Doggy Day Care in Chestertown, MD

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Available this weekend
1. Angelene

Oodles Of Poodles Doggy Sleep Over

Edgewood, MD, 21040

Dog Boarding, Doggy Day Care

76 repeat clients

"Angelene always does a great job with Bailey!! Bailey is always excited when she gets in the car with me in the morning during the week, because she knows s... (more)"

2. Norah

Energetic and ready for your dogs

Stevensville, MD, 21666

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

"I have known Norah for many years and found her to be a hard and open worker. She will ensure the safety and comfort of your pets and ask questions when need... (more)"

3. Megan

Home full time, big yard

Pasadena, MD, 21122

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

About: I come from a family that is all dog lovers and have cared for dogs of all ages and sizes. My aunt has worked at the AACo SPCA for as long as I can... (more)

4. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

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

4 repeat clients

"Janet & Lilly were so welcoming to Layla June and amazingly accommodating to my crazy schedule. We were LUCKY to have them!! I already have less guilt and ... (more)"

5. Lorinda

We'll love your pups!

Dundalk, MD, 21222

Dog Boarding, Doggy Day Care

1 repeat client

"Dottie had a great time staying with Lorinda and her husband! The fenced-in backyard was a huge bonus and worth the drive out of the city just for that. (more)"

6. Debi

PAWSITIVELY HERE FOR YOUR FUR KIDS!

MIDDLE RIVER, MD, 21220

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

4 repeat clients

"Amazing all around! Will definetly use her services again! (more)"

7. Madison

Friendly petsitter

Aberdeen, MD, 21001

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

2 repeat clients

"Madison and Chris were awesome. They sent me a couple updates during the day to let me know Brooklyn was doing well. I would highly recommend Madison to any... (more)"

8. Rich

Large fenced yard/run space

Joppa, MD, 21085

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

"Rich has been a wonderful friend of mine for a long time. He has been around my dogs and they absolutely ADORE him. I almost think they love him more than me... (more)"

Available this weekend
9. Jennifer

Home full-time, great neighborhood!

Chestertown, MD, 21620

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

1 repeat client

About: I am a 30 year old stay at home mom with two miniature dachshunds. They are super sweet and love other dogs and cats. I live in a house with a scre... (more)

10. Ashby

I'll love yours like I love mine!

Aberdeen, MD, 21001

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

"We have been so happy with the dog sitting services from Ashby. Not only has she watched our sister and brother Havanese Piper and Tucker, she is also the b... (more)"

11. Pearl

I am home during the day or night.

Havre De Grace, MD, 21078

Dog Boarding, Doggy Day Care

"I would highly recommend Pearl for all your dogsitting needs. She is a great dog mom and would be an excellent choice for you and your pups while you're out ... (more)"

12. Stephen

Full time dog-wrangler, fenced yard

Aberdeen, MD, 21001

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

"We adopted a senior dog that had been rescued from a hoarding situation by the Humane Society. She was extremely anxious yet craving affection. Stephen went ... (more)"

13. Danielle

Dog loving individual

dundalk, MD, 21222

Drop-In Visits, Doggy Day Care, Dog Walking

About: I am pretty flexible for the summer. Always willing to help out as needed. I have a dog of my own and understand what it's like to need care for ... (more)

14. Elizabeth

Furever friends!

Aberdeen, MD, 21001

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

6 repeat clients

"Shelby was so happy when I picked her up at the end of the day! I will definitely turn to Elizabeth if I need puppy daycare again. (more)"

Available this weekend
15. Brittney

I am home full-time

Aberdeen, MD, 21001

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

About: I used to have a dog and he passed while i was in Junior high school. His name was Bear and he loves to go on for a car ride, get ice cream, help m... (more)

16. Justeen

"always kiss your dog goodnight..."

abingdon, MD, 21009

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

"Justeen is kind, caring and has a natural love for animals. Whenever we go somewhere you will find all of the animals with her. She has a natural love for an... (more)"

17. Kate

Available and certified

Bel Air, MD, 21015

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

About: Anyone need a petsitter? I am very experienced and have a long history of working in kennels and as a vet tech. I also have my certification from H... (more)

18. Ashley

Overnight doggie care

Edgwood, MD, 21040

Dog Boarding, Doggy Day Care

"I forgot in my pervious testimonial to include that Ashley watched our dogs for short hours to upwards of 12 hours; sometimes into the wee hours of the morni... (more)"

19. Ken

I actually play with the dogs!

Middle River, MD, 21220

Drop-In Visits, Doggy Day Care, Dog Walking

About: For offsite visits, I'm on time and play with the dogs. If using day care, I live off the main road and have a large privacy fenced back yard that ... (more)

20. Kim

All animals love me

Church hill, MD, 21623

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

About: I love dogs I have 3 now they are my kids I love to play and walk with them.my dogs are my life they are my happiness .I like dogs more than must p... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Chestertown on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.