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

“Khemet was amazing with Asja. He is patient and understanding with pets. Asja has separation anxiety, but Khemet was able to relax her and make her comfortable. He sent several photos which brought comfort during my time away (my dogs comfort is everything to me when I am away). He also took very good care of my home. If you are looking for a reliable sitter who will care for your pet as if their own, I recommend Khemet.”


About: I have taken care of dogs, cats, and small animals for as long as I can remember. My family always had a dog and at least 2 cats while I was coming up. I helped with puppy training, walks, play time, cleaning cat boxes, daily feedings, sometimes feeding schedules, and general love and affection. Today, I have 2 dogs, 3 cats, a bearded dragon, and a dwarf hamster of my own. My dogs are the sweetest and most loving. They love to play, snuggle, and get butt scratches. My cats are extremely affectionate....when they want to be. Daily feeding, watering, and weekly litter changes keep them happy and healthy. My bearded dragon has an amazing tank setup with a climbing log, a hideaway, a hammock, proper lighting and temp control, an ample sized food and water dish, and all the crickets and super worms her heart desires. My hamster is the newest addition to our farm. She sleeps most of the day, but I always make sure she has plenty of food to eat or stash, fresh water, something to chew on to keep her teeth filed down, and all the fluff she could want so she's able to tunnel, nest, and feel safe. Her house is cleaned weekly and new fluff is added. I love taking care of furry, 4-legged animals of all kinds. **Disclaimer: I do not take care of insects or arachnids. Strong phobia** I currently work as a 911 dispatcher. My shifts are 24 hours on, 72 hours off. I have ample time to make sure my pets are very well taken care of. I will take your pups outside as much as they want to go. I love playing with them and watching them run around and be happy. Walkies are a daily thing. Every dog needs their exercise. I'll love and cuddle your cats until they've had enough and decide to get up. Play time, treat time, potty time, you name it and I'll be there for it. If your pup likes to ride, well then we'll go galavanting with our heads out the window and tongues in the wind! Every dog is a lap dog no matter their size. Some dogs deal with separation anxiety, and it's heartbreaking for us as pet parents. Let me ease your mind and be there for your puppers when you can't be.

“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.”


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.

“Jordyn did a wonderful job puppysitting our two furbabies! She kept me up to date and answered in timely manner. From the minute we met, I could tell how loving and caring she would be. I would recommend her to anyone who needs help with boarding and/or other pet needs.”


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.

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.

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!

About: I have been pet sitting since I was 13 because I never got to have my own cat or dog at my house. I cherish all types of pets from geckos to horses, and treat every pet as if it were my own. There are no limits to the needs of your pets! I am currently working a full time nanny job but am flexible all throughout each day. My nights are free and I am able to leave work at any time during the day to feed, walk, or just hang out with your pet! My weekends are also free and I am ready to fill my time with being available for your pets. Anything you need from me I am capable. I am comfortable with crating, not crating, pee pads, and abnormal feeding or walking schedules. I will treat your pet and home like it were mine!

“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.”


“Celine did a wonderful job with our two dogs while we were gone over a long holiday weekend. Her availability with short notice was much appreciated and she checked in frequently to give us updates and resolves questions that came up. I highly recommend using her for your next in-home pet sitting need!”


About: I volunteer at my local animal shelter and assist with dog walking, as well as cuddling elderly cats that have been at the shelter the longest. I have dog sit puppies and kittens too. I am familiar with puppy pad training as well as litter box training for kittens. As a college student on summer break, I am available all days throughout the week and am very active as well. In my free time this is not just a job but a priority. I will care for my clients pet within their home with care and love as if they were my own. I am very good at following instructions and abiding all rules.

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).


“Heather C. Was great with our rescue pit bull, our old man beagle, and our ornery cat. The dogs were happy and comfortable the whole time. We will continue to use Heather for our dog sitting needs.”


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.

About: With over 4 years of experience as a professional dog trainer and pet care provider, I bring a calm, confident, and caring energy to every dog I meet. Whether your pup needs overnight boarding, walks, or some extra playtime, I treat every dog like my own—with love, patience, and lots of belly rubs! I specialize in understanding each dog’s unique personality and needs. From high-energy pups to shy seniors, your dog’s comfort and safety are always my priority. I also offer updates with photos so you can feel at ease while you’re away. Let’s give your pup a fun, safe, and loving stay. I can’t wait to meet your best friend! 🐶❤️ It is my full time job so the dogs get my attention throughout the day and evening if they board over night with me I like to include them in my everyday life as much as possible. When unsupervised I keep the dogs in a ruffland crate for safety of your dog and the other dogs I have at the time. I live right by the river and love to take the dogs there to play in the water and the beach! I also have a gps collar that I put on every dog when I take them outside of my house for safety.

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.
Loving house sitters in your neighborhood
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Khemet P.

“Khemet was amazing with Asja. He is patient and understanding with pets. Asja has separation anxiety, but Khemet was able to relax her and make her comfortable. He sent several photos which brought comfort during my time away (my dogs comfort is everything to me when I am away). He also took very good care of my home. If you are looking for a reliable sitter who will care for your pet as if their own, I recommend Khemet.”


Amanda C.

“Amanda has always been a huge animal lover all her life. She has always had dogs and cats. She loves to play with them, makes sure they are well cared for and gives the best care possible. I think she would be an excellent sitter or walker. I don't recall her ever meeting an animal who she didn't connect with.”


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.”


Mary O.
“Mary absolutely loves animals with all her heart. She will whatever she can to make sure you pet is taken care of and given all the love it needs.”


Jordyn D.

“Jordyn did a wonderful job puppysitting our two furbabies! She kept me up to date and answered in timely manner. From the minute we met, I could tell how loving and caring she would be. I would recommend her to anyone who needs help with boarding and/or other pet needs.”


Kaitlyn W.

“Kaitlyn did a good job with our boy Zeus, our overactive 2yr old Doberman! We would recommend her service for pet sitting!”


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.”


Hanna M.

“Hanna was great. She took great care of my older dog. I highly recommend her.”


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.


Kaelyn C.
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!


Elizabeth H.
“I have known Elizabeth for about 5 years and she has consistently been a sweet, honest, and reliable girl. Not only is she great with humans, her love for animals is special. She always takes care of my pets like they’re her own!!”


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.”


Celine C.

“Celine did a wonderful job with our two dogs while we were gone over a long holiday weekend. Her availability with short notice was much appreciated and she checked in frequently to give us updates and resolves questions that came up. I highly recommend using her for your next in-home pet sitting need!”


Courtnee B.

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


Kiara T.
About: I volunteer at my local animal shelter and assist with dog walking, as well as cuddling elderly cats that have been at the shelter the longest. I have dog sit puppies and kittens too. I am familiar with puppy pad training as well as litter box training for kittens. As a college student on summer break, I am available all days throughout the week and am very active as well. In my free time this is not just a job but a priority. I will care for my clients pet within their home with care and love as if they were my own. I am very good at following instructions and abiding all rules.


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).




Heather C.

“Heather C. Was great with our rescue pit bull, our old man beagle, and our ornery cat. The dogs were happy and comfortable the whole time. We will continue to use Heather for our dog sitting needs.”


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.


Casi M.
About: With over 4 years of experience as a professional dog trainer and pet care provider, I bring a calm, confident, and caring energy to every dog I meet. Whether your pup needs overnight boarding, walks, or some extra playtime, I treat every dog like my own—with love, patience, and lots of belly rubs! I specialize in understanding each dog’s unique personality and needs. From high-energy pups to shy seniors, your dog’s comfort and safety are always my priority. I also offer updates with photos so you can feel at ease while you’re away. Let’s give your pup a fun, safe, and loving stay. I can’t wait to meet your best friend! 🐶❤️ It is my full time job so the dogs get my attention throughout the day and evening if they board over night with me I like to include them in my everyday life as much as possible. When unsupervised I keep the dogs in a ruffland crate for safety of your dog and the other dogs I have at the time. I live right by the river and love to take the dogs there to play in the water and the beach! I also have a gps collar that I put on every dog when I take them outside of my house for safety.


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.
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 Aug 2025 was about $49 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 94 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, 90% 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.
