House Sitting Annapolis
Find a loving house sitter to watch over your pets and your home.
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.
About: My name is Jess and I love ALL pets, any size or type! I worked at Petsmart in college for 2 years and know how to care for dogs, cats, horses, and exotic pets like reptiles! I provide patient, loving care and treat my clients as if they were my own. I work remotely from my computer and can sit with your pets all day or before and after my day shift. I have experience administering medications for pets with diabetes and other illnesses. I work from home and my hours are flexible, am able to provide pet care that is round the clock, Monday through Friday and on weekends. For drop ins on weekdays, I can come in the morning or later evening. Large yard, locks on all doors and windows. Would keep animals separate from my own animals if at my house. Never leave animals unsupervised in the home
About: I have had animals my whole life. Aside from having a well-loved pitty for 8 years, I have lots of experience keeping animals safe and loved! My family, friends, neighbors, and colleagues all count on me to keep their furry friends happy while they’re gone! I am a graduate student so I’m always willing to take a break from my studies! I’m available pretty much any time for your pet! In your home, I will follow your direction and use my best judgement to keep your animal safe. I believe that play and love builds trust with an animal so I’d love to take walks and toss a ball or treats around!
“Cynthia did a great job taking care of our senior dog, Luna. She communicated with us and sent us lots of pictures! She also left our house very clean and helped out with a few extra tasks which was much appreciated! We would recommend Cynthia and plan to use her again in the future! Thank you Cynthia!”
About: I have watched dogs before and I only watch small breeds who are fixed already. Large breeds I dnt watch . So contact accordingly please. I can watch 3 times a week right now as per my schedule and only small breeds who are fixed already and no dogs with prior bitting or attacking experience I have a backyard and a mini schnauzer to give your fur baby company and he gets along with kids and other dogs very well
About: I’ve had 2+ dogs in my entire life. In my adult life I’ve had 2+ service dogs that travel with me. I am a critical care nurse who has taken pet CPR as far as safety. I have emergency meds as well. Luckily, I have a house with a fences in yard, animal friendly household with spare rooms and a heated/cooled garage/closed/secured garage for any kind of special separation needs (in heat/aggressive breeds/outside animals, etc). Currently off enjoying a break from work, .. . So as of now, my schedule is very flexible. My household/fenced backyard/garage, is sectioned off pretty nicely. So, I have a very flexible availability overall. I am very positive I can meet most requests/needs for boarding/grooming/daycare/etc. So just let me know! I have a three bedroom house with a fenced in backyard, doggie door, heated/cooled garage that is secure and closed off separate from the house with his own doggie door for added space.. is a very accommodating/adaptable layout also self-sufficient if need be, but I should be here the entire time
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.FAQs for House Sitting - Annapolis
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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