Dog Walking Winsome Heights

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

End
Search

Winsome Heights, 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.

1 / 1
Sitter Profile Image: Lauren M.
Verified Enhanced Background Check
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.”

Profile image
Chris S.
Sitter Profile Image: Susan G.
Verified Enhanced Background Check
Susan G.
from
$15
per walk
13 years of experience
Westminster, MD, 21158

About: I have been pet sitting for my friends and neighbors for years, plus have had dogs of my own for 13 years. I’ve had some older dogs, and puppies. I have experience with taking care of cats and chickens as well. I’ve had 2 cats for 10 years and have 9 chickens I currently take care of! I have a flexible job that allows for me to take breaks and take care of animals throughout the day. I currently do fit in 3 training sessions for my own puppy everyday. Currently I do training with my puppy and make time as needed for other tasks. I understand being respectful in others homes and caring for animals like they are my own.

Sitter Profile Image: Madison N.
Verified Enhanced Background Check
Madison N.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Westminster, MD, 21157

About: I have taken care of animals my entire life, ranging from puppies and kittens to reptiles and fish. I’m more than willing to do drop ins or even spend the night if you require. My schedule is very flexible, please reach out with and questions or concerns! During the week, I work a full-time schedule, but I’m available for visits before work, during my lunch break, and after work each evening. This makes me a great fit for morning feedings, midday potty breaks, evening walks, dinner visits, and overnight care. Weekends: I’m available with a flexible schedule and can accommodate visits throughout the day. Overnight Care: I’m available for overnight stays any day of the week, so your pets can enjoy consistent care and companionship while you’re away. I always strive to be reliable, communicative, and attentive, ensuring your pets receive the same love and care I give my own. Your pets will always be my top priority. I’ll make sure they’re well-fed, receive plenty of love, attention, and playtime, and have opportunities to relax, unwind, and enjoy lots of cuddles. I’ll also keep up with their daily care and hygiene, ensuring they’re happy, comfortable, and well cared for while you’re away. My goal is to make them feel safe, loved, and as close to their normal routine as possible.

Sitter Profile Image: Kelly E.
Verified Background Check
Kelly E.
from
$25
per walk
5.0 out of 5 stars
• 62 reviews
25 repeat clients
7 years of experience
Westminster, MD, 21157

“The doggies and their owners are very happy. All questions were asked. All updates were given. Last minute request was accepted.”

Profile image
Audrey W.
Sitter Profile Image: Jamie & Kingston B.
Verified Enhanced Background Check
Jamie & Kingston B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
8 repeat clients
7 years of experience
Manchester, MD, 21102

“You have been a blessing to me and Dhalia Thank you for everything!”

Profile image
Martha L.
Sitter Profile Image: Brittany S.
Verified Enhanced Background Check
Brittany S.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 9 reviews
2 repeat clients
28 years of experience
Hampstead, MD, 21074

About: I’ve been around animals my entire life. My childhood cat lived to 22, and I grew up with Golden Retrievers, including helping care for a litter of puppies. I also worked as an assistant manager at a large pet daycare facility and now have two rescue dogs of my own. I’m very active and love walking, so I’m happy to give dogs plenty of exercise, playtime, and attention based on their needs. Pet care fits well into my weekly routine. I work part-time in a flexible office role and can also work remotely, while I am building my real-estate career. That gives me the ability to plan my schedule around walks, drop-ins, feedings, playtime, and staying consistent with each pet’s routine. In my home, pets are treated like family. I have a fenced yard, a large back porch, a walkable neighborhood, and a park nearby for walks and playtime. My two rescue dogs are used to sharing the furniture, so visiting pets will have plenty of comfortable places to relax and feel at home. In a client’s home, I follow each pet’s routine closely—feeding, walks, playtime, medication instructions, and any house rules—while keeping you updated with photos and messages. As a former college coach and admissions counselor, I have spent most of my career in trusted, responsibility-heavy roles, and I bring that same attentiveness and care to every pet.

Sitter Profile Image: Elizabeth & James C.
Verified Enhanced Background Check
Elizabeth & James C.
from
$30
per walk
5.0 out of 5 stars
• 24 reviews
6 repeat clients
10 years of experience
Finksburg, MD, 21048

“Elizabeth is the BEST! Not only does she look out for our Pups, she looks out for us as well. I asked her if she wouldn’t mind taking the trash to the end of the driveway for me because I forgot to. She is a rockstar and did it for me. So helpful!”

Profile image
Nicole A.
Sitter Profile Image: Leah U.
Verified Enhanced Background Check
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: Emily N.
Verified Enhanced Background Check
Emily N.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 31 reviews
16 repeat clients
12 years of experience
Cockeysville, MD, 21030

“Emily arrived on time and was so friendly and warm greeting Sadie. She definitely provided Sadie a great walk and rewarding experience. I would definitely use Emily again?”

Profile image
Christine C.
Sitter Profile Image: Lily K.
Verified Enhanced Background Check
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: Brady S.
Verified Background Check
Brady S.
from
$20
per walk
1 repeat client
22 years of experience
Westminster, MD, 21158

About: I’m a 32 year old who loves animals! I have owned and cared for dogs pretty much my entire life. (Mostly border collies). My wife, Bela, and I currently have two dogs of our own which you can see in our photos. I currently work from home and have a lot of flexibility to help care for your pups. I am willing to take your dogs for runs as well as walks if requested. Your dog will get all of the love, care and attention in the world. We just recently moved to the Westminster area. Any question? Shoot me a message! I’m currently working full time from home. I have a ton of flexibility in my schedule which allows me to care for your dogs during the day as well and the morning/evening/afternoon. My wife and I are always around on the weekend as we do not have kids. I am able to walk or run with your dogs depending on your preference. I will treat your pet as if they were my own and give them all of the love and attention they desire.

Sitter Profile Image: Audrey S.
Verified Enhanced Background Check
Audrey S.
from
$35
per walk
4.9 out of 5 stars
• 119 reviews
57 repeat clients
30 years of experience
Reisterstown, MD, 21136

“Thank you Audrey! You are the best. Taina liked you very much, we felt very comfortable having you pick her up and spend time with her while we were out. It was a pleasure meeting you. You have a great personality, very responsible and kind. Thank you once again and we hope to count with your services in the future. Have a great summer time!! Sincerely, The Maldonado Family!”

Profile image
Belinda C.
Sitter Profile Image: Andrea M.
Verified Enhanced Background Check
Andrea M.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
5 years of experience
Hanover, PA, 17331

About: Hello! I’m Mags (Rover requires me to use my legal name) and I love all animals I have been passionate about dogs ever since I was a child but because experienced working with dogs and cats (and some bunnies) while working for the Humane Society of Memphis and Shelby County. I was a veterinarian assistant for one year and then became an adoptions Manager for three years. This was the most fulfilling experience of my adult life, being able to help animals and the community daily. I recently lost my closest companion, Xander, about a month ago. He was 13 years old and I had him since he walked into the humane society at two months old. Through him I gained even more experience with aging dogs, medical care and many behavioral changes as he aged. While using positive reinforcement training we navigated 6 military moves, life adaptions to aging and the introduction of two kittens. I will take all this experience and use it to provide the same amount of love an attention for you furry family members as I did for Xander. I am currently employed part time and have many days free as well as can stay over night or board animals in my home. I have a very flexible schedule and am happy to work with any client’s schedule as needed. I currently only have two cats in my home, so I’m able to provide boarding for cat friendly animals. I have a fenced in back yard and am usually not gone from the house for more than four hours. I also am available for staying over nights at clients houses for a more comfortable experience for everyone in the family.

Sitter Profile Image: Alyssa P.
Verified Enhanced Background Check
Alyssa P.
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
13 years of experience
Parkton, MD, 21120

“You are awesome!! Thank you for taking such good care of my little boy. The way you tuned in to Nash is so appreciated. He is crazy about you!!!”

Profile image
Jen W.
Sitter Profile Image: Kaitlynn H.
Verified Enhanced Background Check
Kaitlynn H.
from
$35
per walk
5.0 out of 5 stars
• 1 review
20 years of experience
Westminster, MD, 21157

About: Loving, Experienced Pet Care You Can Trust! With a lifetime of experience around animals, 2 years as a professional dog groomer, and two happy pups of my own, I provide compassionate and reliable care for your furry family members. Whether it's walks, grooming, or just quality time, your pet will feel right at home. As a mom of two animal-loving kids, caring for pets is naturally woven into our daily routine. Whether we’re out for a walk, heading to the park, or spending quiet time at home, animals are always part of the mix. My flexible schedule allows me to give pets the time, attention, and care they deserve—just like family. With us, your pet becomes part of an active, loving environment where they’re never just a task on a to-do list—they're a priority. I care for pets in my client's home the same way I care for my own—by being intentional, flexible, and tuned into their needs. I plan their day around the weather and our household routine to make sure they get the right balance of exercise, rest, and attention. For example, if I know we’ll be out for dinner, I make sure my puppy gets plenty of playtime earlier in the day so he’s relaxed and ready to rest while we’re away. On hot days, I shift our schedule to enjoy cooler morning hours outside before the heat sets in. Every pet in my care is treated like family, with thoughtful adjustments made to keep them comfortable, safe, and happy.

Sitter Profile Image: Lane M.
Verified Enhanced Background Check
Lane M.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
8 years of experience
Glenville, PA, 17329

About: I have several years of experience caring for a wide variety of animals. I am currently pursuing my education to become a Small and Large Animal Veterinarian and specialize in Animal Psychology and Internal Medicine/Oncology. Through my experience, I have developed strong knowledge and skills in pet training, dog walking, proper nutrition and feeding, and medication administration. Pet care fits naturally into my daily and weekly routine. I currently work a part-time job on Mondays, Wednesdays, and every other Saturday from 2:30 PM to 8:30 PM, which allows me to maintain a flexible schedule for my pet care clients. I keep my Rover calendar up to date to accurately reflect my availability, though occasional changes may arise. If you don't see the dates or times you need, I encourage you to reach out anyway—I’ll always do my best to accommodate your schedule and provide exceptional care for your furry family member! I do not offer in-home boarding, but I am happy to provide care in your home. I strive to maintain your pet’s normal routine to keep them comfortable and stress-free. When possible, I am available for extended stays, which can provide added consistency for your pet’s care and fit well with my schedule. I also recommend that clients leave detailed care instructions, as every pet has unique needs, routines, and preferences.

Sitter Profile Image: Annie M.
Verified Enhanced Background Check
Annie M.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
10 repeat clients
20 years of experience
Lutherville, MD, 21093

“Great time for Kota! Thank you.”

Profile image
Susan I.
Sitter Profile Image: Areli S.
Verified Enhanced Background Check
Areli S.
from
$27
per walk
4.6 out of 5 stars
• 7 reviews
2 repeat clients
6 years of experience
Reisterstown, MD, 21136

“We had Areli housesit and loved her so much we booked her as a regular dog sitter! She is timely, communicative and our pets love her ☺️”

Profile image
Kristin W.
Sitter Profile Image: Ember S.
Verified Enhanced Background Check
Ember S.
from
$37
per walk
5.0 out of 5 stars
• 51 reviews
11 repeat clients
6 years of experience
Owings Mills, MD, 21117

About: Family and friends have always relied on me to feed, walk, and play with their pets. Animals are my passion and it's a joy to make them happy. They need love and compassion, no matter what. I have a soft spot for senior cats and dogs, and it's a joy to provide them with comfort. I especially love working with shy cats who don't like strangers! I always get them to break out of their shell and into my lap 🥰 I put in the extra effort to make sure all animals in my care have an incredibly fun time! Nothing is more fulfilling than doting on them and providing relief for their caring owners! I have an open schedule all week, and can care for your pets any time of day, or for an extended period of time. My availability is very flexible and I'm always eager to work around everyone's schedule so your babies have the care and attention they deserve! Your pets will be safe and at ease with me. I'm respectful of their emotions and boundaries, and ensure that they know I'm only there to dote on them. Even though their parents are away, I do everything in my power to ensure they are safe, healthy, and happy.

Sitter Profile Image: Nina E.
Verified Background Check
Nina E.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Randallstown, MD, 21133

About: I love animals, especially dogs and I take pride in providing exceptional care. I am a patient, kind and supportive individual. Your dog will be happy, safe and protected with me. I am compassionate public servant with over 20 years expereience caring for pets and sitting for friends and neighbors. I believe integrity, loyalty and honesty are essential when providing care for animals. I am always available via cell phone and video chat (Google DUO) if you ever want to check-in on your pet. If a loving home is what you need for your pet while you are away, then I am the pet sitter for you. You will not be dissappointed with my services. I am more than willing and able to provide stellar references. I look forward to servicing your pet sitting needs.

1 / 1
View more

The median cost per walk for dog walking in Winsome Heights is $20

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. 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.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog walking - Winsome Heights

Select a filter and find qualifying sitters offering dog walking.

Sitters in Winsome Heights average 4
repeat dog walking clients

FAQs for Dog Walking - Winsome Heights

Frequently asked questions about Rover

As of October 2026, there are 4,723 sitters on Rover offering Dog Walking across Winsome Heights. 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 Winsome Heights. 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 a map of the walking route, 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 Winsome Heights 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 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 Winsome Heights. On Rover:

  • 88% of walkers can help with special care needs
  • 93% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge