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 72 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.
“Cody and Sarah are extremely reliable, timely, responsible and take great care of our pup while we work! Communication is always great and quick. They are very flexible with our schedules. Also they take phenomenal pictures of our dog that make me smile every time!”
“Kyra was wonderful! She checked in on my cat while I was away for vacation and it was so reassuring knowing that he was in such good hands. She was very proactive in asking about leaving the air on for him (as while I was gone there was a heat wave!) and made sure he had plenty of water when she saw him. I really appreciated that she spent time playing with him and showing lots of affection. Thanks, Kyra!!”
“Sammy is an awesome person to have care for our dogs. She’s attentive to the dog’s needs, responds quickly to any questions I have and a joy to work with. Thank you Sammy! I feel lucky we found you.”
“Samantha was amazing. I had a complicated ask for help with our pup on my wedding day and Samantha really came through for us. She was on time, completed all the tasks we asked for and took great care of our baby. Highly recommend her for your animals’ needs. Thank you so much!!!”
“My wife and I were so comfortable with Ashley. She really helped us out in a last minute request, sent so many updates, and made us feel totally at ease. Not to mention our pups loved her. Highly recommend. And if you’re reading this Ashley, hope to have you sit for us again soon : )”
About: I have over 15 years of pet sitting experience including but not limited to, feeding, daily exercise, oral medication administration, foster dog, and senior dog experience. I'm currently working part-time so I have plenty of time to play with your pup! I am available most weekends for all your furry friends needs. I typically request a meet and greet so that I can see your pups routine first hand and ensure that we are a great match :)
“Cyan was an amazing sitter. She came by our house before we scheduled her to meet our pup. Was very responsive and easy to work with. 10/10 would recommend her to anyone who needs a sitter.”
“We had a last minute need and Joseph stepped in to help. Each day I received photos and updates. His communication to us was great as was his care of our pup. Will definetly use Joseph again.”
“We couldn’t have asked for a better cat sitter! Eva was incredibly communicative throughout our time away, providing thoughtful updates and photos twice a day that gave us complete peace of mind. It was clear our kitties were receiving excellent care and plenty of attention. Eva was punctual, reliable, and professional, and we truly appreciated the effort she put into keeping us informed. Knowing our pet was in such caring and capable hands made it so much easier to enjoy our time away. We highly recommend her to anyone looking for a trustworthy and attentive pet sitter!”
“Sean was great with our 9 year old aussie/corgi. We travelled from Canada and visited Vins Bird rehab Centre while Sean took care of our dog "Willow". Sean responded quickly and was easy to communicate with. He sent updates, pictures, location, and timings for return. Willow had a great time under his care. I wouldn't hesitate to contact Sean again.”
“We have two dogs, one with a little anxiety, but as soon as he met Kathryn he was put at ease. She is so kind and thoughtful and gave our dogs so much love while we were gone. You could tell how happy they were to be playing with her in the photos that she sent. The last photo they looked so sad when she was leaving. We highly recommend Kathryn, she was amazing!!”
About: Animals have always been a huge part of my life! I work as a vet assistant and regularly pet sit for friends and family. I have many of mine own, from exotics to small animals, along with large animal experience.I’m comfortable with puppies, senior pets, shy animals, and pets with special needs. I’m reliable, patient, and happy to provide updates and photos so you know your pet is in good hands. I currently work part-time at a veterinary office in Claremont and part-time at PetSmart in Concord, so caring for animals is a huge part of my daily life! I’m available for walks and drop-in visits during lunch breaks and throughout the week depending on scheduling. I also have more flexibility for pet sitting, hangouts, and longer visits on weekends, Mondays, and Tuesdays. I always do my best to work with your pet’s routine and make sure they get plenty of attention, love, and care 🐾 Your pet’s safety and comfort are always my top priorities. I’m experienced with handling pets of different sizes, personalities, energy levels, and medical needs. Whether I’m stopping by for walks, feeding, medications, or overnight care, I make sure pets feel safe, relaxed, and cared for in their own environment. I’m reliable, patient, detail-oriented, and happy to provide updates and photos so you can feel comfortable knowing your pets are in good hands while you’re away 🐶🐱
“Megan was a great dog sitter. She was able to do drop-ins with only two days notice. She arranged her visits for three dogs staying at my house. She seemed to get along well with our dogs and got them outside and fed. I’d recommend Megan to other pet owners.”
About: Each pet has their own personality and style and I adapt to exactly what your pets need and want. If they want cuddles, they get cuddles. If they want space, they get space. It's all about the precious pets needs for me. I provide 5 star service and have a flexible schedule to meet your and your four legged friends needs! I don’t have a furry friend of my own but I love the opportunity to give a little love to all the pets I meet. Any dog big or small is awesome in my book. My aim is to make them happy and your life a bit easier! I look forward to hearing from you and getting to spend time with your wonderful pets! I currently work a 9 to 5 remote job and have plenty of flexibility to meet you and your pets needs. I can house sit or do drop ins as needed with my schedule. I am the happiest when I am around dogs and enjoy playing with them! I have been the go to dog sitter for my friends and family for over 8 years. I have access to trails in my backyard and live and work in a dog friendly area. I love meeting new friends and having fun adventures around our gorgeous town.
“Caitlin was a wonderful caretaker for our bunny! I really appreciated how responsive Caitlin was to all of my messages. Caitlin was also very punctual for all of her visits and took great care of our bun. I look forward to having Caitlin visit Pee Wee again in the future!”
“Thanks Hannah for taking such good care of our quirky cat, Remy, in spite of the challenging winter break weather!! You made our first experience with ROVER a very positive one. Much appreciated!!”
About: If my rates are an obstacle in caring for your pet then I’m happy to provide a sliding scale and have a discussion upon request. Professionally, I was vet assistant at an animal clinic before returning to farm animal work. At the clinic I learned the basics of animal health care and I learned how to properly handle dogs and cats. Throughout the last twelve years I’ve farm-sat and pet-sat for numerous friends and family members! In the last year I worked at a doggy daycare and worked groups of 11-12 large dogs. I also worked in group of 15+ small dogs and "solos" (highly dog aggressive dogs). Working in that environment took me to the next level of understanding cues and dog behavior. I learned to advocate for dogs, look for health and safety warning signs and how to manage group dynamics. I am currently a *human* nurse and making time for animals because that is where I feel I really come alive. :) I believe that animals are part of the family and I will treat them like so. I have basic experience with dog training and I personally believe that dogs thrive in structured and predictable environments. I love exercising and having fun with dogs, too! I have availability to help you with your pup or cat! Depending on the health of your pet I will socialize and exercise your pet's body and mind and of course offer any snuggles that are welcomed. I love exercising animals as much as it is tolerated by them. I currently work per diem as a staff nurse in Lebanon NH which gives me a lot of flexibility to care for pets. I am happy to abide by your house rules and expectations for your pet(s). I enjoy walks to dog parks, trails, playing in fenced yards and practicing obedience and tricks!
About: I’ve always had dogs in my life, and have been a go-to sitter for friends for years. Now with two rescue pups of my own, I understand and respect their nuances in a whole new way. I’m happy to work with reactive dogs (I have one of my own), and those that need a little extra attention. I have a flexible schedule and I’m happy to take breaks to visit or walk your dog throughout the day. I spend most of my free time walking, hiking and running and would love to have another pup along for the fun! I treat each animal as an individual, and get to know their own unique wants and needs. I let them set the pace, and adjust my care to best suit their needs.
The median cost per visit for pet sitting in Windsor is $25
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
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Windsor sitters!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 $33.3 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 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 July 2026, there are 250 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:
- 100% of sitters can help with special care needs
- 95% 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 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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