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

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Top rated Princess Anne house sitters

About: I’ve dog-sat for families, stayed overnight in their homes, and taken dogs on long walks. I’m reliable, nurturing, and animals naturally feel safe around me. I also take excellent care of my own cat, Willow, feeding her a raw diet and paying close attention to her emotional and physical needs. Willow travels with me wherever I go and is well-behaved and calm in new environments—so I can only accept sits where she is welcome to stay with me. Pet care isn’t just a task to me—it’s something I truly enjoy. I’m flexible and available most days of the week, including mornings, afternoons, and evenings. I like building a rhythm with each pet and can adapt to your schedule easily. I care for pets as if they’re my own—respectfully and attentively. I follow your routines closely, keep their space clean and calm, and make sure they feel safe, seen, and loved. Whether in your home or mine, I create a peaceful environment they can trust.

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: Do you ever hear someone say they have been caring for animals their entire life? Well for me, that’s actually true .My family has a boarding kennel that was opened the year after I was born; and it’s where I’ve spent a lot of my life. Additionally, with many years of vet tech experience and a natural passion for caring for animals, I also have a knack for picking up on illnesses. Treating your animals like my own is my biggest goal, and I will do whatever is necessary to make them happy. Very comfortable giving medicine, including insulin or other injectable medications. Animals are a passion of mine and my years of experience allow me to be knowledgeable on many different aspects of pet care. I work full time but I my schedule is pretty flexible, and can be managed to fit your pets needs. I can provide windows for drop in visits. My pet sitting services are tailored to fit your pets needs. I can walk dogs or let them out in a fenced in back yard. They are never left unsupervised while outside and prefer to use a leash if you do not have a fenced in backyard.

“We are delighted by Amber who watched our pup Oxford this past weekend. She was extremely proactive with her questions and willingness to come for a pre-visit to meet him beforehand. She stayed at our home from Friday night through Sunday and left our place spotless. Oxford seemed to have a great time with her and Amber was communicative even with our spotty service. We will definitely have Amber back to watch Oxford and are happy to recommend her.”


“Great sitter took great care of my 4 dogs❤️”

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).

“Kaitlyn is reliable and our Doberman loves her! We would recommend her for pet sitting services!”


About: Dog sitting is something I truly excel at—I’m attentive, responsible, and genuinely love spending time with dogs. I make sure each pup feels safe, comfortable, and cared for, whether that means sticking to their feeding routine, going on long, playful walks, or just being there for some quality cuddle time. I pay close attention to their behavior and needs, quickly noticing if something seems off. I treat every dog like they're part of the family, and pet parents can relax knowing their furry friend is in great hands with me. I currently work part-time caregiver for my mom and father. I have a flexible work schedule so I can do all hours . I believe the more rime u can spend with a animal the more you conny just like a caregiver. I ahve a cat that is friendly and free to go as he pleases. i have toys and a nice yard to play in although will still have to be a leash. And as for your home i will keep the most responsible respectful i can be in your home and to your pet.

“Celine was about to show up last minute as I had to go to Florida to see family. She took great care of my little cuddle monster Oliver. Who he ended up liking a lot.”


About: I have been able to work with my Mom, helping to show dogs, foster kittens and cats and care for our family pets. I have learned the importance of keeping pets comfortable in their own home. I can adjust my schedule to be flexible. In this way I can fit the needs for you and your pet without added stress to you or them. In your home, your pets are my singular focus! They deserve all the attention and love just like you would provide for them. Letting them be themselves and respecting them is important to me.

About: I have had several animals in my lifetime, some of my families growing up, and several of my own. I have owned a total of 5 dogs. All of my dogs have been/are rescues. I currently have 3 "puppies" that range in ages between 1-2 years old. I got two of them when they were only 6 months old and I have done all of their training on my own. Animals of all kinds have a very special place in my hear and I work hard so my fur animals can have a better life. Remember, your animals only experience what you allow them to. Let them experience life the way we do, they are only here for so long. I work from home therefore, I am available at all times. I can bring my work to your home if I need to be there for an extended time or I can leave my work at home and come take care of your animals if it will be for a shorter period of time. My dogs experience everything that I experience in my home. Such as roaming freely, having access to food and water at all times, being able to roam in the yard independently, and most importantly, they sleep on a tempur-pedic mattress at night with their humans.

“Danielle was GREAT! She kept us in the loop with lots of photos/texts while we were away. We felt very comfortable entrusting her with our animals and having her stay in our house while we were gone.”


About: I am going to make this my primary job for now, so I am widely open for bookings right now ! I have a single family home in Millsboro and a townhouse in Salisbury. I am able to care for your pet at either address. I have cared for animals my whole life. I currently have a dog & a cat. They get along with any dog or cat, my pets may be put up if need be. Contact me for direct schedule as my work schedule changes every week. I watch my friends pets pretty often and I have never gotten any complaints. I also am completing a vet tech degree and got my bachelors on biology and chemistry going into pre vet medicine. I am in a townhouse complex. I have enough space to care for your pet & my pets get along with almost any animal as they are used to having visitors from doing rover. I don’t mind training puppies for extra as I am good at that. there is also a large crate available if the dog prefers that as many dogs see the crate as a safety net. I love animals and don’t mind watching any pet. I work from home I have nothing but time and attention to give and when I am working I make sure all the animals are good. I wake up every morning 7 am let everyone out and feed them then feed myself then let them out again make sure they water all day long and plenty of toys.

“Stayed longer than needed and kept us updated through the evening and morning. Will definitely be using Jordan again and highly recommend her.”


“Kara was great. She spent the whole day with our dog Ginger and when we got home, Ginger was calm and happy. She can get pretty stressed when we are gone so the fact that we came home and found her calm was a great sign. Kara made her feel taken care of and that made us feel wonderful. I highly recommend Kara.”


“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've taken care of my own animals, and many others for years. I've watched animals close to my family and friend of friends. I love animals and am looking for a side gig that is flexible with my schedule. Living at the beach for the summer! Looking for a side gig and work as a server so I am flexible! Love hanging with dogs and live alone. I am living alone so can care for your animal at my apartment or at yours! Whatever you prefer and works best I can accommodate to

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.


“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 bring over four years of experience working with a wide variety of dogs and cats, giving me a strong understanding of unique pet personalities. I’m a full-time college student at Morgan State University, I’m a Psych major. I have a very flexible schedule to fit into your busy day! I follow the owners schedule, I leave the house tidy as when I arrived, I send pet photo updates via messages, and reinforce positive behavior.
Loving house sitters in your neighborhood
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Angela D.
“Angela is awesome!! I live with my father and sister, and we had a great big farm dog, named Cookie. Life has caught up to the family, so we haven't had as much time to tend to the dog. When we got Angela to help take care of Cookie, she went above and beyond. Not only did she feed and walk her, but she gave her food and played with her as well. Angela is a very caring, playful, and loving person, and even more so when it comes to her love for animals! My family was trying to get rid of Cookie because we could no longer afford the expenses, sadly. When we told Angela, she took it upon herself to find Cookie a wonderful home among the community, and even took Cookie away for us. If me or my family ever gets animals again, Angela will surely be the first person we will reach out to!”


Mary O.
“Mary is extremely professional, thorough, detailed, dedicated and timely. She always goes above and beyond to ensure each pet feels comfortable and cared for. Would highly recommend her to anyone!”


Laura M.
“Laura has taken care of all my pets, and I truly don’t feel comfortable leaving them with anyone else. She’s incredibly kind, responsible, and genuinely loves animals, which shows in the safe, loving care she provides every time. My pets are always relaxed and happy with her, and I have complete peace of mind knowing they’re in good hands. On top of that, her communication is thoughtful and reliable, making her customer service just as exceptional as her caregiving. Laura is simply an awesome human being.”


Amber O.Star Sitter

“We are delighted by Amber who watched our pup Oxford this past weekend. She was extremely proactive with her questions and willingness to come for a pre-visit to meet him beforehand. She stayed at our home from Friday night through Sunday and left our place spotless. Oxford seemed to have a great time with her and Amber was communicative even with our spotty service. We will definitely have Amber back to watch Oxford and are happy to recommend her.”


Courtnee B.

“Great sitter took great care of my 4 dogs❤️”


Hope B.
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).


Kaitlyn W.

“Kaitlyn is reliable and our Doberman loves her! We would recommend her for pet sitting services!”


John C.
About: Dog sitting is something I truly excel at—I’m attentive, responsible, and genuinely love spending time with dogs. I make sure each pup feels safe, comfortable, and cared for, whether that means sticking to their feeding routine, going on long, playful walks, or just being there for some quality cuddle time. I pay close attention to their behavior and needs, quickly noticing if something seems off. I treat every dog like they're part of the family, and pet parents can relax knowing their furry friend is in great hands with me. I currently work part-time caregiver for my mom and father. I have a flexible work schedule so I can do all hours . I believe the more rime u can spend with a animal the more you conny just like a caregiver. I ahve a cat that is friendly and free to go as he pleases. i have toys and a nice yard to play in although will still have to be a leash. And as for your home i will keep the most responsible respectful i can be in your home and to your pet.


Celine C.

“Celine was about to show up last minute as I had to go to Florida to see family. She took great care of my little cuddle monster Oliver. Who he ended up liking a lot.”


Colby H.
“Colby has proven to be a true animal lover. Not only has he assisted with our family pets but has also assisted in the fostering of dogs and cats. From daily care to snuggling, he has a definite heart of gold.”


Kristen A.
About: I have had several animals in my lifetime, some of my families growing up, and several of my own. I have owned a total of 5 dogs. All of my dogs have been/are rescues. I currently have 3 "puppies" that range in ages between 1-2 years old. I got two of them when they were only 6 months old and I have done all of their training on my own. Animals of all kinds have a very special place in my hear and I work hard so my fur animals can have a better life. Remember, your animals only experience what you allow them to. Let them experience life the way we do, they are only here for so long. I work from home therefore, I am available at all times. I can bring my work to your home if I need to be there for an extended time or I can leave my work at home and come take care of your animals if it will be for a shorter period of time. My dogs experience everything that I experience in my home. Such as roaming freely, having access to food and water at all times, being able to roam in the yard independently, and most importantly, they sleep on a tempur-pedic mattress at night with their humans.


Danielle D.

“Danielle was GREAT! She kept us in the loop with lots of photos/texts while we were away. We felt very comfortable entrusting her with our animals and having her stay in our house while we were gone.”


Paige M.
About: I am going to make this my primary job for now, so I am widely open for bookings right now ! I have a single family home in Millsboro and a townhouse in Salisbury. I am able to care for your pet at either address. I have cared for animals my whole life. I currently have a dog & a cat. They get along with any dog or cat, my pets may be put up if need be. Contact me for direct schedule as my work schedule changes every week. I watch my friends pets pretty often and I have never gotten any complaints. I also am completing a vet tech degree and got my bachelors on biology and chemistry going into pre vet medicine. I am in a townhouse complex. I have enough space to care for your pet & my pets get along with almost any animal as they are used to having visitors from doing rover. I don’t mind training puppies for extra as I am good at that. there is also a large crate available if the dog prefers that as many dogs see the crate as a safety net. I love animals and don’t mind watching any pet. I work from home I have nothing but time and attention to give and when I am working I make sure all the animals are good. I wake up every morning 7 am let everyone out and feed them then feed myself then let them out again make sure they water all day long and plenty of toys.


Jordan H.

“Stayed longer than needed and kept us updated through the evening and morning. Will definitely be using Jordan again and highly recommend her.”


Kara C.

“Kara was great. She spent the whole day with our dog Ginger and when we got home, Ginger was calm and happy. She can get pretty stressed when we are gone so the fact that we came home and found her calm was a great sign. Kara made her feel taken care of and that made us feel wonderful. I highly recommend Kara.”


Alex D.

“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!”


gabrielle b.
About: I've taken care of my own animals, and many others for years. I've watched animals close to my family and friend of friends. I love animals and am looking for a side gig that is flexible with my schedule. Living at the beach for the summer! Looking for a side gig and work as a server so I am flexible! Love hanging with dogs and live alone. I am living alone so can care for your animal at my apartment or at yours! Whatever you prefer and works best I can accommodate to


Alicia S.
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.




Heather C.

“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!”


Jessi B.
“Jessi would truly excel as a dog walker! His love for dogs shines through in everything he does, and he has a remarkable talent for connecting with them, regardless of their size or temperament. As a fellow pet sitter, I can’t express how comforting it is to have someone trustworthy like him to rely on. It means the world to me and my fur baby to know we have such a compassionate person to turn to!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 Princess Anne on Rover as of Jul 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 Jul 2025, there are 87 house sitters in Princess Anne. 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, 84% of Princess Anne house sitters respond in under an hour.
House sitters with repeat customers have an average of 5 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 Princess Anne.
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. Princess Anne 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.
