Pet Sitting & Drop In Visits in Oakwood, MD

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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1. Kayla

Love spending time with dogs!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla was super easy with communication. Scheduling. Arrived on time. Sent updates so we knew she arrived. Thanks Kayla! (more)"

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2. Christie

Love dogs Personal love & attenti

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

About: Love dogs ❤️ Personal One on one love and attention when fur parents aren't available due to work/vacation or schedules Convient and flexible sc... (more)

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3. Kate

Must love dogs...Yes, that's me!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Kate was wonderful with our two dogs! Harley is very hesitant with strangers and Moose is the opposite —a LOT of energy, and Kate was great with them! Defini... (more)"

Confirmed availability
Memorial day
4. Allie

Wagging for walks! Dog lover/owner

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Allie was amazing! She took detailed pictures and kept me in the loop with everything going on with my pup. Will definitely contact her in the future!! :) (more)"

5. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Jacob and Melissa did a fantastic job taking care of Oisin! He was happy and content when we arrived home. We would definitely recommend them and plan to u... (more)"

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6. Julia

Friendly/energetic animal lover

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Julia has taken care of my Jack Russell many times when I've gone out of town. She is thoughtful and loving, Bella adores her! She always sends me photo upda... (more)"

7. Lisa

Registered Veterinary Nurse

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

About: I'm a registered veterinary nurse with over 20 years experience in the veterinary field. I currently work in a specialty internal medicine clinic. ... (more)

8. Michelle

Work at home very flexible schedule

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

"Michelle is a great dog/pet sitter! She is wonderful with my dog and very trustworthy. She is punctual, kind, and easy to work with. I would highly recommend... (more)"

Confirmed availability
Memorial day
9. Julia

I will love your dog like you do!!!

annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

About: Ive always had dogs and I've always been around dogs. Ive raised my dog from a puppy to an adult, and I've had so much fun along the way. I would l... (more)

Confirmed availability
Memorial day
10. Alexa

Love all dogs & like being active

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Alexa S. grew up with our Chocolate Lab who passed away last August after 17 years and 2 months of being part of our family. Alexa was always an active par... (more)"

11. Nicole

I love anything to do with dogs!

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole did a great job with the puppies. She even added an extra visit ?? highly recommend (more)"

12. Maria

Satisfaction Guaranteed Home & Pet

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"We have used Maria for over the past 4 years for dog walking and dog sitting our two dogs and they LOVE her!! It makes me so happy to see the excitement in m... (more)"

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13. Katelyn

Can’t wait to work with your dog!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katelyn has taken care of my dog, Charlie, numerous times over the years. He loves hanging out with her. She is very professional and attentive to Charlie's... (more)"

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14. Kelli

Home full time, large fenced yard

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Kelli took great care of Boomer with two drop-in visits. Boomer is only 13 weeks, so schedule and details are key in getting her house trained. Kelli kindly... (more)"

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15. Sydney

Owner and Lover of dogs

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Sydney is phenomenal with animals. She's helped me out on multiple occasions with my Husky and Weimaraner and I've been more than satisfied every time! (more)"

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16. Tayler

furbaby lover

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Tayler is wonderful with pets! She helped to take care of our 3 dogs for many years. She has a genuine love for all animals and they love her too. I highly r... (more)"

Confirmed availability
Memorial day
17. sonya

Pet sitting by Sonya

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sonya was so great! She came over to meet Reese to make sure that he was comfortable with her! She sent pictures and gave me a detailed message about taking ... (more)"

Confirmed availability
Memorial day
18. Doreen

Large fenced yard. Home part-time

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Doreen is one of my best friends and is an awesome person. She has 3 grown children and 2 grandchildren who are the love of her life. She has had pets all he... (more)"

19. Maddy

Your dogs home away from home!!

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"Maddy is awesome! she loves my dog and my dog loves her. One of the few people I can let my dog go out of sight with and not be worried . When Ellie(my dog) ... (more)"

20. Passaraporn

I will become your dog friend!

Edgewater, MD, 21037

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I will provide a love, fun and safety care for your buddies. I grew up with dogs and right now I have my puppy and I always enjoy the times with he... (more)


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Oakwood pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Oakwood, MD, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Oakwood pet sitters and avoid the kennel.