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

Drywood, 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.
“Both my dogs had an absolute blast! I was so lucky to find Hayden! She was amazing at send pictures and checking in with me on how things were going! Both dogs enjoyed the spacious yard to play and run around in as well as being cared for as one of her own! Hayden is so easy to work with and made me feel so comfortable leaving my two dogs in her care! Would absolutely recommend her!”

“Tyler and Caitlyn were great with our golden retriever Sadie. Sadie came home happy and tired. They also sent picture updates while we were gone. We will have them watch Sadie again in the future!”

About: Having had pets all my life, I really understand how special dogs and cats are. I promise to treat your furry family member with the same care, respect, and love that they would expect at home. I have a flexible schedule and would like to fill my free time. Although I plan to go back to school in January, I’ll still be available for pet sitting. I have a fenced yard where your pup can play freely, and a cozy, smoke-free home perfect for snuggles. Currently, I don't have any pets in my home, and I'm preparing my space to be comfortable, warm, and welcoming for stays.
“Jill was fantastic all around! Banks loved spending time with her and it was a relief for us to enjoy our vacation. She was so accomodating on the timing of pickup and dropoff which again made traveling a breeze. We'll be using her again soon!”


About: i've always been an animal lover & have owned dogs, or they've owned me, for most of my life. people in the town i live in call me the dog lady since they see me walking my dog so often. my latest dog is a 8yr old australian shepherd rescue that i've been working with to overcome her separation issues. i'll treat your dog with as much love & care as i do my own. i look forward to getting to know your dog & working to him/her. please let me know if there are any issues you're working to correct with your pet. i'll work with you to resolve the problem to make your pet the envy of other dog owners. thank for your consideration.

“Tiffany was so amazing and sweet with my Furr baby ! She was super flexible with pick up and drop off and even sent me pictures while he stayed with her! Lives in a great area and overall a super amazing person !! This is where you want your pet staying if you are ever traveling !!”

Dog parents share their Rover experiences - Drywood
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 - Drywood
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Drywood
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 Drywood home-away-from-home, 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 Drywood.
<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 Drywood 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 , 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 .
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 WI 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.






