Pet Boarding in Chesapeake Beach
Find a loving Chesapeake Beach pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Chesapeake Beach pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Donna is so awesome! Loved that we received pictures and updates about of our baby during her stay. Donna is very attentive and shows lots of love and care for the fur babies!!!”

“Monica is amazing. She takes careful notes to ensure your baby is well cared for. She also provides daily pictures and a sort of report card for your pet. I will definitely be a repeat customer.”

“Cooper was in good hands. Chelsea was very responsive, provided pictures and keep us updated. Cooper made friends with her dog and appeared right at home. I definitely recommend Chelsea caring for your furry friend. We will use her again.”

“Lynette & Vincent are the BEST. I’ve been using them for a few years now. They are my #1 go to. They are FAMILY now🥰😍 my little Bentley 🐶 loves them!!”

About: I have taken care of various sized fur babies for the last 13 years or so. I have raised and loved on my own dogs for the last 6 years. I take care of my babies on a day to day basis and would love to help others during the evening when needed the most to enjoy some time away from home. I have two friendly fur babies to keep your pups some company if wanted. I have have 2 dog parks and plenty of walking areas for a nice leg stretch!
“Being as though this was first experience reserving a pet sitter, Mady was fantastic. Very patient, plenty of communication and photos of my pupson. Very happy with our choice and I look forward to working with Mady in the future.”

“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”

About: I am very experienced with large dogs, energetic and sometimes bitey puppies, cats, senior dogs who may not be able to get around as well, and all ages inbetween! Insulin injections and pill medications are no problem. I also do visits including other small critters and farm animals (rabbits, chickens, ducks, reptiles, etc.) I currently own two Nova Scotia Duck Tolling Retrievers, two cats, and a whole flock of chickens. I am usually available with short notice on weekends & evenings! Multi animal households are no problem and I take pride in being very thorough at my meet and greets. If there is anything to know about your pets that would make my visits the best visits ever, please do not hesitate to let me know! My normal office work schedule is 7:30-4:00 Monday-Friday. For my South County friends I may be able to accommodate a daytime drop in for your pets during those hours if absolutely needed. For all other distances and house sitting I am available 4pm and later on weekdays and any time on weekends! Weekday morning drop-ins or walks are scheduled between 5:30am- 7:00am Additional tasks with my services include but are not limited to: bringing in mail & packages, putting trash or recycling out for pick up, returning bins to where they are kept, and watering plants as needed! If you will need me to do any or all of these (or additional tasks) please let me know!

“We had a wonderful experience with Mary. My dog struggles with separation anxiety, so leaving her can be stressful, but she was in incredibly capable and compassionate hands. From the start, it was clear that she genuinely cares about the dogs she boards and takes the time to understand their individual needs. She was patient, attentive, and proactive in making sure my dog felt comfortable and secure. I received updates that gave me peace of mind, and it was obvious my dog was being well cared for. When I picked her up, she was calm, happy, and clearly had been treated with kindness. I would absolutely recommend her to anyone. We will definitely be booking with her again.”

“Omg what can I say… I just want to keep her for myself 😆 after searching and going through a few sitters, 1 on here and 2 recommended by someone else, I think we’ve found our person! She does require a meet & greet beforehand which I absolutely love and once we had ours we were sold. She was flexible with pick up and drop off, we even had a possible change and she was totally understanding. She checked in every evening with pics and a recap. She even let me know things that I needed to be aware of behavior wise so we can correct our baby at home, as he still getting to know the world and being exposed to new things. She was extremely patient and my pup fell in love staying with her and her family. He was overly comfortable and she helped with that. Picking up was a breeze, she gave the update for that day and we chatted for a few and even tho my pup was extremely excited to see us and was ready to go home, he showed them some extra love before leaving and that’s what really sold me! We will definitely be back!!!”

“First time using rover and had multiple interviews. I decided to chose Sabrina for many reasons and am glad that I did.she cared for my senior “yorkie” as her own❤️. She Provided me with plenty of pics and updates while I was away and how he was doing.will continue to use her moving forward❤️.. thanks sharina for taking great care of my baby!”

“LaTasha has watched our 3 month old puppy twice already and had taken wonderful care of him. She is accommodating to our schedule adjustments and always provides feedback on his well being. We will definitely continue to use her boarding services.”

“Shuling was very attentive and kept in contact with us during Gizmo’s stay. We received several photos throughout the weekend. With Gizmo being blind, we are always concerned for her safety but Shuling set our minds at ease. Will definitely use her again when we come to Annapolis. 🥰”

“My pup Luna loved her time with Vanessa and Gio. They are super responsive and provide great updates. Definitely would want Luna to stay with them again!”

About: I have over 30 yrs experience taking care of a wide range of furbabies & my furbabies say I’m the best mom ever! I love giving belly rubs and playing with the laser pointer. I work Monday through Friday as a full time government employee but I can do the evening checks and weekends for you and your furbaby I am able to come to you and your furbaby when you are away. If it’s a quick stop in the evening before you are able to get home or a weekend visit, I got your back!
Chesapeake Beach pet parents share their Rover experiences
If you're looking for someone to care for your fur baby like their very own, look no further than Kristi — she is absolutely wonderful! I entrusted Kristi with my dog Maize, and I couldn't have made a better decision. Kristi didn't just watch Maize — she completely spoiled her! Maize had what I can only describe as a little mini vacation, and I think she may have enjoyed herself more than we did on our trip! What truly sets Kristi apart is how thoughtful and communicative she is. She kept us well informed throughout the entire stay, sending the most adorable pictures that gave us total peace of mind. There's nothing better than seeing your pup happy, comfortable, and clearly being showered with love while you're away. I highly recommend Kristi to anyone who wants their pet to be in the most caring, attentive hands possible. You'll leave knowing your fur baby is safe, loved, and maybe a little spoiled — and you'll actually be able to relax and enjoy your time away. We are so grateful for Kristi and will absolutely be booking with her again! 🐾

Popular requests near you
Select a filter and find qualifying Chesapeake Beach sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Chesapeake Beach.
Rover makes it easy to find Chesapeake Beach pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.








