Dog Sitting Chesapeake Beach
Book a Chesapeake Beach dog sitter to watch your dog in your sitter’s home or yours.

Over 46 pet parents in Chesapeake Beach have booked dog sitting
Chesapeake Beach, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I've loved pets for as long as I can remember. I have a true passion for caring for any animal in need and will always treat them with the same love and dedication as my own! Pet care fits seamlessly into my daily routine. I manage my time carefully to ensure pets get consistent attention, dedicated exercise, timely feedings, and structured drop-in visits or walks throughout the week and on weekends I prioritize the safety, health, and well-being of every pet in my care. I provide a calm, comfortable environment where pets can relax freely, alongside wholesome, high-quality, non-GMO organic treats and food tailored to their needs!
“We had a wonderful experience with George! He was attentive, reliable, and genuinely caring throughout the entire stay. He took the time to play with and give Gyp plenty of affection and pets, which he absolutely loves! I was especially happy to see how quickly and naturally the two of them bonded. It was clear that Gyp felt comfortable and was well cared for. Communication was great, and we had peace of mind knowing Gyp was in such good hands. We are so grateful for the warmth and attention he gave Gyp. It means a lot to find someone who cares for your dog as if he were their own. We would We had a wonderful experience with our dog sitter! He was attentive, reliable, and genuinely caring throughout the entire stay. He took the time to play with and give Gyp plenty of affection and pets, which he absolutely loves! I was especially happy to see how quickly and naturally the two of them bonded. It was clear that Gyp felt comfortable and was well cared for. Communication was great, and we had peace of mind knowing our dog was in such good hands. We are so grateful for the warmth and attention he gave Gyp. It means a lot to find someone who cares for your dog as if he were their own. We would happily welcome him back anytime and would definitely book him again. Thank you for taking such wonderful care of our boy! definitely book him again. Thank you for taking such wonderful care of our boy!”

About: I have taken care of my dog Cha$e for almost ten years who unfortunately past. Currently look for a path to heal looking forward to walk and care for your pets. I’m looking for something to do while looking for a new position for myself. With my experience with having a pet I use to the daily routines Always make sure they follow a daily schedule with eating drinking walk times. If your pet need to take medication it will be all in a schedule
About: I love Dog and Cat to be honest I really love all animals I really got all my experience from my BestFriend Autumn The Dog Trainer any time my family and friends leave town I’m the 1st person that go to and Autumn The Dog Trainer is mines go to I’m Ben working from home because of the pandemic and I only go in the office if I really need to and only be gone for a hour or 2 and I’m really only 7 mins from my Job I work on Bowling Air Force Base so I’m never to far away from your pets I care for my clients pets like they are my own like family. No pet should feel uncomfortable again this is A Home Away From Home I'm currently work from home so I'll have plenty of time to play and walk with your pups! I'm available for boarding on weekends and weekdays I alway walk with a leash and an open eye for dogs that are not on one and one friendly dog to keep your baby company. I don’t crate dog when I’m home and I’m home 97% of the time unless I’m going to the store and someone is alway if not I can easily crate your dog if needed...
“Romon was the best sitter for our 3 boys. We needed a sitter at the last minute and he was so accommodating stopping by our house to make sure they were ok. We will def rebook with Romon in the future!”
About: I have about 10 years of experience in caring for dogs, ranging from my own 2 huskies, to my neighbors and family members pets! I can confidently say your pet will be cared for and loved with me in their care! I currently work from home so I am more than flexible to pet sit from any client’s home! Bathroom breaks for pets are also available in my time range! I always ensure to follow the owner’s bathroom breaks schedule, feeding schedules and walking times! I believe keeping the owner in the loop is vital so I also do so whenever feeding is done, walking is down and bathroom breaks are done!
About: I have been working in boarding and daycare facilities for many years, as well as having my own foster organization ran out of my home, and I also have two dogs of my own! I work as a babysitter/nanny part-time, but my schedule is very flexible and I am able to change hours and days very frequently or as needed I will treat your home as I would want someone to treat mine, as well as the animals. I will take as best care as I can, and keep everything clean and tidy, as well as following any rules. Instructed.
About: My name is Alexandra. I have 2 Chihuahua. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

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.
“Taivon was a great caretaker who accepted my booking last minute before NYE. He navigated entry into my home with no issues, fed and walked my senior pit with documentation and no incidents. I would book again, he’s very responsive which I love as a traveling pet parent. Thanks, Taivon!”
About: I have a genuine love for all animals and perhaps a special affinity towards man’s best friend! I have had the pleasure of taking care of and owning animals of various kinds throughout the entirety of my life, from cats and dogs, to ferrets and bunnies! I am able to offer basic puppy training, senior dog care/disabled dog care and also administer medicines. Follow our journeys at themanyminiadventures on IG. I work part time from home and have availability to care for your furry friends doing drop ins and pet sitting! I’m available on short notice and pet sitting has reallly helped me manage since the loss of my Dad and becoming a caregiver for my mom! I treat your fur babies like they’re our fur babies while they are here with the exception of following their diet and your specific instructions. We also: walk dogs on a leash. Play outside. provide potty and exercise walks while leashed to allow for new scents as well. Feed pups separately unless they came together and we have been notified they eat well together by the owner(s). notify you immediately in the case of any abnormalities/concerns or emergencies. provide you with pictures and updates throughout the stay!
“Syler was perfect for what we required for our finicky cats. We knew one of our cats would disapprove of anyone other than his Momma looking after him, something Syler wasn't expecting when he decided to hide from her during two of her visits. He's done that before even for our son once whom he knew. Sometimes only Momma will do. But he was safe nevertheless, and that's what truly matters. Both cats ate all their food and drank plenty of water! Syler did a wonderful job with litter and good container disposal. Our home was left smelling great upon our return! We'd love to have her back again when we leave for more than a week again!”

About: I have pet experience with staying at people’s homes for over seven nights to care for their pets. I communicate clearly, provide updates, and follow instructions. I have a flexible schedule and can work with pet parents to find times that fit their needs. I’m available for dog walking, drop-in visits, and pet sitting, depending on the day and time. I’m happy to discuss scheduling ahead of time to make sure your pets receive the care, attention, and love they deserve! I prioritize keeping pets safe, comfortable, and happy in their own home. I follow each pet parent’s instructions, keep their space clean, provide fresh water, and make sure they receive plenty of attention. I communicate with owners regularly and send updates so they can feel comfortable knowing their pets are in good hands.
About: Hi! My first gift as a baby was a white german shepherd named Pepper that I grew up with and I've been a dog owner ever since. Friends even brought me a stray found on campus at GWU, Wiggles. He was our house mascot. And I've owned and cared for dogs ever since. I started rescuing dogs in 2010 in Oakland. I found forever homes for 13 dogs. Your dog will be safe, made comfortable and well cared for by me. I'm happy to care for senior dogs or puppies and anyone in between. I am attentive. Responsive to them and focused to obey your instructions concerning your fur baby. I want them to be happy while you're away and I want you to be comfortable while they're in my care. Most of all, if anything happens, I know how to respond quickly. My 12yo Weimaraner Gideon passed away during the pandemic. I've been fostering. This just seems like another way for me to play with and care for a new dog until I get another one. I look forward to meeting you and your pet. I'm a professional writer and program developer so my schedule is flexible which makes caring for your dog and its needs really easy. I am able to maintain whatever schedule you've established at home. Your pet will have full run of the house and will be encouraged to make themselves at home. Their crate and food/water will be set up in places where they can be seen and made comfortable.
About: Spouse and I both retired military with over 30 years experience caring for your dog. Work from home and can care for your animal around the clock. Fenced in doggie patio. Will take your dog on ad many walks as they need. Give them all the attention the require. Very reliable and affordable Husband and I are both retired from the military and he is at home full-time when I cannot be and can provide all the attention, walks, play time that your fur baby requires. A fenced in patio and area setup in the sunroom for dogs to play and relax. Plenty of room to separate animals if need be.
“I am so grateful to have found Lindsay. She's a natural with dogs -- relaxed, confident, loving, friendly and quite literally gets down on their level to connect. She was more than willing to come over for a meet & greet with our dog to help ease any concerns prior to her first booking. I loved her personality and level of customer service and her communication is exceptional. She's very punctual with her visits but also remains flexible knowing changes are sometimes needed. I look forward to continuing to work with Lindsay moving forward.”

About: I’m comfortable caring for pets of all kinds! not just dogs and cats, but reptiles, rabbits, and many more! I treat every pet like my own, especially by adapting my care to their specific needs, routines, and personalities. I have a turtle and a dog so IM very used to showing love to these attention needing furballs! Everyone deserves a bit of love and I have plenty to go around! I can wash you dog up really nice even give them a trim. I have a dog and a big yard,(it’s not fenced). However, our dogs can keep each other company run around come inside eat snacks and even have cuddle time!
“Cathy has won Ranger’s heart! ❤️ Last night was the first time we ever had someone do a drop-by/night-night visit for Ranger and it could not have gone better. Cathy sent photos of their visit and when we returned home, Ranger was happy and calm (no separation anxiety behaviors as in the past). So grateful! This is the beginning of a fantastic relationship! ?????”

The median cost per visit for dog sitting in Chesapeake Beach is $20
Dog parents share their Rover experiences - Chesapeake Beach
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 dog sitting

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Chesapeake Beach
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chesapeake Beach average 7 repeat dog sitting clients
FAQs for Dog Sitting - Chesapeake Beach
Frequently asked questions about Rover
The average cost of Dog Sitting in Chesapeake Beach is $23 per visit as of November 2026. Most bookings cost between $20 and $41 per visit. 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 November 2026, there are 6,746 sitters on Rover offering Dog Sitting across Chesapeake Beach. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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!
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.
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.
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 Meet & Greet.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Chesapeake Beach with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Chesapeake Beach. On Rover:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 94% 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.
sitters on Rover set their own cancellation policy, 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.






