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 350
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.

1 / 1
Sitter Profile Image: Angel B.
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Angel B.
from
$16
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
13 years of experience
Cheswolde Area, Baltimore, MD, 21209

“Angel is amazing! She communicates very well and swiftly. She pays attention to your dogs food and water intake. Will even go the extra mile by washing out the water bowl. A great sitter overall!!”

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Raiysa S.
Sitter Profile Image: Morgan N.
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Morgan N.
from
$17
per visit
10 years of experience
Windsor mill, MD, 21244

About: Hi there! Dogs have always been a special part of my life. From growing up with dogs to helping family members care for theirs and watching over friends' pups, I have experience with dogs of all breeds, sizes, and ages. I know how important it is to feel confident and comfortable with the person caring for your furry family member. My goal is to make your time away as stress-free as possible—whether you're at work, traveling, or just need someone to check in on your pup. From walks and playtime to feeding, belly rubs, and lots of love, I’ll treat your dog like one of my own. I’m here to make sure they’re happy, safe, and well cared for while you’re away. Let’s connect—I can’t wait to meet you and your dog! I’m a teacher with a flexible evening schedule, making it easy for me to care for your furry friend after school hours. I’m also available on weekends and have open availability during the summer. Whether it’s walks, playtime, or cuddles, I’m here to provide loving and reliable care for your animal! Caring for animals in someone else’s home is a responsibility I take very seriously. I understand the trust it takes to invite someone into your home to care for your beloved pets, and I always prioritize their safety and well-being. I am committed to maintaining a secure and comfortable environment for your animals while respecting your space and following your specific instructions. You can count on me to treat your home and pets with the utmost care, ensuring peace of mind while you’re away.

Sitter Profile Image: Jules M.
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Jules M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
3 years of experience
West Baltimore, Baltimore, MD, 21223

“My first time using Jules and DEFINITELY NOT my last. Jules was responsive and interactive with both of my dogs. She played with Roman and rubbed Coco like the princess she is. We will be booking again.”

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Doneishia H.
Sitter Profile Image: Mia C.
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Mia C.
from
$20
per visit
5.0 out of 5 stars
• 26 reviews
9 repeat clients
20 years of experience
Westgate, Baltimore, MD, 21229

“Our boy always has lots of fun and cuddles with MIA. It's a huge pea e of mind knowing he is in not good hands but GREAT hands.”

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Michelle N.
Sitter Profile Image: Micah W.
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Micah W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 26 reviews
10 repeat clients
13 years of experience
Lochearn, MD, 21207

“Micah is awesome! Super keen, caring and responsive. She even kindly stayed an extra day last minute when we got sick and couldn’t come home on time. 10/10 would recommend her for your pet’s care.”

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

“Samantha was very communicative throughout the whole experience. She was on time and took care of my companions needs exactly as requested. Would highly recommend her to anyone and will be using her services again!”

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

“Casie was great once again I have used her a few times for all my travel. Luna loves her and even allows her to pick her up and give her tons of cuddles. I will continue to use her every time I go out of town.”

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Annette M.
Sitter Profile Image: Holly O.
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Holly O.
from
$23
per visit
5.0 out of 5 stars
• 67 reviews
13 repeat clients
15 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217

“Holly was a life saver! I needed a last mnt dog sitter and she came to the rescue! She made sure my baby Sunny was walked, fed and happy. Thank you Holly!”

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Franchesca P.
Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$18
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
West Baltimore, Baltimore, MD, 21217

About: I’m someone who truly loves animals and takes responsibility seriously. I know how important it is to trust someone with your pet, and I’ll always do my best to earn that trust. I grew up with a total of five dogs and developed a strong understanding of dogs behavior from an early age. I also completed a two-week training course with my childhood German Shepherd, which helped strengthen both my skills and our bond. I continue to regularly care for my sister’s dog and have built lasting, trusting connections with the many dogs in my life. In my adult years, I’ve become an avid cat lover as well. I’ve cared for several outdoor cats, providing consistent feeding, shelter, and coordinating vet care when needed. Most importantly, I rescued my current cat from the outdoors, and he now lives with me indoors, happy, healthy, and thriving. I would care for every cat in the world if I could! I work from home on my own time so I can come by mostly whenever works for your pets, with flexibility to meet your pet’s needs! When caring for pets in a client’s home, I always follow their established routines to help pets feel comfortable and secure. For dog walks, I provide safe, attentive walks tailored to each dog’s energy level, age, and needs. I make sure dogs get plenty of exercise, bathroom breaks, and positive interaction. During in-home visits, I can handle feeding, fresh water, litter box or yard clean-up, medication administration if needed, and lots of affection and play. I keep a close eye on behavior and well-being and provide updates and photos so owners feel confident their pets are in good hands.

Sitter Profile Image: Anna G.
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Anna G.
from
$17
per visit
5.0 out of 5 stars
• 18 reviews
3 repeat clients
10 years of experience
Gwynn Oak, MD, 21207

“Anna was super responsive and sent me tons of pictures of my babies while I was gone. I really appreciate the passion she had for befriending my kitties. Thanks, Anna!”

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Brandi K.
Sitter Profile Image: Cristian G.
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Cristian G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 52 reviews
15 repeat clients
6 years of experience
Catonsville, MD, 21228

About: I've had pets all my life and I'm starting to care for others in addition to my own. I have experience caring for dogs with special needs, and of all different breeds and sizes. I currently work full time, I work 1 day remote at home and 4 days in the office. I will make plenty of time to be there for your fur baby though. I am very active, I go running, take long walks as well as hiking with my pup. He is very friendly with other dogs and loves to have company. Any special needs, diets or behaviors I will need to know in order keep your fur baby happy and comfortable.

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: Joscelyn P.
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Joscelyn P.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
9 years of experience
Woodlawn, MD, 21207

“Joscelyn did an excellent job looking after our 3 cats for the whole week we were away. We reached out to her last minute the day before our trip. Issues came up with the cat sitter we had already hired forcing us to look for a new cat sitter within 24 hours. Joscelyn put us at ease with her immediate response and effective and timely communication. She swung by the night before just a few hours later after reaching out to her for the first time. She understood the tasks at hand, no drama no fuzz. She communicated daily with us, sending us pictures of our 3 cats and letting us know when she came by. We really could not have asked for a better sitter. She went beyond what was expected of her. We came home to find a clean home. She swept the floors around the cat litter area which is something no other prior sitter had done before. She did all the menial extra things we asked for. We are definitely tipping her well. We highly recommend her.”

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Ana P.
Sitter Profile Image: Dimitri D.
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Dimitri D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 18 reviews
6 repeat clients
12 years of experience
Pikesville, MD, 21208

“We're very happy with Dimitri. He is very personable, took great care of our cat, and was quick to respond to any messages.”

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Craig K.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$20
per visit
4.6 out of 5 stars
• 15 reviews
5 repeat clients
5 years of experience
Pikesville, MD, 21208

“Thank you so much for taking such great care of our dog while we were out of town! We really appreciated the updates and the love you showed him. It gave us so much peace of mind knowing he was in such good hands. We would definitely trust you again and highly recommend you!”

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Yanira P.
Sitter Profile Image: Yooonseo B.
Verified Enhanced Background Check
Yooonseo B.
from
$18
per visit
15 years of experience
Baltimore, MD, 21229

About: I grew up with dogs. We had retired service dog before. Had taken care of golden retriever and currently have a 15ib cockapoo. I had him since he is 2month old. I’m currently unemployed and staying home full time. I wanted to take a break from my previous job. I love dogs so i wanted to do something dog related part time job. Our apartment have fenced dog park and nice sidewalk nearby. Starbucks nearby as well for a pup cup. Excited to take care of cute fur babies.

Sitter Profile Image: Ariel M.
Verified Enhanced Background Check
Ariel M.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 40 reviews
14 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.

Sitter Profile Image: Janine J.
Verified Background Check
Janine J.
from
$35
per visit
4.9 out of 5 stars
• 459 reviews
228 repeat clients
4 years of experience
Woodlawn, MD, 21207

“Janine was excellent. She took great care of our two kitties and sent lots of pictures for us. She was also very accommodating when it came to giving her my key before we left. I would definitely book with Janine again!”

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Hannah H.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$25
per visit
5.0 out of 5 stars
• 91 reviews
27 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: Kevin D.
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Kevin D.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
8 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.
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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

1 / 1
5.0 out of 5 stars

Anna does such a great job with our puppy! She's also super communicative and very easy to work with, which I greatly appreciate.

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Pammie D.
Drop-In Visits
5.0 out of 5 stars

Emily is awesome! Her attention to detail reassured me that my rats got the best care when I was away. She also sent lots of pet pictures, watered my plants, and took in my packages. Emily goes above and beyond- I’d recommend her to anyone needing a kind and trustworthy pet sitter!

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Sophie D.
Drop-In Visits
5.0 out of 5 stars

Angel is amazing! She communicates very well and swiftly. She pays attention to your dogs food and water intake. Will even go the extra mile by washing out the water bowl. A great sitter overall!!

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Raiysa S.
Drop-In Visits
5.0 out of 5 stars

Thank you so much, Sophie! Luna was so well taken care of and loved. Sophie was so communicative, helpful, and flexible with our crazy schedule chaos. Thank you!!

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

Janine is so sweet with my dog, Max. I feel very fortunate to have someone as reliable and kind as her to stay with Max when I can’t be there.

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Margaret O.
Drop-In Visits
5.0 out of 5 stars

Thank you so much for taking such great care of our dog while we were out of town! We really appreciated the updates and the love you showed him. It gave us so much peace of mind knowing he was in such good hands. We would definitely trust you again and highly recommend you!

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Yanira P.
Drop-In Visits
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

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
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Popular requests for dog sitting - Gwynn Oak

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Sitters in Gwynn Oak average 6
repeat dog sitting clients

FAQs for Dog Sitting - Gwynn Oak

Frequently asked questions about Rover

The average cost of Dog Sitting in Gwynn Oak on Rover is $18 per visit as of October 2026. Most bookings cost between $13 and $28 per visit. sitters 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 7,111 sitters on Rover offering Dog Sitting across Gwynn Oak. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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 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 sitter.

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