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

Over 38 pet parents in Chesapeake Beach have booked house sitting
Chesapeake Beach, 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.
“Faith did a great job taking care of Pear and the house. Pear was well cared for, and everything was in good shape when we returned. I reached out a couple of times for updates, and she responded promptly. Overall, we appreciated her care and would happily consider working with her again!”


About: I have lovingly looked after pets of all kinds my whole life. I will meet your pet exactly where they are-I can chase and play with your dog across the yard, or I can be extra gentle and caring with your senior pet. I'm a student online. I'm very lucky that my girlfriend has a job that pays really well. As a result, I have plenty of availability for pet care! I have a reliable vehicle to get to your home and look after your pet. I can handle great, big, tough pets as well as small, fragile, senior pets. I keep the area tidy for the pets and the owners alike. I'm great with toys and playtime. I am great company for any pet.

About: Hi, I’m Shyann and I’ve had pets as long as I could remember. Currently a cat owner! I will make sure your pet will feel comfortable, safe and cared for! I was a dog walker at a local shelter and have had multiple dogs of different breeds as well as taken care of family’s Great Dane/Irish wolf hounds! No dog is too big or small! Only accepting Spayed/ neutered pets! All pet ages welcome :) My schedule is pretty flexible as I work part time from home so I have plenty of time to care for your Furry family! <3 For dogs I love giving them plenty of walks and playing them a much as they desire, feeding them yummy treats and feeding them as needed! For cats I will scoop litter, they can get a bunch of play time with me, yummy treats and feed them!
“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!”

About: I provide loving care for pets of all ages, from playful puppies to seniors, with experience in training, special needs, and making every animal feel safe. As a retiree, my days revolve entirely around the animals in my care. They receive my full attention, love, and time—morning to night, every single day. I live in a safe, animal-friendly waterfront neighborhood with very few cars and plenty of space to play. Pets enjoy walks to nearby parks and, for water-loving “babies,” splashing adventures at the bay—all in a calm, welcoming environment where they’re treated like family.
About: Promo Code for $40 off first time booking for Pet Owners that it is their first time using 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.
“Lindsay stayed for 10 days with my 17 year old cat. He takes many supplements and meds and Lindsay followed the schedule precisely. She sent updates and pics everyday to let me know how it was going. She made sure he was well cared for and that he felt comfortable with her. After the first day, he was snuggling with her on the couch. She checked in when she had questions. Lindsay was respectful of my home which made me very comfortable having her stay. She was an excellent sitter and I would highly recommend her. I will absolutely be rebooking with her anytime I need to go out of town.”

About: I’ve cared for dogs of all ages, from energetic puppies to senior pets who need a gentler pace. What sets me apart is my patience, reliability, and attention to each pet’s unique needs. I’m comfortable with daily walks, feeding routines, administering basic medications, and providing extra snuggles for anxious pups. I have had years of experience, with having three labs currently to raising two litters of lab puppies. I have grown up with dogs and love being around them I am in school during the week Monday-Friday. Pet care fits best for me during the evenings or the weekends depending on the week of school. I follow your pet’s routine closely — from feeding schedules and walk times to favorite toys and cuddle spots. I make sure your pet feels secure in their own space, keep their environment tidy, and send regular photo updates so you know they’re happy and well cared for.

About: As a proud dog mom to my own rescue pup, I know firsthand that dogs are more than just pets—they're family! 🐾❤️ I absolutely adore my dog and understand how important it is to find someone you can trust to care for your furry family member. I have a genuine love for dogs of all breeds, sizes, ages, and personalities! I also have hands-on experience volunteering at the Humane Society, where I walked and cared for dogs with a variety of temperaments, energy levels, and individual needs. In addition to providing everyday care, I have experience administering medications and giving injections, allowing me to confidently care for dogs who may require a little extra attention or have specific medical needs. I understand the importance of following instructions carefully, maintaining routines, and ensuring every pup receives safe, attentive, and compassionate care. Whether your dog needs a fun walk, a drop-in visit filled with playtime and cuddles, or a comfortable home away from home while you're traveling, I'd love to help! I understand that every dog has their own personality and needs, and I strive to make each one feel safe, happy, and loved. My goal is simple: to treat every dog as if they were my own! I would love the opportunity to care for your furry family member and provide you with peace of mind knowing they're in loving, capable hands. 🐶💕 I work from home, which allows me to have a flexible schedule and be present throughout the day to provide attentive, personalized care. My own dog gets exercise at least three times a day, whether that's going on walks, enjoying outdoor playtime, or participating in activities to keep her physically and mentally stimulated. Because I'm home throughout the day, I'm able to accommodate frequent potty breaks, feeding schedules, medication needs, and plenty of companionship. I love keeping dogs active, happy, and engaged while also making sure they have time to relax and feel comfortable. Whether your pup is staying with me or needs walks or drop-in visits, I'll treat them like part of the family and make sure they receive the same love, attention, and care that I give my own dog! My home is a welcoming, dog-friendly environment where your pup will be treated like part of the family! 🐾❤️ I have a spacious yard with plenty of room for dogs to run, play, explore, and burn off energy. I also live in a beautiful waterfront neighborhood, which provides wonderful opportunities for scenic walks and even swimming for pups who enjoy the water (with owner permission and close supervision, of course!). I have a friendly, playful rescue dog of my own who absolutely loves meeting new dogs and making furry friends! She enjoys having a playmate, and I always prioritize safe, positive introductions to ensure everyone feels comfortable. Dogs are family in my home, which means they're more than welcome on the furniture for plenty of snuggles and relaxation! I want your pup to feel just as loved and comfortable as they do in their own home. Safety is always my top priority. I always feed dogs separately to prevent food-related conflicts, and I never leave dogs together unattended, regardless of how well they get along. I carefully supervise playtime, respect each dog's individual boundaries, and provide separate spaces when needed. Since I work from home, I'm able to offer plenty of attention, frequent potty breaks, exercise, and companionship throughout the day. For walks and drop-in visits at your home, I make sure to follow your dog's established routine, including feeding schedules, exercise, medication administration, and any special instructions. I understand how important consistency is, especially when you're away! My goal is to provide a safe, fun, loving, and stress-free experience for every dog in my care while giving you complete peace of mind! 🐶💕
“I booked a 10 house-sitting stay with Mika and was overjoyed to see videos of my retriever mix so very happy and comfortable. I could tell my Mila loved the attention she got. My dog is 12yr old this coming July and I wanted someone with experience. Mika's vet assistant background was perfect as well as her history with rescues and special needs pets. My anxiety for such a long stay was quickly eased after the first photos and texts. Mika's upbeat attitude is refreshing. She's totally focused on Mila"s every need. I gladly recommend her. I will certainly book again. Deb”
“Lena did a GREAT job taking care of our two Labradors, one cat, and home while we were out of town for a week. She was awesome at communicating and made it a point to send pictures which we really appreciated. Highly recommend her!!! And will definitely reach out to her again the next time we are out of town! Thank you Lena!”


“Many thanks to Vanessa for taking such good care of my pup. Vanessa updated me on my pup throughout the trip. My dog is very high energy, and clingy.... she handled her with ease!!”

About: I have 4 dogs of my own that range from all sizes and breeds. I also work as a kennel attendant at a local boarding facility and when not caring for my own dogs I enjoy helping others care for theirs in the comfort of their own home. While currently a part time student and part time employee some days are busy. Weekend availability will always vary but will be known in advance. During the summer weekday availability is more open due to being out of school. While caring for your dog in your home I am always ready to adapt to their environment and care for them as you would on any ordinary day and do what it takes to make them feel comfortable and loved.
About: I have been around animals for nearly all of my life, and have made it my life mission to assure the care and comfort of as many of them that come into my path as possible. As a former senior level kennel worker at a doggy daycare, a previous small animal specialist at various retail stores, and with animal shelter volunteer hours under my belt, I am surely qualified and would be elated to take care of your babies when you’re either away or have other priorities to focus on. As of a few months ago, I was working full time at a doggy daycare in Hughesville, where I fed, bathed, walked, and played with clients dogs all day. For over 2 years I was one of our two Senior staff members, meaning that I was also responsible for running the daily staff and assuring the safety and security of the pets at the facility. My additional duties included keeping track of feeding schedules, medication, and potty breaks to ensure the health of the animals as well. I love animals with all of my heart, as it is my life mission to assure each animal that crosses my path gets the maximum amount of care and love that I can give them (even if that’s just a head pat for a baby passing by!!) I currently do not work full time at the moment, as my priorities have shifted toward finishing my college degree at UMD, most of which is online, giving me more than enough time in my schedule to care for animals that I would be responsible for, whether that be feeding, walking, petting, or all of the above! I also am comfortable with house-sitting with the animals, and have had plenty of experience doing so. I typically very early mornings, and am awake until around 11, but that can always be adjusted per need request. Personally, my dog always came to my work with me where he was able to be around me for the majority of the day. When we are home, he is walked before my morning coffee, and every 4 hours after that. I have a pretty decent sized yard, and he loves playing fetch with any ball when we aren’t on walks. My baby only likes to eat at nighttime, so that’s when he is fed, as he is a small boy who would prefer to leave his food alone during the day. Understanding each individual dog, not only what nutrients they require, but how exactly they should eat as well, is very important. When we are not walking on a leash or playing in the yard, he is inside my home where we play with his favorite plushie toys! Come afternoon time, he gets one, out of a selection of delicious treats to assure his happiness and comfort throughout the day. Whatever way that the client prefers, I would assure the same level of happiness and comfort with their dog too!

About: Well with 10+ years of veterinary experience, I’m comfortable caring for cats with special needs and medications, anxiety, medical conditions, and unique personalities with patience. Veterinary care is a big part of my daily life. I work as a veterinary technician, so caring for animals, monitoring their needs, and keeping them comfortable is already part of my routine. I provide loving, attentive care in my home or yours, following routines and medications, feeding schedules, exercise needs, and special instructions while keeping pets comfortable.
The median cost per night for house sitting in Chesapeake Beach is $50
Pet parents share their Rover experiences - Chesapeake Beach
Faith did an absolutely amazing job taking care of our two dogs! From the beginning, she was dependable, attentive, and genuinely caring. It was obvious that she treated our dogs like they were her own, which gave us tremendous peace of mind while we were away. Faith kept us informed, made sure both dogs were happy and well cared for, and went above and beyond what we expected. Coming home to two happy, relaxed dogs told us everything we needed to know. We completely trust Faith with our dogs and wouldn’t hesitate to have her watch them again. If you’re looking for someone who is responsible, trustworthy, and truly loves animals, we highly recommend Faith. Five stars all the way!

Anna stayed with our two older beagles (10 y/o and 12 y/o) for a few days, with the oldest beagle requiring extra assistance due to ongoing back issues. Lucy and Linus were well taken care of while we were gone, as was our house. She provided communication and pictures to keep us updated, which we appreciated! We would definitely recommend Anna!

Savanna has watched our dogs for years, sometimes on short notice like this most recent time. Another dog watcher had to cancel at the last minute and Savanna saved the day. She is the perfect dog sitter because you literally don’t have to worry about anything. She handles caring for your house and your pets as if she was a family member.

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 - Chesapeake Beach
Select a filter and find qualifying sitters offering house sitting.Sitters in Chesapeake Beach average 4 repeat house sitting clients
FAQs for House Sitting - Chesapeake Beach
Frequently asked questions about Rover
The average cost of House Sitting in Chesapeake Beach is $52 per night as of October 2026. Most bookings cost between $34 and $118 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 4,402 sitters on Rover offering House Sitting across Chesapeake Beach. 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 Chesapeake Beach 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 Chesapeake Beach 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 Chesapeake Beach 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 with handling special pet needs in Chesapeake Beach. On Rover:
- 87% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 95% 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.





