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.
“Absolutely amazing experience. Work and day to day has been made so much more enjoyable and I have so much appreciation for the patience my pup is experiencing. I will be a regular for quite some time. Thank you again Phyllis!”
“Abby helped me during a last minute trip. She was pleasant and kept me informed. This was my first time using the Rover App but will be back because of her. Thanks Abby!”
“I selected Alicia to help us with Karmas walks during my hip replacement surgery recovery. She and Karma became fast friends immediateky. Eighteen walks later it was sad to say goodbye. Alicia is very kind, prompt, flexible and trustworthy just to make a few. We are blessed to have been able to have her help us!”
“Thank you so much for taking care of our dogs again and for doing it on such short notice! It’s so nice having someone so reliable and trustworthy. I know they’re already looking forward to your next visit!”
About: I promise you trust, communication, comfortability, and great care! I love pets! I grew up with a Golden Retriever named Skippy! I now own my beautiful mut mix of Lab, Pit and Blood Hound. His name is Maverick! He's 2 and such a loving, happy dude! I currently dog sit my mom's 3 Boston Terriors whenever she needs to go out of town and have been since I was a teenager. I also take in my best friend's older pit bull, Cookie, and her and Maverick get along wonderfully! There's plenty of space to walk dogs around my apartment community, along with a fenced in tennis court area where they can run free! I work full time AT HOME so I'm flexible just looking to make some extra money I work from home Monday through Friday, and am available most weekends, so I have lots of time and flexibility to care for your doggos! I live in an apartment but it's very dog friendly! I will ensure your dog gets lots of attention and love! I have access to lots of trails, open pet areas, and a fenced in tennis court where they can run free and we can play fetch! My dog is very friendly and has lots of experience around other dogs. I do have a large dog crate if that is required or necessary.
“Darnell is incredible! Our dog loves to see him each day. He is very sweet and makes me feel better when I’m at work knowing my pup is ok at home. Thank you so much!!!”
“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 a lot of knowledge with most exotics as well, I’m happy to help with any bird, turtles/tortoise, fish, snake, any lizard, monkeys, any rodent, rabbit, chicken, horses, pigs, cow, goats and sheep. I’ve taken care of animals my entire life. I also work with The Wildlife Center and do some small animal rehabilitation. I currently have 2 dogs and one fish. I’ve recently fostered 3 tortoises, a senior dog and a bearded dragon. I am able to do some puppy training and very knowledgeable in senior care for dogs and cats. I am currently a stay at home mom and my kids are in school full time. I have my real estate license as well as degree in pharmacology but I’d much rather work with animals at my own pace. I have a decent sized fully fenced in backyard. I am also able to crate your animals if that is something that is preferred. My dogs are extremely sweet and love to play with all of their dog friends that come to visit. They are up to date on all vaccines and my house is very clean but pet friendly. My couch is big enough for all the pups and people here.
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: Very loving and passionate about fur babies! We own a personal farm whom we take love and compassion to care for them! I have experience with home pets along with outside pets. i am a very active women who can keep up with any active pet. Looking forward to meeting new lovely fur babies! Available during the day, Monday through Friday. Can do some evenings and will also be available weekends depending on times client want the service done. Prefer to care in clients home, although could do at my house. We do own some land where they could roam while potty but as stated before, prefer to go in clients home.
“Tiffany is amazing! She goes above and beyond. This is truly her passion. She loves what she do and it shows. This is my third time using Rover and she is the best one we booked for our Buddy. Tiffany, I hope you are available whenever me and my family decides to travel.”
About: Hi! I’m a lover of all pets, young, old, big, and small! I have two dogs, a 12 year old Chesapeake Retriever Lab mix and a 4 year old Great Pyrenees mix, and I genuinely enjoy caring for animals of all kinds. Whether your pet is playful, shy, energetic, or prefers a quiet companion, I’ll make sure they feel safe, loved, and well cared for. In addition to providing exceptional care, I believe in great customer service. I’ll follow your instructions carefully, keep you updated, and treat your pets like family while you’re away. So, when can I start? I am excited to meet your adorable pets! Please reach out to me if you have any questions or need certain times for your loves! Hi there! I have a townhome with two dogs and prefer to take care of your pups at your home where they feel comfortable the most! 😃
About: I love dogs, they are my favorite people. All shapes and sizes, whenever I spend time with them, they just make my heart happy. When they’re with me they’ll be taken good care of. Whether it’s long walks, games of tug of war, endless belly rubs, and lots of cuddles. I will love your pet as if they were my own. In addition to raising two dogs of my own, I’ve cared for friends and neighbors’ pets while they’re at work or away. I know how hard it is to leave your pet behind whether it’s while you’re at work or on vacation but when they’re with me you won’t have to worry because they’ll be well cared for and loved. I work full time Monday through Friday from 8am-5pm but only live 5 minutes from my work. I am able to go home midday and have evening and weekends free to spend lots of time with your fur babies. I make sure that they will remain on they’re regular feedings and pawty schedules and are free to run the apartment if no need to crate. My apartment provides a fenced in yard for them to have safe and fun outdoor time. I work full time Monday through Friday from 8am-5pm. I am able to have evening and weekends free to spend lots of time with your fur babies. I will make sure that they will remain on they’re regular feedings and pawty schedules and are free to run the house if no need to crate. My house provides a fenced in yard for them to have safe and fun outdoor time.
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.
The median cost per walk for dog walking in Windsor Hills is $20
Dog parents share their Rover experiences - Windsor Hills
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- 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.
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
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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 for Dog Walking in Windsor Hills on Rover is $17.76 per walk (as of September 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 September 2026, there are 2,407 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 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 Windsor Hills.
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 Windsor Hills. On Rover:
- 94% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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.
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