Dog Sitting Gwynn Oak

Book a Gwynn Oak dog sitter to watch your dog in your sitter’s home or yours.

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Over 310
pet parents in Gwynn Oak have booked dog sitting

Gwynn Oak, Find top rated dog sitting

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

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Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$15
per visit
5.0 out of 5 stars
43 reviews
13 repeat clients
15 years of experience
Baltimore, MD, 21229

Nicole is wonderful- all the pictures with my pup looks like they’re having a great time!

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Amanda W.
Sitter Profile Image: Janine J.
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Janine J.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
457 reviews
227 repeat clients
4 years of experience
Woodlawn, MD, 21207

I booked Janine to take care of my cat this past weekend but had some unexpected logistical issues on my end that required me to make several last-minute updates to my booking (changing check-in times, etc). Janine was patient with my modification requests and always responded quickly to my questions. I highly recommend Janine. Thank you, Janine!

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Catherine T.
Sitter Profile Image: Briauna N.
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Briauna N.
from
$16
per visit
20 years of experience
Baltimore, MD, 21216

About: I've lived with animals all my life, from dogs to cats, lizards, snakes, tortoise's and currently chickens. So fear not! Because I love all animals 🙂‍↕️ This is my main source of income since the job market isn't the best, so I'm always ready to take care of some pups and kitties Whether big or small, I'll always making sure your lil guy or gal feels comfortable, is properly fed and properly walked. And if needed, I am not opposed to bringing any external needs for your pet 🫵🏾🙂‍↕️

Sitter Profile Image: Kai M.
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Kai M.
from
$20
per visit
4.3 out of 5 stars
8 reviews
2 repeat clients
8 years of experience
Woodlawn, MD, 21207

Kai is very responsible for our pets, and she’s really nice and loving, and took great care of my pets. She’s always on time and patient. She followed the request and did everything I asked for!

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Yaxin G.
Sitter Profile Image: SJ J.
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SJ J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
58 reviews
26 repeat clients
15 years of experience
Charles Village, Baltimore, MD, 21218

We needed a sitter at the last minute before a holiday, and SJ responded *so* quickly to our request! SJ was incredibly proactive with communication and setting up a meeting time. Not only did SJ provide adorable pictures of our sweet guy, but he also addressed our specific requests in the Rover card following the drop-in. It was a hot weekend and there were lots of power outages, so we were able to enjoy our time away a lot more knowing that our cat was in great hands. If you need a sitter, I highly recommend reaching out to SJ!

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Carleen & Ben B.
Sitter Profile Image: Kevin D.
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Kevin D.
from
$25
per visit
5.0 out of 5 stars
11 reviews
7 repeat clients
25 years of experience
Greater Rosemont, Baltimore, MD, 21216

Great communication and pictures! Griffey had an awesome time with Kevin!

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Jacqueline K.
Sitter Profile Image: Sabrina W.
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Sabrina W.
from
$30
per visit
5.0 out of 5 stars
5 reviews
7 years of experience
Charles Village, Baltimore, MD, 21211

About: Hello!! My name is Sabrina and I’m currently a 2nd year graduate student at Hopkins. I’ve always been a HUGE animal lover and begged my family to adopt a pet my entire life. Now, I’ve had my family dog for 7.5 years (she’s 8.5 years now), and I am responsible taking her out every morning to do her daily poops, feed her, and play with her when I go back home in California. My friend would sometimes leave her pet at my place when she goes on vacation so I’m comfortable taking care of multiple animals at a time. Many of my friends also own cats and I always enjoy going to their places and playing with the softest animals to ever exist. I’m currently at JHU doing research about effects of microplastics on embryonic development. Since it’s mostly just research, my day is usually flexible and varies. I’m usually free on the weekends other than some Saturday mornings because I’ll be volunteering at community gardens 🐛. I can walk, feed, and play with the pets at home (and will most definitely be sending a lot of photos). I will make sure to let them have fun but also follow all the instructions given as their safety is the number one priority.

Sitter Profile Image: Ashley M.
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Ashley M.
from
$25
per visit
5.0 out of 5 stars
82 reviews
24 repeat clients
15 years of experience
Baltimore, MD, 21211

Ashley has given excellent care on many weekends away. Gemma loves her and the long fun walks they take, and Bubba will always come see her for treats. Thank you Ashley!!

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Tia W.
Sitter Profile Image: Matthew H.
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Matthew H.
from
$20
per visit
5 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

About: • Offering dog walking and pet care services in your area • Flexible scheduling & reasonable rates • Full-time Kennel Technician Training/Boarding (5+ years) • Expert care for all breeds and temperaments (300+ dogs) • Group & individual handling experience • Passionate animal enthusiast • Experienced with basic reward based training skills practiced at Wilde Acres Premier boarding and training facility as a kennel tech working and playing with up to 25 dogs individually daily I’m currently working part time at my Kennel Job as I’m transitioning into taking classes to better my animal behavior/science education, but am open to as flexible as possible scheduling outside of my obligations as above stated. I live in a row home in the pet friendly neighborhood of Woodberry in Baltimore city with a fenced yard and my brother is my only roommate who has like myself grown up in a single dog household with up to 2 cats at a time. We live right next to Woodberry park and about a mile away from Druid hill park which are lovely places to walk dogs with plenty of shade and space.

Sitter Profile Image: Casie M.
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Casie M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
84 reviews
31 repeat clients
15 years of experience
Randallstown, MD, 21133

Casie was patient with my rambunctious kitten and compassionate toward my older cat. She also made sure to document and update me daily. Her hard work allowed me to relax and enjoy my vacation. I hope to work with her again for my next vacation.

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Shanika D.
Sitter Profile Image: Margaret J.
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Margaret J.
from
$16
per visit
10 years of experience
West Baltimore, Baltimore, MD, 21217

About: I have taken care of all types of dogs, from puppies to a 15 year old coonhound with three legs. No matter the case, I provide top tier care and ensure excellent communication with pet parents. I work an events jobs with short shifts that don’t require me to be away for more than a few hours, allowing ample time for morning, afternoon, and evening care. Happy to provide long or short term care! I am happy to stick to your pet’s normal routine and will do whatever is needed to make them comfortable. I am very comfortable administering medication/ making meals if your pet has a special diet, going on long walks, playing with their favorite toy, and will make sure to meet their needs!

Sitter Profile Image: Morgan B.
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Morgan B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Pikesville, MD, 21208

About: **Please Note: From June 17th thru July 31st during the week I will be available between 7-8:30 AM and after 5:30 PM. I am still available to accept dog sitting requests!** Hi! I’m a lifelong dog lover who truly enjoys spending time with animals of all sizes and personalities. Growing up, my family had a Shih Tzu named Peppa, and over the years I’ve cared for several dogs including a pit bull named Blu and my energetic little furball, Oreo. Because of that experience, I’m comfortable working with both small and large breeds. Friends often joke that I’m a “dog whisperer” because I’m naturally attentive to dogs’ personalities and needs. I believe every dog deserves patience, affection, and a safe environment while their owner is away. I have experience with basic grooming such as brushing, bathing, and teeth cleaning, and I’m happy to help keep your pup comfortable and cared for. While I don’t do professional trimming, I’m always attentive to maintaining your dog’s routine and well-being. Whether it’s walks, drop-ins, or overnight sitting, my goal is to make sure your dog feels safe, loved, and well cared for while giving you peace of mind. I’m reliable, communicative, and happy to send updates and photos so you know how your furry friend is doing. I look forward to meeting you and your pup! I have flexible availability, just let me know and I’ll work with you. I prefer morning and afternoons but if I know in advance I can work with evening schedules as well! There are plenty of grassy areas (including a huge hill that is popular for the pups to run down) surrounding my place. There are also some cool parks that I'd likely take your pup to. I aim to make your pet feel as comfortable/at home as possible.

Sitter Profile Image: Samantha E.
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Samantha E.
from
$15
per visit
5.0 out of 5 stars
62 reviews
15 repeat clients
16 years of experience
Catonsville, MD, 21228

I feel like I left a review already but I don't see it so maybe I'm crazy. Anyway I have Samantha booked weekly to take my dog out. She is reliable and quick to respond, and very flexible, and great with my weird finicky dog.

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Rose C.
Sitter Profile Image: Brittney R.
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Brittney R.
from
$25
per visit
4.8 out of 5 stars
45 reviews
24 repeat clients
28 years of experience
West Baltimore, Baltimore, MD, 21223

Brittney was my new puppy first dog sitter to checkin on her while I am at work. We had her for only one week. Brit did great with keeping her safe, feeding her, and some TLC. Brit also replied to my request for checkin on the same day request. Lots of pics and super nice with my new puppy!!

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Jenny P.
Sitter Profile Image: Emily T.
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Emily T.
from
$25
per visit
5.0 out of 5 stars
37 reviews
11 repeat clients
15 years of experience
Greater Rosemont, Baltimore, MD, 21216

I really appreciated Emily taking on Benji at the last minute. She was incredibly responsive from the start and worked to ensure she and Benji could get a long for a long weekend before accepting the job. Emily checked in with me constantly and was very flexible when we decided Benji required more of her time than we'd initially planned for. When I arrived home, I could see that Benji had been given all the love and attention i would have provided him. I am very thankful to have found Emily and plan to use her on a regular basis.?

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Jvani C.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$30
per visit
5.0 out of 5 stars
15 reviews
8 repeat clients
20 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21210

We just started recurring services with Elizabeth, and she has been incredibly patient and loving with my dogs. One of my dogs is very afraid of new people and she has taken time to let the dog take his time getting to know her. She has been very respectful of my home and cleaned up messes as she sees them. Above and beyond service.

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Jodie B.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
190 reviews
56 repeat clients
15 years of experience
Pikesville, MD, 21208

Absolutely phenomenal! We booked Bronte to help watch our cats for a week and she did an amazing job and was very responsive. The cats loved her immediately, and were well taken care of. Will definitely rebook in the future. Thank you Bronte for your hard work!!

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Trae S.
Sitter Profile Image: Chelsea D.
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Chelsea D.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
67 reviews
28 repeat clients
11 years of experience
Baltimore, MD, 21209

Chelsea is amazing! She took care of my kitty Gigi over the holidays and gave me total peace of mind while I was away. She even went above & beyond by caring for a betta fish as well! Both were happy and doing so great when I came home. Thank you so much, Chelsea! ?

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Michelle C.
Sitter Profile Image: Mia F.
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Mia F.
from
$10
per visit
5.0 out of 5 stars
2 reviews
8 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217

About: I have taken care of cats for my entire life, as well as 3 years of experience caring for a family dog. I have cat, dog, and house sat for friends consistently for the last 8 years. I am currently available week days, nights, and weekends. I take walks often and keep a very regular daily routine that works well with the daily routine of pets. Happy to follow any guidance or restrictions you have around pet sitting or walking. Will provide any requested verification of services or have a meeting prior to hiring.

Sitter Profile Image: Ariel M.
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Ariel M.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
33 reviews
11 repeat clients
15 years of experience
Cheswolde Area, Baltimore, MD, 21209

About: As a former dog owner, I’ve played a crucial role in nurturing our furry friends. Meeting all essential needs- and more- I have skills in training, caring for, and loving animals as they deserve. Coming from a pet-loving family, my experience dates back to my formative years. I am a graduate student and therapist, with enough flexibility and autonomy within my schedule to treat your pet with TLC! Thursdays-Mondays are my most flexible times, depending upon the service requested. Let’s chat and figure out what works best so your pet is cared for when you are away. I live in a pet-friendly community with ample outdoor space to go on walks. The phrase, mi casa es su casa, applies to all of my guests - even my 4-legged friends. Your pet is allowed to enjoy the space fully, and can also be crated per the owner’s request based on the dog’s usual routines.

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The median cost per visit for dog sitting in Gwynn Oak is $20

Dog parents share their Rover experiences - Gwynn Oak

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5.0 out of 5 stars

Iman was absolutely fantastic with my dog, Ammo. She was always on time, extremely attentive, and provided detailed updates after every walk, which gave me great peace of mind. She was also very considerate about the weather, always reaching out during extreme heat or rain to make sure Ammo would be safe and comfortable before heading out. She followed every instruction I left perfectly and clearly cared about Ammo's well being as if he were her own. I couldn't have asked for a better experience, and I will definitely be booking with Iman again. Highly recommend her to anyone looking for a reliable, caring, and professional dog walker!

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Justin C.
Drop-In Visits
5.0 out of 5 stars

Prompt, long walks , and photos Dimitri is very good and I highly trust him with the care of my dog.

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Natalie H.
Drop-In Visits
5.0 out of 5 stars

Lindsay was perfect! Communication was easy and timely, we met for a walk around our neighborhood prior to her watching our pup. She sent pictures during her visits with Buster and made sure he got all the pets and love! Look forward to booking with her again!

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Hannah M.
Drop-In Visits
5.0 out of 5 stars

Bito is exceptional. Great communication, always on time. Primarily cares for my small corgi throughout the week but has made fast friends with the cats as well!

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David M.
Drop-In Visits
5.0 out of 5 stars

Sophie is a real pro! Our two dogs and cat loved her right away. Our cat rarely comes out to see new people, but on the first day she came to see Sophie and ask for pats. Sophie is extremely knowledgeable and asks good questions. She is great at daily communication. She provides thorough reports as a default. If you want less info, you can ask for that, too. I really enjoy knowing the details of her visits. We honestly can’t think of one thing she could improve! Three days a week we need to be away for 14-15 hours. Sophie is always on time for her midday visits and the time she spends with them is keeping them happy and well. We feel super lucky that Sophie was able to take us on.

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Laura H.
Drop-In Visits
5.0 out of 5 stars

I can’t thank Cashae enough for the last min appointment.She did a good job walking and feeding my pup even durning a chaotic situation.5/5

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Jasmine L.
Drop-In Visits
5.0 out of 5 stars

Kristen A. is a lifesaver! I ended up having to go to the ER after thinking I can just get taken care of at the urgent Care. That led to almost a full week Hospital stay, my pup Oreo was home and because I didn't know how long I'd be there thinking maybe a day or so I decided maybe to try doing drop-in appointments and allowing him to stay home. She came faithfully twice a day giving my dog so much love and attention! She is very good with communication giving updates on how he was doing and sending copious pictures, and very sensitive to my situation. I would definitely recommend her to anyone for drop in care!

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Sonjala W.
Drop-In Visits
5.0 out of 5 stars

Shakiyla was an absolutely fantastic sitter! She is so knowledgeable about how to care for a big, very loving but also high energy dog like my Alba, and I felt very comfortable knowing my baby was in her care while i was so far away. She is professional, kind, responsive, and an excellent trainer as well, and I will absolutely be requesting her services in the future. Highly recommend, especially if you have a bully breed dog!

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Asante K.
Drop-In Visits
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Sitters in Gwynn Oak average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Gwynn Oak

Frequently asked questions about Rover

The average cost for Dog Sitting in Gwynn Oak on Rover is $19 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 7,269 sitters on Rover offering Dog Sitting across Gwynn Oak. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Gwynn Oak stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Gwynn Oak choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Gwynn Oak with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Gwynn Oak. On Rover:

  • 93% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 94% 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.

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 sitter.

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