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

Over 221 pet parents in Windemere have booked dog walking
Windemere, 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.
“My dog has so much fun with Victoria. Her photos are so nice to see my dog having a blast. She is very reliable and handles everything that comes up with grace. Life isn’t perfect but Victoria with animals sure is! She’s the best.”

“I have a 4 month old puppy name Lily. Had her since she was 2 and never took her outside till she got all her puppy shots. She is my heart. She very obedient and playful. She enjoys and loves her playtime and toys. I work from home so I'm always with her, but my playtime with her is very limited throughout the day. I feel bad when she comes to me with her squeaky ball to play and I can't because I'm on calls, so she'll normally nap throughout the day till I'm done due to boredom. So I decided to try Rover and get her outside for a while, during the times I'm working and can't attend to her. I scheduled a walk with Owen and I'm very happy I did. He's a very nice and kind gentleman. After Lily's first walk with Owen she was so happy. He took her out to play ball at the park by the house and even send me photos. I will be rebooking him again as a regular for my little Lily. Thank you Owen it was a pleasure meeting you and looking forward to having you with Lily many more days to come. Blessings”

About: Hi, My name is Becky. I am a former teacher and a life long animal lover. I have been pet sitting and house sitting for friends, family and neighbors since I was 10 years old. I have cared for all types of animals including cats, dogs, lizards, fish, and ferrets. I have walked and bathed dogs, administered oral and intravenous medicine to cats, worked with senior pets, and enjoy giving love and attention to all animals. I am currently working from home and have a flexible schedule to accommodate your needs. I have had pets my entire life and am used to making feeding, cleaning, and playing a part of my day. The way to a pet’s heart is through genuine care. If you are like me, you know that our pets are not animals, they are family members. If there are any special instructions or guidelines to follow while caring for your pet, I will follow any directions to the T. I will care for and play with your pets as if they are my own.
“Nicolle did a wonderful job with my Remi. He loved his daily walks with her. She was super accommodating to our needs and very communicative. Will definitely book her again in the future if the need arises.”

About: I have hands-on experience caring for pets of all sizes and personalities. I’ve had several types of dogs in my life, from tiny 3 lb ankle biters to a 250 lb mastiff, so I’m comfortable around both small and large dogs. I also adopted and cared for an orange cat for 2 years, which gave me experience with cat routines, litter care, playtime, and respecting a cat’s space. My personal sidekick was Growlithe, my mini schnauzer of 14 years. He was way too smart for his own good and taught me a lot about patience, consistency, and how unique every pet’s personality can be. What sets me apart is that I care for pets with real attention, not just basic check-ins. I pay attention to their routine, comfort level, behavior, and safety so they feel secure while you’re away. Pet care fits naturally into my daily routine because I’m used to being responsible for animals and adjusting my day around their needs. I have experience caring for dogs, a cat, and freshwater aquariums, so feeding schedules, cleaning, playtime, walks, and check-ins are all things I’m comfortable managing. I do my best to keep pets on the routine they already know, whether that means morning walks, evening feeding, potty breaks, playtime, or quiet company. I understand pets feel more comfortable when their schedule stays consistent, so I follow owner instructions closely and communicate clearly if anything comes up. My goal is to make pet care feel dependable, calm, and stress-free for both the pet and the owner. I care for every pet with patience, attention, and respect for their normal routine. Whether I’m in my home or a client’s home, I make sure the environment is safe, calm, and comfortable before anything else. I pay close attention to doors, gates, food, water, leash safety, and any instructions the owner provides. I understand that every pet has a different personality, so I do my best to match their comfort level. Some pets need playtime and activity, while others need space, quiet, and gentle attention. I always follow feeding instructions, medication notes, potty schedules, and house rules carefully. In a client’s home, I treat the space with the same respect I would want for my own. I keep things clean, secure, and organized, and I make sure pets feel safe in their familiar environment. I also believe communication builds trust, so I’m happy to provide updates, photos, and notes so owners know their pets are being cared for properly.
“Our dogs love their walks with Taylor. Taylor is punctual and reliable. She's also patient and sweet with our pups and it's obvious they love her. Taylor is a great communicator and provides updates as appropriate through the rover app. The best part about Taylor is she takes amazing photos of the dogs after their walks. The pictures are so good that I often share them with family and friends and post them to my social media. Taylor is great and I highly recommend her for all your pup's needs. Your dogs will thank you for it.”

About: I am a lifelong animal lover. I have owned pets for years and regularly dog sit for friends and family. I have a flexible work from home schedule. I want to raise our son to grow up with kindness, compassion, and respect for animals, so having pets around is something we truly value as a family. I am also a volunteer at Doodle Dandy Rescue and have fostered pets, so I am comfortable caring for dogs with different personalities, energy levels, and needs. I know how important it is for pets to feel safe, loved, and comfortable while their owners are away, and I treat every pet like part of our family. You will receive daily updates, photos and videos so you can feel confident that you fur baby is in good hands :) Whether it’s walks, playtime, feeding, cuddles, or sticking to their routine, I provide reliable and attentive care in a calm, loving environment. Since I work completely remote, I’m home most of the day and able to give pets plenty of attention, supervision, walks, playtime, and companionship. We like to go on hikes on weekends as a family so I'd love to take the pets as well(with pet owners' permission). Weekday evenings are mostly walks, some backyard play time and wind down. I follow all owner instructions carefully, including feeding schedules, medications, crate preferences, and exercise routines. Safety is very important to me, so I keep pets secure during walks, avoid unsafe situations, and make sure they feel comfortable and stress-free at all times. I do have a fenced yard.

About: I've cared for dogs since age 18, including three senior pups. Friends and family trust me with pet care, and I love helping dogs. I work Monday thru Friday but I work from home on Monday and Tuesday. I have a one hour lunch Wednesday thru Friday. So I have time to play with pups. I no longer have any dogs of my own, as they have all crossed the Rainbow Bridge. I have a large, unfenced yard with plenty of room to explore. Pups can enjoy free roam of the house or be comfortably crated if needed, depending on their routine and your preferences.
About: I have been around animals my whole life. I am attentive and understand that they become members of your family - not just an animal. I love animals of all kinds, have experience with older and puppies. I can follow detailed instructions, and adapt to the needs of you and your pets. I currently have 3 dogs of my own, Turbo, Carson & Hilux. I would love the opportunity to help you with your fur family. My schedule is flexible, which means your pet gets consistent attention throughout the day. I work primarily from home, so I'm available for regular check-ins, feedings, walks, and plenty of company. I'm happy to match my routine to whatever works best for you and your pet. Your pet's safety is my top priority. I care for pets in your home, where they're most comfortable, and I follow your instructions exactly to keep their normal routine intact. I'm careful with keys, locks, and your space, and I'll always make sure doors and gates are secured before I leave.
About: I’ve always loved animals and started pet sitting when I was 15. I’ve taken care of many sizes and types, from small dachshunds and cats to big golden doodles. I also grew up with two dogs who I frequently babysit when my mama is out of town. I’m experienced in walking, feeding, boarding and consoling animals who miss their owners (: I am home full time all week during the summer. I have my own cat who does get along well with other dogs and cats. I love to play with animals and I’ll make sure to keep your pet entertained while I’m visiting. I have a fenced in yard at my home. If they get along with other dogs, i’ll let them hang out at the nearby dog park as well.
About: I've had dogs by my side for 20 plus years. I've cared for scared rescues, seniors, puppies, and high energy fosters. I've potty trained dogs and got my 2 doing a series of tricks. I understand the gentle confidence of the alpha helps dogs trust. My two are good with other dogs and have both been boarded with others and had others in our care. I've got a doggie door and fenced yard with squirrels for entertainment. I've got a nice 3 mile nature loop for walks. Dogs...I love them. I'd be glad to put your mind at ease and have yours hang with my pack. I work from home and have ultimate flexibility at the moment so I can walk dogs on your schedule and adapt to your needs. I don't leave the home for more than a couple hours for errands when I'm sitting. If your needs require something different, I am able to be flexible. We have a doggie door here and an ample fenced yard. I also have 2 other small dogs to keep yours company and play along with. I sometime book two families at once. If one of the dog families is a repeat client, and I have confidence the mix will work, your dog may get an extra playmate or two. If you are uncomfortable with that possibility, just let me know so I don't double book. Because I care for many dogs, please be sure your pups are up to date on their flea treatments to ensure we keep the environment comfortable for all who pass through.
The median cost per walk for dog walking in Windemere is $20
Dog parents share their Rover experiences - Windemere
Arfa was a lifesaver. She’s a real lover of dogs and cares for them like they are her own. You can trust her inside your home and more importantly with your 4 legged family members. She takes lots of pictures when she’s with your dog and keeps you updated on everything that’s going on. I can’t say enough good things about this young lady. She really gives you that peace of mind that your dog is in good hands and you have nothing to worry about.

Hana is absolutely amazing! She is incredibly caring, responsible, and truly has a genuine love for dogs. The way she cares for Odin and her own dog Bentley is unmatched. You can tell this isn’t just a job for her, it’s something she truly enjoys. She always sends pictures and updates, which gives me so much peace of mind. Every time Odin comes back from a walk with her, he’s so happy and excited it says everything. Odin is my baby, and I don’t trust just anyone with him, but with Hana I feel completely confident. She is fantastic, bar none. I highly recommend her to anyone looking for someone trustworthy and loving to care for their pet!

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.
Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
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 near you
Select a filter and find qualifying Windemere sitters!Sitters in Windemere average 3 repeat dog walking clients
FAQs for Dog Walking - Windemere
Frequently asked questions about Rover
The average cost for Dog Walking in Windemere on Rover is $19.26 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of July 2026, there are 6,671 sitters on Rover offering Dog Walking across Windemere. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Windemere. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Windemere.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
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.
Every walker 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 .
Yes, you can find walkers who have experience with handling special pet needs in Windemere. On Rover:
- 92% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

























