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%.
“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!”

“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!”
About: I’ve cared for dogs throughout my life and have grown up with family pets since I was young. Through years of daily pet care, I’ve gained experience with feeding schedules, walks, playtime, routines, giving attention, and recognizing when pets need extra care or patience. I’m dependable, organized, and take responsibility seriously. As a recent high school graduate preparing to study abroad this fall, I’m looking to help local families by providing attentive and reliable pet care throughout the summer. I understand that every pet has their own personality and routine, and I work to make sure they feel comfortable, safe, and cared for while their owners are away. Pet care fits naturally into my daily routine because I’ve grown up helping care for our family dog for many years. I’m used to planning around feeding schedules, walks, playtime, bathroom breaks, and making sure pets receive attention throughout the day. This summer I have a flexible schedule outside of my part-time work, which allows me to provide dependable care and communicate consistently with pet owners. I enjoy being active and spending time outdoors, so regular walks and quality time with pets fit well into my routine. I understand how important consistency is for animals and do my best to maintain each pet’s normal schedule and routine to help them feel comfortable and secure. I focus on making pets feel safe, comfortable, and cared for while keeping their usual routine as consistent as possible. In a client’s home, I follow all instructions carefully, including feeding schedules, walk routines, bathroom breaks, medication instructions (if applicable), and any house rules. I also make sure owners receive updates and photos so they feel connected while away. If caring for pets in my own home, I provide a clean, calm environment with supervision, regular potty breaks, exercise, water access, and lots of attention. I pay close attention to each pet’s personality and comfort level and adjust activities to what helps them feel relaxed. My goal is for both pets and owners to feel comfortable, respected, and confident in my care.
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.
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.

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!
“Kieanne took care of my two beautiful cats for two weeks, and I couldn’t have asked for a better sitter. She was incredibly diligent and thoughtful throughout. Every day, she sent me photos and videos, and it was so comforting to see how happy and well care they were. Her genuine love for them was obvious, even from afar. When I returned home, the cats looked beautiful, relaxed, and clearly content. The final sign of how much they adored her was when she came by to return the keys, they ran straight to her without hesitation. That kind of comfort level doesn’t lie. Thank you so much Kieanne :)”

“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.”

“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”

“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!”

“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.”
“Lauren provided great communication while taking care of our dog. Lauren made an effort to build a genuine connection with her. Lauren even went the extra mile during her drop-ins to make sure she was calm and safe during an evening storm. We look forward to using Lauren’s help in the future!”

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.
About: I’ve taken care of family and friends dogs, cats and horses for over 30 years and I absolutely love helping out and the love the animals even more. People have relied on me to come and feed, let their dogs and cats go for a walk‘s. I am a huge animal lover and I’ve had several dogs and cats over the years and currently have two dogs of my own as well as many horses. I currently have a part-time job where I work Tuesday Wednesday Thursday. I have flexibility Saturday Sunday Monday and some Fridays after 4 o’clock. I may even have time after 4 o’clock on Tuesday Wednesday Thursdays to come play, let your dog out to P and or simply just check on them. Anything you need let’s talk and try to figure it out. I currently do not offer this service in our home even though it’s listed in the front and plan on being able to do this in the future but currently at the moment I do not offer the service
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!
“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 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 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.











