Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 19 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.
About: I’ve had dogs/cats since I was little so not only am I used to taking care of my own pets but other peoples pets as well. I am used to feeding, letting out/walking, and playing with dogs that are not my own. I can walk/ let out pets/ feed pets any day of any time I need to. I work from home and have a flexible schedule, so stepping out to let your pets out or to visit them is no issue! I have a fenced in yard and can let dogs out to potty/run around or take them to a dog park! I give them as much time as they need to be outside and move!
About: I have taken care of animals for 15 years and I am very passionate about making animals feel safe, comfortable and loved. I grew up with both cats and dogs and so I am able to take care of both. From pugs, mastiffs, labradors, to cats, I can do it all. I give medication, deep-clean litter boxes, play with you pets and overall make sure your pet feels at ease while you’re away. I am currently a full time employee that works nights (5p-2a), and so I have a lot of free time during the day to take care of your pet. I always get up early to make sure I’m taking care of me and my cat’s needs and am able to extend that care to your animals as well. When I do a drop-in visit, I always do a sweep around the main areas of the house to ensure that everything is in order. For dogs, my main priority is to take them out, check their water bowl and play with them to make sure they have the care they need for the day. For cats, I will always check their litter boxes to see if it needs any scooping, I will also check their food and water bowls and fill them up if needed. Like dogs, I will respect their boundaries and play with them to ensure they’re comfortable.
“This is the 2nd time Le'Andra took care of my cat Gabby while I was out of town She did a great job! I plan to request Le'Andra again in the future and would recommend her to anyone looking for a pet sitter.”
About: I’ve had dogs my whole life and just recently welcomed two cats into my family. I have been babysitting and nannying for as long as I can remember which would often lead to taking care of their four legged family members as well. I’ve assisted in potty training and with my own pets helped apply and give medications. I am someone who is reliable and trustworthy. I know how much my pets mean to me and have always treated any animals in my care as if they were my own. Right now I am off for the summer and because I work in a school am off on holidays and weekends. Once school starts again in August a typical work day is 7am-3pm. Throughout my years of working with families came a lot of house sitting and pet sitting for them and their friends. I am always respect of other peoples homes and am more than happy to take in mail/packages and take care of plants. I will always take care of your pets like they are my own. I am reliable and communicative.
About: I hold a variety of experience with a number of different species- fish, cats, dogs, ferrets, rabbits and horses. I worked as a veterinarian assistant for 10 years and am confident in my ability to care for medical needs if asked. Flexible, work at home and children at daycare. Your schedule can be maintained. I am happy to abide by your requests and will communicate clearly on what was done. I will follow your strict recommendations in order to keep your pet safe, as well as provide my strict judgment. I will not hesitate to ask questions nor seek emergency care if needed.
“I had a day trip into the city and needed someone to stop by my house to take the dogs out and be with them for a short period of time. Thankfully Joanna was able to help out and allowed me to be gone for most of the day. Nice to have someone who is responsible and can be trusted. Thanks again Joanna!”
About: I have hands-on experience caring for Samoyeds, Alaskan Malamutes, and Corgis, so I’m comfortable with both large and small breeds and their very different needs. High-energy dogs like Samoyeds and Malamutes need plenty of exercise and attention, while Corgis are smart, curious, and sometimes a little stubborn, which requires patience and consistency. I always tailor walks, playtime, and routines to each dog’s size, personality, and energy level to keep them happy and safe. I have dogs so I’m free for all the time if you need me to. I’ll be very careful and on time to take care of your pets. I always prioritize safety and comfort when caring for pets, whether in my home or a client’s home. I follow each pet’s routine closely, keep their environment clean and secure, and pay attention to behavior, appetite, and mood. I make sure doors, leashes, and feeding instructions are handled carefully, and I treat every pet with patience, respect, and genuine care.
“Jannette and her partner is wonderful. I love the fact that they are always in communication about how my dog Venus is doing on a walk. They take great care of her.”
About: I’ve taken care of dogs and cats since I was 16 years old. I am now 22 with three cats of my own and a love for taking care of furry friends!!🐈⬛🐕 I am currently a college student available from 1-6:30 every weekday. After 4 pm on Saturday I am available and all day Sunday! My whole life I have been called an animal whisperer, as I get along with any animal I interact with. It brings me a lot of joy to care for pets and make owners feel secure in their decision to hire me. I am very detail oriented when it comes to their routine and will ask questions to confirm I am taking care of your pet correctly.
About: My career training makes me hyper aware of my clients needs whether they be human or animal. I can meet them where they are physically and mentally and cater to their needs. My work is flexible so my schedule can fit your pet's routine. I typically do my workout in the early morning which leaves the remainder of the dedicated to your pet's priorities. When I'm with your pet/s they are my priority whether it's feeding, walking, playing or just cuddling. I love animals but can't have them because of my husband's health issues. Yours is the best I can do.
“As always, Jen was communicative, flexible, and responsible. We never worry when Jen is responsible for Tucker’s care! This time it was just a single drop in over the holiday weekend, but we were very grateful!”
“Arianna was absolutely amazing with our pup Oakley. She gives the confidence to be able to handle any situation that may come up. Highly recommend, and will be using her services again!!”
The median cost per visit for dog sitting in Windsor is $22
Dog parents share their Rover experiences - Windsor
I had an excellent experience with Jalah and couldn’t be happier with the care they provided. From the very beginning, she was punctual and arrived exactly at the scheduled time, which immediately gave me confidence and peace of mind. Jalah followed all of my instructions carefully and paid close attention to the details of my pet’s routine, which I truly appreciated. It’s clear she takes her responsibility seriously and genuinely care about the animals she look after. What stood out the most was their communication.Jalah kept me consistently updated, especially during my pet’s transition to being with someone new in my home. Those updates made a huge difference and reassured me that everything was going smoothly. Overall, I highly recommend Jalah to anyone looking for someone reliable, attentive, and communicative. I would absolutely trust her again in the future!
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 5 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 $31.08 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 2,197 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:
- 96% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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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