Dog Walking Woods Landing
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 87 pet parents in Woods Landing have booked dog walking
Woods 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.
“Elena helped us walk our dog(Blue) when we were visiting Annapolis. She can be 100% trusted and dependable. We didn’t even get a chance to meet Elena. But she took care of the walk as if she has known Blue for years. Thanks again!”
“Highly recommend Ryan! He took the time to do a meet and greet and really understand my dog’s specific needs. He was very communicative and flexible whenever any changes came up, which I truly appreciated. What stood out most was how he followed my dog’s training routines and even used the exact phrases we’ve been working on. He handled my dog’s reactivity with care and confidence, and it made a huge difference. I felt completely at ease knowing my dog was in such good hands!”
About: I have experience caring for dogs of all sizes and ages, from small dogs to large breeds and playful puppies. I’m currently training our own puppy, so I have hands-on experience with patience, consistency, basic training, and keeping a young dog engaged. I understand that every dog has their own personality, routine, and needs, and I’ll take the time to make sure your pet feels comfortable, loved, and well cared for. I work three days a week, which gives me a flexible schedule and plenty of availability on my days off, especially weekends. I enjoy spending time with pets and can dedicate time to walks, playtime, training, and companionship. My flexible schedule allows me to give each pet the attention they need rather than simply fitting them into a busy routine. I want every pet in my care to feel safe, comfortable, and at home. We have a backyard (not fenced) and are close to great walking paths, a golf course, and a dog park, so there are plenty of opportunities for walks, play, and exercise. I’ll follow your pet’s normal routine as closely as possible and adjust activities based on their age, energy level, and personality. Most importantly, they’ll get plenty of attention, affection, and supervision while you’re away.
“Owen is reliable, kind and trustworthy. He shows up, gives my dog a good walk regardless of the weather, and responds quickly. I highly recommend him to anyone that needs a walker.”
About: Hi everyone! My name is Ryan, and I’m beyond excited to walk/hang with your pets! I take this job very seriously, as I’ve grown up with dogs and cats my whole life and have experience walking/sitting for many different pets (of all sizes/breeds/and temperaments). Send me a message with any requests! I work part time and do freelance so I have a lot of availability to take care of your pet’s needs, whether that be some extra attention, playtime, walks, drop-ins etc. Just shoot me a message and I can more than likely make myself available for whatever your needs may be! I am very respectful when entering clients homes to take care of their pets. I myself have grown up with dogs and cats, and completely understand all boundaries pet parents may have - whether they’re allowed on the furniture, outside, crate-time etc. The rules and routine you've established with your pets is what's most important! Whether you have a shy cat that just needs to be fed, or a rambunctious dog that needs to get its energy out, I've got you covered!
About: Hi! I’m Avery, and I absolutely love spending time with dogs of all sizes and personalities. As a personal trainer, I’m active, dependable, and enjoy getting outside, so whether your pup needs a quick potty break, a long walk, or some playtime while you’re away, I’m happy to help. I know how important it is to trust the person caring for your pet. I’ll treat your dog like they’re my own, making sure they get plenty of attention, exercise, and love during every visit. I’ll also keep you updated with photos and messages, so you can feel confident your dog is happy and well cared for. I look forward to meeting you and your pup! I currently work part time. I work mostly early mornings and some evenings so I am always around during the day and can be flexible! I will treat each dog like they’re my own! I’ll make sure the house is the way it was when I arrived and the dogs are well taken care of.
“Alexa was fantastic with our fur babies as she was punctual and sent us pictures to ease our mind while away! She provided the best care and was so responsive, would highly recommend!”
“Lily was courteous, timely and wonderful to work with. Our Dog was not in a good place when she started working with us , moving anxiety. Lily was patient and flexed as needed to make it work!!”
About: Hi everyone this is an update as of July 2026. I am a retired American Airlines Flight Attendant. I like to travel, do volunteer work, workout, meet my good women friends for coffee, lunch, etc, and spend time with my partner (a retired pilot). We occasionally sit together and he enjoys all my lovable pets as much as I do. I am about as risk free and responsible as they come! Hopefully, I can help out those who need pet/ house sitting. Also available if you just need someone to come for a few hours. These services are for dogs under 20 lbs and cats. If you have larger dogs that do not require walking, I can let them in and out (if you have a fenced in backyard) play with them, exercise, feed, water, meds, etc. Otherwise, if they need walking I need to stick to the under 20lbs. I can sit and housesit/ visit cats also, my only request is that there is a room for me to sleep in that the cats do not use. Yes, I am slightly allergic and I do wear my mask when brushing them. I have unfortunately, put my Bichon/ Maltese of 16 years down about 4 years ago. So I do not own a dog or cat at present. She had a collapsed trachea and some heart issues and was starting to have high risk seizures at 16. Hence, I am familiar with elder dogs and giving them medications. Before Maddie I had a female golden who lived to be 15 and 1/2. I have also owned two cats over my lifetime. Thank you for your interest and let me know if I can help you out. Also feel free to ask me any questions you may have. I am retired with a couple of hourly volunteer positions and I travel on occasion. Consequently, I have plenty of time to give your dog(s) or cat(s) special attention! Unfortunately, I cannot have the Fur babies over to my house because of my landlord's restrictions, but more than willing to come by to let your dog out for exercise, walk, feed, water, snuggle, and give medications. I can also spend the night while you're on vacation, Check your mail, water plants, take animals to vet if needed, etc.
“Baylie was so great with our dogs! We have two Belgian malinois (one of which is a puppy), and she handled our very difficult breed so well! She walked them both every weekday for about a month and I can confidently say I would absolutely recommend her!! We will be calling Baylie up if our babies ever need more walks!! Big thanks to her!!”
About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.
About: I've had pets my entire life. My pets were a Tabby named Mischief (always got in trouble), her son Harddrive (born next to a desktop), and a black cat named Lucky. I have house sat overnight multiple times, including pets that had to have medicine and special diets. My friends always ask me to watch their pets, which I happily do. I have dealt with a 4 cat household, as well a two dog two cat household. I enjoy taking dogs for walks, a highlight of which was walking a young, lovely, and hyper German Shepard named Iris for several weeks while her family vacationed. I used to work at a pet store that specialized in healthy food, where I learned useful information in regards of proper care and diets.
“Mae is very reliable, punctual and takes great care of our dog Cannon on their daily walks. She is a great communicator and genuinely loves caring for our dog. I would highly recommend Mae for your dog walking/sitting needs.”
“Brianna responded quickly to a last minute dog walking request and gave my dog some much needed exercise while I was at work for the day. Even though my dog is high energy and I was still figuring out some of his quirks since I had just gotten him a week prior to the request, Brianna did a great job handling his walks each day! I'd definitely recommend her to care for your pets!”
About: I’ve taken care of dogs my entire life whether that is my own dogs at home or helping out a neighbor or friend! I would love to help your dog as well I’m currently a student at Salisbury university but I am commuting so I only have classes on Tuesday and Thursdays. I am available almost any other time besides then! I will be there for whatever your pet needs may be! I love taking care of dogs of all sizes and know what it takes to make sure they will be ok while you are gone
“Have had Jessica walk our dogs and also provide drop in visits while we were on vacation. She does a great job, lots of pics and our dogs love her. Would not hesitate to hire her again! Iggy and Obi love her.”
The median cost per walk for dog walking in Woods Landing is $20
Dog parents share their Rover experiences - Woods Landing
Ryan bailed us out recently when our overnight sitter was unable to walk our dog for a couple of days. He worked us into his schedule and took Rory for runs which keeps his puppy energy in check. We were so thankful he could pinch-hit and we could continue our vacation. Ryan is competent and trustworthy and we highly recommend him!
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.
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 - Woods Landing
Select a filter and find qualifying sitters offering dog walking.Sitters in Woods Landing average 4 repeat dog walking clients
FAQs for Dog Walking - Woods Landing
Frequently asked questions about Rover
The average cost of Dog Walking in Woods Landing is $21 per walk as of October 2026. Most bookings cost between $13 and $28 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 10,692 sitters on Rover offering Dog Walking across Woods 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 Woods Landing. 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 Woods Landing 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 Woods Landing. On Rover:
- 86% of walkers can help with special care needs
- 91% can help with giving oral medications or injections
- 95% 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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