Pet Sitting in Windsor
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windsor pet sitters
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!”
“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!”
“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.”
“Megan was great with my two dogs. She was very caring and worked to gain their trust. This was not an easy job because both dogs are wary of strangers. She was calm and understanding and it ended up being an awesome experience! I would recommend her without hesitation ❤️”
About: Hi my name is Sean. I recently graduated from RIT with a BFA in illustration. I love all animals and currently have a lot of flexibility to care for your pets while I am working from home. I grew up with two labradoodles and I have also cared for friends' animals while they have been away. One of my dogs has Addison's disease, so I am familiar with giving medication to pets. Spending time with animals brings me joy and does not seem like work - I enjoy playing with your animals, going on walks and I give a great belly rub! I am extremely responsible and will love your animals like my own...you might also find some sketches of your pet when you return home. I am an artist that is currently working from home in Quechee. I am extremely flexible and am available during the week and on weekends. I make my own hours so can work around your schedule. I live with my parents and two friendly labradoodles ages 8 and 12. I could board a dog in my home if he/she gets along well with other dogs and is house-trained. I prefer to care for your animals in your own home: I can do drop-in visits, walks and daytime or overnight house-sitting.
“This is Samantha's second series of visits with Cameo. Samantha really has bonded well with Cameo. She plays with her and brushes her and sends me multiple pictures of their visits. Samantha is a pleasure to work with and I do trust her to take good care of Cameo when I am away. I very highly recommend Samantha and I will call on her again the next time I travel.”
“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!!”
“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: 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 :)
“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 : )”
“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.”
“Chili has been with us for five years, but this is the first time we’ve left her alone. Joseph did a great job taking care of her, and we really enjoyed the pictures he sent!”
“Mandy dropped in on fairly short notice to take care of our Lab. Mandy was very responsive, took photos during her visits and made the whole process completely stress free. Highly recommend Mandy!”
“Hariala was very responsive and timely in communicating. She took good care of our cat during holiday and the cold storms, and helped us get food refill when the feeder was running low. Excellent sitter!”
About: Hi there! I am 30 and I live in Springfield, VT and work in WRJ. So my radius is quite large. I have a 6 year old golden pup (as seen in photos) named Burton and also take care of my in laws cat, Middy. I grew up in Vermont on a small farm with 3 dogs (Pitbull and labs) and 2 cats. I currently have a pup, Burton. Who gets along with all dogs and people. Depending on your pets personality, I will be sure to be active with them. Our pup Burton gets 4 walks a day and typically goes for a swim once a day at a nearby kayak launch. I fully believe pets should have a significant amount of play + active time whether its a walk or drop in visit, they will have fun. I do work in WRJ from 8-5pm but I do have lunches available and we do have flexible time. I work a hybrid schedule MTW in office which is only 6 minutes from my house. I always do a walk at Thompson's Field in the morning, 1 mile walk at lunch, 1-2 mile walk at dinner and a simple walk late at night just before bed. My dog is super friendly and my roommate also loves dogs, so no matter what your dog should be preoccupied. If anything I have a large crate available to keep them safe.
Over 35 pet parents in Windsor have booked pet sitting
Windsor pet parents share their Rover experiences
Popular requests near you
Select a filter and find qualifying Windsor sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Windsor is $25
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 pet 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.
Sitters in Windsor average 5 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Windsor on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 247 pet sitters in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Windsor pet sitters respond in under an hour.
Pet sitters in Windsor have an average of 16 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Windsor.
Rover makes it easy to find Windsor pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 247 pet sitters in Windsor on Rover, so you’re sure to find the perfect match for your pet! In Windsor, 95% of pet sitters offer daily exercise, 95% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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