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
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Sitter Profile Image: Haley D.
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Sitter Profile Image: Haley D.
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1. Haley D.

Star Sitter
Pets are my favorite part of a home
Annapolis, MD, 21403
1.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
55 reviews
18 repeat clients
from
$60
per night

Haley was great! She came to meet our girls before her first stay with them. She was very neat and the girls seemed happy when we returned!! ?

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Sitter Profile Image: Pam J.
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Sitter Profile Image: Pam J.
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2. Pam J.

Star Sitter
Every pet client is #1 to me!
Annapolis, MD, 21401
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
12 repeat clients
from
$75
per night

Pam was the perfect sitter for our rambunctious puppy and us. Hoping/looking forward to working with her as our go-to puppy minder.

Sitter Profile Image: Eric R.
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Sitter Profile Image: Eric R.
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3. Eric R.

Been dog sitting since I was 12
Annapolis, MD, 21401
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
23 repeat clients
from
$50
per night

Eric stayed with our 2 dogs over the weekend and everything went great. Our 18 month old is usually apprehensive about strangers but took to Eric right away. He will definitely be our 1st choice to look after them in the future.

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Sitter Profile Image: Darragh M.
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Sitter Profile Image: Darragh M.
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4. Darragh M.

Experienced dog/cat owner + sitter
Annapolis, MD, 21401
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$40
per night

Darragh was absolutely wonderful in caring for our cat while we were away on vacation. He demonstrated remarkable consistency and genuine care throughout. Not only did he spend quality time playing with our cat, providing her with companionship, but he also went above and beyond by voluntarily taking out the trash and tidying our cat's food dish. If you're in search of a reliable and compassionate pet sitter, Darragh is the perfect choice. We wholeheartedly endorse him and eagerly anticipate utilizing his services in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew P.
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Sitter Profile Image: Andrew P.
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5. Andrew P.

Star Sitter
Caring, animal-loving PA
Annapolis, MD, 21401
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
12 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: Susan S.
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Sitter Profile Image: Susan S.
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6. Susan S.

Star Sitter
Dr. Dolittle- talks,walks, cuddles
Annapolis, MD, 21401
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$70
per night

Susan was fantastic! She took wonderful care of our goldendoodle and treated him like her own. I honestly think he was disappointed when we came home and his daily excursions to downtown Annapolis, trips to get pup cups, and walkabouts were coming to a close! She helped keep our extremely social boy busy and distracted while our family was away and left our house immaculate. We got daily reports with pictures, which was fantastic! Would not hesitate to use Susan again and recommend her to everyone!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ava M.
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Sitter Profile Image: Ava M.
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7. Ava M.

Star Sitter
Animal Lover & Former Vet Tech
Annapolis, MD, 21401
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$75
per night

Ava and our pup have formed a great bond and we appreciate that we have someone we can rely on to watch him when we go out of town. Ava always sends updates and photos and we know our pup has a great time!

Sitter Profile Image: Kelly K.
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Sitter Profile Image: Kelly K.
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8. Kelly K.

animal lover FIRST, person SECOND
Annapolis, MD, 21401
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$60
per night

Kelly was a pleasure to work with. She provided our dog with excellent, loving care and sent us pictures every day. We were happy to find someone who would stay at our house with him since it was his first time being away from us. I would gladly have Kelly sit for Odie again and highly recommend her for anyone looking for someone to take great care of your dog.

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Sitter Profile Image: Kat J.
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Sitter Profile Image: Kat J.
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9. Kat J.

Rover 101
Positive Reinforcement & Play!
Annapolis, MD, 21401
2.1 mi. away
House Sitting
5.0 out of 5 stars
36 reviews
16 repeat clients
from
$80
per night

I can't say enough good things about Kat. My puppy is 3 months old, and this was my first time leaving her with someone else. Kat immediately eased my anxieties. She has years of professional dog sitting experience, and you can tell she really cares for animals. My pup loved her right away! Kat was on time, and sent pictures and updates to me while I was away. My pup was also having trouble eating, but with Kat's advice - she now finishes an entire bowl! I am beyond impressed with her and will absolutely use her again in the future.

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Sitter Profile Image: Michael P.
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Sitter Profile Image: Michael P.
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10. Michael P.

Rover 101
Compassionate, Reliable, Fun Loving
Annapolis, MD, 21409
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
28 repeat clients
from
$75
per night

Michael was great; did a meet and greet first to make sure Cobbler was comfortable with him, and he took immaculate care of her and my house. Would recommend!

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Sitter Profile Image: Liam K.
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Sitter Profile Image: Liam K.
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11. Liam K.

Dog Sitter Extraordinaire
Annapolis, MD, 21403
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$40
per night

Very responsive and you can tell Liam loves pets!

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Sitter Profile Image: Angela M.
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Sitter Profile Image: Angela M.
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12. Angela M.

Striving to be a great pet sitter
Annapolis, MD, 21401
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$32
per night

Angela was very prompt, responsible, and communicative. I booked her a few weeks in advance, she came over once to meet my dog and get an idea of her routine. She then came back the day before my trip for a refresher. She took care of my dog exactly as we had discussed and sent regular pictures and updates while I was gone. My home was exactly as I left it when I got back. Would definitely use Angela again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Patrick W.
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Sitter Profile Image: Patrick W.
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13. Patrick W.

We walk the walk, and bark the bark
Annapolis, MD, 21401
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$40
per night

He is very compassionate, gentle, and patient with dogs and other animals. He is also responsible with food times, potty times, walking, etc. He loves spending time with dogs and playing with them as well. I have a mix silk terrier/yorkie who is always very excited to see him and loves to bring out his toys out when he sees him.

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Sitter Profile Image: Sammy S.
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Sitter Profile Image: Sammy S.
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14. Sammy S.

I love all animals!
annapolis, MD, 21403
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night

Sammy is an animal lover. She never misses an opportunity to stop and pet a dog or take her own dog Chelsea the husky for a walk or dog park. She is patient and sweet. Sammy would love to meet some new furry friends and would be an awesome rover.

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Sitter Profile Image: Thomas M.
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Sitter Profile Image: Thomas M.
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15. Thomas M.

Little dog lover
Annapolis, MD, 21403
0.8 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$35
per night

Thomas was great! Dogs were quick to warm up to him and he took great care of them and our cat while we were out of town. He gave us updates throughout our travels. As much as we hate leaving the pups, it was great to know they were well cared for in our absence.

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Sitter Profile Image: Jenna C.
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Sitter Profile Image: Jenna C.
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16. Jenna C.

Star Sitter
Loving Petsitter Welcomes All
Annapolis, MD, 21401
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
53 reviews
22 repeat clients
from
$100
per night

Jenna was great! Sent photo of puppies and took really good care of them. Scout and Sadie seemed to be very happy in her company. Pawtastic....

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Sitter Profile Image: Lindsay M.
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Sitter Profile Image: Lindsay M.
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17. Lindsay M.

Will Treat Your Pets Like My Own!
Annapolis, MD, 21402
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$45
per night

Lindsay was a lifesaver. We had some issues while we were on our trip with a different sitter and Lindsay stepped in and looked after our two dogs. She immediately connected with our pups and they absolutely loved her. I would highly recommend to anyone looking for a sitter!

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Sitter Profile Image: Tom A.
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Sitter Profile Image: Tom A.
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18. Tom A.

Your Dog’s Best Buddy! ;0)
Annapolis, MD, 21403
1.7 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$61
per night

Thomas (Tom) A. has provided exemplary pet sitting and walking services for my two dogs over the last ten years. I have found him to be professional, generous, and trustworthy, so much so, I have allowed him to house sit while taking care of my fur babies while away. Thanks to Tom, I have enjoyed a handful of two-week vacations and countless trips that take me out of town/country for several days at a time. But most of all he is a pet lover, showing compassion and kindness to my two dogs; Mollie and Sophie. Tom never disappoints as he is attentive to their individual needs; realizing each is unique in their personalities. It is evident Tom enjoys being a pet care-giver. He has a pleasant personality, is kind-hearted and reliable. If need be, he is flexible and will adjust his schedule to accommodate mine. I am sure all pet owners who require services can relate to the importance of being able to go to work knowing their pets will be in good hands. I can focus on my job…for this I am eternally grateful. I could go on and on about Tom’s qualifications and care. I hope when potential clients read this referral, each will know that Tom will take care of their pets the same way he has taken care of mine for the last decade…I highly recommend him without reservation for all pet walking and pet care needs.

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Sitter Profile Image: Patty P.
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Sitter Profile Image: Patty P.
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19. Patty P.

I'll take your dog on hikes!
Annapolis, MD, 21401
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$50
per night

Patty was great! I felt great going away knowing I was leaving my pup in good hands. She was super responsive during my time away and made everything easy.

Sitter Profile Image: Cassandra R.
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Sitter Profile Image: Cassandra R.
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20. Cassandra R.

Easy going and reliable
Annapolis, MD, 21403
1.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$36
per night

Cassandra was so great with Roscoe! She was very communicative about him and the home. He got along great with her and we felt safe knowing she was taking care of him. Awesome job!

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Annapolis House Sitting ratings

Overall Rating:
5.0 out of 5 stars

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

Rover also offers House Sitting in:

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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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