Dog Sitting Chesapeake Beach
Book a Chesapeake Beach dog sitter to watch your dog in your sitter’s home or yours.
Over 84 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.
“Brittany is the best. I am so thankful to be able to leave her with my new golden, and be confident she has my dog’s best interest at heart. And, this is one intelligent lady! Brittany remembers your habits, and acts according. I am very grateful for her.”
About: Hi! I’m a dependable and caring animal lover with hands-on experience caring for dogs of all ages and personalities. I’ve walked my neighbor’s dog regularly, provided dog-sitting services for multiple family friends, and have experience training and caring for my own dog every day. I understand the importance of keeping pets safe, active, and comfortable while their owners are away. Whether your dog needs a fun walk, plenty of playtime, or patient, attentive care, I’ll treat them like they’re part of my own family. My goal is to make sure every pet feels happy, loved, and well cared for while giving owners peace of mind. I’m currently waiting for college to start, so I have a lot of availability! I can work any day Saturday through Sunday at anytime at the moment. When caring for your dog, I will make sure they receive plenty of attention, exercise, and affection while following their normal routine as closely as possible. I’ll take them on walks, provide fresh food and water, play with them, and make sure they have opportunities to go outside for bathroom breaks. I’ll also keep a close eye on their behavior to ensure they are happy, comfortable, and safe. My goal is to give your dog the same level of care and love they receive at home so you can have peace of mind while you’re away.
“Ashley was wonderful! My two bunnies are very particular about everything. They protest when something isn’t their liking. Ashley not only took good care of them but also made friends with them. The bunnies were happy when I got home. I’m glad that I found Ashley!”
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.
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!
“Lisa did a great job with our new puppy. She was prompt and was able to stay a bit longer than we originally planned. She sent photos and got the puppy out for several walks (with no accidents in the house!). I definitely recommend Lisa.”
About: I have had breeds of all shapes and sized my entire life. I care for my 2 year old border collie and I have experience handling cats as well. I want to make your pets feel at home even when you are away. I would want the best from my boy when I am away, so I want to provide that service to others! I am full-time employee so I can stop in before and after work on weekdays, and I am free weekends for endless playing ! (I can stay in the evening during the week until around 8-9) I am very respectful of other people’s spaces and would be happy to meet your animal where they are! I do NOT offer boarding currently.
About: Hello, my name is Heather. I am an animal lover, particularly dogs. I previously owned chickens in my backyard. I’ve owned different kinds of dogs, big and little. I had a 10 year old chocolate lab named Piper she was my best buddy and companion she recently went to the rainbow bridge. so I have an open place in my heart. I have cared for dogs of various ages and breeds. I am able to administer medicines if needed. I would love to care for your dog as if it were my own. I have plenty of time to care for your pet as I only work part-time at a hair salon, I am available mornings and afternoons to walk your dog. I am available to come into your house and care for your pet whether they’re older or young, sick or healthy. I will come to ease your mind for your furry loved one.
“Ashley did a wonderful job taking care of our senior cat for a week. She took a lot of pictures and left detailed notes after each visit. She goes above and beyond the call of duty! We definitely plan on using her pet sitting services in the future.”
“Savanna took such great care of our two cats will we were on vacation! Our older cat needed medication applied to her ears and fed wet food so I was nervous leaving her. Savanna was patient with her and made sure she ate and got her daily meds. I was able to enjoy the time away without worrying as Savanna updated me after each visit. She is awesome, thanks again, Savanna!!”
About: I’m a registered nurse currently staying home with my twins, and a proud dog mom to Moose (golden retriever 🐾) and Colby (black lab 🐾)! I’m available Mondays, Fridays, and weekends for dog walking or drop-in visits. I understand how important it is to trust someone with your furry family members, and I’ll care for your pets with the same love, attention, and reliability I bring from my nursing background. If you’re looking for a dependable and caring pet sitter or dog walker, feel free to reach out—I’d love to help! 🐶 I am a registered nurse but currently a Stay-at-Home mom with flexible availability on Mondays, Fridays, and weekends to Care for Your Fur Baby 🐾 I follow your pet’s normal routine as closely as possible to keep them comfortable and stress-free. This includes feeding, fresh water, potty breaks, walks, playtime, and lots of affection. I’m happy to administer medications if needed and will keep you updated with messages and photos so you always know how your pet is doing.
“Kristina was fantastic! She came to our home everyday to take care of our two cats while we were away. She sent pictures of each visit and was very responsive. Definitely using her for all our pet care needs!”
About: I have had dogs, cats, birds etc my entire life and can take care of any kind of pet young, old, special needs. I currently have a rescue dog named Zena (age 1) and a siberian forest cat named max (age 5) and they get along well with all other animals. I am also fully vetted by the A Darrah Bully Bull Rescue as I've adopted and volunteer for the rescue. I work Monday-Friday during the day and home in the late afternoon/ early evenings so weekends are best for boarding but if your dog is crate trained I can take during the week. Able to do drop in care early mornings and evenings during the week and anytime on the weekends. I have a fenced in yard with a friendly dog and cat at home. Zena would love a playmate or buddy to walk with or swim in her little pool.
“Ashley is professional, prompt, friendly, and took genuine interest in the needs of my pets. I was able to enjoy my vacation with peace of mind that my furry family at home were well looked after and loved. I’d 100% be happy to have Ashley back to pet sit!”
The median cost per visit for dog sitting in Chesapeake Beach is $20
Dog parents share their Rover experiences - Chesapeake Beach
Holly has been a life saver. We got our pup Zelda in summer of 2025 and needed someone during the fall and winter months to help with letting her out. I love coming home to all the doggie toys pick up and blankest folded (doggies are messy). Holly is very responsive, dependable and really cares for our pets. Would recommend Holly to anyone!!!
Faith has watched our Shiba Inus multiple times now, and we couldn’t be happier with the care she provides. She’s reliable, responsive, and truly great with our dogs—even administering medication to our elderly Shiba with no issues. Most recently, she helped us out while we were in the hospital for the birth of our son. We weren’t sure how many drop-ins we’d need or how long we’d be gone, but she was incredibly flexible and quick to respond. It gave us so much peace of mind knowing our pups were in good hands. Highly recommend!
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 dogs like family
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 6 repeat dog sitting clients
FAQs for Drop-In Visits - Chesapeake Beach
Frequently asked questions about Rover
The average cost for Dog Sitting in Chesapeake Beach on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 6,808 sitters on Rover offering Dog Sitting across Chesapeake Beach. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chesapeake Beach stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your dog, 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.
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:
- 90% of sitters can help with special care needs
- 95% 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.
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.
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