Pet Sitting Windsor
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 278 pet parents in Windsor have booked pet sitting
Windsor, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“First time doing and trying this and did not disappoint!! So love getting pics of our furbaby and I know she was awesome and great with him. Glad I was able to feel at ease and trust her. Best believe if I go for vacay again she will be the one who I will call. Thank you again for taking good care of him and checking in on on him.”

“Joseph was very communicative and able to help out on short notice for two walks. He was on time and understanding with our dog who is known to bark. Would highly recommend and will be requesting his help next time!”

“Can’t say enough good things about Robert! He gives our pets the first class treatment. We feel very confident that they are well cared for when we go away for a few days.”

About: I have watched all manner of furry friends, from dogs to cat to rats to snakes to fish. I have been the go to sitter for my neighbors for many years, and I am hoping to expand my services! I am a full time college student, taking half of my classes online. This opens up my schedule and gives me time to watch and hang out with your critters! I am completely free during summer time, open to watch animals whilst you relax on vacation. I’ll ask the client questions about how they manage their home and pet, adapting to any nuances or specific needs a pet has. I will stay in contact and am happy to send pictures / updates if requested!
“We came home to very happy pets. Our dog in particular is hard to please and she ate well and was happy to see Selena every day we were gone. This is the second time Selena has looked after our animals and we'll definitely use her again.”


“Marion was excellent to work with. Normally when I am out of town my cats are restless upon my return, but since they'd been so well tended to they were happy to see me but not to the point of desperation. The pictures were excellent to keep up with them, and my messages were acknowledged quickly. Price was fair for the level of care, and Marion always asked if there was more she could do to help me out. This is my first time using Rover, and if I can have the same level of care put forward by Marion I know I'll be back! Thank you for everything.”

“Audrey is wonderful, she came well prepared with treats and my pets absolutely loved her. She gave me peace of mind while I was away knowing they'd be well taken care of.”

About: I’ve been a dog owner for over 7 years and have loved every minute of it. My miniature schnauzer, Charlie, has been part of my family for 7 years, and my newest addition, Billie, is a playful rescue who loves making new dog friends. Both of my dogs are very friendly, social, and enjoy having other dogs around, so I’m used to hosting multiple dogs in my home for family and friends. I have experience walking dogs, providing overnight care in my home, and pet sitting in clients’ homes. I’m also comfortable caring for puppies and helping reinforce potty training and good routines. I personally provide all care for the pets staying with me. I’m home four days a week, so your dog will get plenty of attention, exercise, and companionship while in my care. I love taking dogs on walks and, when appropriate for their personality and your preferences, bringing them along on adventures like hikes. Whether your pup enjoys playing, exploring, or relaxing, I’ll make sure they feel safe, loved, and right at home during their stay. I’m home full time Friday through Monday, which means your dog will have plenty of attention, potty breaks, playtime, and companionship throughout the day. I work from home on those days, so I’m available to stick to your dog’s normal routine and provide lots of care and supervision. Tuesday through Thursday, I’m available part time for dog walks, drop-in visits, feeding, potty breaks, and check-ins in your home. I’m happy to work with your schedule to make sure your pets get the care and attention they need while you’re away. Your dog’s safety and comfort are my top priorities. I have a fully fenced backyard for supervised play and a quiet, dog-friendly neighborhood that’s perfect for walks. While your dog is in my care, I’ll make sure they have plenty of opportunities for play, attention, exercise, and relaxation. I have two friendly, playful dogs, Charlie and Billie, who love having canine companions to play with. I personally handle all introductions and always take the time to make sure every dog is comfortable before allowing them to interact. Whether your dog loves to play, go for walks, or curl up for a nap, I’ll keep them on their normal routine and do everything I can to make them feel safe, loved, and right at home.
“Shayna is a very friendly, flexible and responsive woman. She took us on short notice this time, which was very helpful to our schedule! She seems to love the dogs and takes great care of them. Thanks again Shayna!”

“Elissa was amazing!!! Two of our pups had very rough starts to life resulting in high anxiety, and our oldest pup is mostly blind with bad hips. She made them feel so comfortable and loved, they were calm and happy when we got home and they were much less destructive while we were gone. We will absolutely be calling Elissa again!”

About: I have been side-by-side with dogs (and cats and other animals!) for all my life. When I was a kid, my cocker spaniel, Brandy, and I dove snoot first into learning how to do obedience training, which has guided me in how I care for and look after dogs for all of my life. My brothers and sisters were always 4-legged, and I find that I think animals are the best people. I am currently available most days to take your fur kid(s) on a walk, check in on them, make sure they have all the snuggles they want, and otherwise take care of them! I have a home with a fenced yard, of which we have a full view to keep an eye on sun-lounging dogs. In addition, we are able to crate animals if needed, or have an adjustable pen. In your home, I am capable of caring for your animal in whatever manner they are accustomed!
“She was amazing! Easy to work with. Easy to communicate with and seemed to genuinely care about the well being of my cats. 100% would recommend and will book again in the future.”

About: I have owned 3 large labs and have taken care of multiple dogs and cats on large properties/homes for the last 7 years for friends. I can provide references until I build a customer base on here. I am reliable, loving, fun and caring for all your animals and your home. I will treat them like my own! I work a standard 8-5 job and have weekends off. I also get an hour for lunch to give afternoon breaks. We can make it work. I can easily adhere to a feeding schedule, diet, exercise program for your pets on top of playtime, cuddles and lots of attention. I will also send pictures and updates if you need throughout the stay to provide you with peace of mind while your traveling.
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.
“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.”

The median cost per visit for pet sitting in Windsor is $20
Pet 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!

Abigail really put my mind at ease while I was out of town. She was prompt, thorough, considerate, and friendly. I got plenty of photo updates from the drop-ins, which was really nice to see since this is the farthest I have travelled without my boy. I really appreciated her service!
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 pets like family

1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Windsor
Select a filter and find qualifying sitters offering pet sitting.Sitters in Windsor average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Windsor
Frequently asked questions about Rover
The average cost for Pet Sitting in Windsor on Rover is $19.98 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 Pet 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 Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 2,847 sitters on Rover offering Pet 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.
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.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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.












