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

Saint Michaels, Find top rated dog boarding
“Gilian was so accommodating to my two dogs! I felt at ease leaving my dogs with her, even though they needed some special care and medicine. She made sure to send me updates and pictures everyday, told me how meds were going, and assured me they were happy and comfortable. It is obvious Gilian is trustworthy and makes the dogs feel as much "at home" as possible. I would definitely use Gilian again!”

“Cheryl and Josh were wonderful sitters for my dog Molly. They treated her as if she was their own dog. Cheryl was respectful of all the requests that I had made for Molly's stay. I appreciated the daily updates and pictures that Cheryl shared. It was a great comfort for me knowing that I did not have to worry about Molly while I was away on vacation. We will be booking with Cheryl and Josh again!!”

“Gianina was a great host to Kona! She sent pictures and updates throughout the weekend! She had a great yard for him to explore, and she took him on nice walks. We will definitely book with her again if we travel!”

About: Large yard and house, work from home and dog owner. He’s great with dogs, let me know if you need help. Plenty of attention to give. I work from home so I am attentive and able to be interactive at all times. I have a large yard but prefer to keep my dog leashed I have a 3 year old dog lab mix. He’s a baby but big. Great at dog parks and with other dogs, plenty of space.

“Paul did an amazing job watching our pup! He "warned' us that he would try to exceed our expectations, and no question he absolutely did. We loved all the updates with photos, and the numerous offsite visits to parks was so fun to see. So comforting while we were such a long distance away. We'd recommend Paul to anyone!”

“Brittni & family were the best dog family we could ever ask for! Luna got along great with their dogs and kids. Brittni sent pictures of Luna with the family and out on walks. Highly recommend!”

“Judy did such an amazing job. Great communication, understanding, proactive, flexible, and sends lot of pictures. Will definitely rebook with her again as needed!”

“Emma was awesome! She had our shetland sheepdog for over two weeks. We did a meet and greet to make sure everyone would get along. It went well and we were very comfortable leaving Nikki for a long time with Emma. Communication was fast for everything. Emma sent pics and an update almost everyday. Nikki was clearly enjoying herself. We would definitely have Emma dogsit Nikki again.”

“Dani (and Aiden) were such a blessing in helping me car for my 3mo old pup while I was away for 2 nights! I am very grateful, thankful, and satisfied with how well everything went! They remained in good contact/communication!! Cash tip provided :-)”


“The dogs had so much fun staying here! We were in town for the weekend and needed a place for them to stay. When we picked up our lab she probably would have stayed longer if she could have due to all of the fetch she got to play. If we are ever back in the Sheboygan area and need a dog sitter we will definitely ask again. Thank you guys for taking such good care of them!”


“Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾”


“Kristin is our go to babysitter when we are out town. Kristin is quick to respond and accommodating for drop offs and pick ups. Our husky, Loki, loves going by Kristin! We know Loki is in great hands staying with Kristin and her boys. Loki enjoys playing with Bailee too! We are grateful for Kristin!”

About: I’ve been surrounded by dogs all my life. I grew up showing dogs, both my family dogs and others. My family back home currently has three dogs, each a different size, from small to large, so I have experience with all sizes. I live in a great area for casual walks, with a dog park and a small lake nearby for the pups that are allowed to swim! I work full-time, in-office Monday through Thursday and from home on Fridays. I take daily walks around my neighborhood in the evening. On weekends, I love exploring a new coffee shop and walking trail or just a longer walk in the areas near me. I’d love to bring your pet along with me on walks and for downtime on the couch afterwards! I don’t have a fenced yard, but there is a dog park where your pup can run freely. Outside of that, we have open grass areas where we can walk. All pups are welcome on furniture at my place and are welcome to enjoy the space as their own. I do have a patio that they’re more than welcome to sit outside and enjoy with me.

“Thanks for taking such great care of Mina. Christine did a wonderful job with daily updates and pictures. Mina came back happy and exhausted from all the playing!”

“Kelly took care of our Rocky so well. Rocky had a bit of a health concern that we were able to resolve over the phone without going to the vet, but she was ready to go if need be. That meant a lot to me. I would highly recommend her.”

“She was available last minute for our kitty needs. She was wonderful to our 2 cats. She has a room dedicated to the cats that might not be ok with other animals which was really nice.”

“This was my first time using Rover. I was pleased to find an experienced host close to my home. Salena was good about confirming our logistics and sent a couple of updates during the stay. My dog seemed to enjoy his time with her and her pets. I will look for her again, the next time I need to travel.”

“Our dog Oakley seemed to have loved his time with Julie and her family for the weekend. She has 2 dog which our dog seemed comfortable with after the meet and greet. She sent photos and videos of their adventures. Missed our pup for the weekend, but glad we got updates and knew he was in good hands. Also having some other pups to play with was great since he doesn't normally have that type of activities so I'm sure he enjoyed himself.”

The median cost per night for dog boarding in Saint Michaels is CA$45
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 - Saint Michaels
Select a filter and find qualifying sitters offering dog boarding.Sitters in Saint Michaels average 13 repeat dog boarding clients
FAQs for Dog Boarding - Saint Michaels
Frequently asked questions about Rover
As of November 2026, there are 452 sitters on Rover offering Dog Boarding across Saint Michaels. 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 Saint Michaels 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 Saint Michaels 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 Saint Michaels.
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 Saint Michaels. On Rover:
- 89% of sitters can help with special care needs
- 96% 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 Saint Michaels 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.
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.


