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 28 pet parents in Windsor have booked pet sitting
Windsor, Find top rated pet sitting
“Jesey checked in on my cat for a week and I couldn't have been happier with his drop-in visits. I appreciated how thorough his Rover Cards were and had great peace of mind knowing my cat was taken care of in my absence. I would definitely hire Jesey again!”
“Liz is absolutely FANTASTIC!! She is so great with our dog, and really cares about all animals as if they were her own! She’s the best, and I wouldn’t recommend anyone else!”
“This is the 2nd time Le'Andra took care of my cat Gabby while I was out of town She did a great job! I plan to request Le'Andra again in the future and would recommend her to anyone looking for a pet sitter.”
“Amelia was a fabulous sitter for my kitty! We met up before my trip, and she asked all of the important questions that I didn't think to bring up, which made me confident that she was well-experienced and prepared! She is so sweet and will definitely be booking with her again!”
“I had a day trip into the city and needed someone to stop by my house to take the dogs out and be with them for a short period of time. Thankfully Joanna was able to help out and allowed me to be gone for most of the day. Nice to have someone who is responsible and can be trusted. Thanks again Joanna!”
About: I cared for the family dog for 5 years, she was 7 when we rescued her after a breeder no longer wanted her. We wanted to give her the best years for her retirement. I then opened my home to fostering dogs a year later, to give another pup the chance to learn and experience the joys of being a family dog. I have since fostered a handful of different dogs ranging from a 3 month old puppy to a prospective agility dog, as well as a 65lb gentle giant. Whether it’s taking it slow with your senior pup or multiple daily walks/enrichment for your high drive bestie, I can do it all! Available day and night. Your pup, if crate trained, would be alone for a maximum of 3-hours, when needed. If not crate trained a secure room will be utilized in emergencies for a maximum of 1-hour. I have multiple sized crates both soft and metal. If your pup is house trained free roaming will always be allowed. If your dog has trouble acclimating and/or is not house trained, a play pen or crate may be utilized to minimize clean up from accidents. Sleeping on the bed is preferred for me, but I respect boundaries and/or crate training if needed. Dogs are never allowed off leash when outdoors, for their security and mine. Located on a quiet street with a backyard. Access to parks and trails within 20 minutes for more active dogs.
“Thank you so much for being patient w our Lily, Heather! We will definitely book again. You went above and beyond with communication and we couldn’t have asked for a better visit!”
“Arianna was absolutely amazing with our pup Oakley. She gives the confidence to be able to handle any situation that may come up. Highly recommend, and will be using her services again!!”
“Karinna took the time to get to know my cats, and they were comfortable with her visits while we were away- visits were just as I asked, and we were sent great pictures”
About: I’ve been caring for dogs for several years. I’m comfortable with dogs of all sizes and temperaments, and I always aim to keep their routine consistent and stress-free while you’re away. I make sure your dog feels safe, exercised, and well-loved. Pet care fits into my routine—I work full time during the week, but I’m available for walks and check-ins in the mornings and evenings. I enjoy starting and ending my day with some time outside and love spending that time with dogs. Whether I’m caring for pets in my home or at a client’s, I focus on keeping things consistent and tailored to each pet’s needs. I stick to their usual routines—mealtimes, walks, play, and any special care. In a client’s home, I’m respectful of the space and make sure pets feel comfortable and safe in their environment. If they’re staying with me, I give them a quiet, clean space to relax, and they get plenty of attention and exercise throughout the day.
“Chris was wonderful. Responded at the last minute, supported watching our babies with minimum guidance and was attentive to our babies. I would highly recommend Chris!!! THANK YOU CHRIS”
About: Hi I’m Hailey! Growing up my family always had both cats and dogs so I’m very comfortable taking care of pets. I have years of experience with both dog and cat sitting for both short and long term stays. I love to be active and take dogs on walks around the neighborhood and can customize my schedule to fit their needs. I work part time and have a pretty flexible schedule. I can work based around you and your pet’s needs! Available weekdays as well as weekends. I have dog sat for both large and small dogs before and have no issue with tailoring to their needs. I have years of experience pet sitting for long term stays up to a month for dogs, cats, and chickens alike!
About: I used to help care for a friend/family member’s fur kids, and honestly, I miss it more than I expected. When I moved out, they haven’t needed me as much, but a little sad for me! I miss the walks, the feeding routines, and all those quiet little bonding moments. I may be new to Rover, but I see it as the perfect excuse to get back to something I really enjoy. Think of me as your pet’s cool aunt with patience, care, and a lot of affection. My top priority is making every pet feel safe and comfortable, like they’re with someone they already trust. And yes, I fully believe in extra belly rubs and a little goofy energy when needed. I’m pretty flexible right now, so I’d really appreciate some advance notice to help me plan my schedule. I’d also love to do a quick meet-and-greet beforehand to make sure everyone feels safe and comfortable. My goal is to make every pet feel safe, secure, and at ease. Whether it’s playtime, feeding, walks or park runs, bringing some goofy energy, or just relaxing together. Of course, plenty of belly rubs whenever they’re wanted. I adapt to whatever they need. I’m also happy to follow any instructions you have to keep things consistent for your fur kid.
About: Hey there friends, My name is Hope. I’ve spent over 10 years walking dogs and caring for pets throughout Boston, NYC, and now as I travel all over. During this time Ive become certified in canine CPR and first aid. Safety first! Lucky for me, I only do non-pet related work on the weekends so I am entirely free to care for your pets anytime during the week. When I pet sit at other peoples homes for multiple days, besides the care and routine of the pets in need to know: when the client would like me to arrive/depart, a preferred place I can sleep, what I can and can’t use in the kitchen (salt/pepper ect), if I can/can’t use things like the washing machine if necessary, general house rules and security.
The median cost per visit for pet sitting in Windsor is $23
Pet parents share their Rover experiences - Windsor
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 pet sitting
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 5 repeat pet sitting clients
FAQs for Pet Sitting - Windsor
Frequently asked questions about Rover
The average cost of Pet Sitting in Windsor is $25 per visit as of October 2026. Most bookings cost between $15 and $32 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 2,219 sitters on Rover offering Pet 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.
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 .
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.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 90% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 95% 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 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 .
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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