Dog Boarding Saint Michaels

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Saint Michaels, 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.

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Sitter Profile Image: Gilian S.
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Gilian S.
from
$35
per night
5.0 out of 5 stars
• 242 reviews
61 repeat clients
9 years of experience
Saukville, WI, 53080

“Gilian goes above and beyond. Our dog unexpectedly went into heat and Gilian immediately communicated clearly with us. She took exceptional care and showed how qualified she was as she cared for our dog and managed other dogs’ reactions.”

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Dominique B.
Sitter Profile Image: Karen M.
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Karen M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
9 years of experience
Plymouth, WI, 53073

“Karen was fantastic with Dottie! She sent us an update and photo each day and loved our dog as her own. I would definitely have her watch our dog again.”

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Haley P.
Sitter Profile Image: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 83 reviews
42 repeat clients
15 years of experience
Sheboygan, WI, 53081

“They took great care of our energetic boy! Sent daily messages and pictures which were great to see 😁 and very accommodating after our flight got delayed and we didn’t make it back in time to pick him up!”

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Amelia W.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$38
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Germantown, WI, 53022

“Gianina took really good care of our dog Mia during our week long vacation. Mia fit right in with her dogs golden retrievers and her 2 children loved her too. She kept us informed with daily postings of her which we looked forward too. Thank you for taking such good care of our dog. I would highly recommend her.”

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Suzette P.
Sitter Profile Image: Cari D.
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Cari D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
10 years of experience
Slinger, WI, 53086

“Cari and her family did a wonderful job taking care of Russell. He got lots of walks, plenty of play time, and tons of snuggles. He especially liked playing with the girls. Will definitely use her again.”

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Ann M.
Sitter Profile Image: Kerry S.
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Kerry S.
from
$42
per night
5.0 out of 5 stars
• 85 reviews
34 repeat clients
20 years of experience
Grafton, WI, 53024

“Kerry and Bruce were AMAZING with my dog, Scout! They were both so sweet and talked about how much they loved spending time with him! We did a quick meet and greet and I felt so secure leaving Scout with them. Will likely use them again! Such a sweet and a caring couple!”

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Sanna F.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 439 reviews
143 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“The best place for your dog ever!!!! Our dog was injured the day before we left tow and Maria dink blink an eye. Gave our dog love and lots of meds❤️❤️❤️❤️”

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J D.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 418 reviews
145 repeat clients
20 years of experience
Sheboygan, WI, 53081

“Our dog typically takes a really long time to feel comfortable at a new place, but she felt at home within a day. We were sent lots of pictures and updates, and the entire household was friendly, communicative, and very accommodating to our schedule!”

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Kimberly C.
Sitter Profile Image: Kenzie V.
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Kenzie V.
from
$34
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
Hartford, WI, 53027

“My dog had a wonderful time at this house and I received many pictures of her having fun. The family was also accommodating to our needs when we had some trouble getting back at the time we predicted.”

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Erin H.
Sitter Profile Image: Christiana S.
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Christiana S.
from
$35
per night
5.0 out of 5 stars
• 46 reviews
14 repeat clients
10 years of experience
Hartford, WI, 53027

“Christiana and her family took excellent care of Nola while we were away. She sent daily pics & updates which made us feel at ease that Nola was being well taken care of and enjoying her stay. We will definitely have Nola stay again! ❤️”

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Carrie P.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 23 reviews
8 repeat clients
15 years of experience
Sheboygan, WI, 53081

“Laura is the definition of a perfect rover. I left my golden retriever mix with her for 2 weeks this summer and she took such unbelievable care of our Miso. She welcomed her into her family and home. She was reliable, provided cute photos, brought her to a lake on a family trip and even dropped her off at the end. She was perfect and I can’t wait to use her again. For my first rover experience, this was a dream come true. Thank you Laura and fam!!”

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Patrick S.
Sitter Profile Image: Shay C.
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Shay C.
from
$50
per night
5.0 out of 5 stars
• 38 reviews
7 repeat clients
20 years of experience
Cedarburg, WI, 53012

“Shay did a wonderful job watching my 5lb, needy dog. She took her out for plenty of exercise, services!, gave her lots of attention, and good check-ins/communication with me - I recommend her services!”

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Kelly P.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
6 repeat clients
20 years of experience
Wauwatosa, WI, 53222

“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 🐾”

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Renee B.
Sitter Profile Image: Micah N.
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Micah N.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
20 years of experience
Neosho, WI, 53059

“Micah was so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!”

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Kimberly O.
Sitter Profile Image: Christine M.
Verified Background Check
Christine M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 217 reviews
68 repeat clients
25 years of experience
Cedarburg, WI, 53012

“Christine and Jim were great with Bo and very accommodating of our family’s changing travel plans. We received timely updates along with pictures and videos of his stay. I would highly recommend them for your future boarding needs!”

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Amanda & Craig V.
Sitter Profile Image: Kelly L.
Verified Background Check
Kelly L.
from
$26
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
5 years of experience
SHEBOYGAN FALLS, WI, 53085

“Kelly took great care of my girls! She sent pictures and updates and that put me at ease that they were doing good while I was home! We will definitely go to her again!!”

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Shawn C.
Sitter Profile Image: Teresa W.
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Teresa W.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
20 years of experience
Grafton, WI, 53024

“Teresa took great care of Poppy! She sent pictures and updates so we could see how much fun Poppy was having. I would definitely recommend her as a pet sitter!”

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Jackie G.
Sitter Profile Image: Shannon A.
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Shannon A.
from
$40
per night
4.9 out of 5 stars
• 133 reviews
51 repeat clients
25 years of experience
Belgium, WI, 53004

“Mila loved her time at Shannon's house. She was so wore out when she got home. Shannon sent us a daily video/picture to show us how happy she was. It was nice knowing Mila was under good care while we were gone for the weekend.”

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Tyler S.
Sitter Profile Image: Annette & Timothy T.
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Annette & Timothy T.
from
$75
per night
5.0 out of 5 stars
• 3 reviews
40 years of experience
Germantown, WI, 53022

“Great communication while we were away. Took excellent care of our baby. Will be working with them again.”

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Mary S.
Sitter Profile Image: Olivia & Bryan S.
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Olivia & Bryan S.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
19 years of experience
Menomonee Falls, WI, 53051

“Olivia & Bryan are very clearly passionate and knowledgeable about dogs. They took care of our boy Finnick two weekends in a row, and based on the pictures we received, he seemed to love his time with them. He's can be a bit of a handful at times, and they handled him with ease. Thanks again!”

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Jill B.
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The median cost per night for dog boarding in Saint Michaels is $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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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.

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