Dog Boarding Midway
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 39 pet parents in Midway have booked dog boarding
Midway, 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.
“I highly recommend Laura for Pet Sitting. She took wonderful care of my Golden Retriever for four days and even took the time to take her on walks! It was such a relief knowing my dog was in good hands while I was away. She was caring, dependable and went the extra mile to make sure my girl was happy and well taken care of! I would definitely use her again! Michelle M”
“Angela accommodated us with very last minute notice and was so flexible! We were nervous about leaving our girl with someone new and Rosie and so much fun and came home pooped out from her stay.”
“Jenny is the best dog watcher ever!!! She’s always my first choice on Rover. I can count on her to send me regular updates about my beloved doggy, along with photos (cute and silly alike). She’s trustworthy, reliable, and very experienced with dog watching. I’d recommend her every time!”
“Wendy and Dean provided a warm, loving and safe environment for our precious, Fiona. Prior to Fiona’s stay at the farm, Fiona had not been separated from my husband or me. We were apprehensive about leaving Fiona, during our 11 day, out of the country trip. Although, net service was rarely available, Wendy, frequently updated us with photos of Fiona. My husband and I were relieved and appreciative of the care Fiona, received from Wendy and Dean. In the future we will not hesitate to schedule Fiona’s, stay with Wendy and Dean.”
“Rebekah was great! Lots of playtime and walks. Blaze had a great time. Also appreciated photos and updates. I felt very comfortable leaving her even though it was her first time there. Woukd definitely go back again. Thanks so much!”
“Erica and Ciara kept our old pup happy, busy, and comfortable. They clearly are very knowledgeable about dogs and were able to accommodate our pup’s needs well. They kept us updated with pics and were easy to communicate with. Will definitely use them again!”
About: I have had multiple pets. My first dog was a high energy Coonhound and I went to training lessons with him. I now own a Maltipoo, a chihuahua, and a cat. I also have experience babysitting my sisters senior pup. I work full-time during the week in healthcare. My job times can vary but I am typically available weekdays after 5pm. I am available most weekends. I care about keeping your house cleaner than I found it. I’ll make sure to take your pup out every couple hours to avoid any mess.
The median cost per night for dog boarding in Midway is $40
Dog parents share their Rover experiences - Midway
This is the second time Dax has stayed with Bill, and he had a great time! We received many pictures, and knew Dax was in good care while we were away. Bill is great with communicating, and we would definitely book again with him in the future. Dax especially enjoyed his large yard and porch!
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 - Midway
Select a filter and find qualifying sitters offering dog boarding.Sitters in Midway average 10 repeat dog boarding clients
FAQs for Dog Boarding - Midway
Frequently asked questions about Rover
The average cost of Dog Boarding in Midway is $39 per night as of November 2026. Most bookings cost between $28 and $39 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 65 sitters on Rover offering Dog Boarding across Midway. Enter your ZIP code to see which available sitters are closest to your home.
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.
93% of sitters in Midway 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 Midway 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 Midway.
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 Midway 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 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.
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