Dog Boarding Cheswold
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Cheswold, 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.
“Jenny was awesome! Accommodating, friendly, really nice young lady! Sent me regular updates and pics. My pups were in great hands and playing with Jenny's pups. Fantastic location, secluded, fenced, ample room. Highly recommend!”
“It was a pleasure to have Charles and Heather. They were awesome and they kept us in the loop daily. Khloe was well taken care of. I would recommend them. Thank you all again.”
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.
“Teresa is absolutely AMAZING! She was so kind and understanding with our rambunctious pups! I worried the entire time we were gone if they'd be on their best behavior but Teresa assured me everything would be and was okay and that she's able to handle it all. I have been looking for someone like her for a very long time and she is a Godsend!”
“Barbra took amazing care of my little senior yorkie and he had a blast staying with her. She kept me updated while I was away and sent the cutest pictures. You can tell Barbra cares about animals and wants to make sure they are comfortable during their stay. I 100% recommend her services to anyone who reads this!!”
About: I’ve taken care of dogs of every kind since I was 10. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. I’m a stay at home mom. I have two amazing kids! We all have experience in caring for dogs, cats, rabbits and guinea pigs! I have about an acre of land fenced in on a no outlet street! I have a fully fenced in yard I am a Dedicated pet caretaker with 10+ years of experience caring for dogs and cats. Services include walking, feeding, bathing, grooming, administering medication, and fostering. Reliable and trusted by neighbors, friends, and family to provide loving care for their furry companions.
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.
About: I have lived with/ taken care of various animals for as long as i can remember. I have experience with just about every type of animal such as dogs, cats, reptiles, birds, pigs/ livestock, hedgehogs, and rabbits. I've always been an animal lover and I guarantee I'll be your furbaby's new best friend. I am willing to adapt to any environment and provide the best service for your pet specifically. I love all breeds and I work well with them whether we're playing, training, walking, or relaxing. I have been told by many that I am somewhat of an "animal whisperer." I have a calming energy around animals and I know how to let them get to know me on their own terms and in their own way. I have more than enough patience and love for any situation.
About: My name is Taryn and I have lived with animals all my life. I have experience caring for dogs, cats, rabbits, hamsters, birds, horses, fish, chickens, and small snakes. I have two young adult daughters that live at home and share the same passion as I do. I do have a 7yr old mix of my own that enjoys playing with others. If your dog happens to not be dog friendly, no worries; I provide in home dog care, drop in visits and dog walks! My home is clean, quiet, and pet proof. I have a large back yard with plenty of room for your best friend to run and play. We even have trails nearby where we can go on fun adventures! Pets will have free roam of the house so they don’t feel left out, after all they are apart of the family. Your pet(s) will never be alone or feel scared with me as their sitter. I work full time during the week. But I’m available weeknights for drop-ins, walks, and daycare. I’m available Fri-Sunday for the above as well as in home and in my home boarding. I have a large yard and a friendly dog for your pup to play with. If needed, I also have a crate. I don’t like crating my dog so prefer not to crate yours unless instructed by you for specific reasons. Of course they’ll be let out often to use the bathroom and have unlimited access to water. In your home, your pet will be let out when needed/scheduled if they have one, played with, and loved on. No matter where we are, my goal is to make your pet feel safe.
“Our dog Cooper seemed so happy during his overnight boarding. He normally doesn’t eat at first when being boarded but he was enjoying a treat and eating his breakfast within moments of being dropped off. We received thoughtful updates and photos and Cooper was relaxed, comfortable and had settled in so quickly. Fantastic communication and quick responses made our trip stress free; we knew our dog was in good hands!”
About: I teach at CRHS and am looking to help out around town in my free time! I grew up with Goldendoodles and currently have a 3 year old Bernedoodle but am willing to work with all breeds. I work normal school hours so can work in the evenings and on the weekends. Let me know your needs and I can be as flexible as possible. I have a fenced yard and a 5 month old Mini Bernedoodle puppy. I can’t wait to hangout in town and around my fenced yard with your pup.
About: I’ve have been a dog owner all throughout my life. I currently have a golden retriever that is three year old named Steve. I know level 1 and level 2 dog training techniques. And enjoy taking dogs for long walks to get their energy out. I live five minutes from my job and can come home if needed and never work weekends. My wife works from home 3 out of 5 week days. I have a large fenced in yard (.75 acres) and a dog friendly golden retriever named Steve. I have an extra crate available if your pet needs crating.
“Gina is wonderful! She sent us frequent videos and pictures to keep us posted and we knew our dog was having a good time there. Fifi was so well loved and taken care of during her second time away from us. Fifi definitely enjoyed her stay with Gina and her husband! We will keep using this service in the future.”
“Reid was so attentive and caring for my pup! He kept me updated and informed about everything. He even sent photos and videos showing how happy my pup was while in his care. I highly recommend and will be using him again!”
“Mark and Kayleigh were amazing, start to finish, while watching our sweet pup. They both clearly know and love dogs, their house and yard and wonderful and safe for pets. They were attentive to the dog, responsive to us while we were on our trip, and operate with respect and professionalism you’d hope for when letting someone watch over a part of your family. Can’t recommend them enough! Our Shiloh will absolutely be staying with them again on our next trip.”
“jermaine was AWESOME especially me being last minute with my request. As fast as the world is moving and advancing going on an app and having someone dog sit your dog i was so skeptical! but jermaine was responsive to all my text and calls and ensured me with photos that my boy was ok which was a huge relief . Most definitely will be using jermaine again. !!”
“We were incredibly happy with Lindsey watching our dog for a long weekend. I don’t even think he missed us a whole lot. She is very caring and it’s obvious she loves animals. We would definitely recommend her!”
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.
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 - Cheswold
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Cheswold
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.
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.
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.
Connect anywhere with the Rover app
