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. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

"Our dog Alden had his first visit with Elaine today. We always have a hard time when leaving him, but throughout the day Elaine sent us progress pictures of... (more)"

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2. Haley

Dogs Are My Kind Of People :)

Annapolis, MD, 21403

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

"Haley was fantastic with Lady Bug. We can only hope she is available to watch her again the next time we leave town. (more)"

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3. Elaina

Will run in any weather!

Edgewater, MD, 21037

Dog Boarding, Drop-In Visits, Dog Walking

"We had a wonderful experience with Elaina watching our dog! Elaina was really good with Molly, and the experience could not have gone better! (more)"

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4. Thomas & Melissa

Couple to host friend for our dog!

Annapolis, MD, 21403

Dog Boarding

"Thankfully Trey and Melissa were able to take my Eugene on short notice and the fact that they have a dog of their own was a bonus for Eugene who loves to pl... (more)"

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5. Amanda Drew

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. 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)"

7. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

"Pat has been a joy to have watching Kodiak. She is responsive and responsible, sends a nice amount of pictures during the stay and has been very attentive t... (more)"

8. 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)"

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9. 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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10. Keyla

Love and care when you’re not there

Annapolis, MD, 21402

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

"Keyla took great care of our dog Millie. We were lucky to find her available for Thanks giving week. We definitely will use her again. (more)"

Confirmed availability
Christmas and New Year
11. Allie

Home on Fridays, will jog with dogs

Annapolis, MD, 21403

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

About: I have been a dog owner for over 6 years and have countless experiences caring for pets of family, friends, and clients! I am available once a day ... (more)

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12. Kristin

Large yard, close to the beach

Edgewater, MD, 21037

Dog Boarding, Drop-In Visits, Dog Walking

"Kristin was a hit! The first time I ever felt our boy came back to us not all stressed out. I highly recommend her. She is very knowledgeable and compassiona... (more)"

13. Elaine

Elaine's Pampered Pets

Annapolis, MD, 21403

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

"Maizie is a very shy girl with people. So dropping her at a sitter is usually a bit difficult for her. Elaine had 2 other dogs arriving too which brings ... (more)"

Confirmed availability
Christmas and New Year
14. Sarah

Takes time to show your dog love

Annapolis, MD, 21401

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

"I felt totally comfortable leaving our family dog with Sarah for the week that we were away this summer. Sarah was warm, open, and communicative. I could tel... (more)"

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15. Liza

Long walks, fun trips & playtimes!

Annapolis, MD, 21401

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

"Liza is AMAZING! My husband and I couldn't be more comfortable and confident in trusting someone watching our precious puppy. She is very caring, knowledgeab... (more)"

16. Lindsey

Eastport dog walker/cat snuggler :)

Annapolis, MD, 21403

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

About: I am a lifelong animal lover. I work full time at a no kill animal shelter and walk/sit dogs in my free time. I am comfortable handling any size do... (more)

17. 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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18. Jordan

Cozy Annapolis home w/ lab pup

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

"Jordan is the absolute best. There is no one who will love your pooch more than she does! Her dog, Porter, is incredibly sweet with both people and pets. My ... (more)"

Confirmed availability
Christmas and New Year
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)"

Confirmed availability
Christmas and New Year
20. Lynne

Spend time with our Pack !

Annapolis, MD, 21403

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

About: I absolutely love animals! I have had rescue dogs and cats all my life and really enjoy having them around. I've had puppies/kittens to seniors ... (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.