Dog Sitting Windsor
Book a Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 218 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!”
“We loved having Charissa take care of our dogs. She arrived on time and took care of the dogs. She sent updates and lots of pictures. When we got home the dogs were happy and had been well taken care of. We will certainly be having Charissa stop by more in the future! Thanks Charissa!”
“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!”
“Amelia was super awesome accommodating with me on checking in on my 2 sweet fur babies. Kept me updated on everything and took some super cute pics while she was there!! I’m planning on using her from now on when available ♥️?♥️”
“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.”
“Taylor and her family were such great dog sitters! Not only did she respond to a last minute request, she went above and beyond every time to send pictures and play ball outside even in the freezing cold! On top of that, our dogs love her and didn’t go on strike with their food. We will definitely be asking for their help whenever we need!”
About: I’ve cared for my family dog for the past 10 years and have also dog sat and house sat for friends and others many times. I’m comfortable with feeding, walks, playtime, sticking to routines, and giving pets plenty of attention while their owners are away. I’m very dependable and will always treat your pet like my own! I currently have a flexible schedule, which gives me plenty of time to care for pets throughout the week. I’m available for walks, drop ins, and house sitting, and I’m happy to work around your pet’s normal routine. I always follow the owner’s instructions closely and make sure pets stay in a safe, comfortable environment. I’m careful with doors, leashes, feeding schedules, and any specific routines your pet is used to. I also make sure to give plenty of updates so you can feel comfortable while you’re away.
About: Very experienced in animal care of all kinds. I proudly work at Noco Humane Society as an Animal Care Technician Part-Time. 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!
“Emma has stayed in our home with our girls and was wonderful! We made a last minute request for her to drop in, feed the girls and hang out with them for a bit while we were at a concert. She dropped in on time, gave us updates and sent pictures. Emma is trustworthy and dependable!”
About: I have had pets since I was born. I love pet sitting and look forward to spending time with yours! I typically dog sit for my friends, bosses and family. I work full-time but am available to pet sit on the weekends, weeknights after 5 and on most holidays. I can make most schedules work. I only watch your pets in your home. I have 2 kitties and I don’t want to disturb their environment. I’m considerate and trust worthy in your home.
About: I dont see it as a special skill but dogs generally just like me. I am the person in the park that random dogs walk up to. The person at the party that dogs sit with. I never fret about dog hair on my clothes. I am free most days. I am looking for creative ways to make some money. I also am an artists and spend time working on projects during the school day I am sure to follow any instructions given by the people to best care for a pet. I then would spend time just being with the pet to see how much or how little they need attention from me. Often times I walk dogs twice a day when pet sitting to alleviate anxiety.
“Elyssa was took extremely good care of our pets while we were gone for a week. She sent daily updates and photos and went above and beyond to make sure our pets were well cared for! I will definitely be rebooking her next time we go on vacation!”
“Kathy really helped us out last minute by coming over a weekend we were out of town when our cat unexpectedly needed medicine applied daily. Thank you Kathy, we can always count on you!!”
About: I am a current veterinary student at CSU and have dog sat for neighbors and relatives since I was 16 years old. I worked at a veterinary clinic as a vet technician for 1.5 years while in undergrad. I am able to administer medications on a timely schedule, and whatever else your pet needs! I’m currently a pretty busy veterinary student during the week, leaving my weekends open for your pets needs! I will be able to spend time at your home for potty breaks, play time, and cuddle time throughout the entire weekend and am willing to stay overnight in your home! I had two anxious bulldogs myself so I know how stressed a dog can get alone. Because of this, I am willing and able to stay at your house in order to attend to all needs of your pup! I make sure to get up early in order to properly feed and let out your animal! I make sure to play and cuddle with your pet along with feeding and letting them outside.
About: I’ve grown up around dogs and currently have two of my own. I got my first dog when I was 10 years old and was taught to be responsible for her care. I’m patient, attentive, and comfortable providing consistent care, whether that means keeping up with an energetic dog or giving an older dog extra attention. I’m a responsible, caring, and dependable person who genuinely enjoys spending time with animals. I understand that every pet has their own personality, routine, and needs, and I’m happy to follow specific instructions to help them feel comfortable with me at home. I’m attentive to details like feeding schedules, walks, playtime, and medications when needed. I would love to take care of your dogs while you are away! I attend school online which provides consistent flexibility and allows me to create my own schedule. I am able to take regular breaks throughout my day for walks and drop in's, and would love have dogs around for a longer stay while I study! I care for pets by making sure they feel safe, comfortable, and well cared for in their environment. I have plenty of experience crating dogs or using gates to keep dogs safe and in the areas they are allowed to be in. I’m happy to follow your pet’s normal routine, including feeding schedules, walks, playtime, and any specific instructions you provide.
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 Dog Sitting - Windsor
Frequently asked questions about Rover
The average cost of Dog Sitting in Windsor on Rover is $22 per visit as of October 2026. Most bookings cost between $16 and $28 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,785 sitters on Rover offering Dog Sitting across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
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
- 97% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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