Doggy Day Care in Highland Beach, MD

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

Confirmed availability
Christmas and New Year
1. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

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

"Ashley is great, I don't think I could have picked a better person to watch my puppy. Her and her family are very kind and welcoming. Max enjoys going over t... (more)"

Confirmed availability
Christmas and New Year
2. Michelle

Beautiful back yard for your dogs!

Annapolis, MD, 21409

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

"Michelle was great! Very easy to communicate with and I love that she sent me pictures to show me how Coco was doing. (more)"

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3. Haley

Dogs Are My Kind Of People :)

Annapolis, MD, 21403

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

"Haley helped us last minute and it was a great relief for us to find someone who we could trust to take care of our mini Schnauzer while we toured The Naval ... (more)"

Confirmed availability
Christmas and New Year
4. Mary Ellen

Home away from home for your dog

Annapolis, MD, 21403

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

"I have known Mary Ellen for over 15 years. We have taken care of each other's dogs over those years and Mary Ellen is the best. I trust her completely with m... (more)"

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5. Brandy

We are a family of Pet Lovers :)

Riva, MD, 21140

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

"Brandi took my request at the last minute which was a life saver so I could get to work. She and her family were very patient and living to Hope. And most of... (more)"

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6. Shacja

5-acre waterfront fenced property

Annapolis, MD, 21409

Dog Boarding, Doggy Day Care

"Janet is a warm and friendly person with a genuine love for dogs. She has an adorable Boston terrier named Heidi and Heidi gets lots of tender loving care f... (more)"

Confirmed availability
Christmas and New Year
7. Kathy

Furry best friends wanted!!

Edgewater, MD, 21037

Dog Boarding, Doggy Day Care

"Kathy L. Is a very caring person, she has a lot of knowledge, and experience with pets, very responsible, she has great Love for all animals, her house is ve... (more)"

Confirmed availability
Christmas and New Year
8. Justine

Dog Lover turned Sitter

Stevensville, MD, 21666

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

About: My name is Justine. I am 28 years old. I live on Kent Island in Maryland. I am currently going to school for my Master's at George Mason but the cl... (more)

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9. Thabata

I will have fun with your Doge!

Annapolis, MD, 21401

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

About: I had dogs growing up and I recently lived on a property that they had 2 Newfoundland’s. They were absolutely gorgeous. I lived there for almost f... (more)

Confirmed availability
Christmas and New Year
10. Pam

I love animals!

Shady Side, MD, 20764

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

"Pam took lovely care of our golden retriever Moose over the holiday weekend. She was very accommodating and even offered to pick up and drop off Moose. She k... (more)"

Confirmed availability
Christmas and New Year
11. Anthony

Home full time- Built in Dog Park

Arnold, MD, 21012

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I'm the Dad of Adiline a 19 month old boxer & Odin a 7 month old American bulldog, boxer mix. I work from home my puppies are with me all day and l... (more)

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12. Maegan

Dog lover! Experienced care

Annapolis, MD, 21401

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

"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)"

13. Megan

Home Full Time - Ready to help

Edgewater, MD, 21037

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

"Megan is something like a dog whisperer. I had to leave my naughty dog with her for a week while on vacation. She is usually a big aggressive with other dogs... (more)"

Confirmed availability
Christmas and New Year
14. Daria

I work from home & love dogs!

Annapolis, MD, 21401

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

"For the last several years Daria has taken care of our family husky Denali. She has no problem handling all of Denali’s energy and taking her on nice long wa... (more)"

Confirmed availability
Christmas and New Year
15. Stephanie

Dogs are part of our family

Annapolis, MD, 21401

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

About: I love dogs to the point i would let them sleep with me or share the sofa. I would go for a walk at downtown. We would go to the park and have ... (more)

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16. Carolina

“ Play, eat, nap, repeat!”

Annapolis, MD, 21409

Dog Boarding, Doggy Day Care

"Carolina is very friendly and great with my dog. I feel very comfortable leaving Otto with her because I know I will be getting constant updates on how he is... (more)"

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17. Erin

Home full-time, fenced in yard!

Annapolis, MD, 21409

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

About: Leaving your fur baby can be scary! (I know from being a crazy dog mom myself). The most important thing when your away is that your pet feels safe... (more)

18. 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)"

19. Rebecca

I love being a caretaker for dogs.

annapolis, MD, 21403

Drop-In Visits, Doggy Day Care, Dog Walking

"Rebecca has always loved dogs. She is the one who wanted to adopt rescue animals....which we have done for all of our dogs. She takes care of Peaches an... (more)"

20. 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)


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.