Doggy Day Care in Windward Cove, MD

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

1. Jack

Large Fenced Yard + Home Full-Time!

Arnold, MD, 21012

Dog Boarding, Doggy Day Care

29 repeat clients

"Jack has been looking after our 8-wk old puppy and we couldn’t have asked for a more caring daycare! He is sensitive to the personalities and needs of all t... (more)"

Confirmed 4th of July Availability
2. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

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

2 repeat clients

"I can’t say enough good things about Ashley! We found her on rover when we desperately needed a sitter for a few weeks. Ashley instantly accepted and started... (more)"

Confirmed 4th of July Availability
3. Michelle

Beautiful back yard for your dogs!

Annapolis, MD, 21409

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Michelle has watched my dogs for a couple of years now. She always treats my dogs like they are her own. I highly recommended her!! (more)"

4. Megan

Home Full Time - Ready to help

Edgewater, MD, 21037

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

About: I love animals, all animals! I am available to assist you with animal care needs. From dog walks to boarding, just give me a shout! I attend Dog ... (more)

5. Julie

'MUST LOVE DOGS'

Edgewater, MD, 21037

Dog Boarding, Doggy Day Care

2 repeat clients

"My canine kids had a great play day at Julie's. Will book again when I need a sitter in the future. (more)"

6. Stephanie

We luvs dogs too!

OXFORD, MD, 21654

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

"Meeting Stephanie for the first time was great. We are new to the area and she welcomed us to Oxford. Stephanie made our dog Bella feel comfortable to her h... (more)"

7. Jennifet

Fenced yard,gated neighborhood,

FL, FL, 33543

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

"Jennifer was the perfect companion for my dog. She was always excited to see her, and they bonded really quickly. I always felt like my dog was in expert ha... (more)"

8. Kimberly

Home full-time

Arnold, MD, 21012

Dog Boarding, Doggy Day Care, Dog Walking

"I have known KIm for roughly 8 years. She has been the best neighbor! She has taken great care of my dog and watched out for my house. She and her family h... (more)"

9. Audreanna

Home full time, fenced in yard

Centreville, MD, 21617

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

About: I am basically a stay at home mom. I work one day a week at a dog grooming salon, I am a pet stylist! I have always loved working with dogs and I s... (more)

10. Tayler

furbaby lover

Annapolis, MD, 21403

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

3 repeat clients

"Tayler was great and kept me very informed about how Shelby was doing! Will definitely reach out to her for future needs (more)"

11. Jackie

Your dogs perfect get-away!

Stevenesville, MD, 21666

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

1 repeat client

"I will never look for another dog sitter! Jackie was so fun and loving with our pups I don't think they wanted her to leave! Jackie watched our dogs (2 big d... (more)"

12. Leah

Flexible, Will be BFFS w/ your dog!

Annapolis, MD, 21409

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

1 repeat client

"Leah really knows what she's doing when it comes to dogs. This girl is the biggest dog lover i know and has always expressed her love for dogs for as long as... (more)"

Confirmed 4th of July Availability
13. 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)"

14. 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)"

15. Ashley

Experience animal caretaker

Annapolis, MD, 21403

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)"

16. 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)"

17. 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)"

18. Julia

Tons of fun for your pup!

Annapolis, MD, 21403

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

About: I am a teacher, and over the summer, I am home full-time and I would LOVE some company from your furry friend! I live next to a park and the water... (more)

Confirmed 4th of July Availability
19. Chelsea

Animal lover - home for the summer

Annapolis, MD, 21403

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

About: Hi there! I am passionate about all animals and have been surrounded by both dogs and cats my whole life. I grew up with golden retrievers and labr... (more)

20. Imani

I've won a few four legged races

Shady side, MD, 20764

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

About: I think the most important thing about providing amazing service is loving what you do, And I absolutely love caring for our four-legged buds! I ha... (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 Windward Cove 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.