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.

1 / 1
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
92 reviews
26 repeat clients
26 years of experience
Racine, WI, 53402

Hannah was amazing. Sent so many pictures and gave updates. Koda had such a blast, definitely will be booking again. I know he really enjoyed making friends and running around the yard. Super friendly people.

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Amber S.
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

Ashley and her family were absolutely wonderful with Remi! They were attentive, caring, and made sure my dog felt comfortable and loved while I was away. I really appreciated the daily photo updates and could tell my Remi was happy and well taken care of. I'll definitely be booking again!" Thank you

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Lizbeth H.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
40 years of experience
St. Francis, WI, 53235

We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!

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isis s.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

As always, Rupert came home happy after a fun weekend with Laura. I love knowing that he’s in good hands & I can enjoy what ever I’m doing (in this case, it was my oldest son’s wedding weekend!). Laura is great about sharing pictures & short recaps of their days together! Thank you, Laura!

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

Our pups loved staying with Sandy and we felt so comfortable they were in great hands while we were away. We’ll definitely be back to visit Sandy again and again!

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Kathy H.
Sitter Profile Image: Heather J.
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Heather J.
from
$45
per night
5.0 out of 5 stars
28 reviews
3 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: 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

This was our second stay at Becky’s house. Becky allowed us to book Lucy’s stay somewhat last minute which helped us out tremendously. Lucy was comfortable right away and we got lots of pictures during her stay! Thank you, Becky!

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Stephanie C.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
75 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

Carly's 1st stay with Debbie was fantastic! Carly got a lot of attention and exercise. We rec'd updates & pictures and any doubt I had was totally erased! I will definitely be taking Carly back to Debbie for our next vacation without any hesitation!

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

Blythe is wonderful! She took great care of my dog. Very good communication and I appreciate her flexibility. Definitely will book with her again!

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Amy Z.
Sitter Profile Image: Shyla V.
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Shyla V.
from
$30
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
115 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is absolutely amazing! She provided us with adorable pictures and updates during Boscos stay; we will definitely be requesting future sittings and sending friends her way!

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Chad T.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
101 reviews
25 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott & Ashley were amazing with communication & updates putting this worried heart at ease. Fred was very well loved and we would definitely have him stay there again.

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Tiffany R.
Sitter Profile Image: Meagen P.
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Meagen P.
from
$42
per night
5.0 out of 5 stars
132 reviews
22 repeat clients
7 years of experience
Racine, WI, 53405

Meagan has watched Maverick for us over shorter periods, and recently watched him when we were out of town for several days. She is very attentive and provides an active and engaging environment for high-energy dogs. We would not hesitate to recommend her.

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John F.
Sitter Profile Image: Kristi B.
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Kristi B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
34 reviews
18 repeat clients
19 years of experience
Franklin, WI, 53221

I cannot give Kristi enough stars! And I hope she doesn't get too busy (smile)--because my older pup LOVED her, loved spending time with her, and can't wait to go back. She is a lifesaver. Did eyedrops and even managed to get him to take a pill that I can never get him to eat without getting crushed into his food. He came home very happy, not at all stressed like from bigger dog hotels. THANK YOU, KRISTI!

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Amy B.
Sitter Profile Image: Rachel G.
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Rachel G.
from
$27
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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
42 reviews
14 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: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

Olivia is great with dogs and is my favorite person to have watch my old dog. Fantastic care as usual. She is comfortable administering medications too!

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

Stacey and her family did a great job taking care of Buddy for a week. He seemed happy and fit in well with the family pets. I would love for Stacey to take care of Buddy again.

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Kim S.
Sitter Profile Image: Koka K.
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Koka K.
from
$35
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
30 years of experience
Racine, WI, 53402

Koka and her dogs were great! They were super accommodating to us when we had a roadside emergency and so understanding. Also took our booking in very short notice which was appreciated. Will definitely book again! Thanks for the cute pics, Daisy had a great time ❤️

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

Sunshine and her kids are amazing! Easy communication and a lot of pictures. Lolla is back home and for the first time she’s not stressed with our absence. I highly recommend Sunshine.

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Alyne R.
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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.

Meet local sitters who will treat your dogs like family

  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

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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 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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