Pet Sitting Windemere
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Windemere, 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.
“Joshua was wonderful, he was timely, communicative, and our shy kitty absolutely loved him. If you are looking for someone dependable who loves your pet he is the one!”

About: I've cared for dogs my entire life as an owner. Ive had small dogs, terriers, and their strong will and playfulness to large dogs, ie German Shepard, and their willfulness and loyalty. I love them all and understand how to build trust with a pet. Ive also become a cat owner to tow boys bringing our home pack to 2 dogs and 2 cats. Currently I have a flexible schedule for drop ins during the day or evening. I am glad to feed them, play, and take out for breaks. Available any day except Sundays. Our home has invisible fence and our dogs are trained to remain in the years. We have also had fenced yards in the past. I can and do walk smaller dogs.

About: I have taken care of various friends and families cats over the years and have two family cats. I love playing with them and providing a friendly face for them. I have also taken care of friends and families puppies and young dogs as well. I always treat everyone’s animals as if they were my own and strive to make sure they feel safe and loved while they are with me. I’m currently working part time so I have time to watch and attend to your animals any time of day. I am also available for boarding and sittings at houses when needed. I have a fenced yard in a family friendly neighborhood with no other pets in my home. I can crate your dog if needed at my home for boardings and they will have a comfortable space to be in.
“Brian really came through for us at the last minute! Our usual house sitter had an emergency and had to leave two days before the end of our trip, and Brian jumped in to help even though he had never cat sit for us before. He was attentive to detail and kept us updated with pictures. Thanks again Brian you really saved our vacation!”

About: I have 3 dogs of my own varying in breeds, ages and sizes and I’ve taken care of neighbors, friends, and families dogs of every kind since i was 10! I’m currently enrolled in classes at a University so I have a lot of free time around my classes to take care of your dogs part-time! My schedule can be flexible! I have 3 dogs which I care for, so I’m ready to play with your pups and give them the attention they need, and care for older dogs who need more calm attentive care!
About: I am Lisa, and I am 30 years old. I have owned dogs my entire life, and don’t think I could ever life with out them! I rescued my dog Blaze in Oct 2023 and we’ve been best friends ever since. He is super playful and gets along great with other dogs. We would love a companion to keep us company. If you have any questions, feel free to reach out! I am currently working full time, so weekends ideally fit into my schedule best. If our locations happen to be close by, I could assist during weekdays for walks. I have a fully fenced in back yard that has new turf - my dog loves to run around back here or sun bathe with a toy.
“Emily did a terrific job for us. She was punctual, diligent and, most importantly, very kind to our pets. One of our cats is diabetic and requires shots twice a day. Emily followed all of the instructions for feeding and dosing him and his blood sugar was spot-on when we came home. I cannot say enough good things about Emily. We will gladly hire her again.”


About: I have taken care of pets of all kinds since I was 14. In the pass 8 years I have acquired paid experience. I have and still volunteer at local animal shelters when time permits. Most of my experience has been with fish, turtles, hamsters, guinea pigs, cats and dogs. I also have experience in medication administration. I currently work part-time so my schedule is flexible especially for drop in visits. My weekends are limited but weekdays are open with more flexibility. I like to follow owners instructions on caring for their pet in their environment. I will never place your pet in a dangerous situation. I will make sure all safety gates are in place and keep harmful materials away from your pet.

About: I have a lifetime of experience with animals, having raised four dogs and three cats. I know how to keep pets safe, active, and happy. Whether walking your dog or visiting your cat, I will strictly follow your schedule and give them plenty of love! During the summer, my schedule is highly flexible. I am completely available for morning and evening walks or visits on weekdays, as well as anytime on weekends. I have plenty of free time to focus entirely on your pets and keep them happy! When visiting your home, safety is my top priority. I can carefully feed your pets, clean litter boxes, and provide safe walks. I am also comfortable administering medications if needed. I always strictly follow your instructions to keep your pets healthy and happy
“Destiny was fast to communicate and kind! Loved the care she took with our dog and her thorough drop in updates. She also was unbelievably understanding and flexible when I accidentally shared the wrong address with her. Cannot recommend her services enough.”

About: I’ve grown up with animals and currently have two dogs. I can help with potty training and reinforcement of basic skills like sit, stay, and down. I have experience with dogs of all sizes ranging from 10 to 100 pounds. I work fully remote so I am able to drop in throughout the day and I’m off on weekends. I also have two dogs that are friendly and love getting to meet new animals. I make sure to take long walks with plenty of time to sniff around and explore. Outdoor enrichment is just as important as playing inside with a toy! I’m also happy to work on and training you’ve been doing at home, just let me know what commands you use and I will stick to those.
About: I have experience with large and small dogs, and several other animals, like pigs and hedgehogs! Raised with large dogs and love taking pups on long walks. I work part time and help my wife with their business, mainly working from home. I have plenty of time to take out your animals and provide them with any care they need. Crating, simple training, or just giving your elder dog company, I have patience and time for any pup. I can also send picture and video updates so you’ll never have to worry about your animals while you’re away!
About: I just seem to get very energized when pets nearby & get very joyous when they realize my precious presence with them. I play many sports so I know getting excerise & play is the least of my worries with many pets on my hands. I’m currently working part time in the late afternoons on Friday, Sunday & Monday. Any other days I’m more than happy & welcome to watch, play with & walk your lovely pets! I live in an apartment where small & medium dogs are allowed. There are no children which will help with easy care. The apt. have plenty of dog services such as, bags for poo & a potable doggie sink

About: Dogs have always been a part of my life. I regularly dog/ cat sit for my neighbors since I was 10. Sometimes I like animals more than people. I’m currently a part time student at Towson with a part time job, Monday through Thursday. I have plenty of breaks throughout the day to spend with your pet! Your pet is welcome anywhere in my apartment! Bring whatever toys/treat you want. Whatever makes them comfortable! I will love them like my own!!
About: Hello! I have taken care of dogs my entire life, there is no animal too big or too small. I've cared for dogs ranging from shetland sheep dogs to huskies. My love for animals has grown, I have two cats and two hedgehogs. I work 9-5 M-F. Weekends are completely open. Tell me what you need and I can accommodate. I can come before or after work, stay night as needed Pet proofing space, avoiding choking hazards, unsafe foods, securing trash cans, ensuring there is no escape to outdoors, and supervised socialization. Respecting property, following all protocols given by owner
Pet parents share their Rover experiences - Windemere
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.
How to book pet sitting

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 for pet sitting - Windemere
Select a filter and find qualifying sitters offering pet sitting.FAQs for Pet Sitting - Windemere
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.








