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.

Search Results

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Caroline D.
Friendly, flexible, animal lover 🐾Crofton, MD, 21114
House Sitting, Drop-In Visits, Dog Walking

Caroline took excellent care of our babies while we were away. Kept us informed of how everyone was doing and sent pics when they were being super cute (more)

from
$50
per night
Calendar Recently Updated
Kristine C.
Lovable, Trustworthy animal lover!Annapolis, MD, 21401
House Sitting

She was great with our dog, respectful of our home, and would send us updates and pictures. (more)

from
$38
per night
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Deborah C.
Dogs and I have a mutual affectionAnnapolis, MD, 21403
House Sitting

Deborah took amazing car of my 11m old puppy in my home while I was away. Highly recommend. Trustworthy! Easy to communicate with. Happy to book again. (more)

from
$45
per night
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Dimitri R.
WAG MORE, BARK LESS 🐶Annapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

I have had the pleasure of knowing Dimitri for over two years now. In the past two years, Dimitri has proven himself to be responsible, reliable, caring, and tr… (more)

from
$50
per night
Confirmed availability: Christmas and New Year
Chloe E.
5.
Can I pet your dog!?Annapolis, MD, 21403
House Sitting, Drop-In Visits

Chloe was an Awesome sitter, we will definitely be using her again. She spent the 4th of July weekend with Abby and went above and beyond our expectations! (more)

from
$50
per night
Calendar Recently Updated
Dog lover all the wayAnnapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

Jessica was a lovely house guest to have with our pups while we were away. This was our first time using her so she made sure to set up a time to meet before ou… (more)

from
$50
per night
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Fun doggy/kitty vacation!!Severna park, MD, 21146
House Sitting, Drop-In Visits, Dog Walking

Allie is a very kind animal lover. From the inception, Tiki loved Allie and after meeting her, we were also comfortable leaving them alone at home. Definitely w… (more)

from
$65
per night
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8.
Pet Sitter who is available 24/7Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking

Emily did a great job. I'm very protective of my Lilly and when I returned she was fine and the house was just the way I left it. I definitely would recomme… (more)

from
$50
per night
9.
College student who loves animalsAnnapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

Isabel was very responsive and took great care of Precious. She stayed in my home during the pet-sitting and was very respectful to my space. Isabel spent amp… (more)

from
$60
per night
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10.
College professor who loves petsAnnapolis, MD, 21403
Dog Boarding, House Sitting, Drop-In Visits

Haley was a lifesaver! Not only did she reply quickly to my request, she also accepted our VERY last minute need for a goat sitter. Oh, and she also agreed to w… (more)

from
$50
per night
11.
Been dog sitting since I was 12Annapolis, 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 pups… (more)

from
$32
per night
Confirmed availability: Christmas and New Year
12.
Dedicated to your pets well being!Annapolis, MD, 21401
House Sitting, Drop-In Visits, Doggy Day Care, 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 sh… (more)

from
$40
per night
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13.
Trustworthy & punctual animal loverAnnapolis, MD, 21403
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rebekah was great, she communicated when traffic caused her to be a few minutes later than she planned, and sent me updates as requested. My dogs were happy w… (more)

from
$32
per night
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14.
Fully vaccinated outgoing pet ownerArnold, MD, 21012
House Sitting, Drop-In Visits, Dog Walking

Great job. Awesome.on the communication. (more)

from
$40
per night
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15.
Pets are people too;)Annapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

Debbie was SO WONDERFUL with my nervous pup! Bailey got comfortable with her quickly and they had good walks. Debbie was great about juggling her schedule and B… (more)

from
$63
per night
16.
Persistent & PatientAnnapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

My cousin watches my dog whenever I’m out of town and whenever I come back Yara always wants to stay with her! She’s very attentive and plays with her all day! (more)

from
$30
per night
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17.
hardworking animal loverAnnapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking

Emily was amazing!! Our dogs love her and she has plenty of work experience with dogs of all sizes. We highly recommend her!! (more)

from
$55
per night
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18.
No life is complete without a dogAnnapolis, MD, 21401
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Warren was very polite and listened very well to our instructions how to care for our pets. Our dogs loved him right away. Dogs can always tell when a person is… (more)

from
$60
per night
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19.
Fun and experienced dog walkerAnnapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking

Kaela is a wonderful dog owner and dog sitter. She has helped me raise my little furball from the day I got him. Without Kaela, he wouldn’t be half as well trai… (more)

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$31
per night
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20.
Caring, Active, Dog WatcherAnnapolis, MD, 21403
House Sitting, Drop-In Visits

Amanda was great! Great communication throughout. Very happy to be connected to her. Will definitely contact her again whenever we need a sitter. (more)

from
$100
per night

Rover also offers in:


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.