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

Cheswold, Find top rated dog boarding
“Jen took very good care of my dog and I will definitely use her again to sit. She was very nice and communicated with me from the 1st meet-up and up until I picked Kobe up. Thanks again Jen”

“Jilesa was kind and super friendly. She treated Harley like her own. She seemed very happy and comfortable. I was glad she was in a closed in farm setting and able to run free and be around other animals. I was very pleased overall!!”


“Mike is very patient and absolutely took great care of my dog. He was very communicative, sent pictures and updates about my dog during the stay. I was happy to know my dog was happy and relaxed during the stay. Highly recommended!”
“Deanna went above and beyond to help my fur baby, Louise, feel loved and at home. Deanna sent me daily updates/pictures and even talked me out of feelings of guilt for leaving Louise behind. Louise got daily exercise, treats, and lots of love. Louise came home with a calmness, not like it would have been if she were at a kennel. I highly recommend this service and most importantly I highly recommend Deanna and I hope to use her services again.”

“I would definitely recommend Sureya to keep your pet. My Koda is very shy, barks at most people especially men ?. When I dropped him off he never barked. He went right to her. She’s very warm and inviting and i would absolutely rebook with her.”

“Jill & Tommy were great! Milly had a great time playing with 5 new friends and we were kept updated with texts & pictures daily. Today she seems lonely with just me on a rainy Monday. Paul & Marybeth”


“Brittany’s home is an oasis for dogs. Our girls loved chilling out in their big fenced in yard which they could sunbath or hide out under the shade trees especially the beautifully willow. Brittany is very responsive and without a doubt a true dog and animal lover. Trust that this would be a great place for your furry friends.”

“Zackie is absolutely exceptional. Provided excellent communication and is super friendly and welcoming as well. I would defenitely recommend for others & and would rebook for myself. Can’t thank her enough.”


About: I’ve had animals all my life. From dogs to cats to exotics. My pathway in school was for animal science which I have my certification from that class. I also have worked at a vet before so I would say I definitely have some experience! Right now I mostly work from home so I’m pretty flexible. Whether that be for boarding or potty breaks I can pretty much make anything work. I have a section of my yard fenced off so they can just go out and potty but also love to take them for walks in my neighborhood! If they get along with other dogs great! If not I can manage to keep everyone separate if boarding is preferred at my house.
About: We have been a dog family for the past 11.5 years! We love our dogs so much! We have an 11 year old Australian Shepherd/Border Collie mix and a 2 year old Aussiedoodle. They are sweet and fun and love other dogs! We have 4 kiddos as well who love caring for the dogs including our 12 and 11 year old girls who love taking the dogs for walks! We are a homeschooling family so we are home most of the time and don't kennel our dogs at all while we are home! We have a huge fenced-in backyard that the dogs love to roam and run around in! Playing fetch in the back yard is a highlight in our home!
About: Since I was a baby there has always been a pet in the house. I currently own a dog and a cat and my parents still have two cats and 3 dogs. I work full time as a teacher in MD, but have availability every weekend / holidays and I am available after 5:30 during the week! I currently have a dog and cat living with me and they are free to roam where they pleases and I monitor their food and water, take my dog out every few hours, play with lots of toys, go on lots of walks, and give them lots of cuddles.
About: My schedule can be flexible so please let me know what you need and I'll be sure to let you know if we can make it work! I have owned a couple dogs in the past and dog sit for my family and friends all the time. We currently have two cats that are dog friendly, or tolerant. We’d love to host your fur babies with us for a long weekend to let you get away. I work full-time Mon-Fri so would mostly be available for weekend boarding, Fri-Sun. I am available for drop in visits or walks during the week after 5pm. We have a fully fenced in yard with tons of shade and multiple rooms and spaces to separate animals as needed. Dogs are TOTALLY allowed on furniture and we have healthy treats as their diets allowed. Big neighborhood for walks (with sidewalks) and the pavement is always tested on my own skin before their precious paws. I have lick mats and kongs for mental stimulation and love to fill them with protein and veggies.
Dog parents share their Rover experiences - Cheswold
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 boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Cheswold 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 Cheswold.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Cheswold 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 DE 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.










