Dog Boarding Chesapeake Ranch Estates
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 37 pet parents in Chesapeake Ranch Estates have booked dog boarding
Chesapeake Ranch Estates, 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.
“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”
“I highly recommend Melanie and Randy to care for your pets! Our dog,Pax, can only have a certain type of dog toy, since he is a heavy chewer, and Melanie made sure that he would only have non-destructable toys to play with. She also gave updates with pictures to let me know how Pax was settling in. I felt very comfortable with Melanie and Randy caring for Pax and will definitely rebook with them on the future.”
“Kimberly took exceptional care of our pups! Highly highly recommend to anyone looking for an attentive care taker for your fur babies while away. I will not hesitate to call Ms. Kimberly again to watch Greta and Bow again.”
“Another great boarding experience with Lily. Christianna & Mary B always take such great care of her and bonus three other dogs were there for Lily to interact with a great weather too to exercise a lot. Thanks again.”
“Lori was amazing! Plenty of communication while Jake was there! Multiple pictures and videos daily! Jake was well cared for and got plenty of exercise! Will definitely be booking Jake with Lori for all our future travel!”
“Liz always takes wonderful care of our dog. She provides plenty of updates and is confident in providing the care our dog needs. I’ve never worried about how our dog is when she’s with Liz.”
“Brooke is the absolute best! I am very particular about who I leave my dog (Theo) with, particularly because of his small size and his separation anxiety. Brooke was phenomenal the entire week that we were on vacation and Theo was so happy. She took him on walks, played with him, let him take naps and snuggle with her, and she even worked on training to help with his anxiety. She even dropped him off for us after we'd been on the road all day. She sent regular updates, pictures, and videos, and he looked so happy every time and it was such a relief to not have to worry about him while we were away. Brooke absolutely goes above and beyond for her clients and I would highly recommend her to anyone! ♥️”
About: I have over 10+ years of experience taking care of animals. When I was in highschool I had a love for all animals and was in a small animal science program where we learned to take care of small animals as well as learn to bathe and give hair cuts to dogs. Once I new this was something I enjoyed I worked at a kennel for a short time before starting to work at Petsmart in NY as a bather. While I was in community college I continued to work as a bather until I moved from home. When I would come home for breaks I would work at the Kennel at Petsmart working the overnight shift. During this whole time I was babysitting, dog/cat sitting and taking care of smaller critters like chinchillas, a turtle, a rabbit, and of course fish. I had used this app for a short time but in March 2020 I moved to Utah to work in the National Park Service. Since I was over an hour away from civilization I deactivated my account but continued to house sit for my co-workers and friends that had dogs and cats. I now work full time but I would love the extra cuddles on my off days. During my off days I am able to visit for a walk/ feeding/ or checkup any time of the day or spend the whole day with your pet if you would like. During my work days I can not visit from 8AM-5:30PM But I am willing to do overnight visits on my work days. I will send you texts and photos during my visits or walks. If that is something you do not want please let me know. I love to check in and let you know what is going on. I do not offer visits at my home
“Johanna cared for Maggie like her own! Mags seemed to have a wonderful time, was happy and calm when we picked her up. Safe home. Look forward to having Maggie with Johanna in the future!”
“Cathy was a great sitter to my greyhound, Wynter!! It was our first time leaving Wynter with someone other than family for multiple nights, so we were a bit worried at first. Cathy sent us pictures reassuring us that she was doing just fine throughout her stay and having a great time hanging out with her dog, Ares. She was very attentive to our detailed feeding instructions and definitely kept Wynter a happy pup. We are so happy to have found such a trustworthy sitter and highly recommend her! Can't wait to rebook! :)”
About: I have a young, incredibly friendly, and playful Yorkshire Terrier who loves making new friends. Your dog will have a built-in playmate for gentle games and companion naps. I treat every guest dog like a member of my own family. I am happy to send you daily photo and text updates so you can enjoy your trip with total peace of mind! I am a retired pet lover with a calm, safe, and happy home dedicated to pampering small dogs. Because I am retired, your dog will never be left alone and will receive constant, one-on-one love, supervision, and attention throughout their entire stay. About My Home & Setup: • Fully Fenced Yard: Plenty of space for safe, secure outdoor sniffing and playtime. • No Stairs: Perfect for senior dogs, puppies, or breeds prone to back issues. • Cozy Sleeping: Your pup is welcome to sleep right in bed with me, or wherever they feel most comfortable! • Constant Companionship: I am home full-time, meaning potty breaks and cuddles are available on demand.
“Our first time using Rover, we traveled to the D.C area in our RV and needed someone to watch our fur baby overnight while we toured the area. I contacted Elissa about month prior and she was very responsive. We did a meet & greet the day before the stay and our boy went right up to her and was very relaxed, he can be a bit particular about people. Elissa made us feel at ease. During his stay she sent us pictures and we couldn't of been more please. We sincerely appreciate her and she did a great job with our instructions. If anyone needs their dogs watched do not hesitate to contact her, we highly recommend her services!!”
“Laura was awesome! Chacco had a blast during his weekend sleepover and loved hanging out with the other pups. She took great care of him, and I felt totally at ease knowing he was in good hands. He came home happy and tired—always a good sign! Definitely booking with her again.”
About: I love animals with all my heart. I’ve never met a pet who hasn’t loved me. I agree with the statement that animals are very energy in tune and I’d like to think so am I! I’ve done lots of dog sitting and cat sitting jobs for people close to me and they’re satisfied with how I did, so you 100% will be too. Your pet is in responsible, attentive hands. I have a free schedule and I’m in desperate need of a side hustle. I have too much free time and I think this would be the perfect thing to book my schedule with, especially because of how much I love being outside and animals. I’m very mindful of the safety even of my own animals so your pet is in the best of hands. Although my yard is not fenced, I take my dog out for walks leashed and for the few times she has escaped, I’m not near any major roads for there to be any accidents or for her to be in harm’s way. I am very vigilant and I would never put your animals or my own at risk because pets are apart of the family and I’d never let anything happen to a family member, even yours.
“Lindsay was an amazing sitter for Kilo. She was incredibly friendly, responsive, and thoughtful from the very beginning, and took the time to do a meet and greet to be sure Kilo and her pup were a good match. She followed all of our care instructions perfectly and sent consistent updates while we were away, which gave us so much peace of mind. When we picked Kilo up, he was calm, relaxed, and clearly comfortable — it was obvious he felt right at home with Lindsay. We wouldn’t hesitate to book with her again and highly recommend her.”
About: I’ve had dogs growing up my whole life, have two dogs, my 8 year old Pomeranian, Toby, and my 2 year old lab scout. We also have 3 cats; Finn, Sassy and sully I’m currently a stay at home mom raising my 14 month old son. He usually comes with me to do my rovers and does really well with animals as he has a bunch at home. He’s usually kept busy with toys or a movie while I do drop ins. We have house sitted before and he’s done well with that. My dogs are let out every two - four hours . My cats are fed twice daily once in the morning and again before bedtime but dry food is left out all day for grazing.
The median cost per night for dog boarding in Chesapeake Ranch Estates is $45
Dog parents share their Rover experiences - Chesapeake Ranch Estates
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 Ranch Estates
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chesapeake Ranch Estates average 9 repeat dog boarding clients
FAQs for Dog Boarding - Chesapeake Ranch Estates
Frequently asked questions about Rover
The average cost of Dog Boarding in Chesapeake Ranch Estates is $51 per night as of November 2026. Most bookings cost between $42 and $61 per night. 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 174 sitters on Rover offering Dog Boarding across Chesapeake Ranch Estates. 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.
94% of sitters in Chesapeake Ranch Estates 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 Ranch Estates 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 Ranch Estates.
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 Ranch Estates. On Rover:
- 89% of sitters can help with special care needs
- 97% 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.
You and your Chesapeake Ranch Estates 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 MD 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.
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