Dog Sitting Gwynn Oak

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

End Date
Search

Over 366
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: Casie M.
Verified Enhanced Background Check
Casie M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
87 reviews
32 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.

Profile image
Annette M.
Sitter Profile Image: Claire T.
Verified Enhanced Background Check
Claire T.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
12 years of experience
Owings Mills, MD, 21117

Claire was available short notice for us, was able to come pick up keys, and was absolutely wonderful with our dog. We will absolutely be working with her in the future!!

Profile image
Katie O.
Sitter Profile Image: Christine G.
Verified Enhanced Background Check
Christine G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
55 reviews
18 repeat clients
30 years of experience
Towson, MD, 21204

Christine was amazing with our cat. Tending to him with love & compassion. Arrived on time & left our home very clean. Will be booking again for sure!! 👍

Profile image
Ruth M.
Sitter Profile Image: Kathleen B.
Verified Enhanced Background Check
Kathleen B.
from
$17
per visit
5.0 out of 5 stars
84 reviews
22 repeat clients
20 years of experience
West Baltimore, Baltimore, MD, 21223

Kathleen was a lifesaver. We were away for a day trip and had scheduled her to walk our dog mid-day. While we were on the trip we had an emergency that made it impossible for us to get home to walk and feed our dog that evening as planned. Kathleen was quick to respond and helped us out last-minute for a second visit the same day.

Profile image
Katie & David W.
Sitter Profile Image: Christine C.
Verified Enhanced Background Check
Christine C.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
18 reviews
10 repeat clients
10 years of experience
Baltimore, MD, 21209

Christine was wonderfully responsible, and communicated excellently. She was so attentive to my dogs, and it felt good to know she was taking care of them!

Profile image
Peter W.
Sitter Profile Image: Kelsey R.
Verified Enhanced Background Check
Kelsey R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
14 years of experience
Upper Northwood, Baltimore, MD, 21239

Kelsey came through for me last minute to take care of my dog when my father passed away. I’m forever grateful 🙏🏾

Profile image
Keino S.
Sitter Profile Image: Erica S.
Verified Background Check
Erica S.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
201 reviews
58 repeat clients
20 years of experience
Baltimore Highlands, MD, 21227

Erica was awesome. She was timely and worked great with my family of animals. I got great pictures and funny stories about what they were doing every day. Thanks!

Profile image
Shane T.
Sitter Profile Image: Bronte B.
Verified Background Check
Bronte B.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
198 reviews
57 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte was FANTASTIC! She took great care of my boys, went above and beyond to give them special care and time, and did everything I asked of her. She was friendly and so kind and amazing to work with.

Profile image
Avery C.
Sitter Profile Image: Lindsay D.
Verified Enhanced Background Check
Lindsay D.
from
$20
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21209

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!

Profile image
Hannah M.
Sitter Profile Image: Carolyn B.
Verified Enhanced Background Check
Carolyn B.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
41 reviews
19 repeat clients
15 years of experience
Catonsville, MD, 21228

Carolyn B. is very dependable and thorough. She sent me pictures and communicated very well with me. This is my first time using Rover and I will request her in the future. She did extra little things while I was away and as time went on I felt very confident with her coming into my home and taking care of my fur babies.

Profile image
Robin E.
Sitter Profile Image: Gabriela P.
Verified Enhanced Background Check
Gabriela P.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
16 years of experience
Riverside, Baltimore, MD, 21230

Gabby took excellent care of my two cats and shared great updates and pictures. She was easy to coordinate with, and handled extra cleaning up after an unexpected pet mess thoroughly.

Profile image
Rachel D.
Sitter Profile Image: Jules M.
Verified Enhanced Background Check
Jules M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
3 years of experience
West Baltimore, Baltimore, MD, 21223

I am a return customer. I made a mistake and missed the window to review on her previous visit, so I had to make sure to tell you guys how Jules is awesome. My dogs love her. Jules followed the instructions on feeding them perfectly so it’s like I never left. It’s so peaceful knowing my dogs are in good reliable care. I tell my friends to Book Jules.

Profile image
Shanice C.
Sitter Profile Image: Ruby Y.
Verified Background Check
Ruby Y.
from
$30
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
10 years of experience
Federal Hill, Baltimore, MD, 21230

About: I’ve always grown up with dogs and cats, so I have lots of experience caring for both. My mom currently has 3 lab mixes and one of them is, unfortunately, getting up there in age and when I visit her, I try to help as much as I can, so I have experience caring for older dogs. I have one dog of my own who is my best friend! He’s a 6 year old black lab with nonstop enthusiasm for walks, chasing squirrels, and sniffing his way through every park in Baltimore City. He is also a fearless rat patroller! We have had him since he was a puppy, so I have been able to get experience training him and learning to work with, and love, all of his quirks, and I’m excited to do the same for your pets! I work a normal 40 hr work week, but am happy to fill in to help with your pet needs. I work from home mostly, so outside of my occasional in office days, I’m available to be with your pets through the day during the week! I am always available on the weekends. I have my own dog and a partner who works occasional odd or long hours, so there are times I will have to head back home to check on my own pup! In my own home, our dog has free range over the house! He rules the place and, unfortunately, doesn’t get along with other dogs, so I’m not able to offer boarding services in my home. While I’m at yours or with your pet, I will treat them like my own - lots of love, occasional treats (as many as are okay with you), and whatever else they may need! I’d love to have detailed instructions on how to care for your pet, so I can make sure they are as comfortable as they can be!

Sitter Profile Image: Bob D.
Verified Background Check
Bob D.
from
$15
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
8 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21210

Bob helped take care of my older cat on extremely short notice. Incredibly accommodating, friendly, and an amazing petsitter!

Profile image
Jay L.
Sitter Profile Image: Ryan H.
Verified Background Check
Ryan H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
249 reviews
47 repeat clients
22 years of experience
Owings Mills, MD, 21117

Ryan is fantastic, and I highly recommend him. He came over for a meet in-advance, and said/did a lot to help us feel confident in hiring him. He was prompt, clearly loved our dog, played with her a lot, and took great pics (it helps that we have a gorgeous dog).

Profile image
Hew & Naomi L.
Sitter Profile Image: Chelsea D.
Verified Background Check
Chelsea D.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
69 reviews
28 repeat clients
11 years of experience
Baltimore, MD, 21209

Chelsea was responsive, reliable, and took excellent care of my two cats, including a cat that requires insulin injections every 12 hours. She also takes very good pictures! I looked forward to the photos from her check-ins and appreciated her willingness to see my babies twice a day over the holidays.

Profile image
Guin P.
Sitter Profile Image: Heather H.
Verified Enhanced Background Check
Heather H.
from
$18
per visit
5.0 out of 5 stars
106 reviews
39 repeat clients
10 years of experience
Dundalk, MD, 21222

First time using Rover and Heather was wonderful. We appreciated her being patient and flexible with us. Our babies were well taken care of and we hope to be able to use Heather’s services again in the future ?

Profile image
Angelina D.
Sitter Profile Image: Samuel M.
Verified Background Check
Samuel M.
from
$20
per visit
5.0 out of 5 stars
69 reviews
31 repeat clients
5 years of experience
Halethorpe, MD, 21227

Sam is the only person that we trust to watch our dogs and he does such an excellent job each time. We've been using Sam for years and plan to continue to use him in the future.

Profile image
Pammie D.
Sitter Profile Image: Victoria G.
Verified Enhanced Background Check
Victoria G.
from
$30
per visit
4.9 out of 5 stars
35 reviews
9 repeat clients
11 years of experience
Baltimore, MD, 21210

Victoria was so wonderful with my dogs. I was afraid of leaving them for a week but she was so kind and attentive. My dogs had no accidents and got their medications. They loved her and I would definitely hire again.

Profile image
M L.
Sitter Profile Image: Imani H.
Verified Enhanced Background Check
Imani H.
from
$30
per visit
5.0 out of 5 stars
66 reviews
15 repeat clients
5 years of experience
Govans, Baltimore, MD, 21218

I’ve requested Imani’s help a few times now with dog walking, house digging, or drop-ins, and she consistently goes above and beyond. She is always such a pleasure to work with and my dogs really love her.

Profile image
Jazmin J.
1 / 1
View more

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

Emily was wonderful to work with. She came and met our pups to make sure it would be a good fit for her, as well as for us and our two pups. This was my first time using Rover and the process was easy, and Emily was great! We will definitely use her again!

Profile image
Mackenzie P.
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!!

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
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.

Profile image
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!

Profile image
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!

Profile image
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

Profile image
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!

Profile image
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!

Profile image
Asante K.
Drop-In Visits
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  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 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 $19.26 per visit (as of August 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 August 2026, there are 7,147 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge