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. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Leigh Ann was amazing taking care of our dogs and cat while we were on vacation. She sent us regular updates of time spent with our pets. Her attention and care was as if they were her own dogs.”
About: I'm the kind of person who stops to pet every single dog I see on my walks—I simply can't resist their precious, furry faces. I've been obsessed with animals for as long as I can remember, and that love naturally led me to start pet sitting as soon as anyone would let me. Over the years, I've cared for animals belonging to friends, family, neighbors—just about anyone who asked! I truly love giving pets the care and attention they deserve, because to me, they are one of the greatest gifts in the world. I promise to care for your animals as if they were my own and can't wait to spend some time with them! I'm a part-time worker, so I have plenty of time. I love getting out and taking walks, but my dog is getting old and doesn't like to walk as much, so I'm looking for more pups to give her a break and walk with. I have a fenced-in yard in a neighborhood with lots of trails to walk on. I have a very friendly and old dog at home, but she loves company. I love spending time with animals, playing fetch, petting them, and especially going on walks. I can feed and entertain the animals.
“Jamie is great. She took such good care of our dog and the house for a week. We have already booked her for a weekend in May. The pictures she took of our pup and the welcome home banner were a sweet surprise!”
“Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!”
“Karen was great with our four animals (dogs and cats)! Karen was communicative, provided great updates, and let us know when one of our cats was having a minor potential health issue. Would recommend and I know our pets are already looking towards when Karen will be back to see them again!”
“Jacqueline was a wonderful sitter! She was responsive, understanding, and communicative. She listened to our care instructions and left our house very neat and tidy. We will definitely work with her again in the future.”
About: I grew up taking care of multiple dogs, cats, hamsters, fish, even feeding and rescuing some wild animals in my neighborhood. I’v always had a strong connection to animals and care deeply for them. I have multiple years of experience with pet sitting, ensuring pets are taken well care of. Animals have taught me so much and I just love to be around them, I think everyone deserves to know their animals are being well taken care of, safe and happy! I am an incoming graduate student at the Pratt Institute in NYC starting in August. I am taking the summer to work on my art, travel, and enjoy some downtime between working full time at a law firm and starting classes. I would love to take care of some animals over the summer for some extra income and to have some structure in an otherwise loose summer! When I take care of animals, I like to make sure they are comfortable with me being around them, ensuring they have amble time to get used to my presence. I like to take my time with this, allowing them to build confidence around a new person and so that we can form a real bond! For dogs, I like to have a variety of activities including walks, runs in the backyard if possible, playing with toys, and sometimes even hikes! But if I'm being honest, my favorite part is just hanging out and getting to cuddle with the furry creature! In my previous experiences, I have done 2-4 check in's a day as needed for non-live in clients and these visits can vary in length. I have also had live-in/over night clients.
“Jean was really lovely with our 4 cats while we were out of town for 11 days. The cats have some quirks, but Jean took everything in stride and treated them with the same love and care that I imagine she gives to her own pets! The cats were happy when we got home and Jean had spruced up around the house a bit for our return, which was a nice touch and much appreciated. I'm sure we will be asking for Jean's help again.”
“Ava is always great with our pup Haze! He's a handful and she is a pro. She also handled a household emergency for us while we were away and we couldn't be more grateful!”
“Delaney was amazing with our energetic 8-month old puppy! She was very communicative, on time, and was willing to accommodate us coming home later than expected. We came home to a very happy and tired puppy!”
“Lynn took great care of our home and our dog while we were out of the country for two weeks. She was responsive and communicative to our text messages, and we appreciated the photos she sent us of our sweet girl looking happy and relaxed. We will definitely hire her again and highly recommend her.”
About: From an early age I would take care of my dog by giving him walks and baths etc. I have dog sit for people over night at their house as well as walked other peoples dogs. Im currently a college student home for the summer and am working part time so I have plenty of free time to take care of your pets. I’m available for dog walking and pet sitting throughout the week. I like to give dogs lots of long walks to get their energy out. Also, I like playing with them and snuggling with them. :)
“Lee was an excellent dog and house sitter: sent lots if updates and pictures, took great care of both my dog and house, asked questions when necessary, and left everything in good shape. Highly recommend!”
“Elizabeth was awesome with our two gigantic love bugs!! Communication was consistent and loved getting plenty of pictures! She is a rockstar for the care shown to our dogs and our house while we were away! :)”
“Kevin was wonderful! He communicated with us regularly and included photos. He took excellent care of all our pets and our house. We are grateful to have Kevin as a sitter and will definitely use him again in the future.”
Over 1,374 pet parents in Annapolis have booked house sitting
Annapolis pet parents share their Rover experiences
Highly recommend Leigh Ann! She took great care of my 2 pups, provided pictures every day kept me updated. If there were any issues not only that tidied up my house before we returned, which I don’t think should always be expected, but 100% appreciated. Highly recommend if you want peace of mind with your precious fur babies.
We cannot say enough wonderful things about Jacki. Leaving your pet with someone else can be stressful, but from day one, Jacki gave us complete peace of mind. Her communication is fantastic - prompt, thoughtful, and reassuring with updates that made us feel connected and confident our dog was being loved and cared for. If you love your pet as much as we do, we would absolutely recommend Jacki without hesitation. Finding someone you fully trust with your furry family member is priceless, and Jacki exceeded every expectation. We are so grateful to have found her.
Ellie did a wonderful job of watching our dog, Camden! She was incredibly communicative and kind and treated him just like we would have if we were there. It is clear that Ellie has a passion for animals and that her responsible nature and kind disposition will make her a staple for watching our sweet boy in the future. Ellie really did go above and beyond in caring for Camden and watching our home while we were away, she really has a way with pets, even large and very playful dogs like ours. We are so glad we've found a great option for care for future needs with Ellie.
I just took a quick long weekend and Makayla made it so seamless for me. Cooper felt so loved in his own environment with her and the updates and pictures allowed me to enjoy my time. Makayla is fantastic, I almost don’t want to share how good she is because she will get to busy!!
Julia was amazing with Barker! She was really quick to respond to our request, she communicated clearly and was very punctual. She sent updates regularly during her stay in our home which gave me so much peace of mind, she took care of Barker following all our detailed instructions and we came back to a very happy pup. I’ll definitely work with her again!
5 stars! We are are new dog pawrents to a rescue pup. He’s a Pyr mix and is pushing 60 lbs and still growing! He has some separation issues and we feel more comfortable leaving him with someone while we are gone. Henriette was great and we will absolutely use her again. We chatted a few days prior to the appointment so that we were all on the same page. She is very easy to communicate with. Einstein, our pup, took to her and they had a great time. She kept us informed on how he was doing and what they were up to. They went on a lot of walks (he was conked out by the time we got home!) and kept busy! We definitely recommend Henriette and will will use her in the future.
We booked with Stephen for house sitting to care for our two dogs, Tasha and Sadie, and we couldn’t be happier with our decision. He kept in regular contact with us and was incredibly attentive to our pups. Being away was so much easier knowing they were in such capable and caring hands. We had complete peace of mind the entire time. We’ll absolutely be booking with Stephen again whenever we can!
Kevin, who provided house sitting services for a little over a week, was accommodating when I requested an in-person meet and greet before finalizing the booking. My dog responded positively to Kevin. He maintained constant communication throughout the service and responded promptly. When I returned home, my dog appeared quite relaxed, which is always a positive sign of his comfort. I highly recommend Kevin and would definitely hire his services again.
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!
The median cost per night for house sitting in Annapolis is $50
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.
Sitters in Annapolis average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Annapolis on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 2,620 house sitters in Annapolis. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Annapolis house sitters respond in under an hour.
House sitters in Annapolis have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters 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.
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