Dog Walking Windermere
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 117 pet parents in Windermere have booked dog walking
Windermere, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Isabella is awesome! We’ve used her several times for walks now and Frankie always comes back super happy. Will definitely continue using Isabella for more walks in the future”

“My first experience using a walker on Rover and Caroline has been punctual, responsive, and took great care of our boy! She also included such great pictures!”

“My dog Doja has a lot of energy, is still a puppy, and weighs 65 pounds. She is not an easy dog to handle. Brittany handled Doja very well and she came back a happy dog. I will definitely be booking Brittany again in the future.”

“We’re so happy with Debs and Paul! Our dogs love them and I’m so happy to have a team that arrives on time and communicates well. My pups always come back exhausted from their walks, which means much better behavior for me! Total win for everyone.”


“My snobby anti-stranger Basenji took to Darlayna in very short order. She really knows how dogs operate, and she totally gets my dog’s triggers and willful nature. I know my dog will get exercised and get plenty of houndly sniffs, and he will be SAFE.”

About: I've cared for senior cats for friends, as well as my roommates' cats. I love cats of all ages and personalities, and I'm happy to give them the patience, attention, and care they deserve. I only work some weekends, so I have plenty of time to give your pets the attention, care, and companionship they deserve. Whether it's playtime or keeping them company at home, I'll make sure they feel safe and loved while you're away. Your pet's safety and comfort are my top priorities. I always follow the owner's instructions closely, including feeding schedules, medication, walks, playtime, and any special care your pet needs. I'll treat your home with respect, keep your pet's routine as consistent as possible, and provide regular updates and photos so you can have peace of mind while you're away.
“Timothy did a great job walking and caring for our senior dog. I appreciated his updates and photos of Teddy, and I could tell that my dog enjoyed walking with him. Thanks again!”

About: I have years of experience working with children and as many pet parents know, our furry companions are really just four legged kids! I’ve raised a puppy from scratch, cared for multiple large breeds, and have dogs of my own, so I understand the importance of patience, consistency, and love. I’m attentive, reliable, and genuinely enjoy every opportunity to hang out with fur babies. Whether it’s playtime, walks, or simply keeping your pet company, I’ll treat them like one of my own! I’m currently working part time so I have a lot of flexibility but I typically prefer evenings and weekends. I am someone who enjoys walking so I am always able to fit it into my schedule! When caring for pets, whether in my home or my client’s, I focus on making them feel safe, loved, and engaged. I spend quality time playing with them, offering plenty of affection and attention so they feel comfortable and cared for. I make sure they get regular potty breaks and walks in safe, familiar areas or client approved routes. I stick closely to their routines, including feeding times, medications, and any house rules. My goal is to make their time away from their family as stress free and fun as possible!
About: Hello! My name is Amythest and I am looking forward to taking care of your dog(s)/cat(s). Not only will I ensure that their basic needs are met, but I will also make sure they are having a fun & enjoyable time while you are away by taking them on neighborhood walks, letting them go outside, playing with them, making sure they are fed and hydrated, etc. ***Starting September 2, 2026, I will only be available for pet sitting anytime after 5pm, as I will be working in the school system. Weekends will still be free! I have had dogs my whole life growing up and one of my dogs was special needs & needed to use a doggy wheelchair. I also grew up with a cat named Tiger (Egyptian Mau) and grew up with him throughout my whole childhood. I now own 2 cats - a Siamese named Miso, and a tuxedo named Lucifur. I very much look forward to meeting you and your pets & cannot wait to set up a little meet & greet! Amythest 🐶💖🐱 CURRENT AVAILABILITY: I am free anytime! However starting this school year (September 2) I’m only available after 5pm. I have a reliable vehicle that allows me to drive to you! My schedule is very flexible to you and your pet's needs. I always believe in respect, safety, and honesty when visiting/staying at an owner's home. I am willing to do whatever tasks are needed for your specific pet in order to meet all of their needs and have them happy and well-cared for!

“Maria was great! She showed up on time every day and sent photos and updates of my dog's walks. He looked happy, and I'm glad he got to get outside during my work day. I'll definitely be booking with her again.”

“Sheena has been great and reliable! She walks both the dogs in the house and does them together something that can be a challenge for even me. Thank you Sheena!!”

“Grateful Kathryn took our dog out while we were gone for the day! I noticed the walk was about 45 minutes instead of the full hour that was booked. Totally understand if things ran a bit short, but I would have appreciated if the remaining time could be spent hanging out with our pup at home, she loves the company!”

About: As a life long cat parent and cat/dog sitter for friends and family, I can guarantee that yours will be treated as my own! Enrichment, feeding schedules, special needs, etc. will be closely taken care of. While I have two cats of my own today, I grew up around dogs and have been a sitter for friends and family over the years. I’m detail oriented, responsible, and understand the unique needs that each pet comes with. As a full time UW grad student, I am responsible, responsive, and have the flexibility to make different schedules work! I know the importance of play time, so it’s always a priority in my day. My own pets (my cats, Tuna and Albacore) are spoiled rotten! They are fed both wet and dry food, and I’m comfortable with special dietary needs and restrictions. I’m always happy to take dogs on long (or short!) walks or hikes, I’m very conscientious of other dogs we might run into and properly harnessing/leashing. Play time is a must, I’ll make sure your pet stays happy and gets their energy out.
“Natalie did a wonderful job with Juniper! She took her to all her favorite spots and left the best photos and a cute review of their time together. Would absolutely book again!”

The median cost per walk for dog walking in Windermere is $25
Dog parents share their Rover experiences - Windermere
Noah is lovely. I have an anxious/reactive puppers and Noah took the time to get to know us and learn about our training and management strategies. He is very responsive and let me know that he was arriving a couple minutes early. Gus came back from his walk happy and relaxed.

Charlotte is great! My dog gets nervous around other dogs so I am always looking for a walker that knows how to handle this and she was perfect. She pays attention to the instructions I gave her and she was always very kind with my dog. Definitely recommend her!

Julie was a fantastic dog walker for Jemma while we were out of town. This was our second time hiring her and no surprise, she was just as great. She's reliable, communicative, and clearly cares for Jemma. Her updates and photos gave us peace of mind, and it’s clear that Jemma loved her walks with Julie. Highly recommend!

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.
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