House Sitting Chesapeake Beach
Find a loving house sitter to watch over your pets and your home.
Over 37 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.
About: I have taken care of dogs for over 20 years, including having my own dogs. I am a travel nurse and I usually volunteer to walk dogs at shelters when I’m on assignment. I work full time as a nurse, but I only work 3 days a week. My schedule is usually free on the 4 days a week that I’m off of work. I am currently living in an apartment while on assignment in North Beach, Md, so I can only take car of pets in your own home.
“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!”
“We booked Rose when looking for a house sitter for one night at the last minute. Our dogs seemed to take to Rose very quickly and when we returned home it seemed like we hadn't left, which is exactly what we wanted! Rose was kind and professional and sent us multiple photos of our dogs during the trip. There were also no issues at all with our house as everything seemed just as it was when we left. Highly recommend!”
“Grayson went above and beyond! My dogs are my whole world and I felt so much relief that they were being well taken care of and given lots of love... I got lots of pictures and text updates. We could not have asked for any better and we are going to be using Gray for the foreseeable future. I really dont know how to express my gratitude”
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.
“Ashley did a wonderful job taking care of our senior dog and our house while we were visiting family. I think she may have given our pup more attention than she gets when our whole family is home. Highly recommend!”
“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 raised two bigs that I have trained years now and I grew up on a small farm so I have gotten the opportunity to care for animals for some time now! I also volunteer at animal shelters, getting the opportunity to work with all kinds of dogs as well. I am home from playing overseas and am available most days! During week days I can go to others homes to walk or check in pets normally any time of the day. I am comfortable with taking any size pet out for walks or stopping in to give them attention and have no issue taking them out to play and potty based on what the owner wishes!
“Michelle is in a word INCREDIBLE. I fully trust her with my 6 babies!!! When we came home our baby dogs and cats were content, happy and I could tell they had loving care. My house was spotless and I cannot say enough wonderful things about this sitter!!! 💓😘”
About: Hello! My name is Kendal, and I’m a dedicated, dependable, and experienced pet sitter with a genuine love for animals and a strong commitment to their care and well-being. With 7 years of experience caring for dogs, cats, and other household pets, I understand how important it is to find someone you can trust to look after your furry family members. Whether it's daily walks, feeding, medication, or simply keeping your pets company while you're away, I provide attentive, personalized care to ensure your pets stay safe, happy, and relaxed. I take pride in maintaining a clean, safe environment and following your pet’s routine as closely as possible. You can expect regular updates, clear communication, and a high standard of professionalism at all times. Services Offered: ▪️Drop-in visits ▪️Dog walking ▪️Overnight care ▪️Medication administration ▪️Personalized care based on your pet’s needs Let’s connect I’d love to meet you and your pets and discuss how I can help make your time away worry-free. I’m currently working part time due to school this upcoming semester. Most of my classes are online so I spend a lot of time at home. I make frequent stops at home during the work day as I’m only 10 minutes from home to let my dogs out of my parents aren’t home. I have an electric fence however dogs would be put on leash. My cats have all their necessities in my room so the pet I would be pet sitting for would stay in the guest bedroom in the basement with me to avoid troubles.
About: Hi! I’m a reliable and caring animal lover who treats every pet like family. I have experience with dogs of all sizes and personalities, and I always focus on safety, comfort, and fun. Whether it’s walks, playtime, or cuddles, I make sure your pet feels happy and loved while you’re away. I’m currently working part time but I will be going to school in the fall as a full time student. I don’t usually have a busy social schedule so I spend my free time going on walks in the mornings & evenings. I look after one dog at the moment, he’s a golden. He doesn’t have a fence in his back yard but I do take him on walks in the mornings & evenings. He’s a good boy so I let him run around in the back yard on his own but he comes back when I call for him.
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!
“Linda was amazing! She was so friendly, took the time to meet our animals beforehand, and sent pictures while we were away. I'm very happy with how much love and care she showed our animals and when we came back they were clearly so loved by her that they didn't even seem to notice we were gone. Thank you Linda for taking such good care of our babies.”
About: I’ve had a dog in my family for as long as I can remember, from my childhood husky Ginger to our current family pekingese Alley. I absolutely adore dogs and jump at every chance to hang out with any of my friends dogs as well. I have experience with dogs of all ages and sizes, including those with special medical needs. I currently work part time at a restaurant and will be dedicated to your pet’s care every second I am not at work. I would never accept a job that would require me to compromise a pet’s needs and they will always come first in my life. I am committed to following any and all instructions given for dog/cat care. I understand that being in someone else’s home means following their rules and I will respect any spaces I am invited into.
About: 15+ years of rescue work and fostering dogs/cats. Over 1000+ Fosters and boarders. Experience with all different ages, breeds, medical issues. Able to handle a large pack and individual needs I have flexible hours and can be there for all your pets needs on a case by case basis. I have a very structured routine. Safety is key, walking the property daily to ensure no escape routes and doing door/window checks to keep everyone safe. Keeping their routine as close to normal as possible is key to happy pets.
“Jessica was very responsible and extremely caring and hands-on with our senior cat (and hamster too). She did several check-ins a day and spent many overnights which requires a high level of trust and Jessica went above and beyond. She communicated constantly with updates, pictures and videos (seriously, top-notch communication) and she left our home in perfect condition. Our animals took right to her and I am grateful to have found someone so kind and committed.”
“Alayna was great with our dog. Sent frequent updates/pictures and was great with communication. She took my dog on long walks and even to the beach. I think my dog thought she was on a vacation while we were gone too since she got such great care!”
The median cost per night for house sitting in Chesapeake Beach is $50
Pet parents share their Rover experiences - Chesapeake Beach
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.
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!
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 Chesapeake Beach sitters!Sitters in Chesapeake Beach average 4 repeat house sitting clients
FAQs for House Sitting - Chesapeake Beach
Frequently asked questions about Rover
The average cost for House Sitting in Chesapeake Beach on Rover is $47.18 per night (as of July 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 July 2026, there are 4,422 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 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 Chesapeake Beach. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 97% 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.
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