House Sitting in Highland Beach, MD

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

1. Kate

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

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

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

2. Lauren

Attentive, Reliable and Fun!

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Lauren is a very nice young lady. She is prompt and reliable. Communicates very well and makes me feel that our pups are safe and happy and well taken care of! (more)"

3. Terri

Dedicated to your pets well being!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Terri was an amazing dog sitter for my boys. You can tell that she is amazing with animals and wants to understand the best detail about your loved ones. Eld... (more)"

4. Sydney

Owner and Lover of dogs

Annapolis, MD, 21403

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

3 repeat clients

"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)"

5. Jane

Active, outdoor-loving Annapolitan

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Jane is the absolute best! She is incredible with my goldendoodle, Harper. She’s responsible and one of the few people I would trust with my fur baby. I high... (more)"

6. Kayla & Evan

Work From Home- Puppy Parents of 2

Annapolis, MD, 21403

House Sitting

2 repeat clients

"What a great experience! Kayla & Evan did a fantastic job of watching and taking care of my beautiful old doggie who needs special care. Dependable, trustw... (more)"

7. Kelsey

Energetic dog lover!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Kelsey Trundle is the most responsible doggie walking and puppy loving person you will ever meet.! She simply is the best! Lucky you if she is available ... (more)"

8. Maria

Satisfaction Guaranteed Home & Pet

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We fell so lucky to have found Maria on Rover. She stayed with our three big dogs for about a week, sent us updates and pictures everyday to let us know out ... (more)"

9. Kayla

Love spending time with dogs!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"I love that Kayla takes care of my pups as if they were her own. She truly enjoys spending time with them and gives them the time and attention they deserve... (more)"

10. Molly

Run ´n play outside! the best side

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Molly has a kindred spirit to all species. Dogs, cats, horses, rabbits (that I’ve personally witnessed) are instinctively drawn to her good and gentle soul... (more)"

11. 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)

12. Mary

Sitting by Mary

Annapolis, MD, 21403

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

6 repeat clients

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

13. Matthew

Plenty of attention

Annapolis, MD, 21403

House Sitting

"Matthew is amazing with animals! His own dog is the sweetest and he's an amazing caregiver for her. He's gone out of his way to take care of my cats while ... (more)"

14. Calli

Dependable and active caretaker!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Calli is super responsible and caring! She is currently studying to be a nurse, and that care and attentiveness definitely carries over to dog sitting. My do... (more)"

15. Amanda

Don’t leave your dog alone!

Edgewater, MD, 21037

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

"Amanda is one of the most compassionate people I've had the pleasure of knowing. A profound care taker with both human children and fuzzy children! Her const... (more)"

16. Elias

FT student with free time!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Elias is a kind, smart, and genuine animal lover. He has 3 big dogs of his own and takes care of them like they are his children. He has spent long nights an... (more)"

17. Nicole

I love anything to do with dogs!

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

18. Lisa

Registered Veterinary Nurse

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

About: I'm a registered veterinary nurse with over 20 years experience in the veterinary field. I currently work in a specialty internal medicine clinic. ... (more)

19. Erin

We love dogs as much as people!

Annapolis, MD, 21401

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

"I haven't met a person who has so much love for dogs in my life. Very welcoming person and home. Your pup is in great hands with her. (more)"

20. April

Lifelong dog lover w/o my own

Annapolis, MD, 21403

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

3 repeat clients

"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)"


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.