House Sitting in Annapolis
Find a loving house sitter to watch over your pets and your home.

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Top rated Annapolis house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: Hello, I’m Kat. I LOVE Dogs!!! I have worked professionally with dogs my entire life. I am a private dog groomer, trainer, caretaker and I specialize in off leash hikes on our private trails. Leashes are also welcome as needed. Guest dogs stay in the house with me and my two fun loving and respectful dog pals and are treated like family. We send regular photo updates so you can be assured your dog is having a wonderful time. I mostly work from home, there are days when I need to be away but never for more than four hours. We do a daily four mile hike, off-leash, though leashes are welcome also. Guest dogs are treated like family. I’ve got two fun-loving and respectful dogs who are accustomed to guests. It’s a dog party everyday! We do a daily four mile off-leash hike, which of course can be leashed as necessary. For the most part all the dogs go with me on trips to town etc. Guests usually bring a crate for their private sleeping den. Guests bring their own food. I liberally utilize yummy treats to encourage great behavior. Pet parents can be assured that I have decades of experience in dog handling including vet experience and I am great at noticing the small things with dog health and behavior. My clients quickly become extended family!
“Lauren is simply the Best! I've had her pet- and house-sit for me at least 4 times, and she is always super reliable, easy to communicate with, and extremely caring and patient with my anxious, fussy dog and extremely lazy cat. Luna and Juice are always relaxed and happy at the end of Lauren's stay, and my house is sparkly clean. Thank you, Lauren!”

“Lynette came over to watch our dog Neko for a few hours at a rental house while we attended an event. She was an excellent communicator - keeping us informed about her schedule and arrival time, but also sending photos and updates while we were gone.”

About: Growing up in a rural home with dogs, cats, chickens, sheep, cows, goats, etc. came a strong passion for animals and caring for them came naturally. Always a lover of all animals big or small, old or young - at age 12, I began pet sitting / dog walking for neighbors, friends, family, etc. I have boarded, walked, fed, bathed, administered medications, etc. for dozens of animals over the years. I’ve got experience with it all! More flexible than a pipe cleaner when it comes to your schedule needs. Communicative and available on a dimes notice, I am always willing to go the extra mile when you need me! I will care for your pets as if they were my own! I am reliable, trustworthy, and flexible. With your pet, we can walk, play, go to the park, exercise, snuggle, etc. Whatever you are comfortable with! Their stay - your way :) Your little fur baby will be in the best hands whenever we are together :)
“Sarah is absolutely amazing! We have three dogs, one with orthopedic issues, one that is quite exuberant, and one that is nervous around new people. Sarah was patient with our introduction routine, and put our nervous dog at ease almost instantly. She was also great with coming to walk the dogs a few times, to make sure things continued to go smoothly, before staying with them while we were out of town. Our pack can be a handful, which often makes it hard to feel like we can leave them in someone else’s care, but we were never worried about Sarah! While we were gone, Sarah’s frequent updates were so wonderful and reassuring. We could see that the pups were really fond of her company, even Calvin gave her some of his much-coveted attention! She handled all the individualized instructions with ease, and was great about getting everyone out during breaks in the rainy weather. She was also so attentive, noticing that our dog Charlotte’s brace was rubbing, and giving us a heads up. We can’t wait to continue working with Sarah in the future. She’s a lifesaver!”

About: I’ve taken care of and fed many different types of animals, from parakeets, to dogs and cats, to sheep and mini horses. If you or your pet need any help at all, I’m there best person to reach out to by far! I hope to work as a pet-sitter at least part-time if not full-time. So I can accommodate your schedule to the best of my abilities and I’m sure I’ll be able to fit in the time to help out in any possible way that I can! I care for pets in my clients home by adhering to all of the clients rules and by making the pets feel as comfortable as possible in their own homes.

“DeAnna was wonderful with our Meena. We were from out of town and Meena had a difficult day. We left Meena in DeAnna's capable hands. DeAnna sent us pictures that evening while we were out. When we returned to the hotel room, Meena was bouncing and happy. Can't say enough good things about DeAnna's care!”

About: I've taken excellent care of dogs, cats, and livestock for the past 25 years. Neighbors, friends and my own family have always been able to rely heavily on me to take great care of their pets. I've also got my own business page on facebook as well. I'm currently looking to expand my pet sitting and ranch care services, and am available pretty much any day of the week to provide my services. I don't offer to board other animals at my home for liability reasons. I have 1 horse, 2 dogs, and 1 cat. All 4 of my animals get pampered every single day with the best food that monet can buy, and all the love in the world from me. I'm currently not employed, and so am working on trying to expand my business as an animal care provider. You can also find me on facebook by searching for Kimi's Pet & Ranch Care Services. I treat each and every animal like they were my own. For example, I don't allow just anyone to come and take care of my 4 animals as I'm pretty protective of them, and would absolutely treat your 4 legged fur babies the same way
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Annapolis.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Annapolis house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.


