Dog Boarding Caledonia

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Over 220
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: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
84 reviews
24 repeat clients
26 years of experience
Racine, WI, 53402

Hannah and her family made our guy feel right at home, like he was part of their family. He had a lot of happy Corgi smiles in all the photos that were shared😊

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Jed P.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
18 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

Ashleigh and her family are the absolute best people I have ever found to take care of my little teddy bear named Buddy. He gets so much attention it is wonderful. He’s happy to see me when I come but I think he wants to stay. I think he just wants me to visit and leave so he can be with them. They are absolutely great.

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Kristin S.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
197 reviews
74 repeat clients
40 years of experience
Mount pleasant, WI, 53406

We are delighted with Sandy, we love how she makes Lia feel during her care. She is very sweet, she even made a scarf for Lia to wear on her birthday.

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Frenesy V.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
22 reviews
6 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: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
73 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie took phenomenal care of my 4 year old German Shepherd. He is very needy and requires a tremendous amount of attention and stimulation. Debbie kept me worry free during my vacation with updates daily, and pictures of all the fun activities they did together. Will definitely be booking again when I leave town for a worry free trip!

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Nick G.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
183 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Rebecca and her family made sure to make our dog feel right at home. We received 1-2 updates per day with multiple pictures. Would recommend to anyone looking for a sitter for their furbaby!

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Anthony & Taylor D.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
92 reviews
23 repeat clients
20 years of experience
Waukesha, WI, 53186

Always a great time at Scott & Ashley. Scott took care of Chewy’s insulin injections and eye drops. Leia is so happy with a lot of cuddles. We got los of pictures and updates.

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Cisca K.
Sitter Profile Image: Heather L.
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Heather L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
12 years of experience
Kenosha, WI, 53142

We had such a wonderful experience with Heather and Bernie's stay! She was incredibly patient, kind, and caring, and it was clear from the start that she genuinely loves animals. We received plenty of updates and photos throughout his stay, which gave us so much peace of mind. The best sign of all was that Bernie didn't even want to leave when we picked him up! That told us everything we needed to know about how comfortable and happy he was. We would absolutely trust her with Bernie again and highly recommend her to anyone looking for a reliable, loving dog sitter. Thank you so much for taking such great care of our boy!

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Zoe C.
Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
185 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba took care of Tyrion so well that I couldn’t ask for more. She sent pictures and gave updates during the stay. We would definitely reach out to her for our next trip.

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Kayathiri R.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
205 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!

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Kat E.
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
396 reviews
124 repeat clients
20 years of experience
Brookfield, WI, 53005

I needed a last minute booking and am so glad I chose Maria and Nayibe! My pup was well cared for, I got updates every day and could tell my girl had a great time! Would definitely use them again! Thank you for taking such good care of my baby!

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Bailey J.
Sitter Profile Image: Sunshine L.
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Sunshine L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
92 reviews
29 repeat clients
46 years of experience
Kenosha, WI, 53143

I will forever be booking with sunshine, our dog Tyson was right at home with her and her family. We loved receiving all the pictures and messages letting us know how he was doing.

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

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

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Amber
Sitter Profile Image: Byron G.
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Byron G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
4 years of experience
Waukegan, IL, 60087

This is the second time we have entrusted Peaches to the care of this wonderful family, and we are just as pleased as the first time—Peaches clearly is as well. We are truly grateful to have found them. Their warmth and attentiveness toward Peaches is remarkable. They are the ideal caregivers anyone could find!!

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Deni R.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was a wonderful sitter to our dog, Phoebe. Excellent communication, professional, and friendly. He sent us a few pics while we were away to let us know how she was doing, which I especially appreciated. Definitely recommend Scott, and his cute dog Lucy, to anyone looking for a sitter and a playmate.

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Yvonne D.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$57
per night
5.0 out of 5 stars
533 reviews
219 repeat clients
25 years of experience
Kenosha, WI, 53142

Kim has cared for my 2 dogs several times. I referred my daughter and her family to Kim as I knew she would take good care of all of them. Kim keeps us updated with candid photos and messages. I don't know what I would do without Kim as I am not worried about my furry "babies" when they are in her care. Many thanks, Kim!

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Mary R.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
109 reviews
29 repeat clients
25 years of experience
Greenfield, WI, 53228

Another great experience for my Bud with Mary, Fernando, Matteo and Roland! A special big thank you for the 'spa day' for Bud! I can't believe Mary is able to trim his nails (I sure can't!). Plus, he came home so shiny and is still shiny a week later! If anyone is looking for a sitter that treats their pet as one of their own, Mary and her family are definitely the ones you should book with! Thank you again, this was a long visit for Bud and he came home so relaxed, which means he had a wonderful time (again!). We love you guys!

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Deb P.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
486 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

Dan and his wife were wonderful to our pup, Abbie. It is obvious they love animals and Abbie had a great vacation there!! Dan did an awesome job sending updates and they were super flexible with pick up and drop off. He asked great questions during our meet and greet I had t even thought of! I would recommend :)

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Robin D.
Sitter Profile Image: Shyla V.
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Shyla V.
from
$30
per night
5.0 out of 5 stars
7 reviews
10 years of experience
Caledonia, WI, 53108

Shyla is the best! So attentive and knowledgeable about cats. She kept us informed about any behavior she felt might be out of the ordinary, and sent photos and videos periodically so that we could see how he was doing. We were able to enjoy our vacation without worrying about Calvin- We knew he was in good hands!

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Kate M.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacey took care of my older beagle for the weekend and did an amazing job. I got pictures and updates daily while we were away. I will definitely call her again next time im out of town!

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Whitney
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The median cost per night for dog boarding in Caledonia is $45

Dog parents share their Rover experiences - Caledonia

1 / 1
5.0 out of 5 stars

Mindy and her family watched our boy in their home on last minute notice for the holiday weekend. This was our first time using Rover and we are so appreciative that we found them. She had great communication before and during our trip. She sent us pictures every day and let us know how he was doing. We felt comfortable that he was in such good hands with someone who has so much experience. They also went above and beyond and gave our dog single dog time every night since that's what he's used to-how sweet! 🥹 Additionally she also gave him a flea & tick treatment after chatting with us just to be cautious which we also really appreciated. We would definitely book with Mindy and her family again and hope they are available for our next vacation!

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Stacy L.
Boarding
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  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
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Sitters in Caledonia average 12
repeat dog boarding clients

FAQs for Dog Boarding - Caledonia

Frequently asked questions about Rover

The average cost for Dog Boarding in Caledonia on Rover is $32.1 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 961 sitters on Rover offering Dog Boarding across Caledonia. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

86% of Caledonia sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Caledonia landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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.

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