Pet Sitting & Drop Ins In Windsor Park
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 Park pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Super reliable and easy to work with! Followed all instructions, was punctual, kept me updated, respectful of my home. Came home to a happy cat, will definitely reach out to Michael again. Thank you!”

“So quick to respond when I had an issue with my litter robot and showing up last minute to help my kitties out. Definitely booking again and highly recommend to anyone needing help with their fur babies! Thank you Sanjana!”

“Samantha was so sweet and caring for our little girl. She She took great care of our 22 year-old cat with a lot of TLC. She’s also very accommodating and flexible with our schedule and easy to work with. We definitely would love to work with her again. Our little lady seemed to be very happy.”

“Olivia was amazing with my dog, Finley!! She was great with communication, keeping me updated while I was out of town. I could tell from all the pictures he was very comfortable with her and had a great time. She also was willing to add a last minute drop in when my flight was delayed returning home!! Highly recommend!!”

“Chance took amazing care of our little buddy. He was always on-time for visits, went above and beyond with care, and even administered some emergency meds when nervous stomach issues popped up. Couldn’t recommend him highly enough.”

“I'm so glad I chose Olha to watch my cats! She listened to everything I had to say, and I could tell that she had taken care of cats for a long time. I felt at peace knowing that my cats were in good hands. She even did more than I asked her to, and I'm super thankful for that.”

“Sierra watched my cat Sinatra again and did such a fantastic job! She was very communicative. Sinatra loves when Sierra watches her! I’m so grateful to have found such a wonderful cat sitter!”

“ChunYu was an AMAZING sitter for my two cats! She was extremely responsive and descriptive in her recaps of her visits. She also very clearly gave lots of attention, energy, and loving to them, would 500% book again.”

“Kendall did a drop-in with Mara to get to know her prior to a weeklong trip. Mara took to her immediately, all instructions were followed, and she sent great photos. Thank you, Kendall!”

“Danielle was wonderful - she’s a great communicator, very kind and caring and made me feel very assured that my cat with special care needs was well taken care of while I was abroad. Highly highly recommend her as a sitter, your pet will be in great hands!!”

“Kaile has been such an amazing rover to us since we used her. She helped me out during a last minute check in and it’s been great ever since. She leave amazing rover report cards and sends you lots of pictures of your dog during the visit which is always enjoyable to see. My dog loves her visits and I have no worries when she drops in to visit Mia”

“Arantxa always goes above expectations, she’s set such a high standard it’s such a bummer when I can’t book her. She sends the best photos and updates and that are so adorable and funny. She’ll bring in packages, tell you if something is wrong or out of the ordinary at home, and help out in so many ways with pet care and more. She’s so reliable and trustworthy I am always at ease knowing she is caring for my pets. She’s so reliable genuinely loves animals, the best pet sitter I’ve ever had!!”

“I cannot recommend Cassandra and Jason enough. They were extremely accommodating and went above and beyond to help me with my pup! They provided many photos of my dog during their visit and you can really tell that they care about their clients.”

Over 235 pet parents in Windsor Park have booked pet sitting
Windsor Park pet parents share their Rover experiences
Madilynn was great and communicative. My cats took to her quickly and that doesn’t happen even with ppl they’ve met multiple times! I really appreciate the pics/videos she provided and how she updated me regularly during my trip. She really did go above and beyond what I expected as a first time user of the app, and as a newer cat owner who only had family/friends check in on their pets. I will be rebooking in the future! Thank you, Madilynn💜

Val did an amazing job looking after my cats. She is so caring, kind, friendly, and went above and beyond to monitor and help one of my cats when he got himself into trouble and ate part of his toy when I was gone. She is such a wonderful sitter and am happy to know my cats will be in good hands when I leave for vacation in the future. Thanks Val!
Addison is the best cat sitter this side of the Mississippi. Possibly the other too, but I don't know the cat sitters there so it's hard to say. It's incredibly easy to tell her affection for animals, and our kitty is so comfortable around her. You get a whole photo album full of cute photos every visit making you feel like a part of every step. With the level of care and communication she provides, it's almost like you never even left. A service to any pet parent worth paying extra for!

Michael was excellent with my dog, Kingston. Every time Michael showed up, Kingston was super excited to see him. He administered insulin shots 2x a day and was very careful and professional. It’s hard to find good care for my special needs senior pet but I will happily book Michael in the future! I also have a cat that Michael wasn’t there to care for and he still gave him lots of love. True animal lover!

Popular requests near you
Select a filter and find qualifying Windsor Park 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 Park is $20
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 Park average 7 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 Park on Rover as of Jun 2026 was about $20 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 7,342 pet sitters in Windsor Park. 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 Park pet sitters respond in under an hour.
Pet sitters in Windsor Park have an average of 15 years of experience. Pet sitters with repeat customers have an average of 7 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 Park.
Rover makes it easy to find Windsor Park 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 7,342 pet sitters in Windsor Park on Rover, so you’re sure to find the perfect match for your pet! In Windsor Park, 96% of pet sitters offer daily exercise, 96% offer medication administration, and 91% 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.





















