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 27 pet parents in Windsor have booked pet sitting
Windsor, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I had an excellent experience with Jalah and couldn’t be happier with the care they provided. From the very beginning, she was punctual and arrived exactly at the scheduled time, which immediately gave me confidence and peace of mind. Jalah followed all of my instructions carefully and paid close attention to the details of my pet’s routine, which I truly appreciated. It’s clear she takes her responsibility seriously and genuinely care about the animals she look after. What stood out the most was their communication.Jalah kept me consistently updated, especially during my pet’s transition to being with someone new in my home. Those updates made a huge difference and reassured me that everything was going smoothly. Overall, I highly recommend Jalah to anyone looking for someone reliable, attentive, and communicative. I would absolutely trust her again in the future!”
“We met Jess and her family for a meet and greet since she will be coming to check in on our dog while we are away. Great communication, both her and her husband are very friendly. We look forward to them watching our pup in the future.”
“Liz was so helpful! She's very kind and you can tell loves animals 😊 I would definitely recommend her for whatever per services your looking for! I am new to the area and she really made me feel at ease 😀”
About: I’ve had my dog Kal for nearly a decade now. He was a rescue from the South. I have experience fostering dogs including those with special medical needs. I am comfortable administering oral medication and injections. I’ll be working from home indefinitely and I just moved to a new house with a large fenced in yard. I have a 9 anda half year old puppy named Kal-El and while I would love to get another dog for him to play with, dog sitting is the best option at the moment. I’ll love your dog like my own!!! Working from home allows me to be able to take your dog out for walks frequently. Northwest Park is close to me so your pets will have plenty of exercise! And with a dog and a large yard, your dog will have plenty of space and opportunity to socialize. Dogs are allowed on the furniture unless you don’t want them there.
About: I had my own wonderful dog for 16 years. My yard is spacious so your dog has plenty of room to run around and play. Big or small dogs are okay with me. I am an animal lover of all kinds and have experience taking care of other types of animals like rabbits, guinea pigs, and cats. PLEASE NOTE: I do not watch unspayed/unneutered dogs I will charge a late fee if you are 30 minutes over the agreed ending time I am a full time student who takes my classes online. I have a flexible schedule so I have plenty of time to get outside to walk and play with dogs. I do have a fence in backyard. My backyard has plenty of space as well for your dog to explore. I am a big animal lover and I have multiple years of experience taking care of them.
“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!”
About: Hi, I am a work from home college student, I have been pet sitting for over 4 years and I have a loving toy cockapoo of my own. I have a large fenced in yard along with plenty of indoor space for cuddles, lounging, and running around. I follow pet parents routine for walk/eating allowing with optional photos/videos. I look forward to hosting your pet where dogs become family I work from home part time so I am always here with a flexible schedule to do walks, take breaks, and keep an eye on our furry friends! I have a large fenced in yard, my care depends on the pets needs, so weather they like long walks, cuddles, lounging on couch or deck, there needs will be catered to and pets will be well taken care of:)
“My job calls me in from time to time with little time to plan for a sitter. She is available to me even on very little notice. My dog is smiling in all the picture updates which makes me feel so good!”
About: I enjoy spending time both in and outdoors. I love getting to know pets and people alike! I spend a lot of time taking care of my own pet along with supporting my friends and families pets whenever they are away. I’m currently working part-time and on holiday from university. During the week I have mornings and most afternoons free to spend time caring for pets. Respecting both you and your pets space and time is my top priority. At my part-time empathy and understanding each persons individual needs is crucial; I impart these same principles with pet sitting
About: I’ve taken care of my dog, AKA my brother, for 12 years from pup, to angel. I’ve never had any siblings so he was all I had. But I learned a lot about being compassionate towards animals through my short time with him. I believe I can provide the same love I gave to my little bro, to all dogs! Even though I don’t think I will get another dog, I still want that same love and joy I get with dogs! I am currently a nursing student looking for a good way to do what a love while earning some money. I have lecture on Wednesdays from 10:30am-1:30pm and clinicals from 2pm-11pm on Thursdays, other than that, my schedule is free. The house is usually never empty. I have a fenced yard built for a 100lb Weimaraner, so trust that it will hold your doggies. I always split meals 3 times a day, breakfast, lunch, dinner. Bathroom breaks happen always in the morning and before bed. More bathroom breaks can happen as needed. Dog walking usually happens in the mornings when before it gets hot. Playtime happens when requested by the doggies. Treats are available for good pups as needed.
“Andrea is great! She communicated throughout the entire process. She kept me informed on how everything was going. She sent pictures showing her interaction with Snuggles. Although, she wasn’t booked to care for the cat, she notified me of his mischievous behavior. I will definitely book with Andrea again. Thank you Andrea!”
“Ifan is truly an exceptional dog handler, and I cannot recommend him highly enough. From the very first time we worked with him, it was clear that he brings both professionalism and genuine care to what he does. He is extremely experienced and knowledgeable about dog behavior, which immediately put me at ease as a pet owner. He takes the time to understand each dog’s personality, needs, and routines, and it really shows in how comfortable and happy the dogs are around him. What stands out the most is how naturally he connects with the pups. My dog can be a bit particular when it comes to new people, but with Ifan, the bond was instant. Over time, that connection has only grown stronger—my pup gets excited every time he sees him, which says everything about the level of trust and comfort Ifan builds. It’s such a relief knowing that my dog is not just being looked after, but genuinely cared for and understood. Ifan is also incredibly polite, respectful, and communicative. He keeps me updated, is always punctual, and is very flexible when it comes to scheduling. I’ve used his services repeatedly, and each experience has been consistently excellent. Whether it’s handling high-energy playtime, maintaining routines, or just giving the dogs attention and affection, he does it all effortlessly. Overall, Ifan goes above and beyond what you would expect from a dog sitter or handler. His dedication, kindness, and expertise make him someone you can fully trust with your pet. I wholeheartedly recommend him to anyone looking for reliable, caring, and professional dog care.”
About: I've helped take care of multiple clients and had a dog of my own my whole childhood and have loved taking care of others animals by cooking for them, playing with them and taking pictures! I'm a stay at home mom with 4 and 8 year old kids so we enjoy walking and playing with the dogs. My husband works from home and my brother lives with us at our house, so we have plenty of space and time for attention. i moved into a house three months ago and there is plenty of yard space, a back deck, and room for multiple dogs to have their own space. We live on a cuddle sack, so it’s also great walking dogs down and back.
About: I have owned 5 dogs, 2 cats and 10 chickens over the past 40 years and provide service in Naples, FL, Marco Island and Bonita Springs. I am available most days in Naples FL, but very flexible depending on your needs. Do not hesitate to call me, I can give your pup the time and love he deserves. I would prefer to come to your home, only because my home is not fenced in, but could keep the dog on a leash at all times outside
The median cost per visit for pet sitting in Windsor is $22
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.
Meet local sitters who will treat your pets like family
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
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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 Drop-In Visits - Windsor
Frequently asked questions about Rover
The average cost for Pet Sitting in Windsor on Rover is $24.52 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .
As of August 2026, there are 2,228 sitters on Rover offering Pet 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.
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 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.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 96% 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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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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