Dog Walking Windsor Hills
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 3 pet parents in Windsor Hills have booked dog walking
Windsor Hills, 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.
“Darnell did a great job taking Minnie out for her afternoon walk! Thank you again for taking such great care of our kid, means the world to us that you took care of her like she was yours!”
“Meghan was very reliable, trustworthy, and provided excellent care for my dog. She gave us updates and pictures with every walk. We felt very confident knowing Roman was in good hands. She was very flexible and was able to acommodate our last minute changes. We're so lucky to have found you and would love to continue booking with you in the future ❤️”
“Thank you for taking Eileen for a walk. I know it was very hot and I appreciate the care you took with her!! The break in a long day while I’m at work helps.”
About: I’ve owned and cared for furry (scaled and feathered!) friends my whole life. From cats and dogs, to guinea pigs and bunnies, to fish and birds. I even have experience caring for sugar gliders and a ball python. I’ve worked as a pet uber (with a company called Leash) and volunteered at shelters, socializing events, and cat rescues for several years, so I’m used to interacting with all kinds of pet personalities and ages. From shy snugglers, to loyal guardians, to spunky characters, to goofy adventurers, I love them all! You can trust I will love on your baby and treat them with as much care as I do my own fur babies. My schedule is fairly flexible right now since my medical retirement from the Army in October. I’m currently working on an online M.S. in psych and substitute teaching in my boyfriend’s town (Clarksville, VA) whenever I’m available. Since it’s a long commute and I’m typically called the morning of, I try to keep Monday and Tuesday open to sub if needed. I am more than willing to do virtual and in person meet and greets to learn pet needs and routines. I prefer to meet in person to get acquainted with your pet while they feel safe in your presence (but I’ve never met a pet I didn’t click with and love immediately.) I’ll accept any additional written/typed outlines detailing your pets care if that’s easier than leaving notes in the app. You name it and I’ll do it; whatever is best for you and your fur baby. Dogs under my care will enjoy long walks and dog parks trips where applicable. If you have a puppy (or dog) in training, I love to partner in their learning using whatever commands you prefer. Kitties under my care will get lots of playtime with wands and lasers, as well as tons of snuggles.
About: I have previously worked in a kennel at an animal hospital for 3 years, years of house sitting services along with pet care provided on Rover. I have had cats and dogs of my own (pitbull mix and beagle mix). My schedule is flexible to be able to provide pet care services. I'm available for mid-day walks or drop-in visits during 11-2 Monday through Friday. I do not offer pet care services in my home but can ensure to cultivate safety, trust, and respect while offering services in your home.
About: I've cared and been around pets and dogs of all breeds all my life. My family has always had dogs so I have experience feeding, grooming, playing, walking, administering simple medication, and basic training. I'm a mom of 7 that works part-time, with little ones in school, so I have the means, time, professionalism, and drive to play and care for your four legged family member, when your unavailable to.... And your able to rest assure that they are well taken care of :) When caring for pets I am able to visit and care for them in their natural setting.... Of their home, so they more natural and relaxed. Please reach out if your interested in weekend boarding at my home.
About: With 13+ years of dedicated experience caring for dogs and cats, I specialize in providing safe, structured, and deeply compassionate care. From training energetic puppies to managing medical needs for senior pets, I treat every animal like family As a disabled veteran with a lot of time for pet care. I bring discipline, structure, and calm patience to managing your dog or cat’s routine, medication, and unique needs. I treat the client's home with the utmost respect, maintaining cleanliness, following security protocols and keeping a low profile. Special needs and senior aniamls are not a problem
About: I am a former dog owner who's trained a few dogs. I will treat the dog like my own! I understand the importance of routine, exercise, and cuddles! I work full time. Mostly from home. My significant other has an alternative schedule so the dog would be under 24 hour supervision. I can't wait to have a buddy with me throughout the day! I understand how anxious your paw partner may be while you are away -- I am here to console your paw partner until you are back 💕 I live in a single home with a large fenced backyard with a pool they can play in! Great parks and trails nearby. Dogs will have freedom in all rooms of the home. Dog will be supervised 20-24 hours a day. This helps me ensure pet safety and quick turnaround on any changes to health and/or behaviors.
About: I've had dogs and cats all my life. From pound puppies to pure bred, from puppy to 17+ years old and everything in between. Currently I have 2 Great Danes, a 1 year old female named Willow and a 2 year old male named Otis, and my oldest pound puppy a 17 year old girl named Spazzy. There are also 3 cats in the house. I've had multiple dogs trained and I'm currently working towards a dog training degree myself. I am able to administrator medication and do minor grooming. I have been around animals my entire life and nothing makes me happier than an animal. I am currently a stay at home mom. I have a 14 year old daughter who also adores all animals. I like taking my pups for walks whenever weather permits and when it's icky out we stay inside and play or snuggle up on the couch. Regardless of whatever fun activity we do we do it together and I'm available 24/7 to ensure your pet gets the same level of love, affection, and care as my own. I do not have a fenced yard and although I am located out in the country with a large area to run people do speed past the house so leashes will be used unless otherwise requested. My dogs are fed on a twice daily schedule and I can maintain that or feed on whatever schedule you currently work on with your pet. I am also able to administrator medication to your pet and provide minor grooming if need be. Whatever you and your pets need I'll do my absolute best to provide in a safe and loving environment.
About: I love all animals but I’m a dog lover through & through. Yes.. Even the stinky, accident prone, jumper, barker, puller, escape artists, babies too. I was raised with 2 boxers who have made their way across the rainbow bridge. I raised a super mutt for 6 years who has also crossed over. I now have a Rottie mix who was adopted through Chesterfield Animal Shelter going on 4 years ago. She is, in addition to my human babies, my dog child. She is the best of friends with my kids. If you ask my oldest how many brothers and sisters he has, she is included in his total … 😂 I have 10+ years of experience walking/pet sitting neighbors, family and friends dogs but im in my second year of pet sitting full time. I can’t express enough the joy it has brought me. I’ve worked with puppies, seniors & everything in between of all sizes. I’m familiar with giving oral medication and have learned how to properly perform CPR on dogs. I fully understand & respect that each animal is different & has their own needs and personality. As well as their owners. This is why my care goes beyond maintaining. I’m full of patience and love & It’s important to me that i strive for comfortability. I have taken on pet sitting full time! My regular returning clients are a priority but i still have plenty of open room for new clients! I understand that for each pet, their wants and needs may vary. I am big on respecting what makes everyone the most comfortable and cared for. I strive to leave your pet feelings enriched and at ease by the end of my visit.
“Lovely young lady, friendly and professional. Walked my 2 girls for a few days while i was recovering from surgery - they were happy and excited to see Shannon and enjoyed their walks!”
About: I have been taking care of my own dogs since I was young and love to be around all animals! I used to nanny for a family with 5 kids and they had a wonderful dog that I always helped to care for! Feeding and taking him to the groomers and vet appointments…all things that I was lucky to get to help with! I also used to care for 2 cats (both needing to take medication) and a bull dog on a daily basis! I have a Jack Russell (that just passed away) myself that I had for about 10+ years and no kids do she was my only fur baby! I have recently in the past year gotten a brand new puppy named Sugar! She is a beagle/terrier/lab mix and 25 pounds of Adorableness! She is so sweet And absolutely my little girl, as she follows me everywhere and tries to be wherever I am, and always under foot!!! She’s a little skittish and still all puppy at eight months! So I am no stranger to puppy needs at all! I also have Bella, who is a pit/beagle mix and she is a little over a year and a half old! She is 60 pounds of crazy but happy and smart and always at my husband side! What a love bug! But remember, with pets, there is no personal space! Lol I love pets of all kinds and will care for them as if they were my own! Snuggles are free!!! I am currently a part-time private nanny, to a bunch of different families who may need care for their little ones day a week, and my schedule is always changing from week to week so my availability will always be changing. But,I will try to keep my Rover calendar up-to-date as I hope more of you reach out! The plan is is turn this into a full-time gig so I will have probably more availability as time goes on towards the end of this year, but I’m hoping to find some regular clients that will book with me on a consistent basis! Plus, I’m really looking forward to all the pet snuggles! I am always very mindful of the time for feedings and walks…any medication will be given correctly and timely…I will make sure your home is locked up after I leave from a walk and/or feeding! Please know that I will do my best to. Gain the trust of the animal! Cats too! I do highly recommend a meet & greet ahead of time so we can meet pet parents and also meet dog(s)! Let’s them see me and hopefully remember me and feel comfortable with me in their house! (*Please note: House Sitting rates apply to stays where overnight accommodations (a clean bed/space) are provided in your home. If you prefer daytime/evening visits only without overnight stays, please book via my Drop-In rates!)
About: I’m 66 but I’m a young 66 year old women. I’d be honored to take care of your pets! I’d take care of them as if they were my own! I’ve had pets all my life (cats, dogs, and etc) I’m currently available at all times and everyday! I have my own transportation. I can always leave at any time to do a drop in for your pet! Night or day! I will follow your instructions closely and obey your house rules. I have many experiences with house sitting and pet sitting and pet sitting within my own home!
About: I own 2 dogs and 2 cats myself, and have taken care of pets for family since I was young. I enjoy being around animals, and promise to take care of your pets as if they were my own. I have 13+ years of experience with dogs, including senior dogs and 5+ years of experience with cats of all personalities. I am currently working freelance, so I have lots of flexibility to take care of your pets. If you have a pet that requires extra attention, I can complete my work in your space, providing any amount of care needed such as timely medication or frequent potty breaks. I have cared for pets in other people homes multiple times and I will ensure your space stays neat and tidy, and will ensure your pet gets the best care in the safety of their own home.
“Damacia is great with our giant Schnoodle. He loves squirrels but she manages to control him. We have used her for boarding and walking and always been pleased. I would highly recommend.”
“I cannot recommend Sierra highly enough! My dog, Mickey, ran down the hall to meet her on her second visit. He’s never done that. She obviously had Mickey’s seal of approval immediately. Sierra is conscientious, very communicative, and extremely kind. She has my complete trust and respect, because she treats Mickey as if he were her own. To me that is the absolute best quality in a dog walker! Choosing Sierra as your dog walker is the absolute correct decision! Having Sierra walk your dog will keep you worry free and happy while your pup gets good exercise, has fun and is treated like family 😃”
The median cost per walk for dog walking in Windsor Hills is $20
Dog parents share their Rover experiences - Windsor Hills
Maryuith was able to take Roman out on a last-minute walk today, and she did a wonderful job. She was very communicative and sent us photo updates. She even made sure he had water without us having to ask. We are definitely looking forward to having Maryuith care for Roman again in the future!
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?
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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 dog walking
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 for dog walking - Windsor Hills
Select a filter and find qualifying sitters offering dog walking.Sitters in Windsor Hills average 3 repeat dog walking clients
FAQs for Dog Walking - Windsor Hills
Frequently asked questions about Rover
The average cost of Dog Walking in Windsor Hills is $18 per walk as of October 2026. Most bookings cost between $18 and $36 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,403 sitters on Rover offering Dog Walking across Windsor Hills. 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 Windsor Hills. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Windsor Hills after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Windsor Hills. On Rover:
- 90% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 96% 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 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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , 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 walker.
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