Pet Sitting & Drop Ins In Windsor Hills
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Windsor Hills pet sitters
“Great service from Renada. I was hesitant to leave my doggies with a stranger but after we did the meet and greet I felt so at ease. Renada was patient and nice to my dogs, very appreciative of that. She said some suggestions such as getting a radio to help my dogs not feel so lonely, and I can say that helped. If she had any questions/concerns she would keep me in the loop. Updates on the roover card were great, with details and pictures of the visit. She was on time to take out my dogs and if I had any questions she would be available”

“Jeremy was very patient with our cat (who was being very difficult) and took excellent care of him while we were away. The communication was timely and we had a lot of great updates that put our mind at ease. I would thoroughly recommend Jeremy to anyone!”

“Magda has always been so sweet with our pups and sends pictures and short summaries after her visits. Her genuine love for them is easy to see and we have immense gratitude for her care. Thank you so much, Magda and thank you for the very thoughtful gift memorializing our dear Normie.”

“Cheuk is a great dog sitter. He has been fantastic at taking care of our dogs while we are traveling. He follows instructions closely and provides thorough updates, which are always much appreciated.”

“Linda took exceptional care of our two cats and allowed us to come home to a pristine and calm house after a long weekend away. I couldn’t have asked Linda to do more or recommend her more highly.”

“Clem was amazing!!! I went out of town for the weekend and she did some drop in visits for my dog Lucy. Lucy is very shy and has some anxiety. Clem was absolutely great with her. I highly recommend!!!”

“Trina is the best with our dog and cat! I look forward to reading her visit updates - which usually include a delightful little story - and she goes above and beyond for our animals. 10/10 would recommend.”

“Kyle was fantastic! From doing a pre-visit meet & greet, to putting my boy at ease and being prompt and self-managed, Kyle was a dream to have taking care of Lucky. I was able to really enjoy my time away and not worry much about how my dog was doing because I knew he was being well-attended to. So grateful to have found Kyle.”


“Wonderful! The kitties seemed to really enjoy her visits and she’s great at communicating and learning what our special cats wanted/needed. You can tell she’s very professional and wants to take the best care of your fur babies.”


“Marisa was amazing! My animals loved having her come check on them, and I felt really comfortable knowing they were in good hands. She gave me detailed updates after every visit and kept me informed on how they were doing. I’m so glad I chose her to take care of my pets and would definitely recommend her to anyone looking for someone reliable and caring. :)”


“Alice was a lifesaver and was able to dog sit for us last minute. She was attentive to all the details for Stella’s care needs and was respectful to our home. Very responsible and professional! Thank you Alice!”

About: Hi there! I'm Stacy, and I’ve been caring for dogs for over 20 years. As someone who has always had a deep connection with dogs, I understand how important they are to your family. My goal is to provide a calm, loving environment where your dog can feel right at home while you're away. I approach pet care with patience and empathy, always making sure your furry friend feels comfortable and loved. Whether it's playtime, walks, or just cuddling up on the couch, I aim to give your dog the same attention and affection they get from you. I’m especially passionate about getting outdoors with dogs—they help me get out of my head and enjoy the simple joys of life. Your dog’s safety and happiness are my top priority, and I’ll treat them with the same care and respect I give my own pets. I can’t wait to meet your dog and make sure they feel safe and loved while you’re away! Pet care is truly a part of my daily rhythm. My days start with a morning walk—either with my own dog or one I’m caring for—which sets the tone for a calm, active day. I always ensure that I have dedicated time to interact, play, and give love to the dogs in my care. Throughout the day, I’m flexible, keeping a routine that meets each dog’s individual needs, whether that’s regular potty breaks or quiet downtime. I incorporate outdoor walks into my schedule because I believe dogs need that fresh air and exercise to stay happy and healthy, and I love to get outside myself. My calm approach helps create a safe, stress-free environment for the dogs I care for, ensuring they feel secure and relaxed. Even in my downtime, I keep the dogs in mind—whether it’s making sure their toys are accessible, preparing meals, or simply giving them the attention they need. It’s a balance of activity and rest that ensures they feel content all day long. I have a fenced backyard, and it's perfect for hanging out or playing with your dog. Lots of different areas to smell and explore (blackberries, roses, vegetable garden).
About: I have 10 years of experience with rowdy pups, with three of my own! I’m happy to meet your furry friends, and take them off your hands so you can relax! I work from home, and have a very open and flexible schedule! I am available for drop ins, walks, play and boarding! My goal is to help you as best as possible! I have a large fenced yard, and 3 furry friends to play. If your pup prefers privacy, I have plenty of space and rooms they can hide in, and keep them separate!
“Samantha was fantastic!!! She helped us last minute for a holiday trip and we couldn’t recommend her more. We have two pups. She came before our trip to meet them. She kept us updated with great pictures and notes.”

“Savanah was super helpful and caring with our pets! We needed some last-minute holiday help and Savanah made us super comfortable leaving our pets in someone else’s hands. Highly recommend!”

“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.”

“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!!”

“Juan did an amazing job taking care of our dog Lily while me and my wife went on a one day trip to Houston. He came on time, took Lily out, made sure she was comfortable, and gave her her food exactly as instructed. You can tell he truly cares about animals and treats them with love and patience. We felt completely relaxed knowing Lily was in good hands. Highly recommend Juan to anyone looking for a trustworthy and caring dog sitter!”

Over 4,190 pet parents in Windsor Hills have booked pet sitting
Windsor Hills pet parents share their Rover experiences
Sophie did a wonderful job taking care of my cat while I was away. She was very responsible, responded quickly to all my questions, and shared daily photos and updates, which gave me great peace of mind. It was clear that she genuinely cared for my cat and made sure everything was well taken care of. I would definitely ask for her help again in the future and highly recommend her to anyone looking for a reliable pet sitter.

Debra is my go to sitter and an absolute gem ❤️. Her daily updates often make me laugh and feel like I'm right there with my babies. My cats adore her and it's clear she adores them in return. I can go out of town and trust with full confidence that the most important things in my life are being taken care of in the way I would. I love her, I will continue to entrust my kitties with her, and I would 200% recomm

Madison did an amazing job taking care of our two cats while we were away. It’s always nerve-wracking hiring someone new to watch after your pets but her professionalism and reliability gave me peace of mind. She is quick to respond and completed each visit with thorough notes and pictures of her playing with them. She went above and beyond to make sure they received the best care possible, checking in with us about anything she noticed and making sure all their needs were met. We will definitely be hiring Madison again for future trips because we feel comfortable knowing our boys are in such capable and caring hands. I highly recommend her for your next booking!
We love working with Jenna! She's watched our dog twice for us now, and she is great about helping us settle on a schedule, being consistent, and communicating with us about how things are going. Our dog is sweet, but he is reactive towards other dogs, and she's handled his behavior extremely well for us. Youll be glad you hired her ☺️

Popular requests near you
Select a filter and find qualifying Windsor Hills 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 Hills 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 Hills 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 Hills 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 7,273 pet sitters in Windsor Hills. 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 Hills pet sitters respond in under an hour.
Pet sitters in Windsor Hills 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 Hills.
Rover makes it easy to find Windsor Hills 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 7,273 pet sitters in Windsor Hills on Rover, so you’re sure to find the perfect match for your pet! In Windsor Hills, 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.



















