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.

1. Angelene

Oodles Of Poodles Doggy Sleep Over

Edgewood, MD, 21040

Dog Boarding, Doggy Day Care

92 repeat clients

"Angelene did an awesome job with Bailey! My Bailey went for daycare for 3 days in a row, I really enjoyed getting pictures of Bailey playing while I was at ... (more)"

2. Neal

Dog love to run/hike? Perfect!

Stevensville, MD, 21666

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

1 repeat client

"We left our 11 month old boxer puppy, Tootsie, with Neal for the day. He played with her during the day, took her on hikes and wore her out. He also sent us ... (more)"

3. Debi

PAWSITIVELY HERE FOR YOUR FUR KIDS!

MIDDLE RIVER, MD, 21220

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

6 repeat clients

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

4. Brittany

I love dogs, hikes, cats, and bikes

Joppa, MD, 21085

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

"Brittany is one of the most caring human individuals I have ever met, particularly when it comes to her care for animals. Two of the most prominent members o... (more)"

5. Vince

Available 24/7 for scheduling

Baltimore, MD, 21222

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

About: Hi! I'm Vince, I'm 22 years old & I've been helping my mom do part-time dog boarding for almost a year now. She works her main job from 4-10 on wee... (more)

6. 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 31 year old stay at home mom with two miniature dachshunds. We also have a cat and guinea pigs (the piggies are caged). They are super sweet... (more)

7. Carla

Sensitive, Smart, Veteran

Dundalk, MD, 21222

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

13 repeat clients

"She was very friendly and nice. Sent me pictures of my dog having fun and on walks. I would recommend her to everyone. The best dog eitt ever I've had so far... (more)"

8. Georgia

Dog-Sitter full-time w fenced yard

Baltimore, MD, 21219

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

"Georgia is a very kind young lady. She loves animals, all kinds of animals actually. She is a very responsible person and I would trust her and have trusted ... (more)"

9. 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)

10. 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)"

11. Celeste

Dog mommy while your'e away!

Middletown, DE, 19709

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

About: I grew up around dogs of all sizes my whole life! I love walking and playing with them. This opportunity is perfect for me because i get to do some... (more)

12. Gigi

Home full-time, huge yard, no kids!

Annapolis, MD, 21409

Dog Boarding, Doggy Day Care

About: I work from home and have the flexibility to give your dog plenty of attention. Provided that your dog is socialized, we'll do everything together!... (more)

13. Elizabeth

Furever friends!

Aberdeen, MD, 21001

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

10 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)"

14. Norah

Energetic and ready for your dogs

Stevensville, MD, 21666

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

1 repeat client

"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)"

15. Pearl

I am home during the day or night.

Havre De Grace, MD, 21078

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

1 repeat client

"Pearl is an exceptional care taker and has helped myself for years with taking care of me and my animals. She has always been very loving with our animals an... (more)"

16. 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)

17. Erica

Full Time, Responsible, Trusting

Dundalk, MD, 21222

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

"Erica is just amazing with animals of all kinds. She is just very passionate and loves animals. She takes such good care of them, the way she handles them an... (more)"

18. Aaliyah

I love animals so much!

Essex, MD, 21221

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

"I have to say that Aaliyah is a wonderful person to have watch your dogs. She is loving, caring, and willing to always have fun. Treats are a thing she loves... (more)"

19. Ashley

Overnight doggie care

Edgwood, MD, 21040

Dog Boarding, Doggy Day Care

"Ashley took wonderful care of my dogs. I was worried since my one dog has separation anxiety, but she made sure he adjusted well. She gave them all the love ... (more)"

20. 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)


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.