Pet Sitting Chesapeake Beach
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 119 pet parents in Chesapeake Beach have booked pet sitting
Chesapeake Beach, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We had a great experience with Kelly doing drop in visits with our two dogs while we were on vacation! She always left detailed notes and included photos for each visit. Highly recommend!”
“I absolutely love Holly. She is great with my puppies. I feel good about leaving them in her care. I know they will be taken good care of. Thank you and the pups will see you soon.”
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 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!”
“Beth was amazing with my pups! She was able to visit with very last minute notice, which is soo appreciated! Beth communicated quickly and shared lots of pictures of my babies. Will definitely reach out to Beth again if pet sitting is needed.”
About: I’ve been caring for cats and dogs for about 10 years now, through my friends, family, neighbors and my own 2 puppies! I’m a college athlete who’s very active, so I’m happy to run/play and keep energetic dogs exercised while also making sure they feel loved, safe, and cared for! Pet care has always been a part of my daily routine, caring for my own two dogs! However, I’m a college student now, who lives an hour away from home, but I’m back for weekends and have plenty of free time to care for pets! I provide a safe, fun environment for pets. I have a fenced yard for running around outside, and two friendly dogs who would love to make friends! I closely supervise pets and will follow all instructions/special requests strictly from owners!
About: I grew up walking dogs at the humane society and have had a dog all my life. I now have had my dog, Lou, for 7 years. He is a huge German Sheppard mix, he’s full of anxiety, but communicative in his cues to me and has taught me a lot. My friends have always had dogs and I loved being able to take care of them while they were away! I am currently working part time, so I have plenty of time to care for your fur babies! I have an incredibly flexible schedule and can dedicate as much time as needed. I am here for what you need! I can walk, feed, watch, and hangout with your dog. I love taking walks and meeting new fur babies, their needs are my priority
“We had a wonderful experience with Jake, who stopped by twice to care for our three cats and did an amazing job! Communication was excellent throughout, and he was reliable, attentive, and clearly genuinely cared about our cats’ well-being. We would absolutely trust Jake again and highly recommend him to anyone looking for dependable and trustworthy pet care.”
“Kristi is amazing! Our Maggie really seemed to have gotten lots of loving and play time for our drop in visit. We got lots of videos and photos and reassurance that Maggie was in good hands. We are so happy and excited to book Kristi again!”
“Linda is amazing! She has been a lifesaver with her drop-in visits and is frequently available even with short notice! We can always trust her to take great care of our pup.”
“Jen was a trusting, wonderful caregiver for my kitty family. She was very patient and gentle with the shy kitties, and entertained the more social ones. She followed instructions carefully and left detailed updates with pictures. I will definitely be reaching out to Jen for future pet care. I highly recommend her.”
“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: 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.
“I loved the feedback and pictures that Amy sent on her visits! She came and spent time with the cats on every visit. The cats seemed very happy with the care and attention that they received.”
About: My love for animals began as a child. I was raised in a house with a plethora of pets (cats, dogs, birds, fish) and the love continued to grow while working at my grandparent's boarding kennel as a teenager. I currently work shift work and am flexible on my off days. Whether it's a short term notice for a quick walk or advanced notice, I would love to be able to accommodate your pet's needs. I live within access to numerous walking trails and am avid staying active and being outdoors. I do not currently own any pets and will maintain a safe and trustworthy environment providing attentive care for your pet.
The median cost per visit for pet sitting in Chesapeake Beach is $20
Pet parents share their Rover experiences - Chesapeake Beach
We had a wonderful experience with Jake, who stopped by twice to care for our three cats and did an amazing job! Communication was excellent throughout, and he was reliable, attentive, and clearly genuinely cared about our cats’ well-being. We would absolutely trust Jake again and highly recommend him to anyone looking for dependable and trustworthy pet care.
I have used Rebecca "Chloe" for 3 drop-in visits recently. I appreciate her ability to navigate my old man cat, who can be very antisocial at times. I also appreciate her updates and photos that are sent to keep me updated! I would highly recommend Chloe for your pet care needs.
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Chesapeake Beach sitters!Sitters in Chesapeake Beach average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Chesapeake Beach
Frequently asked questions about Rover
The average cost for Pet 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 Pet 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 Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 7,087 sitters on Rover offering Pet 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
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.
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.
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