Dog Boarding in Highland Beach, MD

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Sarah

Fenced yard! Takes dogs running!

Annapolis, MD, 21401

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

"Sarah was absolutely wonderful! Her place was perfect, great fenced yard. She kept me updated and sent me pics of Kashi during his stay. I felt 100% confide... (more)"

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2. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

"Elaine was perfect for my 9 yr old yorkie. It was great to leave him with Elaine and her two dogs rather than at a big kennel. I will try to reserve Elaine a... (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 is absolutely one of the best caregivers a person could hope for. She is kind, gentle, and considers her pets, and those in her care, to be family. Sh... (more)"

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4. Megan

Home Full Time - Ready to help

Edgewater, MD, 21037

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

"This was our first time using rover. So we we’re very nervous. The first sitter we booked months ago before our trip cancelled on us. We found Megan last min... (more)"

Confirmed availability
This weekend
5. Amanda

Grrrr-reat time for the Dogs!

Annapolis, MD, 21401

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

"Amanda was absolutely amazing, from the meet and greet to Sadie's the entire stay! I let my Sadie with her during the labor day weekend and she was beyond fl... (more)"

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6. Sarah

Takes time to show your dog love

Annapolis, MD, 21401

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Sarah was great company for Toshi while we were traveling abroad. He stayed with her and her family, where it was apparent that he was treated like royalty. ... (more)"

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7. Erin

We love dogs as much as people!

Annapolis, MD, 21401

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

"Erin did a fantastic job watching Tod during the week while we were away! We were able to set up sometime beforehand to do a meet and greet and she sent dail... (more)"

8. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

"Definitely a great find! I live in DE and there are no sitters in my immediate area, so I decided to look along the BWI route from my home. I found Pat ver... (more)"

9. David

Home with your pup

Annapolis, MD, 21402

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

"Our dog Felix was spoiled, given much needed exercise and simply had the best time with David. He updated us regularly with nice photos too. We were just so ... (more)"

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10. Mary Ellen

Home away from home for your dog

Annapolis, MD, 21403

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

"Mary Ellen opened her home to our little dog. Very warm and caring. (more)"

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11. Mac

Flexible schedule. love all dogs

Annapolis, MD, 21403

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

"Mac has grown up in a household full of dogs. His mother trains dog for a living. His love for dogs is only matched for his love of taking care of dogs. He’s... (more)"

12. Amanda

Dog lover *fenced yard* *long runs*

Annapolis, MD, 21401

Dog Boarding, Dog Walking

"The only thing that I was worried about was that Kona might not want to leave Amanda. She was incredible with him, and he is totally in love with her Golden,... (more)"

13. Javiera & Tyler

Plenty of exercise - large yard

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Dog Walking

"Javiera, Tyler, and their beautiful puppy Fiona were absolutely amazing! My original sitter had to cancel and Javiera and Tyler accepted my last minute reque... (more)"

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14. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

"Maria was a life saver. She graciously accepted our last minute request. Maria provided updates and photos of Bandit during his stay- to put our minds at eas... (more)"

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15. Shauna

Pet Nanny

Edgewater, MD, 21037

Dog Boarding, House Sitting, Drop-In Visits

About: We absolutely adore pets and will give your pet all the love and care you would give you pet while you are away. I have a 4 year old (Abby) and 1 y... (more)

16. Elaine

Elaine's Pampered Pets

Annapolis, MD, 21403

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

"Elaine took very good care of Bernie and kept me updated on how he was doing. I really appreciated her thoughtfulness and accommodation of Bernie's special ... (more)"

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17. Jordan

Large fenced in yard!

Annapolis, MD, 21401

Dog Boarding, Drop-In Visits, Dog Walking

"Our dog, henry, had a great time with Jordan. He was well exercised and happy when we picked him up. Jordan was also very responsive through the whole proces... (more)"

Confirmed availability
This weekend
18. Logan

I’ll run your dog very fast.

Annapolis, MD, 21041

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Logan was super flexible and responsive. I appreciated that he sent pictures of my pup on a walk. She was happy and tired from adventuring when I picked her ... (more)"

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19. Allison

We'll treat your dog as family!

ANNAPOLIS, MD, 21403

Dog Boarding, Drop-In Visits, Dog Walking

"Allison was wonderful at sending us updates on our dog, Marlo, and pictures. She IS loving and patient. This was out first time leaving our dog with a dog si... (more)"

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20. Doreen

Large fenced yard. Home part-time

Annapolis, MD, 21403

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

"Thanks to Doreen, we were able to enjoy our two week vacation without any concerns about our beloved pups. She is a kind, thoughtful, caring pet sitter and w... (more)"


Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Highland Beach, MD dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Highland Beach, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.

The cost of dog boarding in Highland Beach may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Discovery-Spring Garden, MD. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

In short, when you use Rover to find a dog sitter in Highland Beach, MD, you can rest easy knowing that your dog is having a great time.