Dog Walking Osborn Landing
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Osborn Landing, 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.
“Hope is delightful, polite and prompt. She was very patient with our somewhat over friendly year old border collie/golden retriever mix who is really trying to learn to be a good boy...but has lots of puppy energy. Highly recommend.”
“Gave lots of feedback and answered all of my questions while gone. Oliver warmed up to her over the weekend and everything was in place when I came home. Great job will definitely book again.”
About: i’ve taken care of animals my whole life. whether it was my own, friends, family, or neighbors. i’ve never gone without an animal in my life ! i’m currently free almost all the time and i would love to make some extra money by doing something i love and taking care of your fur babies:) i do have a fenced yard with 3 baby cats and a doggo. i am willing to take care of you and your pets needs in your home in any way needed
“Victoria was a blessing! I work shift work at a hospital and have to leave early for work. She always took great care of my sweet fur baby. Once summer is over and my oldest can’t walk her anymore I’ll have to hope she is free to come back!”
About: Hi, I’m Sandra! Animals have always been a huge part of my life, and caring for pets is something I love. I know every pet has their own personality, routine, and comfort level so I take the time to make sure they feel safe, happy, and loved while you’re away. Whether your dog is full of energy and ready for long walks and playtime, or your senior pet prefers a slower pace with extra patience and gentle care, I adapt to their individual needs. You can count on me to provide dependable care, regular updates, and plenty of love while you’re away. I’m a stay at home mom and have all the time in the world to spend with the pets in my care. I also enjoy gardening, baking, pottery, walks and spending time with my family. We have a doggie gate and big fenced backyard for your dog to run and play outside. Pets are welcome on the couch so we can all watch movies together. We don’t crate unless specifically requested by clients and we typically go on 2/3 walks a day.
About: Any day any time I’m here to help you with your pets needs. Several local referrals and references to provide you and your loved ones. I provide pet services everyday. All hours of the day including overnights. No need to worry just contact me. I have and breed dogs as well. Animals are always my first priority. They are treated as my own. My children play an active roll in helping with care of our furry friends.
“Victoria is a wonderful caregiver and is thoroughly invested in the care and needs of pets. During the time she watched my dog, she built an amazing bond and really nourished a wonderful relationship with him. Would highly recommend!”
About: I've been caring for animals since I was 7 years old, and my love for pets has only grown over the years. As an adult, I worked at an animal shelter, where I gained hands-on experience caring for dogs with a wide range of personalities, needs, and backgrounds. I have also adopted and cared for three dogs of my own throughout every stage of their lives, from energetic puppies to senior dogs requiring extra patience, attention, and specialized care. This experience has given me a strong understanding of daily pet care, administering medications, recognizing changes in behavior, and providing the love and comfort pets need to feel safe and happy. I treat every pet as if they were my own and understand how important it is to find someone trustworthy to care for your furry family members. Whether your pet needs a long walk, playtime, companionship, or extra attention due to age or special needs, I am committed to providing reliable, compassionate care while you're away. I am currently in between jobs, which gives me plenty of flexibility and time to provide your pets with the attention, care, and companionship they deserve. Whether your furry family member enjoys playtime, walks, cuddles, or simply having someone nearby, I can tailor my care to their individual needs and routine. As a lifelong pet owner with experience caring for both dogs and cats of all ages, I understand how important it is to ensure pets feel safe, comfortable, and loved while you're away. From energetic puppies and playful kittens to senior pets who need a little extra patience and care, I am committed to treating every animal as if they were my own. I have a fully fenced backyard with a 5-foot chain-link fence, providing a safe and secure space for your pet to play, explore, and enjoy the outdoors. I do not have neighbors directly adjacent to my yard, so there is minimal concern about pets being distracted or stressed by animals on the other side of the fence. I am a lifelong animal lover and currently share my home with a senior dog, whom I've raised since she was 8 weeks old, and a young cat who has been part of our family since he was 8 weeks old as well. Having cared for pets through every stage of life—from playful puppies and kittens to senior pets requiring extra attention—I understand that every animal has unique needs and routines. When your pet stays with me, they will be treated like a member of the family. My goal is to provide a safe, comfortable, and loving environment where they can feel at home while you're away. I personally allow my pets on the furniture, but I fully respect each owner's preferences. If your pet has specific rules, routines, feeding schedules, medication needs, or restrictions, just let me know and I will be happy to follow them to ensure consistency and comfort during their stay. I believe communication is important, so I am also happy to provide updates, photos, and messages while your pet is in my care, giving you peace of mind knowing they are safe, happy, and well loved.
About: I have grown up with animals. Dogs and cats are at the top of the list. I've been around domesticated animals all of my life. My first kittens at my young age was two siames kittens Who had 2 litters of kittens as well as having to toy poodle dogs, that had two litters of puppies twice. I must have been about 10 so it was from then that I have been loving & caring for fur babies.. Though I do not Own a dog or a cat right now, but look forward to owning some in my future.. I currently own a guinea pig. I just recently experienced the end of a pug/fur baby end of life. I took care of the pug for his last six months of life. Soon after that I boarded a beautiful pitbull for the weekend of mother's day. So to book with me, i'm sure I will have you covered.. Because I am home during the day I am a great fit for you fur baby. I love on your Fur baby while you are on occasion or just I'll have an a fun day. Because I am located across from freedom park in James City County, Williamsburg. I feel i'm in a great place to be able to get them out to go for walks and just run and play.
About: I’ve done training and agility, pet sit for the last year. I deal with puppies and seniors. Cats as well. Animals are my passion, I’ve always had pets, and I love to be around all kinds of animals. I am available daily or weekly, for walks, taking care of pets while you are out of town, playtime, cuddling, love and much much more! The utmost care will be given to the safety of you pet while giving them the care and loving time they need to thrive and flourish.
About: Hi, we’re Teona and Louie! We’re passionate about caring for dogs of all ages, sizes, and personalities. With two gentle, well-socialized pups of our own, we know how important it is for dogs to feel safe, comfortable, and loved while their owners are away. We have hands-on experience with: • Puppy training & socialization – helping young dogs learn basic commands, crate training, and good manners. • Senior dog care – providing extra patience, gentle handling, medication administration, and accommodations for mobility or health needs. • Multi-dog households – managing playtime, feeding schedules, and safe introductions so everyone gets along. • Special care needs – whether it’s dietary restrictions, anxiety management, or post-surgery recovery. Our goal is to give owners peace of mind knowing their furry friends are in experienced, caring hands. I’m home most of the time, except for quick grocery trips. I’ll be available to give your dog plenty of attention and care throughout the day. We keep your pups active during the day so they’re ready to settle in at night. Dogs usually sleep in their room with their own bed or blanket (if provided), which keeps them safe and cozy. We have a separate room to ensure they’re comfortable and relaxed. Feel free to message us with any questions—we’d love to make sure both you and your pup feel at ease!
About: Hello! I have spent years providing love and care for my family pets as well as those of friends and neighbors. I know how special your pet is to you and I’m happy to help care for them however I can. Whether it’s checking in on a pet while you’re out of town or taking them for a stroll when you’re stuck at work, I’d love to step in any time you’re not available. My schedule is flexible and negotiable. I’m always careful and considerate when coming to your home and will be sure to follow any specific requests you have for your furry friend. I look forward to having the change to use my experience to care for your pet as though they’re my own!
About: I believe that all fur babies deserve to be spoiled just as I spoil my own! I love to give treats and usually have dog treats with me anywhere I go. I do have a full time job but I have a very flexible schedule and work from home. I begin my visits as early as 630 am and can do visits until 10pm in the evening. I work from home so I can adjust my schedule to accommodate your needs. I have open availability on the weekends. I know the stress being away from my furbaby in the past I couldn't relax because I worried about her safety the whole time I was gone. Which is why I keep you in the loop about your pet when they are in my care, you won't have to hunt me down to make sure they are having fun. We make sure that we practice safe departures so that your dog is safe and
About: I have had many pets in my life ranging from dogs and cats, to turtles and parakeets. With this, I can promise I am used to all the different personalities pets can offer. Whether they are energetic or apathetic I can promise you your pet is in safe hands. I am currently on break from college and am doing this as a way to make some extra money. I also play semi-professional soccer in Richmond, Va so I schedule any dog care activities around any practices or games. As a pet owner myself, I can follow any special instructions that are required for your pet. Whether its giving medication, feeding instructions, walking habits, etc. I promise to prioritize your pets needs as if they were my own.
About: I've been taking care of dogs since I was little. I adore all breeds, ages, and sizes. I'm very attentive, and genuinely enjoy spending time with dogs. I currently work at a dog pet resort, so I have plenty of experiences with all sorts of dogs. I currently work part time, and am available pretty often! My scheduling is flexible, and I'm very transparent about my availabilities. I prefer to work daylight hours, but thats not a hard rule for me. I've been interacting with dogs of various temperments for a long time, so I'm practiced at providing a safe environment for your dogs. I'm very respectful of any safety rules you may have, and will never cut corners when it comes to the well-being of your pup.
About: Hi! I currently have a boxer/shiba Inu and a rescue puppy. My boxer/shiba went through an intensive training program where I was taught how to train a dog as well so I’m great with dogs. I love dogs (maybe more than people lol) and whenever there’s a dog around me my heart melts and I just want to play with them and take care of all the pups!! I am currently a teacher and work Monday-Friday. I walk and/ or feed the pets I’m worked with before work and then again after work as well as play time. In the weekends I’m home all day long as well as in the summer months. I care for all animals as if they were my own. All animal get attention, scheduled meals, and exercise. I also have gates to separate animals if necessary.
“Jaime has provided walking services for our Rotty over a three month period and everything has been perfect. She's on time, quickly returns messages and our dog has a great time with her.”
The median cost per walk for dog walking in Osborn Landing is $20
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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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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
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Popular requests for dog walking - Osborn Landing
Select a filter and find qualifying sitters offering dog walking.Sitters in Osborn Landing average 3 repeat dog walking clients
FAQs for Dog Walking - Osborn Landing
Frequently asked questions about Rover
As of July 2026, there are 2,024 sitters on Rover offering Dog Walking across Osborn Landing. 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 Osborn Landing. 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 Osborn Landing.
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 Osborn Landing. On Rover:
- 94% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 99% 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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