House Sitting in Annapolis

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. Rachel Verified Background CheckRover 101

Bet I can make your dog’s tail wag!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"I was very impressed and happy with the care my two dogs received from Rachel! She communicated with me with texts and pictures several times a day. It was obv… (more)"

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2. Kate Verified Enhanced Background Check

Here for you, rain or shine!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Kate was AMAZING!! We had a last minute cancellation for our dog sitter so we signed up for Rover, found Kate, and couldn't have been happier. Moose, our ramb… (more)"

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3. Haley Verified Enhanced Background Check

College professor who loves pets

Annapolis, MD, 21403

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

"Haley did a great job watching our two pups! She sent pictures & videos of all the fun they were having which made us feel confident that our furbabies were be… (more)"

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4. Sarah Verified Background CheckRoverGORover 101

Work from Home & Flexible Schedule

Arnold, MD, 21012

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

"Sarah did a great job watching our boys while we were out of town for 4 days. She sent tons of pictures and kept us updated about their care. Even kept a close… (more)"

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5. Ricky Verified Background Check

Mild ruff-housing may occur!

Severna Park, MD, 21146

House Sitting, Drop-In Visits, Dog Walking

"Ricky was available on a very busy holiday weekend, somewhat last minute. He communicated with us and sent pictures every day. The pups seemed very content whe… (more)"

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6. Terri Verified Background CheckRover 101

Dedicated to your pets well being!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"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 s… (more)"

7. Abigail Verified Background Check

Working from home-love walking dogs

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Abby did a great job housesitting while watching our puppy over the weekend! The house was perfectly clean and our pup was in great spirits. She sent us pictur… (more)"

Confirmed availability
 Christmas and New Year
8. Renea Verified Background CheckRover 101

Barker's B & B: Home-like Boarding

Edgewater, MD, 21037

Dog Boarding, House Sitting

"I had four Thursdays in a row that I was going to be gone from 8am to 8pm. Needless to say, I had to find something for my pup. Renea is fantastic. I can no lo… (more)"

9. Eric Verified Enhanced Background Check

Been dog sitting since I was 12

Annapolis, MD, 21409

House Sitting

"After reading his profile and reviews from others I selected Eric. Eric is a very nice professional young man who communicates well. He came over to see my pup… (more)"

Confirmed availability
 Christmas and New Year
10. Emily Verified Background Check

Will love a dog as if its my own!

Annapolis, MD, 21409

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

"Emily was very sweet to our dog, took him for walks, cuddled and played with him in the backyard. She was very responsible and kept in touch, sending us lots o… (more)"

Confirmed availability
 Christmas and New Year
11. Amber Verified Background Check

Big Smiles And Waggy Tails

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Amber is a experienced pet walker and sitter. She loves all animals and is a calm and soothing influence. She brings experience and a nurturing attitude whe… (more)"

12. Jamie Verified Background Check

Best Buddy for the Furry Royalty

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

About: My brother was our black Lab named Jabip! Mom brought him home when I was 3 days old! So I feel a deep connection to dogs! Then at 6 years old, we mo… (more)

Confirmed availability
 Christmas and New Year
13. Christina Verified Enhanced Background Check

Pawsitively Reliable and Caring.

Annapolis, MD, 21401

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

"I have nothing but great things to say about Christina. She came over a day before to meet the 3 dogs and stayed at my house for the weekend while I was away. … (more)"

14. Wendy Verified Background Check

Pet Lover to the Rescue!!

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

"Wendy is fantastic with Eddie! I was very confident leaving him in her care. She was communicative, sending updates and cute pictures several times a day. Eddi… (more)"

15. Autumn Verified Enhanced Background Check

My priority is safety! (and smiles)

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Autumn is a very good friend of mine, and in my years of knowing her one thing has always been clear: she loves animals and is incredibly patient! She’s helped… (more)"

16. Christine Verified Background Check

Loving, mature, reliable.

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"You did a great job with the "girls." Our two Carian sisters were well loved, clearly cared for, and lived without stress. We will definitely be calling on… (more)"

Confirmed availability
 Christmas and New Year
17. Amanda Verified Background Check

Caring, Active, Dog Watcher

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"We’re so happy we found Amanda! She has been so flexible and willing to go above and beyond for our pups. We will definitely book her again. (more)"

Confirmed availability
 Christmas and New Year
18. Debbie Verified Enhanced Background Check

Pets are people too;)

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Debbie is a dog lover to her core! She's a dog owner herself, so she understands how important our fur babies are. She's worked in a veterinary office, so she'… (more)"

Confirmed availability
 Christmas and New Year
19. Maddie Verified Background Check

Dog Lover!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Maddie did everything I asked while I was away for almost 2 weeks. She also did some extra things she thought would make my return home easier as well. Titan… (more)"

20. Ryan Verified Background Check

Texas-sized Love!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Ryan is my pup Shyla’s new best friend! Ryan provided lots of great photos and updates for the short stay at our home. He even took her for a hike on her favo… (more)"


Never beg a friend to watch your house again. With Rover, you can find the perfect house sitter in seconds. Rover sitters are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted house sitters who can provide the care your pet needs, when they need it.