Doggy Day Care in Chester, MD

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

1. Bram

Your dog's home away from home

Annapolis, MD, 21403

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

4 repeat clients

"Bram was great! He, fortunately, was able to accommodate my requirements with short notice. He responded to my request quickly and in a very upbeat, professi... (more)"

Available this weekend
2. Alexandra

loving, nurturing pet sitter

pasadena, MD, 21060

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

12 repeat clients

"Tesla loves Alexandra. In fact she walked to car with me and when my back was turned she was back at front door wanting to be with Alexandra and her dogs (more)"

3. Kathy

Home full time, fully fenced yard

Pasadena, MD, 21122

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

"Kathy is a true lover of all animals! She watched our poodle for a week while our family went on vacation and gave her so much love and attention. Kathy sen... (more)"

4. Doug

South County R&D

West River, MD, 20778

Dog Boarding, Doggy Day Care

5 repeat clients

About: Rebecca & Doug are a mature pet-loving couple. We live in a neighborhood filled with other dogs and safe for walking, and have a two-level house wh... (more)

5. Jack

Large Fenced Yard + Home Full-Time!

Arnold, MD, 21012

Dog Boarding, Doggy Day Care, Dog Walking

17 repeat clients

"ADDIE looks forward to her stays with Jack and his family, her tail starts wagging away as soon as she jumps out of the car and sees where she is at. Jack is... (more)"

6. Tiffany + Megan

Dogs,Cats,Birds,Horses Any Animal❤️

Riva, MD, 21140

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

3 repeat clients

"Kara had a wonderful daycare session with Tiffany and Megan. Both kept constant supervision of her and their well-behaved dogs. Yes! Their dogs are in on the... (more)"

7. Maegan

Dog lover! Home full time - fence

Annapolis, MD, 21401

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

2 repeat clients

"Maegan is one of the most kind-hearted people I know. Animals have always shown through as a soft spot as she loves her dog, Cookie, more than anything imagi... (more)"

8. Chelsea

Experienced/Caring/Reliable!

Davidsonville, MD, 21035

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

"If you are looking for the BEST combination of physical activity, adventure, love and incredible care for you fur baby while you are away for a few hours or ... (more)"

9. Jessie

Work from home

Annapolis, MD, 21401

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

2 repeat clients

"Jessie and her boyfriend are super nice and their dog is such a cute dog !! So lucky we found them to watch our dog for the day. Thanks again for the quick r... (more)"

10. Sharon

Caring, Professional Dog Lover!

Edgewater, MD, 21037

Dog Boarding, Doggy Day Care

6 repeat clients

"Awesome!!!! She's amazing. So glad I found her. (more)"

11. Phyllis

Animals lover wants to share love

Davidsonville, MD, 21035

Dog Boarding, Drop-In Visits, Doggy Day Care

16 repeat clients

"Phyllis and her husband are such sweet and genuine people. Natty has found a home away from home. We will definitely use her services again. (more)"

Available this weekend
12. 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)"

13. Ashley

Experience animal caretaker

Annapolis, MD, 21403

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

"Ashley is a caring and attentive sitter. My dear Flower loved playing with Ashleys sweet Penelope dog (more)"

14. Caroline

Lots of free time. Dog lover!!!

Davidsonville, MD, 21035

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

"Caroline is a very loving and energetic woman that will give her all to your puppy! She will make sure your puppy does not even realize that you are gone! (more)"

Available this weekend
15. Lauren

Fur baby lover

Annapolis , MD, 21401

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

2 repeat clients

"Lauren was excellent and took wonderful care of Lady Bug. I will definitely reach out to her again. (more)"

16. Kelly

Training in dog on dog play behavio

Deale, MD, 20751

Doggy Day Care

"Kelly loves and adores animals of all kind, especially dogs. She has owned pets all her life from hampsters and rabbits to all type dogs. She now owns an Eng... (more)"

17. Jamie

Dog spelled backwards is God

Annapolis, MD, 21403

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

About: I have a 5 year old Golden Retriever. I understand pets are just as special as family. I promise to care for your family member as I care for my... (more)

18. Kimberly

Pets can play while you're away!

Pasadena , MD, 21122

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

"I would highly recommend Kimberly to care for your pet. She is very responsible and treated our dog with loving care and provides a safe environment. Thank... (more)"

19. Maura

I'll love your pup like my own!

Annapolis, MD, 21403

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

"Maura T. is great with with dogs! Maura has socialized and trained many dogs over the years. Maura uses positive reinforcement and was very knowledgeable wit... (more)"

20. Greg

Dog Heaven in Downtown Easton

Easton, MD, 21601

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

About: If your dogs think they are people, they will fit right in at our place. Your dog will love visiting our little urban homestead. We have a fully ... (more)

Experience exceptional service and a personalized match

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

Learn About Premier

With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family.