House Sitting in Annapolis

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ava M.
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Sitter Profile Image: Ava M.
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1.

Ava M.

Animal Lover & Former Vet Tech
Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$63
per night

We are so happy we booked Ava to house sit our puppy! She was extremely attentive and went above and beyond to make sure our dog and home were well taken care of.

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Sitter Profile Image: Andrew P.
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Sitter Profile Image: Andrew P.
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2.

Andrew P.

Caring, animal-loving PA
Annapolis, MD, 21401
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
11 repeat clients
from
$45
per night

Andrew provided incredible care to my pup brutus. He was very proactive with sending updates and pictures, and my dog looked so happy in every one he sent. Could not recommend his sitting services enough!!

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Sitter Profile Image: Andrea W.
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Sitter Profile Image: Andrea W.
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3.

Andrea W.

Life long animal lover
Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
7 repeat clients
from
$70
per night

Andrea was amazing. Made time to do a meet and greet with my pups. Communicated several times a day to ease my nerve's. If you are looking for a trustworthy person to care for your pups, just reach out to Andrea.

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Sitter Profile Image: Kelly P.
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Sitter Profile Image: Kelly P.
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4.

Kelly P.

Animal lover w/ 20 years experience
Annapolis, MD, 21403
House Sitting, Drop-In Visits
5.0
4 reviews
2 repeat clients
from
$65
per night

Our family had an overnight trip planned. We met with Kelly and introduced our Luna to her and instantly felt confident and comfortable she was in good hands! She walked her once before our trip and Luna was so happy that day we came home. During our trip she made sure to send plenty of pictures and videos and even walked her more than we asked, which is awesome for a lab! She even stayed and kept her company even though she was just sleeping, so I knew she was not lonely. She definitely eased my heart while we were away! We came home to a happy and tired puppy!! I highly recommend and will definitely be using her in the future! Thank you Kelly for being so great!!!!

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Sitter Profile Image: Vanessa R.
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Sitter Profile Image: Vanessa R.
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5.

Vanessa R.

Home Away from Home
Arnold, MD, 21012
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
5 repeat clients
from
$83
per night

Vanessa was fantastic to work with. She arrived promptly, kept me updated on my pup Morgan with pics and notes. I’m felt very comfortable having Vanessa house/dog sit. Would highly recommend here. Patty

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Sitter Profile Image: Michael P.
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Sitter Profile Image: Michael P.
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6.

Michael P.

Rover 101
Compassionate, Reliable, Fun Loving
Annapolis, MD, 21409
House Sitting, Drop-In Visits, Dog Walking
5.0
51 reviews
26 repeat clients
from
$70
per night

Michael watched our 5-month pup while we went out of town for a wedding! He was excellent and our pup had a blast! We highly recommend using Michael for your pet-sitter needs.

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Sitter Profile Image: Darby N.
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Sitter Profile Image: Darby N.
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7.

Darby N.

I’ll treat your pets like family!
Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
8 repeat clients
from
$75
per night

This is our second time using Darby. She is absolutely wonderful and incredibly trustworthy! It is comforting knowing that we can leave our home and puppy in her hands-- highly recommend!!

Sitter Profile Image: Holly B.
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Sitter Profile Image: Holly B.
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8.

Holly B.

I will love your dog like my own!
Annapolis, MD, 21401
Boarding, House Sitting
5.0
12 reviews
3 repeat clients
from
$60
per night

Holly was so wonderful with our girls. They were happy and rested when we got back. She also kept us informed and sent lots of pics. And she took great care of our home too. We definitely hope to see Holly again! I highly recommend her to anyone who needs someone to love and care for their fur babies.

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Sitter Profile Image: Pam J.
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Sitter Profile Image: Pam J.
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9.

Pam J.

Every pet client is #1 to me!
Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
3 repeat clients
from
$75
per night

Pam took wonderful care of our whippets. One is incontinent and requires diapers at night and the other is deaf, but that didn't phase her. We are very grateful to have found her.

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Sitter Profile Image: Cat M.
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Sitter Profile Image: Cat M.
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10.

Cat M.

Pet parent, dog lover
Annapolis, MD, 21409
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$50
per night

Cat is so loving to animals and treats anyone's animals like her own. I'm so happy anytime I get to have her watch my cat because I know he's in good hands.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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11.

Taylor C.

Flexible schedule!! Cats and Dogs!!
Annapolis, MD, 21401
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
109 reviews
36 repeat clients
from
$105
per night

Taylor watched our senior dog in our home for 4 full days and not only did she provide the best in home companionship and care but she was the best houseguest. We came back and our precious boy was happy and so taken care of as was our home . We will definitely use her again. 5 stars across the board.

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Sitter Profile Image: Kenzie H.
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Sitter Profile Image: Kenzie H.
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12.

Kenzie H.

FURever together.
Arnold, MD, 21012
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
2 repeat clients
from
$50
per night

It was so comforting having Kenzie sit my 2 high maintenance cats. She administered their pills each night. She was so good at keeping in contact letting us know when she arrived and when she was leaving. She sent photos of my cats throughout her stay which is so important to a pet owner. She made us feel calm and comfortable about going away instead of stressing and wondering if they were being cared for properly. Highly recommend!!!

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Sitter Profile Image: Darragh M.
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Sitter Profile Image: Darragh M.
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13.

Darragh M.

Experienced dog/cat owner + sitter
Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$37
per night

Darragh took care of my two dogs when I was on vacation. He cared for them so well that I was afraid they would rather stay with him than come home with me! Will definitely be using him again in the future.

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Sitter Profile Image: Emica M.
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Sitter Profile Image: Emica M.
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14.

Emica M.

Borrow Gidget's Mom!
Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking
3 reviews
1 repeat client
from
$50
per night

Emica is a superb pet and house sitter. She has worked for us for two years. Our 2 dogs love it when she takes care of them. Emica is friendly, dependable, and reliable. Our house is always clean and tidy when we return and our dogs are happy. I highly recommend Emics as a pet and house sitter.

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Sitter Profile Image: Haley D.
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Sitter Profile Image: Haley D.
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15.

Haley D.

Pets are my favorite part of a home
Annapolis, MD, 21403
Boarding, House Sitting
5.0
52 reviews
17 repeat clients
from
$60
per night

First time using Rover and couldn't be happier with it. Haley was very sweet, accommodating, and sent me pictures to assure me my baby was well taken care of. So easy! Excited to use her again. ?

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Sitter Profile Image: Sam M.
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Sitter Profile Image: Sam M.
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16.

Sam M.

Marine biologist with spare time
Annapolis, MD, 21403
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
25 reviews
4 repeat clients
from
$50
per night

Having Sam stay here with our kitty felt like having a family member here. We had total peace of mind, knowing he genuinely cared for our Little Girl (L.G.) My wife and I now call Sam the “Cat Whisperer”, as he even got her to sit in his lap! He was very communicative throughout our trip, including pics and daily updates. We would love for him to stay every time with our cat.

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Sitter Profile Image: Jamie P.
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Sitter Profile Image: Jamie P.
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17.

Jamie P.

Best Buddy for the Furry Royalty
Annapolis, MD, 21403
House Sitting, Drop-In Visits
5.0
81 reviews
34 repeat clients
from
$37
per night

Jamie is amazing! I have two elderly dogs with special needs and I felt very comfortable leaving them in Jamie’s care. One of my dogs needs insulin twice a day and she came by before sitting for them to make sure she was giving him the medication correctly. She sent updates and pictures throughout the week. We came home to a welcome home banner with pictures! I highly recommend Jaime for your pet sitting needs!

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Sitter Profile Image: Niccolo M.
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Sitter Profile Image: Niccolo M.
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18.

Niccolo M.

The Pet Whisperer
Annapolis, MD, 21402
House Sitting, Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$35
per night

It is with immense pleasure and genuine enthusiasm that I write this testimonial for Nico, a true gem when it comes to caring for our furry family members. I have had the privilege of witnessing Nico's exceptional pet care skills firsthand, and I am confident that he would make an outstanding pet sitter or dog walker on Rover.com. Nico possesses a rare and wonderful combination of passion, responsibility, and genuine love for animals. From the moment he meets a pet, it's clear that he sees more than just a client – he sees a cherished member of the family. His warmth and compassion create an immediate bond that sets both pets and their owners at ease. Nico's reliability is truly commendable. He understands the importance of routine and consistency in a pet's life, ensuring that feeding times, walks, and play sessions are not just tasks to check off but opportunities to create joyful experiences for the pets he cares for. I have always felt secure knowing that my pets are in his capable hands. His patience and attentiveness make him stand out. Nico takes the time to understand each pet's unique personality, preferences, and quirks. Whether it's a boisterous pup or a shy kitty, he tailors his approach to meet their individual needs, providing a level of care that goes beyond the basics. What sets Nico apart is his commitment to going the extra mile. He doesn't just walk dogs; he engages with them, ensuring they get the exercise, mental stimulation, and affection they crave. As a pet sitter, he creates a home away from home, making sure pets feel loved and secure in his care. In summary, Nico. is not just a pet sitter or dog walker; he is a genuine animal enthusiast with an unwavering dedication to the well-being of our beloved pets. I wholeheartedly recommend him to anyone seeking a trustworthy, compassionate, and responsible caregiver for their furry family members.

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Sitter Profile Image: Mary K.
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Sitter Profile Image: Mary K.
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19.

Mary K.

emptynester looking to keep busy!
Annapolis, MD, 21401
House Sitting, Dog Walking
10 years of experience
from
$35
per night

About: Years of experience helping and training my kids to take care of pets. Love to take long walks and snuggle with pets and play with pets! I currently work from home part time and have free time mist evenings and weekends. I’m available most weekdays after 2pm but have availability the days I work from home too. This can be worked out to the owners needs. I live close to a park for walking or I’m always happy with my taking long walks!

Sitter Profile Image: Karli K.
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Sitter Profile Image: Karli K.
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20.

Karli K.

AnimalLOVER looking 4 new Furriends
Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
4 repeat clients
from
$65
per night

Karli was once again amazing! We needed a last minute sitter for our wedding weekend and Karli came through! We felt completely at ease knowing our kitties and home were well taken care of. We will definitely keep booking Karli!

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Annapolis House Sitting ratings

Overall Rating:

House sitters in Annapolis are rated on average 5 out of 5 stars based on 871 reviews.


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.

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