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House Sitting in Highland Beach, MD

Find a loving dog sitter to watch your dog overnight in your home.

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

I love dogs and long dog walks!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Leah is AWESOMELY!!! She house sat for us. I feel very comfortable having her in my home. Leah is loving and patient with our puppy. He still has accidents ... (more)"

2. Christie

Love dogs Personal love & attenti

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

"I came home to a very content little guy--thanks, Christie! My Shih Tzu has health issues and not once did I worry about his care. Everything was taken car... (more)"

3. Katelyn

Can’t wait to work with your dog!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Last minute, we needed a sitter for our pup, Mazie. Katelyn met with me last minute and was so accommodating. She watched them during the day, sent us update... (more)"

Confirmed 4th of July Availability
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. Kate

Must love dogs...Yes, that's me!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Kate was very accomodating schedule wise and pup was all smiles when i got home so know he had fun. (more)"

6. Elias

FT student with free time!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Elias took very good care of my house and pups while house sitting. A true dog lover! (more)"

7. Maria

Satisfaction Guaranteed Home & Pet

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Maria did an amazing job. When I came home, Zaylee was in great spirits, she was exercised and well behaved and so happy to see us. You can tell when your do... (more)"

8. Julia

Friendly/energetic animal lover

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"We were so happy to find Julia on Rover.com. We were anxious about leaving our 3 yo golden doodle for a week long vacation, especially since he's so attached... (more)"

9. Nina

I care for EVERY kind of pet

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

"Nina Brackman has taken care of my Weimarainer, Bella, multiple times over the last few years. Bella is an extremely high energy dog, who requires lots of ... (more)"

10. Raquel

My favorite people are dogs

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Raquel is a very responsible and caring dog sitter. I left my puppy with her for multiple nights and she took such great care of her. Raquel took my puppy to... (more)"

Confirmed 4th of July Availability
11. Tiffany

Reliable, Experienced Animal Lover!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"My pets all love Tiffany (especially my dog, Nala)! She’s amazing with them! Highly recommend Tiffany to anyone looking for pet care! She’s responsible, orga... (more)"

Confirmed 4th of July Availability
12. Sarah

Takes time to show your dog love

Annapolis, MD, 21401

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

"Sarah Cash is a very trustworthy, hardworking and kind person. She often housesits/petsits for my family and can always be relied upon to follow through with... (more)"

13. Jane

Active, outdoor-loving Annapolitan

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Nice navy girl who is very flexible , watched our Lhasa apso Theo while we weee at a swim meet at the naval academy for 3 days , always on time , very commun... (more)"

14. Nicole

I love anything to do with dogs!

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

"Nicole was great! She watched our rowdy brood of three--one very large lab and two smaller frisky dogs. She loves larger dogs, but also took exceptional care... (more)"

Confirmed 4th of July Availability
15. Sydney

Owner and Lover of dogs

Annapolis, MD, 21403

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

"We are so lucky to have had Sydney with our fur baby while we were out of the country! She was so attentive and caring, like he was her own. She’s already bo... (more)"

16. Mary

Sitting by Mary

Annapolis, MD, 21403

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

"Mary is very kind, patient, easy to communicate with. Pups love her. (more)"

Confirmed 4th of July Availability
17. Alexa

Love all dogs & like being active

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Alexa is an AVID animal lover ergo why she’s vegan. She had a pet dog for over 17 years of her life when he passed. (more)"

Available this weekend
18. Jake

Absolutely LOVE dogs of all types!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Jake was great! Our dogs loved him. He was very responsive and we had no concerns about leaving our dogs with him. He treated our house well, cleaned up afte... (more)"

Confirmed 4th of July Availability
19. April

Two sitters for the price of one

Annapolis, MD, 21403

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

"April is a dog lover to her core. She'll treat your dog like her own baby. I can't imagine she's ever encountered a dog she didn't want to immediately love a... (more)"

20. Alexa

Walks or runs - rain or shine!

Annapolis, MD, 21403

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

About: I have had dogs all of my life - I can't imagine life without one! My 1 year old Golden Retriever, Gunnar, is my best friend as well as a part of ... (more)


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Highland Beach house sitting needs. On Rover, it's easy to find a loving dog sitter in Highland Beach who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Highland Beach house sitters near you, 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. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Highland Beach for your dog — people who'll treat him like family.