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%.
“She took great care of my dogs and I really appreciate her coming all the way out to my house in the country to check on them. It helped me a lot! Will definitely use her again when needed!”
“Evelyn watched our cats for 14 days while also giving medicine, playing with them and giving them lovings. We were so stressed about leaving our cats with a stranger, but she made the process so unbelievably easy, on top of the fact we have a diabetic cat and she went above and beyond ensuring nothing went wrong. So responsive to messages, sends noted and pictures daily and clearly made sure the litter didnt get out of hand -- absolutely no gross smells or messed by the time we came home. We will be looking for her on our next trip, especially considering how fast our cats took to her and how relaxed they were during the trip and when we came home. Thank you Evelyn so much for all that you do and for being you, you will be contacted again for our next trip, as said.”
“Alissa is AMAZING With our pup! Alissa took the time to get our chickens back into their run when she was there for a "drop-in" visit! I know first hand how tricky this can be! We appreciate all the "little" things she has done for us and Juniper! Like bringing our Amazon packages inside. Juniper loves her company while we are away! And we love the piece of mind knowing our fur baby is in good hands 💜”
“This is the first time I’ve ever used a pet sitter and I couldn’t be happier, I’m planning on taking more trips in the near future and Spencer will be my first choice no questions asked”
About: I don't know what it is just all dogs take a liking to me right away. I believe every dog is special and unique, incredible. As of now my schedule is very open I only have one client currently my kids in school husband at work I need new dog friends I treat my clients home with respect only going to where I've been instructed everything I need for the dogs is located always lock up
“Dillon did a great job taking care of our pets! He was very communicative and provided lots of pictures. He was attentive and trustworthy. Thank you Dylan for everything!”
About: Hi! My name is Jacob and I have always have had love and passion for all animals! I am 18 and out of school! I have had all animals growing up from dogs to reptiles! I am responsible and outgoing! I am here for your pet needs! I am currently pet sitting full time! My days are Available for your pets needs, from drop ins to stays! Enjoy your vacation with pictures and updates of your babies! I have 3 dogs of my own with them having their own individual personalities! I am aware of what the animal does or doesn’t like whether it’s super affectionate or wants to be left alone! I am very aware of what they are doing at all times!
About: I’ve grown up with all kinds of animals. I’ve been trusted to walk, feed, and take care of family and friends fur babies while they’re away I am a full time employee in Johnstown but have time for pet care before and after work. Times will vary based on my schedule but I will always be available morning and night I have 6 cats and 1 dog that are the highlights of my days. I walk my dog twice a day and make sure our babies have fresh water, lots of toys, and all the space to run they could ever need. With a cat tower in every room they never tire
“Jess did a great job of taking care of my cat Luka while I was away. She kept me updated with her drop ins and followed the instructions I left regarding Luka. Luka looked really comfortable during his visits with Jess. I would highly recommend Jess to care for your pet. Thank you Jess for taking great care of Luka.”
About: I have been taking care of people’s pets since I was 12 years old. I was raised on a farm and animals are my best friends. I have taken care of friends, family, and colleagues pets most of my life. Other people’s pets become my children and I take care of them like my own pets. I work a regular full time job that is hybrid. I walk regularly and enjoy bring a pet along for the walk with me. I also hike and will adjust my distance based on the pet. My professional career I have worked in security and law enforcement. My current position I am a Network Engineer for the 911 Network. Your pet will be safe with me.
About: I am a Colorado Native that is new to Laramie within the last year. I have lived with and taken care of animals my entire life. I have worked on my grandpa's ranch and owned animals from fish to reptiles to cats and dogs as well critters. I have experience pet sitting and love getting to know and caring for all forms of pets. It is important to me that the dogs/ pets I watch get as much interaction and stimulation as they need. It can be stressful for all animals to not have their family members home, so giving them the comfort they need until you return is a top priority for me. Thank you for reading and I hope to hear from you. I work the standard Monday - Friday 9am-5pm from home, but I can be available for drop-ins and walks. Early mornings, mid day or evenings. Also available weekends. I am an active person and can do long or short walks, or stay in for a while and play with cats and get their energy out. I love to teach new fun tricks when I can and make sure I do more than just check their food and water.
The median cost per visit for dog sitting in Windsor is $20
Dog parents share their Rover experiences - Windsor
Shannon did a great job watching our pup while we were out of town. She was able to accept our request on short notice and we were immediately comfortable with her. She was prompt with all of her check in visits, she provided lots of info and photos, and she made sure our dog was well taken care of while we were away. I would 100% recommend Shannon for future visits.
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.
How to book dog sitting
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 is $22 per visit as of October 2026. Most bookings cost between $16 and $28 per visit. On Rover, 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 2,761 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 .
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 , 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 .
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:
- 91% of sitters can help with special care needs
- 95% 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 , 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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