House Sitting Annapolis
Find a loving house sitter to watch over your pets and your home.
Over 241 pet parents in Annapolis have booked house sitting
Annapolis, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jamie was so wonderful with our dog which has very special needs. She took great care of her and gave us real peace of mind while we were gone. We’ve already booked Jamie for another upcoming trip!”
“Margriet was a Godsend for us! We have two pups, one which suffers from separation anxiety that results in digestive issues (stress colitis). We were so worried that he would get sick while we were away from being depressed and stressed. When we returned, he was in such great spirits and not sick at all. Margriet kept us updated throughout our trip- she sent us pictures of the pups on walks, sitting in our backyard happily in the sun, and snoozing comfortably next to her on the couch. She really gave them love while we were away which resulted in very happy pups. We can tell she truly loves dogs. She also was good with handling our own anxieties about leaving a distressed pup – she went the extra mile to do two home visits prior to our departure. We (us and the pups) are so happy we found Margriet. It was a perfect match! Anyone would be lucky to have her pup-sit at their home! We have finally found our person who we can trust to stay in our home and give our dogs the love they need while we’re away! Thank you, Margriet!”
About: Hello! I am a former doggy daycare and kennel pet attendant of 3 years. I also raised and trained 2 working service dogs for veterans. Comfortable with large to small breeds of all temperaments. I am a young professional working M-F till 4pm but am missing pups in my life! I am available for walks and visits on weekday evenings as well as anytime on weekends. I have years of experience pet sitting in others home, as well as simple pick ups and drop offs for walks. I leave everywhere I go better then I found it. I am clean, respectful, and quiet. The only sign I was there will be your tired pup!
“Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.”
About: Growing up, we always had some kind of a pet, from turtles to baby chicks, puppies to kittens! We used to foster kittens as well growing up & since living on my own, I've fostered dogs and pet-sat any time we could. Love all animals & trying to make them feel happy & comfortable :) I work 7:30-2:30 or 8-3 in DC but after work & on the weekends, I'm always willing to help in any way they I can! We have a dog of our own, medium in size, who loves making new friends and two kids that adore giving love whenever they can.
About: My name is Sue, and I recently graduated from college. I would love the opportunity to care for your pets and home! Long time pet lover and clean freak. I provide tidying services to those who ask! Placing rates low as I’m new to the platform! Book me, leave me a review, and we’ll do a lifetime of low rates! I work Monday-Thursday 10-7, but in a position where I can check on pets intermittently! The rest of the week I am all yours. I grew up with my dog Oakley, and have long pet sat/dog walked in my area. I additionally provide tidying services to those who ask. I am an animal lover and strong communicator!
“Cassandra is a stellar dog sitter. She dropped in to my home to give Leia company for four days and regularly kept me in the loop about when she was dropping by and when she was leaving. She made sure to ask lots of questions about Leia’s care which shows she’s detailed oriented. I can tell she was really happy with Cassandra! Would definitely book again ?”
About: Hi! I’m Liz — an animal lover with a flexible remote work schedule and years of experience caring for friends’ and family members’ dogs. I’ve also fostered before, so I’m comfortable with dogs of all breeds, sizes, and personalities. As a dog owner myself, I know how important it is to find someone you can count on. I take that trust seriously and always aim to make things stress-free while you’re away — with regular updates, photos, and plenty of care and attention. Whether it’s daily walks, drop-in visits, or overnight stays, I’m dependable, patient, and genuinely enjoy spending time with dogs. Your pup will be in great hands with me. I currently work a hybrid schedule. I work in the office on Wednesdays and Thursdays, and I’m home the rest of the week, which gives me plenty of flexibility for walks, drop-ins, and overnight stays. When I’m caring for pets in a client’s home, I always treat it with the same care and respect as my own. I stick to your pet’s normal routine — walks, meals, and downtime — to keep them comfortable and relaxed. I make sure doors and gates are secure, follow all instructions closely, and leave your home just as I found it. You’ll get regular updates and photos so you always know how your pet’s doing while you’re away.
“Brittany is wonderful! She took great care of our six year old boxer and our home. He is a rescue and still new to his surroundings, so we wanted him to be able to stay at home while we were away. She is very competent and it is clear she loves dogs!”
About: I can’t provide you references in history of taking care of animals. What I can tell you is that I have two beautiful grown children. We have rescued animals over the last 24 years, and love them dearly as though they are part of the family. We truly love animals with our full heart, and go that extra distance to attend to their needs, and provide the love they deserve. I will provide the same love, care, and joy to your babies as I have done to ours for so many years. I am an empty nester and want to provide my love to where it’s needed and wanted. I work from home and can set own schedule. I am available seven days a week. I will stand behind my commitment to you. Responsibility is my priority. I will love and care for your pets as if they’re my own, and I will follow the rules we’ve established. I have a Pet Sitter Notes page that we can complete together, or I can send to you before my visit that will address some of these questions/ideas. Please give me a chance. I won't let you or your pet down!
“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: I've had pets throughout my whole life, but as I got older and moved out of parents house they become very expensive. So, instead of getting my own pet, I use this site to engage myself with the precious animals. I currently work full-time through the week. I fit pet care time in on the weekends when I have nothing planned. I can totally do potty breaks after work hours. I care for the pets by giving them attention, playing with them(outdoors/indoors), feeding them, taking them outside for potty breaks, and cuddling because animals needs love too.
“We couldn't have asked for a better sitter to care for our two very active German Shorthaired Pointers! One of our dogs is especially anxious during storms, and Brianna handled the situation with so much patience and compassion. It was such a relief knowing our pups were not only well-exercised but also emotionally supported while we were away. We came home to a spotless house and two happy, relaxed dogs—no small feat with this energetic duo! We’re incredibly grateful for the care and attention Brianna provided and wouldn’t hesitate to book again. Highly recommend!”
“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”
The median cost per night for house sitting in Annapolis is $50
Pet parents share their Rover experiences - Annapolis
Absolutely phenomenal dog sitter. Our dogs get separation anxiety easily and they really took to Joshua quickly and he was so great with them. We needed a sitter in a pinch and he not only pulled through for us, but was one of the best pet sitters we have found in the area. Will definitely book again and highly recommend!
Tiffany was ABSOLUTELY WONDERFUL!!! She truly went above and beyond for our 2 kitties. She took perfect care of our home while we were gone and even washed her sheets and towels before she left, she even tidied up our litter room for us!! She was very responsive through the week sending lots of photos and was available for any check in or additional task we needed from her. She really prioritized our kitties play time and they clearly had an amazing time (given the graveyard of toys all over the house🤩). She even hand made these cute little toys, created little kitty forts with blankets and hand drew these adorable paper bugs she put on the windows to make sure they were stimulated in brand new ways!!! Tiffany will have our business as long as she is doing this and she will be recommended to all our friends. VERY THANKFUL FOR TIFFANY!!!
Margriet was amazing. She spent 8 days with my English teacher Cream Goldens and they loved it. I think they miss her now that I’m home and that is high praise from my pups. She stayed in my home and left it in immaculate condition. You better hurry because my plan is to book her as often as I can
Ezekiel is a wonderful, dependable, & communicative person. We have quite the menagerie at our house and he takes care of our 2 dogs, cat, birds, frogs, gecko & guinea pig as well as our house. We feel fortunate that he is so responsible & caring with our pets. We will have him pet/house sit again to be sure!!!!!
Jamie once again did great with the fur babies. I felt so comfortable leaving my reactive cattle dog. She also watched my cat and watered the plants. There was a big storm the night before we came back and a neighbors tree fell in our yard and she sent pictures and told us about the situation. We will use Jamie again in the future!!!
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!!
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.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
How to book house sitting
1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Annapolis
Select a filter and find qualifying sitters offering house sitting.Sitters in Annapolis average 4 repeat house sitting clients
FAQs for House Sitting - Annapolis
Frequently asked questions about Rover
The average cost of House Sitting in Annapolis on Rover is $44 per night as of October 2026. Most bookings cost between $33 and $78 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 8,363 sitters on Rover offering House Sitting across Annapolis. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Annapolis walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Annapolis maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Annapolis choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Annapolis. On Rover:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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