Dog Boarding Chesapeake
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Chesapeake, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Deserae was wonderful to work with and took such great care of our pups! We were needing a sitter close to where we were traveling and she was very accommodating and easy to communicate with. She has an amazing set up and you can clearly see she loves what she does - gave us peace of mind leaving them in her care. Our dogs were wore out when we picked them up which is always a good sign they had fun and got plenty of play time. Will absolutely use her again if we're in the area!”

“Brooke was amazing. This was our first time to leave Mabel alone with someone who was not family. Brooke went above and beyond to make us feel comfortable by sending pictures and updates. I would highly recommend Brooke to care for you fur baby!”

“Gretchen is fabulous with my girls! Both times I’ve booked with her it’s been on short notice & she & her family have been more than accommodating! My two dogs are high-energy & used to getting a lot of attention at home! Gretchen has taken them in & treated them like part of her family! She’s made it easy for me to relax & actually enjoy my trips knowing that they are in great hands! And she’s great about sending me pictures to let me see for myself that they’re having a great time!”

“Nella took such great care of our dog Trip! She provided frequent updates on his stay while we were gone and he came home happy and clearly well cared for. We would definitely rebook with her!”

“First time using Delaney and first time using Rover. She wa great with our Cavalier Sailor. I will not hesitate to use here many times again. Sailor loves her and was so great with her.”

“Mikala was amazing and anytime I need an overnight sitter she is the first person I will call on. My Gypsy was so taken care of over the thanksgiving holiday. I received regular pictures and updates with a smiling puppy with her new friends. A special thanks to Mikala and her husband for helping me with our puppy drop off as I was hospitalized a few hours after our meet and greet and wasn’t able to meet personally. That meant so much to me that these sweet people went out of their way to help me. I would absolutely recommend Mikala for any service with Rover. The apitamy of a puppy mom and no doubt your fur babies will be in good hands with Mikala.”


About: I have taken care of pets for over 33 years ever since getting my first dog at 7 years old. I’ve had dogs of all sizes and shapes including a Lhasa Apso, King Charles Spaniel, Golden Retrievers, Pitbull, Shihpoo, and Heeler/Daschund mix. They’ve ranged in ages from 8 week old puppy to 5 year old rescue when I brought them home and I nursed many through their senior years. Of course I love all pets so I’ve also had Bunnies, Fish, Cats, hermit crabs, frogs, and more. I love them all! Currently in my home I have a 1 year old Shihpoo name Mocha and a 5 year old Heeler/Dauschund mix named Luna. I promise to take care of your fur babies just as if they were mine! I am a single mother with lots of time on my hands to love on pets. I have a daughter in Junior High and a son in High School so I do run them back and forth to their activities but otherwise I’m ready to spend time with the fur babies. I have a fenced in backyard in a quiet neighborhood. I have a couple big trees for shade while pets are playing outdoors and a covered back porch for relaxing.
“Our Toby was treated like a member of the family. He ate well, slept well and enjoyed the other pups. He’s an older dog and Olivia was great with his meds and picky dietary needs. So thankful we found her here in the Branson area! Highly recommend”

“they took the best care of my cats for a few days. they sent plenty of photos every day, they kept to their feeding schedule exactly, and there was someone in the home with them nearly 24hrs. i'll definitely be a lifelong customer.”

“This was the first time using Rover and leaving our pup. After a meet n greet with Molli and her daughter, we were able to get our questions answered. We noticed Molli's calm tone and temperament which helped ease our minds. We liked that Molli only watched one pet at a time and would allow Ozzy to sleep on the furniture. We knew her daughter was excited to help out which meant even more attention and playtime for our sweet Ozzy. There were lots of photos and messages sent keeping us updated throughout the week. Everything about this process went smoothly. We will absolutely use Molli again!!”

“Courtney and daughter took great care of our puppy Leia. She was with her, in her house or on walks ,virtually the entire time were out of town. She responded quickly in a somewhat of an emergency situation for us. So happy we were able to connect with Courtney. Thanks again!!”

“Selena was so wonderful! I cannot stress enough how comfortable she made us while we were away for the weekend. Our very spoiled Westie with attachment issues is used to being home with us 99% of the day and we know he will have anxiety when we leave him. After losing our former long term sitter, we had to find a new one and I am SO GRATEFUL we found Selena. She wanted to make sure his routine was as close to home as possible, that he was as comfortable as possible. She checked in with pictures and videos often (probably more for my benefit than Hamilton’s) because he seemed so happy. If she questioned anything along the way, she didn’t hesitate to reach out. She gave him so much love and just let him be his codependent self and be her little lemming all weekend. He got lots of social time with other pups and made new friends along the way. 🐾”


About: My financee, Garrett, and I have cared for the wellbeing of several types of dogs since we were children. We live together, but it will primarily be me who is home with the dogs and if you need help in your home, it will always be me you will speak too. We have two fur babies together and would love to help you care for yours! I work 3 minutes from home and can usually return with in a few hours on days when I have to go to the office, which is fairly rare. I do work a 9-5, but I work hybrid remote. I have a fully privacy fenced in back yard. I let my own dogs out every 3-5 hours for the bathroom, as they are grown and do not need let out much, but I am able to accomodate any bathroom schedule necessary. I am able to keep a meds and feeding schedule as well as an exercise schedule easily with my job flexabilty. Our dogs sleep with us and eat twice a day. We keep a clean, happy home and love to let our dogs out back to run and play often! In the evenings, my fiancee and I can walk your dog or dogs with our own babies as we have multiple leashes with dual or multi-capacity.

About: I’ve cared for animals my entire life and have owned and trained animals professionally for 7 years. I would love to take care of yours! I work from home on my farm, Longhorn Arena. Meaning I am with the animals 24/7. I ride and train horses professionally and run a rodeo arena. I live on property and have the perfect set up to care for your furry friends. I have 4 friendly dogs on property, and the set up to crate several dogs if necessary. The arena is set on 30 acres of pasture land. So they can sniff and explore to their hearts content, including running in the fenced arenas, as well as miles of walkable roads surrounding us. We are off a state highway so safety is my biggest priority.

About: I’ve taken care of many kinds of dogs, cats, and horses from a young age. I also have experience in dog grooming, ranging from small to large dogs. I am fluent in American Sign Language. I am flexible as I work from home. I normally check pets at least two times a day, but more check in times are available upon request. I have a friendly dog who loves to play and make new friends. He will be very helpful in helping young dogs learn how to socialize.
“Stefanie was wonderful with my two dogs! She made them part of her family and gave them lots of love and cuddles. She sent me updates and pictures throughout their stay. I will definitely book with Stefanie again!”

The median cost per night for dog boarding in Chesapeake is $35
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 boarding

1. Search
Browse profiles of sitters near you who offer dog boarding.
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 boarding - Chesapeake
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chesapeake average 13 repeat dog boarding clients
FAQs for Dog Boarding - Chesapeake
Frequently asked questions about Rover
As of November 2026, there are 176 sitters on Rover offering Dog Boarding across Chesapeake. Enter your ZIP code to see which available sitters are closest to your home.
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.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
97% of sitters in Chesapeake can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chesapeake home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chesapeake.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in Chesapeake. On Rover:
- 95% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 97% 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.
You and your Chesapeake sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MO ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Chesapeake, MO dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Chesapeake, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.
If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.
The price of dog boarding in Chesapeake, MO might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.
Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Bolivar, MO. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?
In other words, when you use Rover to find Chesapeake dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.


