House Sitting in Annapolis
Find a loving house sitter to watch over your pets and your home.
More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Annapolis house sitters
“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 took such great care of our 3 dogs overnight. We were confident that our pups were in great hands and received many pictures/uodates throughout the days. We will definitely have Ava watch our dogs again!”
“Ace did such a great job taking care of Odell while we were out of town. They made sure she was well fed, walked, and even administered medication. Ace also made sure that they sent frequent updates and pictures which made us feel comfortable while we were gone! Thanks Ace!!”
“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!!”
“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!”
“Michael was AMAZING. It’s so hard leaving your dog behind but he made it so easy. He spent such good time with her, gave her all the love she needed - plus gave thoughtful updates throughout our stay. Best experience we’ve had!”
“The best!! I have an anxious rescue dog who is a love but very attached me! Her and Elizabeth bonded and Elizabeth could not have been sweeter to our dog!! She also was so professional and kind- she left a note and gave us a card and flowers as it was our wedding weekend that she watched our dog. HIGHLY recommend!!”
About: I've had a cat and a dog for two years in Colombia. They're adorable, and I love spending time with them. I also take care of my neighbors' and friends' pets in my free time. On weekends I can take care of them all day or all night. On weekdays I can walk them in the afternoon from 6 pm to 9 pm I will take care of your pets, feed them and take them for walks. Any additional requirement, please let me know and we will do it.
“Jerad stayed in our home for a week and we are very grateful for his attention and care for our critters. He sent us a daily updates with photos and provided daily information about their activites. Our home was very clean when we returned and animals happy and content.”
About: I have extensive experience with dogs, I was part of a group of 25 volunteers that started a dog rescue and I have personally fostered 37 dogs. I am excellent with puppies, senior dogs and those needing special care. One of my fostered needed to have multiple surgeries, PT and even wheels at one point. I am very patient and loving. I believe our pets are family and I will treat your pet as if it was my own. So you do not have to worry when you are away. I will send you photos and updates daily. I can t wait to meet your fur baby. Note: For house-sitting when you want me to stay overnight, your pet must be dog friendly since my 12 lbs Shih Tzu will need to stay over night with me. My dog is super friendly. I have my own business for 25 years with a home office and a nearby 2nd office. I have a flexible schedule to accommodate animal care schedules. I do not have a yard but I there are several parks and beautiful nature in the neighborhood and my dog is very friendly to keep your dog happy. I can crate your dog if needed. My townhouse is 2 floors. If your dog can not do stairs I can wither carry them upstairs at nigjt or put a gate at the bottom of the stairs to keep them safe.
“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!”
“Andy was a total life saver! I had someone cancel on me last minute and Andy was able to confirm and meet me first thing in the morning the day I was leaving. He sent me updates all the time & made me feel 1000% relaxed that my dog was not only being well taken care of but having a great time. He will be my first call anytime Gertie needs someone to watch her. Thank you!!”
“We love having Jenna watch Chibs and Opie. She always sends updates and photos. And they both always seem so happy with her every time she stays. She also takes very good care of our home and keeps its very tidy. Thanks Jenna!”
“Brina took great care of our 10 y/o boxer when housesitting recently! She kept us informed and up to date. She took him on his favorite walk everyday and he seemed to be his fun, goofy self with her. Highly recommended!”
“Rachel stayed with Daisy for 5 nights and had great communication! She sent lots of photos and updates and Daisy obviously loves spending time with her! Highly recommend booking with Rachel and we will definitely be booking with her again!”
About: Since about 10 years old I have been walking dogs in my neighborhood. I have 1 dog at home who I am the primary caretaker for, walking and feeding her, taking her to the vet, administering medications. I have spend time with dogs of all sizes and ones with health issues, who need constant monitoring. I am an animal lover at heart so let me know how I can help! I am a college student looking for work over the summer, so I am free all days of the week, including mornings, evenings, and weekends. I am very focused on the safety and wellbeing of the animals in my care and I am intuitive when it comes to their needs. I am overjoyed to provide any special treatment your pet needs.
Loving house sitters in your neighborhood
Search Results
Cheri F.Star Sitter
“Cheri was extremely helpful and accommodating to our last minute travel plans. She also won over our shy rescue and was cuddling her in 2 days! Thank you, Cheri!”
Jean L.Star Sitter
“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 M.Star Sitter
“Ava took such great care of our 3 dogs overnight. We were confident that our pups were in great hands and received many pictures/uodates throughout the days. We will definitely have Ava watch our dogs again!”
Ace F.
“Ace did such a great job taking care of Odell while we were out of town. They made sure she was well fed, walked, and even administered medication. Ace also made sure that they sent frequent updates and pictures which made us feel comfortable while we were gone! Thanks Ace!!”
Andrew P.
“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!!”
Haley D.
“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!! ?”
Karen R.
“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!”
Sahar A.
“Sahar stepped in and took care of our cat Duke on very short notice so we could get a quick getaway. She was punctual and attentive to our cat’s needs. Thank you Sahar!!”
Michael P.
“Michael was AMAZING. It’s so hard leaving your dog behind but he made it so easy. He spent such good time with her, gave her all the love she needed - plus gave thoughtful updates throughout our stay. Best experience we’ve had!”
Elizabeth B.Star Sitter
“The best!! I have an anxious rescue dog who is a love but very attached me! Her and Elizabeth bonded and Elizabeth could not have been sweeter to our dog!! She also was so professional and kind- she left a note and gave us a card and flowers as it was our wedding weekend that she watched our dog. HIGHLY recommend!!”
Laura C.
“Laura was amazing with my dog. From the first moment she showed affection, responsibility and a genuine connection with him. She kept me informed with photos and messages, which gave me a lot of peace of mind. Totally recommended!”
Jerad B.
“Jerad stayed in our home for a week and we are very grateful for his attention and care for our critters. He sent us a daily updates with photos and provided daily information about their activites. Our home was very clean when we returned and animals happy and content.”
Amber C.
“Best river experience we have had thus far! Highly recommend Amber!!!”
Lynn H.
“I can’t recommend Lynn highly enough for anyone looking for a reliable, loving, and experienced pet sitter or dog walker. Lynn is a true dog lover through and through — she’s had dogs almost her entire life and has spent decades fostering pups of all ages, breeds, and personalities. Her home has always been a haven for animals in need, and she treats every dog she meets like they’re part of her family. Lynn is not only caring and compassionate, but also incredibly energetic and attentive. Whether it’s long walks, playtime at the park, or just snuggles on the couch, she goes above and beyond to make sure every pet in her care feels loved and safe. I’ve seen firsthand how animals naturally gravitate toward her — they instinctively know they’re in good hands. If you’re looking for someone trustworthy, responsible, and full of heart, Lynn is the one. Your dog will be in the absolute best hands!”
Jamie P.
“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!”
Andy & Lydia M.Star Sitter
“Andy was a total life saver! I had someone cancel on me last minute and Andy was able to confirm and meet me first thing in the morning the day I was leaving. He sent me updates all the time & made me feel 1000% relaxed that my dog was not only being well taken care of but having a great time. He will be my first call anytime Gertie needs someone to watch her. Thank you!!”
Jenna C.
“We love having Jenna watch Chibs and Opie. She always sends updates and photos. And they both always seem so happy with her every time she stays. She also takes very good care of our home and keeps its very tidy. Thanks Jenna!”
Brina B.
“Brina took great care of our 10 y/o boxer when housesitting recently! She kept us informed and up to date. She took him on his favorite walk everyday and he seemed to be his fun, goofy self with her. Highly recommended!”
Rachel J.
“Rachel stayed with Daisy for 5 nights and had great communication! She sent lots of photos and updates and Daisy obviously loves spending time with her! Highly recommend booking with Rachel and we will definitely be booking with her again!”
Grace N.
“Grace is a smart, kind and dependable animal lover. She is calm, and loving with all animals and animals sense that about her and gravitate towards her energy. She just graduated from high school, taking AP and honors courses and will be attending a competitive liberal arts college in late August where she will be studying environmental science. She has a shih tzu dog called "Emme" at home who doesn't leave her side. Grace plays with her, feeds, bathes and walks her, and Emme sleeps in Grace's bed. I highly recommend Grace for any family who loves and treats their pet like a member of the family. That is how Grace will treat and care for your beloved animal.”
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
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Annapolis on Rover as of Aug 2025 was about $45 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 Aug 2025, there are 2,619 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, 88% 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.
Connect anywhere with the Rover app
