Dog Boarding Caledonia

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

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pet parents in Caledonia have booked dog boarding

Caledonia, 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: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
18 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

“Absolutely the best dog boarding we have had. Very kind, easy to work with, sent us a photo every day, and he came home safe and having been loved on for a few days. Will book again.”

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McKenzie D.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 36 reviews
4 repeat clients
20 years of experience
Muskego, WI, 53150

“She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again”

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Maddy L.
Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
from
$29
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
10 years of experience
South Milwaukee, WI, 53172

“Rachel is great! She will love yours as her own. Stays updated and sends pics of your fur babies. Sets up a meet and greet which is wonderful so you know you’re in good hands. Definitely recommend and will definitely use her services again!”

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Elizabeth C.
Sitter Profile Image: Byron G.
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Byron G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 63 reviews
21 repeat clients
4 years of experience
Waukegan, IL, 60087

“Byron and Martha are the best. They took really good care of our dog Noki. They followed up each day with photos and followed all instructions for care. Will be reaching out again for his service thru Rover. For sure a 5 star sitter. Thanks again!”

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Dorothy R.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 39 reviews
10 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!”

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Kyle A.
Sitter Profile Image: Maxwell E.
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Maxwell E.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
20 years of experience
West Allis, WI, 53219

“Max and his girlfriend took great care of my pup!! She loved having other dogs to play with. Max has a wonderful personality and vibe. He is very compassionate and you can tell has a spot in his heart for dogs. My pup had a ton of time playing outside, took walks and had a park adventure. Max is accommodating and was happy go alloys my pup to relax on the furniture and most importantly sleep/snuggle up in bed at night. Would HIGHLY recommend anyone to Max gor dog sitting.”

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Sarah S.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
14 repeat clients
20 years of experience
Franklin, WI, 53132

“My dogs had a great time with Amanda! I love that I received photos and updates while away. It seems like my dogs received plenty of attention and exercise. I would love to have Amanda sit for my dogs again!”

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Ashly K.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 127 reviews
46 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️”

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Bianca R.
Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
1 year of experience
Greenfield, WI, 53221

“They are so sweet and accommodating to my schedule. Brownie had a good time at their place, they also have a big backyard which is a huge plus. I would definitely recommend!”

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Nidhi N.
Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 448 reviews
111 repeat clients
15 years of experience
Franklin, WI, 53132

“Her kindness and sincere advice on how to board successfully was so helpful to me. I am a mom who just needed some help. Thank you and highly recommended.”

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Lauren L.
Sitter Profile Image: Kylie E.
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Kylie E.
from
$42
per night
5 years of experience
Bluemound Heights, Milwaukee, WI, 53213

About: Hi! I’m Kylie. I’m a work from home dog mom that loves taking walks during the day and throwing a toy in the backyard as a nice step away from my desk. I have a 4 year old male golden retriever who loves to sleep, play with other dogs, go on walks and chill in his pool. Working from home is a huge benefit, but I also want to care for other dogs during the day while their parents need to be in office or away for the day. I will treat them as my own! I work from home and need those walking breaks for mental clarity. I also toss the ball for my dog when I need fresh air and time with my pup. I am blocked all weekends but please message me as I may be available! I have a fully fenced in back yard, 1 friendly golden retriever and 2 indoor cats. 1 cat will hide during the day, the other is super friendly and lays by my feet. They are both around dogs constantly.

Sitter Profile Image: Rachel W.
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Rachel W.
from
$45
per night
4.8 out of 5 stars
• 29 reviews
19 repeat clients
14 years of experience
Burlington, WI, 53105

“Rachel was wonderful with my two dogs. They felt right at home with her family. She's great with dogs and is very aware of tfeir behaviors. She proactively met with us prior to the stay to see how my dogs would interact with some of the other dogs she watches. Everything worked out great. I would highly recommend Rachel.”

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Jean P.
Sitter Profile Image: Kelli H.
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Kelli H.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

“Kelli was amazing with my dog Dusty!! She sent frequent updates throughout my time away and made me feel very comfortable through the whole process. My dog definitely loved spending time with her. Would highly recommend Kelli and will definitely be using her services again!”

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Eric H.
Sitter Profile Image: Gabriel M.
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Gabriel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 42 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

“Gabriel took excellent care of my dog while I was away. I appreciated being updated with frequent pictures throughout the day. I highly recommend Gabriel and I would definitely have him watch my dog again.”

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Jerek F.
Sitter Profile Image: Alyssa H.
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Alyssa H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
West Allis, WI, 53219

“Alyssa was available very last minute to watch our gal! She was very kind and ensured our dog was well taken care of! I would definitely book with her again!”

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Ali B.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Concordia, Milwaukee, WI, 53208

“She is the best! I trust her wholeheartedly with Nellie and would encourage anyone to let her watch your pups 😊”

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Alexandra S.
Sitter Profile Image: Kim K.
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Kim K.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 85 reviews
37 repeat clients
50 years of experience
Gurnee, IL, 60031

“Kim was excellent with our high energy puppy. She provided a ton of pictures and gave her a lot of playtime outside! I would highly recommend Kim and plan on using her again in the future!”

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Tammy G.
Sitter Profile Image: Carrie P.
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Carrie P.
from
$50
per night
3.8 out of 5 stars
• 6 reviews
3 repeat clients
35 years of experience
Racine, WI, 53404

About: i love dogs and all animals. As a child we had a family dog and now I have one as an adult. I consider them part of the family. I currently have a very friendly 4 year old toy Goldendoodle named Benji. I work from home so my availability is very open and am also available on short notice. I will take very good care of your fur baby!!! I work Monday through Friday from home. I am available at your convenience to take care of your pet with minimal notice. I live in Caledonia. My dog Benji is very friendly with other dogs. I have a kennel if needed also. I usually let my dog out on a long lead. i have a partially fenced in yard. I will keep your pet safe. I will feed them also, if needed.

Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
3 years of experience
New Berlin, WI, 53151

“Tia and Colin are AMAZING!! They were so warm, welcoming and caring for my pups while I was out of town. They graciously opened their home for dog sitting and I don’t think my pups were ready to leave!! They went above and beyond in making sure my dogs were loved and cared for. I especially appreciated the updates and pics while I was away. If you are looking for outstanding care and attention, I HIGHLY recommend Tia and Colin!!”

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Christine S.
Sitter Profile Image: Emilia & Gina D.
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Emilia & Gina D.
from
$42
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Franklin, WI, 53132

About: We are a small and local dog daycare with a passion for your fur babies! We have worked in the pet business for 10+ years and love caring for your dogs. We do require a trial day to ensure your pup(s) is comfortable with us and our facility. Contact our daycare facility E&G's Tail Waggers for more specifics on how to set up a trial day with us! We are open 5 days a week for daycare from 6:30AM-6PM. Pups get at least 8 hours of play in a day PLUS a 2 hour nap time. We also offer grooming and overnight boarding services! We have both an outdoor space AND indoor space that is heated with padded flooring for the dogs to play on! We separate dogs by size and temperament for the best play groups.

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The median cost per night for dog boarding in Caledonia 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 - Caledonia

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Caledonia average 12
repeat dog boarding clients

FAQs for Dog Boarding - Caledonia

Frequently asked questions about Rover

The average cost of Dog Boarding in Caledonia is $50 per night as of November 2026. Most bookings cost between $50 and $50 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 911 sitters on Rover offering Dog Boarding across Caledonia. 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.

93% of sitters in Caledonia 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 Caledonia 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 Caledonia.

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 Caledonia. On Rover:

  • 87% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 93% 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 Caledonia 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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