Dog Sitting Gwynn Oak
Book a Gwynn Oak dog sitter to watch your dog in your sitter’s home or yours.
Over 355 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.
“Sun was so attentive and caring to my baby girl and was able to administer her medications easier than I usually do 😂 they also provided super detailed cards and took lots of pics 📸 overall. Had a wonderful experience and was able to vacation in peace ♥️”
About: I have had multiple dogs & can read & truly understand their body language. I carry a presence that soothes, calms, & has them trusting in me. My love for pets knows no bounds. It would be an honor & privilege to play with & care for your fur babies. They give our lives such great meaning & truly teach us about unconditional love! My presence is my service & strength. I can calm & soothe any pet & provide them the ability to trust in me. I exude life, happiness, & love; and pets reciprocate in-kind!
“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!”
“Ana was great! She was very responsive and provided great updates and pictures. She made sure Luna was well taken care of and happy. I really appreciated how attentive and communicative she was and would book with Ana again.”
About: **PLEASE NOTE, I do not have a 6’ fence. We have a standard chain link fence. Fence jumpers are not accepted. I have had a dog since I was 19 (now 45). I love dogs and have taken in strays and nursed them to health. I have experience with small to large dogs. We have a large fenced in back and front yard for your dog to run around. We also love to cuddle. I work from home and have time to let your dog out and get some play time. We also live near a big park where we can take walks. We have a dog who is crate-trained. All dogs sleep in a crate overnight, which I provide. During the day, dogs are free to walk around both inside and outside. All you need to provide is their food and any comfort toys/blankets. I provide dog bowls
“Samantha was a great repeat walker for us! AlaHs responsive, and she followed my pedantic neighborhood dog rules to a T (again lol I'm so sorry but great work), avoiding the houses she had to avoid, etc. I would trust her again!”
“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.”
About: I’ve been a dog owner my entire life and nothing brings me more joy than the look on any dogs face! I also volunteer at BARCS when I can, so I am experienced dealing with dog breeds of all shapes and sizes. I also enjoy running so if you’d like your pup to get some extra exercise don’t hesitate to ask. I am currently employed full-time. My schedule is flexible enough that I would be able to take care of your dog any day of the week, I would just need some time in advance to make sure. I currently live in a house in Highlandtown very close to Patterson Park. I also live with an extremely friendly Siberian Husky, so they would need to meet beforehand.
“I had the pleasure of working with Casie sitter for my cat, Storm, and she was absolutely phenomenal. From the start, she was well-prepared and proactive in her approach to caring for Storm. Her communication was clear and consistent, and her knowledge about cat care was evident throughout. I felt completely at ease knowing Storm was in such capable hands. I highly recommend Casie to anyone looking for a dependable and thoughtful sitter—I’ll definitely be booking with her again!”
About: I am a responsible and trusting person who understands the importance of a household furry member and I am looking forward to meeting new personalities and your unique pets I am also willing to do what's best for the owner and able to stay longer than a week. I take my job seriously to ensure the safety your pet and household while also feeling that I have done my job successfully and have left the owner and pet satisfied with my care. I can also report daily if needed and take down important notes for sickly or elderly dogs. I also have experience with energetic dogs. I work from home and is a total night owl, so your pet will get plenty of attention and enrichment as my joy comes from their joy To me pets are family so your pet will be treated just like family, they will have their own space to sleep and we’ll have meaningful conversations in the morning
“Christine took care of Widge while I had to be away for a few days. She was awesome and provided regular updates and photos, and took the time to make sure my kitty felt well cared for and didn't feel lonely. :)”
About: Cashapp DoggyRoomie for any tips or gifts I have been in dog boarding for three plus years. I love caring for animals I have background in healthcare so this is an extension of what I already love to do. I also can administer insulin to your pet follow med instructions and I also do shampoos. You will be more than satisfied CASHAPP $doggyroomie For tips Greatly appreciated I have a paypal account for any tips: tips are greatly appreciated i work hard to give the best care a lot of time i will clean your pet up before the end of the boarding unless you request no special treatment. My paypal link is paypal.me/aarongene CASH APP $doggyroomie Tips greatly appreciated. Inbox me for any questions
“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!”
“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!!”
“We are repeat customers and would not hesitate to book again in the future. Stephanie was amazing with our sometimes skiddish and sometimes grumpy Chihuahua. He warmed up to her right away! She is also very flexible and looks for solutions to potential scheduling conflicts as opposed to declining the request as I've had happen with other sitters. 10/10 would recommend!”
The median cost per visit for dog sitting in Gwynn Oak is $20
Dog parents share their Rover experiences - Gwynn Oak
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!
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!
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!
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!
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!
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Gwynn Oak
Select a filter and find qualifying sitters offering dog sitting.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 $18.9 per visit (as of September 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 September 2026, there are 7,117 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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