Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 217 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%.
“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!”
“Thank you so much for taking excellent care of our cat and dog. We appreciated the pictures and daily updates. We look forward to having you care for our pets again in the future!”
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!
“Coral was an amazing pet sitter for our anxious kitty. It can be difficult to find a sitter that our cat is comfortable with. During the meet and greet, our cat was already rubbing up against her legs and wanting to smell her! During drop-in visits, she made sure to take lots of pictures and send detailed notes, which I really appreciated. Coral also cleaned up the house a bit (took trash out, started dishwasher, etc.) before she left, which was such a thoughtful touch. We (and our kitty) would hire her again in a heartbeat. Thank you, Coral for your great work!”
“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!”
“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.”
“Belinda was great with both her communication and especially with our fur babies! She asked questions if she was unsure about something and let us know when she was running late one day (which was nothing honestly!) One of our dogs was a little hesitate when she first came over, but by the end she found a new friend in Belinda. We look forward to working with Belinda again!”
“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!”
About: I have owned pure-bred, rescues, fosters, disabled, and re-homed pets throughout my life (mostly large 40+lbs., but small as well.) I've provided training from puppy age into late-life comfort care. I also have a masters degree in behavior analysis and reinforcement training. I work from home as a part-time artist, so I'm around most the day as well as my dad. There is also a doggy door from outside into the garage (but not into the house). I trained Kizzy to push a button that says "outside" so I let her out as needed throughout the day and when one goes out, the rest tend to follow so plenty of potty breaks! I try to allocate ~5min to each pup for 1:1 lovings and belly rubs at some point in the day! Kizzy has a very flexible eating schedule and I am happy to accommodate feeding as needed for your pup. (Let me know about food aggression!) I tend to walk pups late in the evening when there's less distraction, less noise, and cooler, but we DO stop and smell the roses... and grass... and benches...and fire hydrants....etc. no rush here! Also, everyone gets a LED glow collar because safety first! Safety is a priority! Behavior Analysis is my field of expertise, which is primarily the use of reinforcement procedures to change behavior (mostly for individuals with autism!) This means I do NOT implement punishment procedures but rather "ignore" the undesired behavior, so rest assured no punishment for potty accidents or unbearably tempting trash bins :) LED glow collars for nighttime walking. Can feed separately or together depending on your pup's needs! Will supervise feeding, especially initially! Also happy to accommodate medication administration if needed. I have a very social 6 year old boxer mix named Kizzy who is active, tolerant, great with sharing and loves new friends! I have a 4ft fenced in yard, which backs up to a walking path with other dogs often walking by (so let me know about reactivity issues!) I prefer to have your babies here in my home as it allows me to work from home. I have multiple dog beds, a basket of toys, an extra large crate if needed, I keep water filled, yummy organic treats. I have lots of walking paths in me neighborhood, a nearby dog park, and kizzy loves swimming in the river so water-loving dogs are welcome! I have cared for higher-needs pets including geriatric, blind, deaf, and even one which was paralyzed and used a wheelchair! I am very comfortable with administering meds, the "cone of shame", assisting with mobility up/down stairs, etc. However, I am also available to stop by your home for potty breaks/medications/water refill/etc. and am available to pick the pups up myself depending on time of day! I am very flexible, just let me know what ya need!
“Awesome service! My dogs love her and she was on time and sent pics and texts to let me know how they were doing. With both my dogs being seniors it was reassuring to know that they were doing well at home while we were gone. Thanks!!”
“Hillary is amazing. My pup unfortunately had a couple accidents while Hillary did a drop in visit and she didn’t hesitate to help out and clean up the mess. Truly above and beyond. She always sends a pic of our pup which just makes my day every time. She’s so great with him. 10/10 would recommend Hillary!”
“Tiffany was fantastic with our two pups! She had no problems with giving daily medication to one of our dogs. She sent pictures and updates, spent plenty of time loving our boys like her own pets. We will definitely use Tiffany for our next trip”
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!
“I really appreciate the time that is taken to just be around so my pet doesn’t have to feel alone when I’m unable to be here. Kathy takes the time to help with that. I really like the pictures because it helps ensure that the pet looks and feels OK. You can tell when they’re happy and my kitty is happy when Kathy is there. Just having that positive presence is good for pets health when their person is away.. . If you want a positive presence for your pet then Kathy would be a great sitter for you too!”
About: I've taken care of cats my entire life. For the last twenty years I have adopted and taken care of small dogs as well. I have extensive experience administering meds to senior dogs and cats. I am retired from working as a television video editor, so my days are completely open to work as a provider for your little friends. I have a fenced in backyard, and I take our small dogs and cats outside under supervision. I have two senior cats who prefer to stay inside.
“Kieanne watched our cats while we were away on a long trip and took such good care of them!! We hate to leave them for so long but we knew they were in good hands with her!”
About: Hey!! I’m Ashley and I would love to take your pup on a walk! I have volunteered at animal shelter for about 6 years and have fostered dogs from 2022-2024. I currently have a sweet German Shepherd mix named Pluto who is amazing with other dogs if you are looking for a dog to socialize your dogs with:) I also have my family dog Teddy who is a miniature poodle. I will always treat your babies as one of my own!! I am available Sundays, Mondays, and Saturdays at any time! I prefer early morning or late evening in the summer months to avoid hot temperatures. I am able to walk even the strongest dogs!! While volunteering and fostering I have had my fair share of strong pullers and I am comfortable walking any dog.
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
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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 $22.2 per visit (as of August 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 August 2026, there are 2,718 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
- 96% 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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