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.
“I could not have been more happy with Brooke. She has taken amazing care of my 18 year old kitty for 2 weeks. I was very nervous about it at 1st but Brooke calmed my fears with daily photos and lots of love for my girl. I will definitely be using Brooke in the future!”
About: I’ve grown up around large dogs. I love dogs of all breeds and sizes and I’ll care for your animals as if they are my own! I’m currently going to night school during the week and am looking for more day time work to help support myself. I am open to weekends. I can take your pups on a nice walk around the neighborhood or I can take them to the park to play with other dogs.
“We had such a great experience with Mia! She took wonderful care of our cats while we were away and gave us so much peace of mind. She was reliable, attentive, and clearly cared about making sure they were comfortable and well looked after. We really appreciated the updates, photos, and the extra love she gave them. It was obvious our cats felt safe and cared for in her hands. Coming home to happy, relaxed cats made all the difference. We would absolutely trust her again and highly recommend her to anyone looking for a caring and dependable pet sitter!”
“Jess is wonderful! She came through for us in a last minute situation and handled our anxious pup like a real pro. He was happy and relaxed when we got home. We are wowed!! Will definitely book again and highly recommend! Thank you Jess. You are a gem! ❤️”
About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!
“Deedra took excellent care of our 3 rescue cats, Dora, Peavey, and Chico. She kept their food and water refreshed and their litter boxes clean. She was only able to get glimpses of Peavey and Chico, who are each very cautious and shy but we appreciated that she tried to find them each day to make sure they were ok. Dora received daily pets and brushings plus treats and hairball medicine (which is her favorite treat!) Deedra maintained excellent communication with us throughout our 2 week vacation through texts, a couple of phone calls, and multiple pictures each day. On the first day our alarm system went off because we had forgotten to disarm it during the time of her visit. She called us right away, remained calm, and handled it very well, even able to joke about it as "testing our alarm" for us. (This was an in-home system, alerting us but not calling the police.) If you want a trustworthy, caring, and dependable pet sitter, Deedra is the one to call. She gave us very reasonable rates, too!”
“I’ve had the pleasure of booking her every single time I need someone to take care of my two fur babies. She does an amazing job every time. She consistently follows directions, is always punctual, and communicates exceptionally well. If for any reason she can’t make it at the scheduled time, she always reaches out ahead of time to explain the situation and check whether the adjustment works for me. I truly appreciate the communication more than anything else. I especially appreciate how accommodating she is when last-minute situations come up. She’s always willing to work around changes to make sure my pets are still cared for. Even when I give her plenty of notice in advance, she keeps it in mind and is always happy to help. I’ve continuously booked with her because she’s the first person I think of whenever I need someone reliable to care for my pets, and I fully plan to keep booking with her going forward.”
About: I have raised dogs all my life. I also have years of experience with cats, reptiles, and rabbits. I have potty trained many dogs and I’ve even taught my furry friends a few party tricks. Come and see! I work full-time as a school teacher. I am home on Saturdays and Sundays (aside from church) every week. Weekends are the best times to book boarding appointments with me. I am also available during major holidays. I have a fenced-in backyard. I have two small dogs (under 15 pounds) and cats. I can separate my cats from your pet during the day if needed (as I have a furnished garage that they chill in). I also have a work sink where I can give animals under 20 lbs. baths. I live in a suburban environment in Dunedin, FL and I have extra medium-sized crates.
“Cassie, thank you so much for taking such great care of our kitties! After our horrible experience with our last Rover sitter, we really appreciate the wonderful job you did. You have restored our faith in using Rover.com again! We look forward to booking you again next time we need a cat sitter! Thanks again!”
“David help us out last minute after other sitter bailed on us the day before our vacation. David was very responsive. He took care of our 2 dogs without any issues. We will definitely book David again!”
“Olga took great care of our cats. She’s very reliable and responsive, which made our time away from home free of headaches. We absolutely loved the pictures we received every day, which was one of our trip's highlights.”
“Alyssa was wonderful to work with. She followed instructions, communicated clearly and often, and really respected my home. My animals really took a liking to her, as did we! I look forward to using her services in the future.”
“Linda is always so flexible with being able to walk my dog at the last minute. She is very communicative and makes me feel comfortable when I have a day of plans and cannot take my dog out ❤️”
“Valarie was extremely helpful when we had a last-minute request for a drop-in on our dogs (and a friend’s dog) while traveling. Thanks so much, Valarie, for taking care of them for us today!”
“We just finished our second trip with Brandi taking care of our cat. She is a wonderful sitter - so communicative, thoughtful, caring and flexible! She provides great pictures and detailed notes about how our cat is doing and the care she provided. We plan to use her whenever we travel.”
About: Hi! I’m Chelsey 🐾 total animal lover with a soft spot for senior pets. I’m patient, reliable, and treat every pet like family. Whether it’s walks, cuddles, or extra care, I’ll keep you updated every step of the way 💛 I am remote and flexible for last minute bookings if needed 🤗 just ask and I will be happy to accommodate to your pet’s needs. I care for every pet based on safety, trust, and a calm environment. I follow each pet’s routine closely, keep spaces secure, and make sure they feel comfortable and stress-free. I build trust through patience, attention, and lots of love, while keeping owners updated every step of the way.
“We had a great experience with Alexis! She took wonderful care of our cat and followed all of our instructions perfectly. We really appreciated the updates and photos, they gave us peace of mind while traveling. We would definitely book her again and highly recommend her to others!”
“Heather is amazing!!! This was my first experience leaving my dog.. He was injured just before I had to leave. He is on steroids, has head harness, & has never been without family… She went way above & beyond to make him comfortable. She is wonderful & I would recommend her to everyone ❤️”
Windsor Park pet parents share their Rover experiences
Kristin took care of our kitties Poody and Ozzy while we were on a European cruise and we couldn’t have asked for anyone more dependable and compassionate! She sent detailed updates, great photos every day, brought in our mail and watered our new container gardens. We were at such ease knowing both kitties were being loved and our home was being checked on daily, while we were out of the country. Kristin loves animals and we will definitely use her again soon! 🩵
First time using rover and so impressed with the person I chose to watch my girl Tesa. Emily made it easy for me not to worry one bit! She provided clear communication, provided update pictures, and documented all the details to make me feel so at ease. Only a few people I can trust with my dog, Emily is trustworthy and my girl’s new dog-sitter anytime I’m gone!
Jessica was OUTSTANDING! We went on a three week vacation and this was my first time using Rover app. Admittedly, I was nervous using the app, but once I met Jessica and went over her reviews I felt confident she would be a good fit. She spent generous time with our kitties so they wouldn’t feel lonely while we were gone. And she sent videos and pics almost every day which put our minds at ease. Then she just went above and beyond: We have a litter robot that malfunctioned while we’re were gone and when she realized she went out and picked up a regular box and litter so the girls wouldn’t make a mess. We didn’t even need to ask, she just did it. Then a few days before the end of the trip, we ran out treats we use for giving meds, she offered to buy more. (After she spent her own money on the litter box we made sure to have amazon deliver some the next day). And finally, she swept and mopped our main living areas and washed the kitty bowls so we could walk into a clean home. ❤️ That was so refreshing after a long trip (and horrible flight back)! She is AMAZING, and we will definitely be using her and referring her services to anyone in need in the future. You rock Jessica!
Jordyn went above and beyond during our time away and made our cats feel very comfortable. She offered to watch them out on the lanai which I’m sure they loved, brought in packages, and was extremely thorough with asking questions and following instructions. Will definitely rebook!
Brooke did a wonderful job getting to know our little doggy… She was responsible, reliable, and professional. We received lots of pictures and lots of updates about how our doggie was doing in our absence. This made us feel more comfortable about leaving him. Highly recommended!
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 6 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 6,375 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, 88% 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 6 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 6,375 pet sitters in Windsor Park on Rover, so you’re sure to find the perfect match for your pet! In Windsor Park, 97% 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.
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