Dog Walking Winfield Woods

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Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lauren M.
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Lauren M.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
5 repeat clients
3 years of experience
Westminster, MD, 21157

“Lauren was a pleasure to work with and having her help was greatly appreciated and our pups enjoyed her visiting ! She's very responsive and takes in feedback very well! I would recommend her to others.”

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Chris S.
Sitter Profile Image: Daniela M.
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Daniela M.
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
10 years of experience
Sykesville, MD, 21784

“Daniela was fabulous. She was the highlight of our dog Bailey's afternoons. She went above and beyond while taking him for some walkies.”

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Carleigh D.
Sitter Profile Image: Leah U.
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Leah U.
from
$10
per walk
3 years of experience
New Windsor, MD, 21776

About: I have been pet sitting for 3 years and love all animals! I have a perfect setup for animal care, including a walking trail behind my house. I’m home during the week-I have 2 middle school aged boys that are in school and my husband works long hours. I am able to get up early for morning walks or feedings. I have a fenced in yard, with stairs leading to a deck, walk out basement with kitchenette for food storage, play area, and a resting bedroom.

Sitter Profile Image: Kristen M.
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Kristen M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 68 reviews
20 repeat clients
11 years of experience
Sykesville, MD, 21784

“Kristen took wonderful care of our dog, Chica, on August 1. She visited our home three times throughout the day and kept us updated after each visit with detailed notes and plenty of photos, which gave us great peace of mind while we were away. Communication was excellent from start to finish, and it was clear that Chica was comfortable with her and enjoyed spending time with her. We were very happy with the care and attention Kristen provided and truly appreciated her professionalism and reliability. We wouldn't hesitate to book Kristen again in the future and highly recommend her to anyone looking for a caring and dependable pet sitter!”

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Rocio C.
Sitter Profile Image: Lin M.
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Lin M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 61 reviews
18 repeat clients
30 years of experience
Woodbine, MD, 21797

“Just in the few walks we've scheduled with Lin, I can already tell she's the best dog walker we've ever had. Our dog looks forward to their walks together! I've also noticed how much better our dog walks on leash with us - she's not pulling as much.”

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Sandra W.
Sitter Profile Image: Holly D.
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Holly D.
from
$23
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
40 years of experience
Mount Airy, MD, 21771

About: I am a long-time animal lover and human companion to many dogs! I adore my 4 rescue dogs, my 2 rescue cats, and my 2 happy humans! We spend our time creating a fun, happy, positive atmosphere full of good energy! I am experienced in caring for all types of dogs and cats, chickens, small animals, and have basic equine care experience. I have cared for dogs for over 30 years. I have fostered and provided support for dogs from young puppies to seniors that require special treatment, diet, medication and/or physical assistance, including amputee rehabilitation. One of my rescues (Penny) is blind, Luna has a single lung after three heart surgeries, and two are active seniors, Lani and Fiji! I use touch therapy on my dogs, along with holistic methods and work hard to keep our home full of health and happiness. Making sure our beautiful companions are comfortable, happy, and healthy is my goal! I feed my own dogs a holistic and healthy diet, and make their food and snacks myself. I volunteer with a local pet rescue group, where I transport animals, and help the organization with applications and adoptions. My true passion is to make babies with 4 legs wag their tails and show me that their hearts are truly happy! I am excited to bring my love, care, and joy to your pets, too!

Sitter Profile Image: Amber P.
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Amber P.
from
$15
per walk
12 years of experience
New Windsor, MD, 21776

About: Not only have I been a pet owner for my whole life I have also been put in charge of taking care of family member's pets, former bosses pets, and friends pets. I have taken care of dogs, cats, lizards, and more. I can feed, walk, play, do some minor grooming(brushing and bathing) for your pets. I am a proud owner of a horse, dog, and 2 cats. I also work at a farm with dogs and bigger farm animals, my whole routine focuses around them and how well they are doing. I am used to walking dogs in many environments from fields to parks and even in the more bustling parts of town, I can crate them if needed and can adapt to any style of care you or your pet needs.

Sitter Profile Image: Sarah N.
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Sarah N.
from
$20
per walk
35 years of experience
Eldersburg, MD, 21784

About: Hi! I’m a lifelong animal lover with hands-on experience caring for both cats and dogs of all sizes, including my two cats and my 80 lb English yellow lab. Animals have always been a huge part of my life, and I genuinely love getting to know each pet’s unique personality, needs, and routines. I’m patient, attentive, and dependable, and I like to think I have a special connection with animals and an instinct for understanding what makes them feel comfortable, safe, and happy. Whether your pet loves playtime, long walks, cuddles, or simply calm companionship, I’ll make sure they feel cared for and loved while you’re away. I’m available for dog walks and drop-in visits for cats and dogs, and I treat every pet like family! Lastly, I am also comfortable giving pets medications as my dog Gigi has allergies and takes some medication and supplements. Also I have had to give medicines for multiple cats over the years including inhaler treatments. Currently my elderly cat Mrs. Norris is 17 and living with cancer. She is taking a few medicines to keep her comfortable before it’s time. We have lots of snuggles on her heated blanket, look out the window and bask in the sun. I understand the extra care and love your older animal needs. I look forward to getting know your fur babies!! You could say: Pet care fits naturally into my daily routine because I am currently home while my children are out of school. I genuinely enjoy caring for animals and have the time and flexibility to provide consistent attention, exercise, feeding, companionship, and general care throughout the day. Caring for pets complements my lifestyle and is something I find both rewarding and fulfilling. I care for pets by following their regular routine, including feeding, providing fresh water, exercise, potty breaks, playtime, and lots of attention. I make sure pets feel safe, comfortable, and loved while in my care. When caring for pets in a client’s home, I follow all instructions provided, keep the home tidy, and provide updates so owners know their pets are doing well. I am dependable, attentive, and genuinely enjoy spending time with animals.

Sitter Profile Image: Natalie K.
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Natalie K.
from
$30
per walk
5.0 out of 5 stars
• 18 reviews
4 repeat clients
10 years of experience
Mount Airy, MD, 21771

“What a great experience using Natalie to care for my dog Daisy!”

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Robert S N.
Sitter Profile Image: jackson q.
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jackson q.
from
$25
per walk
19 years of experience
Westminster, MD, 21157

About: I’ve been taking care of my dogs ever since I was able to walk. I enjoy spending time with my dog and taking her for walks and adventures. Currently work a part-time job that is very flexible with hours. I normally work mostly evenings and my morning/afternoons are normally opening would be able to work evenings also if needed. I feed my dog every day I take her for walks most days. I take her outside to go play frisbee and to go to the bathroom when needed.

Sitter Profile Image: Caroline Q.
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Caroline Q.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
1 year of experience
Westminster, MD, 21157

About: I have dog sat before and really enjoyed it. I love spending time with dogs wether that’s dog sitting them or playing with them or walking them I currently work part time so I have a lot of availability to play or dog sit or walk dogs! I am available on weekends and weekdays! I understand that every dog is different and require different things and to build up trust with them. My dog is one of my favorite things in this world and has helped me understand just what dogs need!

Sitter Profile Image: elli w.
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elli w.
from
$25
per walk
7 years of experience
Eldersburg, MD, 21784

About: I’ve taken care of dogs and cats for about 7-10 years. Helping out friends and family, along with animals of my own. Each animal offers a unique experience! I’m currently studying for my NCE looking to make extra money while spending time with animals. Flexible schedule and willing to accommodate when needed. I am not able to bring animals to my house. However, I promise to walk, feed, play and care for your fur babies! Its their first time on Earth and I feel like it’s important to give them good experiences just as humans get.

Sitter Profile Image: Tracie L.
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Tracie L.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
• 20 reviews
13 repeat clients
13 years of experience
Owings Mills, MD, 21117

“Tracie is amazing. She has saved the day for me a few times already with last minute walks. She is wonderful with my dogs and always takes lots of pictures and gives them lots of love and attention!”

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Rebecca F.
Sitter Profile Image: Angela W.
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Angela W.
from
$24
per walk
5.0 out of 5 stars
• 37 reviews
13 repeat clients
3 years of experience
Mount Airy, MD, 21771

“Angela has walked my dog 3-4 times now and she is absolutely dependable, reliable, patient, conscientious, and has gone above and beyond to work with my shy and often skittish rescue. I can’t thank Angela enough!”

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Christine M.
Sitter Profile Image: Zoe B.
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Zoe B.
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Eldersburg, MD, 21784

About: I have grown up caring for dogs my whole life, and personally find so much joy in spending time with animals! I have experience in caring for both high energy and low energy dogs, so I’m here for whatever your pets needs are! I love taking my dogs for walks/hikes, playing outside, lounging on the couch, napping together, taking them for pup cups, anything! I also volunteer at BARCS and the Baltimore ASPCA in my free time, so I would consider myself pretty experienced! I am in my first year of post-grad from Towson University, and recently moved back home! I love to find ways to keep myself busy, and hanging out with dogs & cats is one of my favorites :) My main goal is to make your pets feel as comfortable as possible! I will do my best to follow a routine similar to that of your own, and will treat your home and your animals with the upmost respect and care.

Sitter Profile Image: Alex M.
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Alex M.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
10 years of experience
Monrovia, MD, 21770

About: I have been a dog owner for 30 years. I have also taken care of all kinds of dogs. People have trusted me to take care of their dogs for years. I currently run my son Aden's autism adult work program, leaving me time for a part-time dog walking job. Dog walking is a job that my son and I can do together. I can walk your dog in your neighborhood and I have a fenced-in yard if your dog needs a place to exercise in a safe environment.

Sitter Profile Image: Lily K.
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Lily K.
from
$18
per walk
10 years of experience
Westminster, MD, 21157

About: I've been taking care of my own pets since I was eight years old. Currently I take care of my bichon and bichon poodle in my home. I have pet sat Maine Coon cats, labrador retrievers, golden retrievers, basset hounds, beagles, and german shepherds. Additionally, I have experience that ranges from puppy care to senior care. I am more than happy to do a phone call or meet in person so we can get to know each other, or stop by to meet the pups before I stay with them :) I'm working part-time right now, so I will have plenty of time for your pets! I am super flexible and don't mind getting up early/leaving late. In your home, I am more than happy to accomodate the routines for your dog and the routines of your household. It's important to me to keep the dogs safe, utilizing baby gates, shutting doors/cabinets, and having fences as needed.

Sitter Profile Image: Phyo M.
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Phyo M.
from
$20
per walk
4.8 out of 5 stars
• 19 reviews
10 repeat clients
5 years of experience
Owings Mills, MD, 21117

About: I work remotely from home on my computer so I spend a lot of time at home and my hours are flexible. I like to go out and get exercise during the day which is a great opportunity for me to also walk the dogs so your pups will get plenty of exercises. I've been an around dogs my whole life. I had a fun energetic husky growing up and now I have a chill Cotton De Tulier as my best friend. We get into a lot of crazy adventure together. I love taking road trip with my dog to the beach in the summer. Dogs are up for anything and they are the best companion. I love to have more dog if I can afford it but this gig seems like a great idea to have more dogs as well. A lot of people have to give away their dogs to shelters because they can't take care of them and that's really sad. This is my way of making a contribution so people can keep their best friend and still find time to do things they need to do. Hope I can be a great help and looking forward to meeting you and your dog.

Sitter Profile Image: Marilyn S.
Verified Enhanced Background Check
Marilyn S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
18 years of experience
Frederick, MD, 21703

“Professional. Kind. Made my dog comfortable.”

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Cody S.
Sitter Profile Image: Lonnie P.
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Lonnie P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 57 reviews
12 repeat clients
50 years of experience
Johnsville, MD, 21791

About: I have had dogs all my life. I currently have 3 dog's now and just enjoy their company because they make me happy. We like them more than people at times. A dog will always be in my life. Even have tattoo of 3 my best camping buddies I have currently retired from government serves after 36 years. Now I have fun jobs. Dog sitting and DJing. I have no kids just dogs , but my dogs and your dogs are my kids and I just love love having new joys to watch. I had 5 doggies at one time,but we are now down to 3 pups. I will always have fur babies as part of my life. I care for my pets as if they were my kids. I have no kids. So they are spoiled. Even when I watch other people’s dogs they are treated better than their own homes they don’t want to go back. Our own pets are under my Carroll county kennel Lic #60 Pryors pawls palace! Your pets are treated as if they are mine. Big yard to play in and to play with my dogs if they like them. If they don’t I have plenty of rooms to keep them safe. And if your the type that would prefer to have someone stay at your place so you dog doesn’t get upset i can work with you as well and follow all your dogs needs. I’ll even pick your mail up and take your trash out.

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The median cost per walk for dog walking in Winfield Woods is $20

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Winfield Woods

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winfield Woods average 4
repeat dog walking clients

FAQs for Dog Walking - Winfield Woods

Frequently asked questions about Rover

The average cost of Dog Walking in Winfield Woods on Rover is $10 per walk as of October 2026. Most bookings cost between $0 and $14 per walk. 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 11,279 sitters on Rover offering Dog Walking across Winfield Woods. 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 Winfield Woods. 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 Winfield Woods 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 Winfield Woods. On Rover:

  • 85% of walkers can help with special care needs
  • 90% 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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