Dog Walking Whitehall Estates

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Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 17 reviews
6 repeat clients
25 years of experience
Annapolis, MD, 21409

“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!”

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Stacie Z.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$32
per walk
4.6 out of 5 stars
• 11 reviews
4 repeat clients
8 years of experience
Annapolis, MD, 21409

“So nice and living toward our dog, Captain.”

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Kathleen M.
Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 35 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21409

“Extremely helpful and flexible with scheduling times. Managed two Siberian huskies with no issue on long walks. Definitely recommend and will use again!”

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Keith K.
Sitter Profile Image: Ryan B.
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Ryan B.
from
$23
per walk
5.0 out of 5 stars
• 8 reviews
8 years of experience
Annapolis, MD, 21409

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!

Sitter Profile Image: Laurie H.
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Laurie H.
from
$20
per walk
45 years of experience
Annapolis, MD, 21401

About: I truly adore cats and their unique personalities. I'm a retired empty nester, who is flexible, attentive, patient, affectionate, and I believe great cat care includes a fresh, spotless litter box every day. Your cat will get plenty of love, attention, and a comfortable environment giving you a peace of mind while you're away. Being retired gives me a flexible schedule and plenty of time to devote to your pets, providing attentive, dependable care without rushing or juggling another job. Whether in my home or yours, I follow each pet's normal routine, providing plenty of love, attention, exercise, fresh water, clean spaces, play time and personalized care.

Sitter Profile Image: Nora S.
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Nora S.
from
$21
per walk
5.0 out of 5 stars
• 3 reviews
15 years of experience
Arnold, MD, 21012

“Nora was great!! She followed our instructions perfectly and was communicating with us the whole time she was there! Will definitely be rebooking!”

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Rachel K.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
7 years of experience
Annapolis, MD, 21403

“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.”

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Sadie S.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 571 reviews
261 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle is professional and provides great / detailed feedback on stays with Rosie. She is reliable, accessible, and consistent in her performance and can be trusted to do her job well. Highly recommend!”

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Reed W.
Sitter Profile Image: Rachel S.
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Rachel S.
Star Sitter
from
$45
per walk
5.0 out of 5 stars
• 47 reviews
17 repeat clients
33 years of experience
Arnold, MD, 21012

About: I enjoy taking care of animals! I’ve been around dogs my entire life and helped my mom breed labradors growing up. I enjoy pet sitting because I get to enjoy that extra love from dogs/cats and the opportunity to play with them and go for walks! I have been pet sitting for about 10 years now and enjoy having them in my home and treating them like family. Pets bring so much joy to myself and my children that we love to have them around all the time! I do spoil them by letting them lay on the bed/couch in my home and I always have extra treats! We have a nice park in my neighborhood and love to go on long walks! Thank you!

Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$39
per walk
5.0 out of 5 stars
• 27 reviews
8 repeat clients
20 years of experience
Stevensville, MD, 21666

About: I've owned pets my whole life. My gentle composure and empathic nature make them feel loved and safe with me. I fostered a puppy from the Caribbean that nobody else wants to deal with. Within a month, she let me pet her and take her on walks. I train dogs with care and lots of pets! I am a freelancer and work from home. Dogs that stay at my house can go in and out and be protected by a fenced-in yard. I will ask about diet, routines, and special needs for your pets. I will come to your house for free for a meet and greet and see if we connect with your pet.

Sitter Profile Image: Amanda M.
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Amanda M.
from
$25
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Stevensville, MD, 21666

About: I love playing with dogs and walking them. I've grown up around all types of dogs small and large. I'm very fun and outgoing as well as criminal justice trained ensuring your pets safety. I have taken care of our families dogs as well as watching other family friends pets. I have watched animals with allergies and medication needs. Dogs of all ages are welcome. I will meet any needs of the dog/dogs and ensure to have them back to you safe worn out and happy. I work part time so most of my day is running errands or cleaning the house. If they love car rides they are more than welcome to drive around with me. I will adjust my schedule to meet the needs of the dog or animal. Also absolutely love my kitties. Open to all animal requests just ask! Im a full time optician and part time cook. With plenty of notice I will take off my parttime job to care for your babies. Your pet will be loved as family. Your pet will be able to sleep with me and get full access of my apartment. Toilet bowl lids will always be closed

Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
5 repeat clients
12 years of experience
Edgewater, MD, 21037

“Jessica has been wonderful! I needed help on short notice for my energetic Staffy/Lab mix while I worked overnight shifts, and she exceeded my expectations. She was great with my dog from the very first meet and greet, and clearly has experience handling larger, high-energy dogs. She provided a full 30 minute walk, updates with photos, notes about the visit, and even tracked potty breaks and checked her water. Knowing my dog was getting exercise and attention in the middle of my 12 hour shift made a huge difference and greatly reduced my stress. Jessica has been reliable, professional, communicative, and caring. My dog absolutely loves her, and I feel completely comfortable having her care for my pet. I highly recommend her to anyone looking for a trustworthy and experienced dog walker!”

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Francesca S.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$25
per walk
1 repeat client
10 years of experience
Annapolis, MD, 21409

About: Hi!! I work from home and am looking to make a little extra money. I am 27 years old and have been a pet owner my whole life. I currently have two dogs and one cat. I have a lot of experience with pet sitting and am comfortable with all animals! My work schedule varies but it does allow me to be pretty flexible, especially during typical working hours. I am also an early riser so anytime in the mornings is great for me! I am extremely reliable and responsible and can assure that your pets and your home will be in good hands. I have been entrusted to house sit many times and can provide references.

Sitter Profile Image: Donna R.
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Donna R.
from
$15
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
24 years of experience
Glen Burnie, MD, 21060

“Donna & Mars just connected. 💖 She must be the 🐶 pup whisperer !!”

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Bennie H.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
22 years of experience
Davidsonville, MD, 21035

About: I have always been a big animal lover. I got my first dog when I turned 2 years old and did everything I could to help take care of her. I got another dog a couple of years later who became my best friend. Before I left for college he would come everywhere with me. I am now the happy and proud owner of a 6 and 12 year old cat and want to continue growing my pet family. In addition to growing up taking care of my own pets I had the responsibility of pet sitting for a lot of different families in my neighborhood. I have worked as a client service representative and now as a veterinary assistant at an animal hospital and have been able to gain knowledge and experience about pet healthcare and wellbeing beyond the general scope. I will always do my absolute best to make sure your animals are happy and healthy. I love pets of every kind and would be happy to help you take care of yours if the need ever arises! I am currently a full time employee at an animal hospital. I would be available to do drop ins before and after work and am happy to do overnight visits as long as the owner is aware I will have to leave for around 8 hours to work. Establishing trust with a pet is the most important thing you can do to ensure they are happy and healthy. I will be sure to provide individualized care for your pet depending on their needs and temperament to ensure they are as mentally and physically comfortable as possible.

Sitter Profile Image: Mia P.
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Mia P.
from
$22
per walk
5.0 out of 5 stars
• 41 reviews
5 repeat clients
5 years of experience
Crofton, MD, 21114

“On time, would recommend definitely recommend. She’s good with Roxy and follow instructions great”

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Gearld k K.
Sitter Profile Image: Julia D.
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Julia D.
from
$18
per walk
5.0 out of 5 stars
• 2 reviews
4 years of experience
Annapolis, MD, 21401

About: I’ve grown up around dogs, from friends to family, and have a family diva shih tzu in Maryland that is mostly family trained. I’ve also fostered a pitbull mix for a month! I’m also a dog walking volunteer at a local animal shelter. I’m good with animals and as an eldest sister I have a natural caretaking instinct (as well as being responsible and hard working ) :) I currently am a Ballet Dancer with the St Louis Ballet and have a part time job. That being said most of my morning and nights are available for all your pups / kitties needs :) I am an avid walk talking and will indulge in a run if your pet is up to it! I make sure to follow the owners instructions and treat the pet as it was my own, as well as the owners property and belongings

Sitter Profile Image: Ashley R.
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Ashley R.
from
$20
per walk
4.7 out of 5 stars
• 3 reviews
15 years of experience
Edgewater, MD, 21037

About: Caring for animals has always been a big part of my life. I share my home with a calico and a tabby, and I’ve spent years living with a lab. I care for my sister’s tabby mix when she goes out of town. I’ve also cared for friends’ and neighbors’ pets, and even worked as a dog groomer and at a dog kennel, so I’m comfortable with all kinds of breeds and personalities. On top of that, I actively volunteer at the SPCA in Annapolis, which keeps me connected with animals who need extra love and attention. I treat every pet like family, not just a job, and my goal is to make sure they feel safe, happy, and cared for while you’re away Pet care is part of my everyday life. Between caring for my own two cats, helping with my parents’ lab, and volunteering at the SPCA in Annapolis, I’m used to fitting in feedings, walks, playtime, and snuggles throughout my day. Making sure animals feel loved and looked after is something I do daily, not just occasionally I care for your pets just like I do my own with love, patience, and attention to detail. In your home, I’ll follow your routines so your pets feel comfortable and secure, making sure they have fresh food, water, walks, playtime, and plenty of affection. If they’re with me, they’ll be treated like part of the family, with a safe and cozy environment where they can relax and enjoy themselves. My goal is always to make your pets feel happy and cared for, and to give you peace of mind while you’re away.

Sitter Profile Image: Brianne S.
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Brianne S.
from
$20
per walk
4.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

Sitter Profile Image: Jennifer W.
Verified Enhanced Background Check
Jennifer W.
Star Sitter
from
$30
per walk
4.8 out of 5 stars
• 12 reviews
4 repeat clients
30 years of experience
Pasadena, MD, 21122

About: I have grown up with dogs and cats being a part of my family since I was a kid who enjoyed giving extra treats to my grandmother's Chow Chow! I have experience with dog walking and pet sitting for friends and family. I have a pretty open weekly schedule as I am currently between jobs. I also have reliable transportation so getting to your pets will be no problem! I will do everything in my power to make sure your pet feels safe and welcome in my company. If this means extra belly rubs or treats, then I can make that happen!

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The median cost per walk for dog walking in Whitehall Estates is $20

Dog parents share their Rover experiences - Whitehall Estates

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5.0 out of 5 stars

We have used Debi several times to take care of our young black lab and cat. She’s great! Very responsive and loving towards the animals.

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Alexa W.
Dog Walking
5.0 out of 5 stars

Gabby was great! She was reliable, communicative, and took great care of my dog! I really appreciated her help and would definitely book with her again!

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Elle M.
Dog Walking
5.0 out of 5 stars

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!

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Subbiah S.
Dog Walking
5.0 out of 5 stars

Cheri is the best! Super communicative and reliable, our dog is not easy but she knows how to take great care of him.

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Carley C.
Dog Walking
5.0 out of 5 stars

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!

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Stacie Z.
Dog Walking
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How to book dog walking

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Popular requests for dog walking - Whitehall Estates

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Sitters in Whitehall Estates average 4
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FAQs for Dog Walking - Whitehall Estates

Frequently asked questions about Rover

As of October 2026, there are 10,802 sitters on Rover offering Dog Walking across Whitehall Estates. 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 Whitehall Estates. 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 Whitehall Estates 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 Whitehall Estates. On Rover:

  • 90% of walkers can help with special care needs
  • 97% 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 .

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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