House Sitting Princess Anne
Find a loving house sitter to watch over your pets and your home.

Over 36 pet parents in Princess Anne have booked house sitting
Princess Anne, 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.
“Amy was super communicative throughout her time with Bettie! When I got back to my house, Bettie was happy and well taken care of. Amy was very patient with Bettie even when she would have accidents. Bettie and I would definitely recommend Amy to anyone! Thanks again Amy!”

About: I am a former vet tech, now Pet Emergency employee who now runs my own side business caring for animals in a way that is beneficial to the owner and pet I work at the local Pet Emergency Center, care for clients pets as needed, and have pets of my own including reptiles. Also take surrendered animals that need a second chance. I offer in home services to the clients to cut dog/cat nails, and care for animals overnight/drop ins so that they do not have the stress of monthly vet visits/boarding.
About: I’ve been taking care of all types of animals from Horses to goats, to dogs and cats, to chickens and fish. I have experience with all ages of dogs and cats from newborn to seniors. I am currently the DayPlay Lead at K9 Heeling, rates the “#1 Dog Training Company” on the Eastern Shore, based on The Metropolitan Magazine! I love all animals and would willing to watch any type!! I am currently working full time! I’ve plenty of free time to take care of your pets and make sure they have the best quality care! After all it is what I do for a living! I would prefer to pet sit in your home so that the dog can stay in the comfort of its own home, if at all possible!

“Heather was great! Communication and pictures of Duchess were very much appreciated! I came home to a clean house and it was perfect as I got home later than normal and could just relax and head to bed. I will definitely use Heather again!”


About: I have taken care of many animals like cats, dogs, fish, chicken, hamsters, and a few others! Most of these were in my home throughout the years, and around four years ago I began sitting for friends and family. I am very dependable, punctual, and I love to spend time with animals. Making sure your animal gets all their needs met and have plenty of social time while you are away is my priority! I currently work part time as a server, but with a minimum two weeks notice I can work my schedule around your animals needs to give them the best care possible. I base my time spent at the house per the animals needs, but will visit at least 2-3 times a day for an hour. I cannot care for animals in my home as I am a college student in a small apartment and have an animal myself. However in clients home I tend to follow the clients instructions and base care around the animals attitude and needs. Every animal and person is different so it really just depends on your family! I also care very much about home and personal safety, this is a top priority.
About: I provide reliable, attentive care that’s tailored to each pet’s needs and personality. I have a 15 year old Yorkie mix and a 1 year old Yorkie. My experience includes caring for puppies, adult dogs, and senior pets, so I understand everything from basic training and routines to giving extra patience and comfort to older animals. I’m comfortable with feeding schedules, administering medications if needed, and keeping pets active, safe, and loved while you’re away. I treat every pet like they’re my own and make sure owners feel at ease with regular updates and check-ins. I plan my day around feeding times, walks, playtime, and check-ins to make sure pets aren’t left alone for long. I’m flexible during the week and weekends, which allows me to stick closely to your pet’s normal schedule and give them the time, supervision, and care they need. I create a safe, calm environment by following each pet’s routine to keep them comfortable and stress-free. I have a fenced yard for secure outdoor time and always supervise pets. In your home, I respect your space while keeping your pet in their normal routine. I also provide updates and can handle special needs like medications.

About: I have had pets my whole life. I have experience with senior pets as well. I work during the week in the local school system so I can do evening or weekends! I work 8 to 3 Monday through Friday. I can help on weeknights or weekends. I can do dogs, cats and horses if need be. I can come right to your residence so no need for boarding! I can stay over on weekends or some school holidays. I can walk dogs as needed too.

About: i’ve had animals from dogs to cats and so many other animals since i was a little girl. i love watching animals for other people. i currently don’t work due to medical issues so caring for others animals when they’re away would get me out of the house. i’m always available unless i am watching someone’s animal(s) i will take on many walks and feed when they need to be fed, make them feel like they’re my own, give so much love and also give space if need be. i treat it like i’m at a sleepover with friends but my friends are the pets
About: I've been pet sitting for many years and I have experience in many different ages, breeds, energy levels, etc. I've always been naturally drawn to dogs and vice versa. I'm an active college student looking for some pups to take along on my daily walks and runs, but I can also provide regular care like visits throughout the day for those with long work days and out of town trips :) I am a college student finishing up my Junior year in May, leaving me with plenty of free time in the summer. I work part-time as a personal trainer so I have a flexible schedule that is under my control. I am often available on short notice :) I have one small dog (my childhood dog that I stole when I went off to college) that becomes best friends with every dog she meets, but she stays with my parents in Ocean City when needed. I've stayed in many client's homes before and I always enjoy the down time with the pup(s).

About: My name is Carla, I have over four years of pet care experience (working in pet stores, vet clinic's, and volunteering for local shelters. I also am mom to 3 fur babies of my own: My senior dog Dino, my rescue Darla, and my youngest daughter Appa. I have a genuine love for animals and will ensure that your pet receives the love and care they deserve. I will walk, feed, and play with your pet to help you give them the extra care they need while you work or take that vacation. I enjoy being active especially with animals so long walks are a favorite past time of mine even during the cold weather months. I look forward to working with you and loving your pets! Thank you for your time! Carla C. I work from home during the week and have the weekends free! I have plenty of time to drop-in and walk your pets if needed. My dogs are crated during the day while I work. Darla gets 3-4 bathroom breaks, while Appa is still being house broken. As far as my client’s home, all I need to know is what their routine is and I go from there.
About: I’ve have taken care of pets since I was a child. I have been with Rover since February 2023.I have a large yard and a little boy who loves animals. We spend a lot of time outdoors. If your pet likes that, they will be able to join us. I have a chain link kennel out in the yard and a lead where they have room to walk around and hang out outside of the kennel too. I work full time. I am available after 5:30 pm Mon-Fri. Weekends I’m free all day! We love animals and can’t wait to care of yours! :) I have a large open yard with an enclosed porch for your pet to lounge and take in the sunshine! I provide morning, evening and bedtime walks and outdoor time.

“Alex was a great friend for Ziggy to hang out with overnight while we were out of town. I appreciated the thoughtfulness with updates and photos. We will definitely be looking forward to hiring her again in the future!”

About: I grew up with dogs. My brother has always had big dogs. My mom has always had small dogs. We have a farm in Montana where dogs are a big part of every day life. I have a fairly open schedule and am available most times of the day and night. I do not mind working off hours and could be flexible with most schedules. I currently have a rescue cat named Ru. She is all black and was at the humane society for almost 3 months before coming home to me. I love dogs and have had many different breeds and sizes over the years. I’m hoping that we can fence in our new home so that I can rescue a new dog soon.
About: I love playing with dogs and walking them. I've grown up around all types of dogs small and large. I'm very fun and outgoing as well as criminal justice trained ensuring your pets safety. I have taken care of our families dogs as well as watching other family friends pets. I have watched animals with allergies and medication needs. Dogs of all ages are welcome. I will meet any needs of the dog/dogs and ensure to have them back to you safe worn out and happy. I work part time so most of my day is running errands or cleaning the house. If they love car rides they are more than welcome to drive around with me. I will adjust my schedule to meet the needs of the dog or animal. Also absolutely love my kitties. Open to all animal requests just ask! Im a full time optician and part time cook. With plenty of notice I will take off my parttime job to care for your babies. Your pet will be loved as family. Your pet will be able to sleep with me and get full access of my apartment. Toilet bowl lids will always be closed
About: I’ve had dogs and have been taking care of family and friends dogs and cats for over 10 years. My family has had healthy dogs and dogs that have had medical issues over the years, and so I’m knowledgeable in looking after a dog who has undergone surgery, or who requires special care due to paralyzation. I love all animals and friends have relied on me to house sit their dogs while they go away on trips or vacations for multiple days at a time, sometimes with more than one dog at a time, or additional pets as well, so I’m very experienced in addressing each animals needs, while also sending “daily nanny cam” updates to family and friends so they can see their pets during the day and know that they’re happy and doing well. I work full time, but work from home two out of the five days, so I would be able to take your dog on multiple walks during the day, come over and stay with them for a few hours to play, or even house sit them for the day or several days if you’re going away for a trip. If they require special medication I just ask that you leave me their vitamin/mediation schedule and will administer based on your instructions. My family dog loves to cuddle with me in my lap and when she’s not allowed on the furniture, I’ll often sit on the floor with her so that she can snuggle with me. On the days that I work from home, I would be happy to stay at your home with your pets making sure their needs are met. I love my family pets and will give your pets the same love and affection that I give mine. My animals are allowed to snuggle with me on the couch or on the bed (unless you don’t want them on the furniture/ there are behavioral issues I need to be aware of, I would have them do the same thing). I walk my family dog in the afternoons and play with her throughout the day with dog toys and fetch, but will monitor if it looks like the toy is coming apart and could pose a risk to them. I would follow all instructions left when it comes to house sitting/walks/or day sitting, and would ask for you to share any behavioral issues or triggers with me in advance so I care be aware of them prior to taking your pets out on walks or just in day to day interactions. This allows me to be aware for your pets safety and the safety of any other animals we could come around. If a dog doesn’t seem friendly while we’re on a walk, I would remove your dog from that situation to try and keep them as safe as possible. I will also always reach out to contact you if there are any issues or questions I have about daily activities, medications, etc. When I dog sit at someone’s home, I recognize that I am really there just to look after their pet, so I don’t leave the house for extended periods of time and will actually put on animal shows for the pets to watch, including planet earth, or Disney pet movies. I also like to send updates that I called “nanny cams”, which are photos or videos of your pet playing or just hanging about so that you can have peace of mind that they’re happy and you can also see them while you’re away and receive updates. I will always communicate with you very openly to ensure you have peace of mind while I’m taking care of your pet.
About: I have my own dog and cat, and I love animals. I love to spend time with them and bond with them! You can always find me cuddled up with my cat haha I'm taking a college class from home so I'm available pretty much whenever! If you need me to stay at home, I can definitely do that! Again, I have my own cat and dog and they are very friendly. I am committed to making sure your pets feel safe and comfortable.
“I couldn’t have asked for more. Hanna stayed with our two girls - Darla and Hazel - one senior dog and one space cadet young English Setter. We got photos everyday that showed us in an instant that our girls were well taken care of. We like them to be more comfortable at home and having Hanna here with them was wonderful - she brought in the mail and took great care of our home. What a blessing and a treasure. In a heartbeat I’d ask Hanna again. Too bad she’s not available for our cruise this spring! I tried!”

The median cost per night for house sitting in Princess Anne is $55
Pet parents share their Rover experiences - Princess Anne
She was great with our skittish cats and they were even comfortable enough to eat (one of them spent a whole week under our bed with a different sitter). We did leave a detailed two page set of instructions and while we found our home clean and in order, there were just a couple little things that could be improved. For example, the mail wasn’t brought in all week, and I had told her she could sleep in either the master or guest bed but she chose to sleep on the couch. Our cats are used to sleeping on the bed with us and I prefer to keep their situation as close as possible to routine. She did have good communication and sent several photos which was comforting while we were away. Overall, a delightful young lady to work with.

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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Princess Anne sitters!Sitters in Princess Anne average 5 repeat house sitting clients
FAQs for House Sitting - Princess Anne
Frequently asked questions about Rover
The average cost for House Sitting in Princess Anne on Rover is $32.19 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of June 2026, there are 130 sitters on Rover offering House Sitting across Princess Anne. 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 Princess Anne 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 Princess Anne 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.
Tip: 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 Princess Anne 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Princess Anne. On Rover:
- 92% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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.


