using the Rover app and Heather was outstanding! She was flexible and was able to accommodate my crazy schedule with time to meet my girls and see if their personalities were a good match. (Side note: they totally were.) I loved the details and the report card she left for me about the goings on of their adventures together. Thank you, Heather, for making my girls’ first experience amazing! 🩷
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 7 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 $19.26 per visit (as of July 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 July 2026, there are 1,459 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:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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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