Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 213 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%.
“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”
“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: I have lived with and cared for dogs my entire life. Have owned dogs as large as 160lbs and as little as 15. My dogs are my family and I will love yours just as much. Also I am comfortable taking care of puppies and giving medications. I work remotely so I am home all day with my pups. Ideally I want them out playing and living their best life. Typically work from 7am - 3pm and after work am able to play and offer enrichment. I can provide in home sitting. This allows for your dogs to be comfortable at home while you are away. I am flexible with trips outside and their schedule as I will be there during working hours.
“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!”
About: I’ve been lucky to care for dogs of all shapes, sizes, and personalities for most of my life. I truly love every dog I meet and enjoy making sure they feel happy, comfortable, and cared for on walks and during visits. I currently work Monday-Friday 8-5 but am typically free week nights and all day on the weekends! I do have some flexibility in letting pups out or checking in with your kitty during the day in the Greeley area! I always approach dog and cat care with a loving spirit! I believe that it’s not just potty breaks or drop ins that are important but it’s also important your dog and/or cat receives love and companionship while I am with them. I always keep an eye on your pet while they are in my care and make sure they know they are safe and loved while I’m around!
“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.”
“Belinda watched out 5 cats while we were out of town, 2 of which need medication. She was friendly, had good communication, and listened to all the notes I had for our babies. She also sent pictures and kept me updated.”
“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!”
“Kieanne was amazing. Very responsive, engaged, and sensitive to the needs of my kitty. Always ended up with a thorough update and excellent pics every visit. Could not recommend her enough. Your kitty (or doggo) is on very good hands.”
“Haley was super helpful when it came to taking care of my Saint Bernard! She showed my gods plenty of love, very punctual and responsible. Would definitely recommend her to be a helping hand when it comes to taking care of your pets! 🐾 ❤️”
“Jocelyn did a great job taking care of my kitty cats! She was super responsive and provided great feedback and pictures. I could relax on my trip knowing they were well taken care of. Thank you!!!”
About: I love all animals! I have experience with farm animals, reptiles, fish and your dogs and cats. I love working with all animals. No job is too big. I have a part time job and I am home with my kids most of the time. I have a lot of free tiem to help you with you pets. I also have great time management skills. I have 2 dogs. I take my dogs out about 5/6 times a. I have also had cats too. I will clean up after your kitties.
“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!”
“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!”
“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 near you
Select a filter and find qualifying Windsor sitters!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 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 2,738 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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