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. Renea

Barker's B & B: A Canine Experience

Edgewater, MD, 21037

Dog Boarding

24 repeat clients

"Renae and her family welcomed Beckham warmly. It was nice to know that he was well cared for and loved while we were away (particularly over the holidays). ... (more)"

2. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

27 repeat clients

"Elaine was great! Sampson and I were able to visit with her and her dogs and he fit in like it was his own home. Elaine sent updates and photographs everyda... (more)"

3. Bram

Your dog's home away from home

Annapolis, MD, 21403

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

5 repeat clients

"Bram and family were great! It was our first time using Rover and he made me feel very comfortable. Stella had a wonderful time and was well taken care of!... (more)"

4. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

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

3 repeat clients

"Roxie had a great time with Jake and Melissa. They sent me pictures of her which made my day. I did not have to worry about her at all which is so nice when ... (more)"

5. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

72 repeat clients

"Pat did a great job watching my dog Elvis for me over a long weekend. She turned our time away into a mini-vacation for him too! The pictures Pat regularly... (more)"

6. Maegan

Dog lover! Home full time - fence

Annapolis, MD, 21401

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

3 repeat clients

"Maegan is a very trustworthy person that is always gladly willing to look after your dog. She always takes care of my dogs as much as she would to her own. M... (more)"

7. Jessie

Work from home

Annapolis, MD, 21401

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"Jessie took great care of my my baby Jack! I recieved photo updates throughout his stay and knew he was well cared for and loved during my weekend away. Jess... (more)"

8. Tiffany + Megan

Dogs,Cats,Birds,Horses Any Animal❤️

Riva, MD, 21140

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

6 repeat clients

"They were excellent! I loved receiving texts and photos of my puppy during his time in their care. They were willing to pick up our pet and drop him off. My ... (more)"

9. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

"I strongly recommend her. Maria was great. She took great care of Alvin! She was also very flexible--she even agreed to meet at 5am because I had an early f... (more)"

10. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

11 repeat clients

"This is our second time using Heidi and it was another great visit! This visit was a lot longer than the first but Raven came home just as content and calm a... (more)"

11. Erica

Logan's Paws & Play

Annapolis, MD, 21401

Dog Boarding

1 repeat client

"Erica is amazing! Our border collie Lucky came back happy and with new and improved behaviors, and even leaned out from all the exercise he received. Erica ... (more)"

Confirmed Thanksgiving Availability
12. Mary

Sitting by Mary

Annapolis, MD, 21403

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

4 repeat clients

About: I have been house sitting and petsitting in Annapolis since 2012 for several local families and have volunteered at the local Anne Arundel County S... (more)

13. Penny

Dogs make me happy :)

Annapolis, MD, 21403

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

"Penny would make an excellent pet sitter. Since birth, she has grown up with many different kinds of animals and had the responsibility of taking care of the... (more)"

14. Ashley

Experience animal caretaker

Annapolis, MD, 21403

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

"Ashley was great! My dog loved her and had a blast playing with her dog Penelope. Ashley sent me texts/pictures/videos of my dog while I was away and kept me... (more)"

15. Samantha

Excited to meet new furiends!

Annapolis, MD, 21403

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

"I've seen Samantha care for many animals over the years. She is like an animal whisperer - she can quickly identify what an animal wants or needs. She is kin... (more)"

16. Lillian

Pups Home Away from Home

Annapolis, MD, 21401

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

11 repeat clients

"Lillian and Jay were outstanding. Our yellow lab has storm anxiety and they were very attentive. Communication was great and they did everything they could t... (more)"

17. Sam

Who let the dogs out?

Annapolis, MD, 21403

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

"Samantha is very loving to our dog, Bailey. She's responsible, punctual and trustworthy. I trust her with the keys to our house and know that Bailey is get... (more)"

18. Hanna

I love long walks on the beach

Annapolis, MD, 21403

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

"Hanna and Christian did a great job caring for our energetic puppy last minute! It was a huge relief to find someone with reasonable rates when we had to go... (more)"

19. Brittney

Leave your dog with a loving couple

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits

About: Hi! My husband and I live in Hillsmere Shores down by the water and have a huge fenced in back yard. We currently have a 5 year old chocolate lab ... (more)

20. Allison

We'll treat your dog as family!

ANNAPOLIS, MD, 21403

Dog Boarding, Dog Walking

1 repeat client

"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)"


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.