House Sitting Chesapeake Beach
Find a loving house sitter to watch over your pets and your home.
Over 36 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.
“We greatly appreciate Ashley taking such wonderful care of our dogs! She kept us updated with lots of pictures and communicated well throughout the entire stay. Our house was left in great condition, and we could tell our dogs were in excellent hands. We would definitely use Ashley again and highly recommend her to anyone looking for a responsible and caring pet sitter. The dogs look forward to having her care for them again soon!”
About: I grew up with many pets. For example, I’ve had 6 birds, 3 hamsters, 1 dwarf gerbil, 1 leopard gecko, 2 cats, 2 dogs, and possibly more. I currently have 2 dogs. Both are rescues. Jasper is 2 years old and I’ve had him since he was about a month old if even that, and Raleigh who is 7 now. I’ve had her since she was 2. Aside from the doggy babies, I also currently have a brown anole that I took in from Florida. His name is Tommy and I’ve had him for 4 months now. He was a baby when I found him. I also have 2 fish, Gumball and Penny. I personally believe all animals are babies. I’ve also pet sit for family members before. I’m currently working part time and I am also a freshman in College. I do have a good bit of free time, and because I don’t live alone I have people home to help take care of my furry and scaled friends, where as some people may need some extra help that I’d be able to provide! I was raised right. I’m respectful, do not cross boundaries, and know better than to disrespect clients (human and animal, of course!) I’m a big empath, I love animals beyond comprehension. I’m a vegetarian that’s working my way to veganism if that can show you how empathetic I am. I also cry while watching Ratatouille. I love walking, I love talking to animals, I treat animals as if they are literal babies because they are just too cute!
About: I use to work for a boarding kennel when I was younger, but since my young teens I have been dog/cat/house sitting. I love animals I will be there new best friend. You will not regret if you choose me to watch your loved one, they will be well taken care of, well loved and spoiled! No request is to much, I have watched all different kinds of animals from dogs, cats, birds, hedgehogs, bunnies you name it I have probably watched them. I work at prince Frederick Safeway. I normally work 4-1pm, 5 days a week. My schedule does change from time to time due to what is going on but I will communicate my schedule prior to watching your babies. Some days are easier than others… Monday, Wednesday and Fridays I’m not normally available until 3pm. Tuesday and Thursdays I’m available anytime after 1pm. This could change just ask and we will work something out! I have a huge fenced in back yard! Lots of room to run and play! I will crate your animal if it is needed, just please bring your crate with you. If not crated during the day I keep all doors shut so they can’t get into anything they aren’t supposed to. I do also have indoor camera to keep an eye on them while I’m away at work. Due to apartment rules I am not allowed to have pit pulls at my apartment, I love the breed! I just have to make sure I am following my landlord rules, I would have to come to you!
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!
“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!”
“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!”
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!
“Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.”
“Christianna was so great with my babies. We have a usual dog sitter but he was unavailable due to a family issue and I was so nervous to try someone new but knowing she has animals of her own and has been doing this for so long, really helped ease my anxiety. She came to do a meet and greet and right away they loved her. She sent pictures and updates the whole time we were gone and they looked so relaxed with her!”
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.
“Lindsey is amazing and was a life saver for our entire family! Our dog does not do well out of her element and we had to go away for 4 days. Lindsey, sent pics, videos, cute messages, and reassuring notes for us that made us feel at ease. And, most importantly, Hershee was happy!”
“Anh was wonderful with our dog Wilbur- she sent us updates and was really sweet to him. She stayed over at our place which we appreciated because our pup can get a little anxious. Anh left us a very nice note and left the house very clean. We will definitely be reaching out to Anh again until the future for dog care!!”
“Sarah was absolutely wonderful with Parker! From the very beginning, she made me feel comfortable and confident that Parker was in great hands. She was attentive, caring, dependable, and treated Parker like she was her own. Parker was happy and well cared for when I returned, which gave me so much peace of mind. It’s not always easy trusting someone new with your dog, but Sarah completely exceeded my expectations. I’m so glad we found her and will definitely be booking with her again. I highly recommend Sarah to anyone looking for a trustworthy, loving, and reliable sitter! ⭐️⭐️⭐️⭐️⭐️”
“We try to make sure Marcus is free any time we leave town! Love how he loves our dogs like they’re his own. A great dog sitter and we never worry about our pups or our home when he is there.”
“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.”
“Bri, was amazing! We will be using her for our pets for any time we travel. The care, communication, and the peace of mind she gave us when we traveled was unmatched. She cared for our dog and cat and they seemed so happy.”
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.
Meet local sitters who will treat your pets like family
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
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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 for House Sitting in Chesapeake Beach on Rover is $49.95 per night (as of September 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 September 2026, there are 4,435 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:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 96% 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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