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

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Top rated Chesapeake Beach house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Grayson was wonderful and loving with our older cat. She spent lots of time with him while we were away and was reliable, responsible and great with prompt communication and lots of pictures too. We felt safe and comfortable having her in our home and I’d recommend her for your pet needs any time.”

“Liz was an awesome pet sitter. She provided daily updates and photos and asked for information when a possible concern arose. My two dogs came home well cared for and happy!”

“Drew was an excellent experience for my Basset Hounds! I had a last second trip in which Drew was able to accommodate as well as a pre home visit to meet the dogs and get a feel of their environment. As I was out of town she sent consistent updates / pictures and followed all directions I left for feeding and overnight stay. Basset Hounds are a specific breed (needy & hard headed ) and she handled them perfectly!”

“Christina was wonderful. Her communication was fantastic, we got lots of pictures, and she cared for our animals fabulously. She was everything we hoped for in a sitter, and more! We will definitely book her again.”

About: Promo Code for $20 off first time booking for Pet Owners new to Rover- AMANDD61392 Friends and Family call me the animal whisperer. I have had a dog/dogs my whole life. I have taken care of dogs from brand new puppies, to babies that were at the end of their life. I'm currently not working full time away from home, so for any boardings that are on week days or weekends, you and your fur babies are good to go. I do have one small dog at home BUT, if you prefer your dogs to be alone while here, my dog is easily brought to his grandparents house:), which they are always happy about. I will update when my work schedule changes. I have a fenced yard (tall privacy wooden fence with sliding deadbolt), and can easily crate dogs if needed. Any animals would have free range of the house and the yard. Your babies are my babies while I am taking care of them.
About: I've had animals all my life! I love them all! I'm great with cats, dogs, pigs, and rabbits! I take special care of all my animals. I am self employed. I am available throughout the weekdays when most people are at work to be able to pop in and check on your pets as needed. Weekends as well. We have a fenced in yard. Cats would remain indoors unless stated otherwise. As long as your pets don't mind a toddler we should be great!

About: I have had animals my whole life, from chinchillas, birds, dogs, cats, and fish. I have also taken care of my neighbors animals in the past. Although I am only 18, I have grown up alongside big dogs my whole life, so I am no stranger to their difficulties. I also work as a home-healthcare CNA, so I am experienced in respecting other people’s homes. I also have other medical certifications, my BLS, CCMA, and GNA that I obtained in a 2-year program during my final two years of high school. I love spending time with my two huskies and my cat. While not professionally, I trained all my dogs current and past since childhood. I can’t say that I am a professional with dog training, but I’ve noticed that showing them respect allows them to respect me back. I have plenty of experience with taking care of my patient’s pets and I would love to meet yours! I am a full-time college student, and work part time as a home-healthcare CNA in annapolis and surrounding areas. I am busy sunday, monday, and wednesday, but I am available from 12-5 Tues & Thurs, and all day friday and saturdays. In my home, my dogs have a huge fenced in yard that they like to spend their time in. As they get older, they seem to love the couch just as much. I love to take them to dog parks and on hikes at Flag Ponds Park. I love walking with dogs and letting them see the world, so I will have no problem taking dogs on walks.
About: My goal is to take your spot as your pet’s best friend .. uhh I mean provide excellent care and service whenever duty calls :) My schedule is fairly flexible, and I am generally available each afternoon. I am sure that we can work out a reasonable time to get your pets situated! Owners rules are law. Whether it’s playtime, supper, potty time, etc I’ve got you covered. I am unable to provide services in my home at this time.
About: I have grew up with my whole life with animals .They have always been a passion of mine! I am currently looking to pursue my career at an animal hospital and eventually start school for a veterinarian assistant ! One of my favorite child hood memories is looking back to all of our pets we had. We had dogs ,hamsters, iguanas, turtles ,cats,fish etc ! You name it we probably had it ! I am very compassionate, patient and friendly and i will make sure to treat your fur child like my own for sure! I have a daughter and also a 8 year old boxer who i adore so much so i absolutely know and understand how hard it can be to trust anyone with the ones we love the most but look no farther I will take care of them with no worries at all!! Your pets safety and needs will always be the number one priority at all times then the fun comes next! I cant wait to meet you and your furr kids soon to play and pamper them all!
About: I have over 30 yrs experience taking care of a wide range of furbabies & my furbabies say I’m the best mom ever! I love giving belly rubs and playing with the laser pointer. I work Monday through Friday as a full time government employee but I can do the evening checks and weekends for you and your furbaby I am able to come to you and your furbaby when you are away. If it’s a quick stop in the evening before you are able to get home or a weekend visit, I got your back!
About: I’ve taken care of puppies and dogs of all sizes and love animals through and through. Have raised puppies, to adult dogs. Am good with senior dog care etc I am a stay at home mom so I am able to meet your pet needs anytime of day, with one day of notice I am able to do in home pet care. Active in activities for animals and walks, meeting feeding requirements and taking care of animals of all sizes and specific needs. Available anytime of day
About: Hi I’m Lindsay! I love spending time with our extroverted dog Zoomy 🐾 and with my cousin’s two cats Windex 🐈 and Squirt 🐈⬛. Zoomy would love to have some friends come over to play. I am a super responsible and clean person and would love to care for your fur babies while you’re away! Right now I have very flexible scheduling so send me a message! I can do daytime hours or evenings, just let me know. I’d be happy to work with you and your schedule. We have a big yard with an invisible fence for your dog to run around. Plenty of space inside the house to play too! I will make sure to give your dog plenty of water and potty breaks and meticulously follow any instructions you leave me!
Over 68 pet parents in Chesapeake Beach have booked house sitting
Chesapeake Beach pet parents share their Rover experiences
Drew was an excellent experience for my Basset Hounds! I had a last second trip in which Drew was able to accommodate as well as a pre home visit to meet the dogs and get a feel of their environment. As I was out of town she sent consistent updates / pictures and followed all directions I left for feeding and overnight stay. Basset Hounds are a specific breed (needy & hard headed ) and she handled them perfectly!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. 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 away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Chesapeake Beach is $50
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.
Sitters in Chesapeake Beach average 4 repeat house sitting clients
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 Chesapeake Beach on Rover as of Mar 2026 was about $50 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 Mar 2026, there are 1,076 house sitters in Chesapeake Beach. 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, 89% of Chesapeake Beach house sitters respond in under an hour.
House sitters in Chesapeake Beach have an average of 15 years of experience. House sitters with repeat customers have an average of 4 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 Chesapeake Beach.
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. Chesapeake Beach 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.










