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.
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1. Caitlin

flexible student who loves animals

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Caitlin did a great job with our girls this past weekend. She showed up as promised and sent me pictures and updates throughout the weekend. She even staye... (more)"

2. Victoria

Experienced & Caring Pet Sitter!

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

38 repeat clients

"I booked with Tory to stay with my dog at my house just the day before my trip--and she was prompt, kind, efficient, and trustworthy, despite the less than i... (more)"

3. Sydney

Owner and Lover of dogs

Annapolis, MD, 21403

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

1 repeat client

"Sydney always took great care of my pets and was super quick with responding to texts and calls and could always help at the last minute. Would highly recomm... (more)"

4. Kayla & Evan

Work From Home- Puppy Parents of 2

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

5. Kate

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

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I first met Kate when she was house/petsitting for the neighbor's dog. She was in their yard throwing the ball for the dog. We chatted and I felt very comf... (more)"

Confirmed New Years Availability
6. Terri

Dedicated to your pets well being!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Where do I begin?! Terri is the epitome of animal lover and treated our Xena like her own. She was incredibly flexible and valued connecting with Xena before... (more)"

7. Molly

Run ´n play outside, the best side!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"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)"

Confirmed Christmas Availability
8. Maria

Satisfaction Guaranteed Home & Pet

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maria did an outstanding job watching my pups. She sent me photo and text updates and even brushed out their fur. She went above and beyond what was expected... (more)"

9. 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)"

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

"Could not be happier with the stay! The puppies were great when I returned and it was obvious they made a new very good friend. Everything was super easy and... (more)"

11. Hanna

I love long walks on the beach

Annapolis, MD, 21403

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

"Hanna is an excellent dog sitter. She is very compassionate and empathetic so she takes great care. She is very responsible and mindful, so you can leave you... (more)"

12. Lea

Lea Loves the Pups!

Annapolis , MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Very trust worthy! (more)"

Confirmed Holiday Availability
13. Mary

Sitting by Mary

Annapolis, MD, 21403

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

4 repeat clients

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

14. sonya

Pet sitting by Sonya

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sonya was great. I felt totally assured that my doggy was well taken care of. Sonya made things very easy for me logistically as well which I very much appre... (more)"

15. Katie

Flexible schedule, active lifestyle

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

"Katie was awesome! We came home to happy dogs. We will definitely be using Katie again! (more)"

16. April

Lifelong dog lover w/o my own

Annapolis, MD, 21403

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

2 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)"

17. Hailey

Energetic and caring dog care

Annapolis, MD, 21401

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

"Hailey is kind and compassionate dog sitter for my family. We have 2 dogs. Our 16 year old Schnoodle wears diapers and is deaf. Hailey treats her with patien... (more)"

18. Evelyn

Evelyn's pet care

Annapolis, MD, 21401

House Sitting

"Evelyn has been sitting for my 5 dogs and parrot for several years. Lucy my Jack Russel was a challenging dog to get to eat, Evelyn turn herself inside and ... (more)"

19. MK

Dogs and more pet care

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"MK is great! She's very caring, punctual and my pup, Portland, LOVED her. She's extremly knowledgeable about pups, which is very reassuring. I have an overly... (more)"

20. 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)"

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.