Dog Boarding in Caledonia

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Top rated Caledonia dog boarders

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
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: Sandy D.
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Sandy D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
193 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: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
72 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie was great! She was very on top of things with my pup Reggie. She set up a meet and greet ahead of time to ensure we were both comfortable with Reggie spending the night and it put my mind at ease. I completely trust her to take great care of my pup. Highly recommend!

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

Blythe watched my pup for over a week and it was an awesomely positive experience for both me and Juno. Blythe was communicative, sent daily updates with pictures, and made me feel at ease. I will absolutely be recommending her to others and be re-booking services in the future.

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Lauren R.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
St. Francis, WI, 53235

As a furbaby mama, there is always a heart tug when I need to leave my dog.. Kellene was just awesome how she would care and love my my dog Precious...Kellene also brought this mama joy and comfort by the updates and pictures throughout my time away from Precious. I would highly recommend her and her dog Coco....

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

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Shyla V.
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Shyla V.
from
$30
per night
5.0 out of 5 stars
6 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: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
78 reviews
23 repeat clients
26 years of experience
Racine, WI, 53402

Hannah and her family are wonderful! We were provided so many updates and pictures during our dogs week long stay with Hannah. We will definitely look to book with her in the future.

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Garrett H.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
348 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa took great care of my dog while I was away for about a week! She sent lots of cute and cozy pictures of him hanging out with her animals and was always easy to get in touch with. She also did a good job handling his food aggression and making adjustments to make things work for everyone. I’d definitely recommend her!

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Sylvia B.
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
380 reviews
118 repeat clients
20 years of experience
Brookfield, WI, 53005

I highly recommend and trust Maria & Nayibe in taking care of my fur baby while we are away. Daily communication, updates and photos of my pet are very much appreciated and give peace of mind knowing my dog is in good hands. This mom & daughter care for and love my Zoe as their own. Thank you both

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Judy M.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$54
per night
5.0 out of 5 stars
527 reviews
219 repeat clients
25 years of experience
Kenosha, WI, 53142

We’ve used Kim to watch our Vizsla a few times now and she’s been great every time! Very responsive communication and we really appreciate the update pictures/texts she sends. Thank you very much!

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Jim F.
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 and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$50
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
South Milwaukee, WI, 53172

Tyler is great! Very communicative and helpful with all my dog’s special needs and quirks. He has great dog energy and my dog is always soo happy to see him ☺️ I will always recommend Tyler to any friend needing a dog-sitter.

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Amanda T.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Thank you Kathy for taking care of Oreo, the experience was great. Your daily pictures were special and your care gave us peace during our vacation

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

She provided pictures throughout the day and made sure Apollo felt right at home. I’m very particular about who I trust to care for him, but she made me feel completely comfortable. It meant so much knowing he was safe, loved, and well taken care of. I truly appreciated the updates and the attention she gave him. I would definitely book with her again!

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Camille S.
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
88 reviews
23 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and his family were amazing. The daily pictures and updates were something we looked forward to while we were on vacation. We were able to relax knowing they were in good hands and having the time of their lives. They came home so tired! Would 100% use them again.

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Jackie B.
Sitter Profile Image: Sunshine L.
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Sunshine L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
89 reviews
28 repeat clients
46 years of experience
Kenosha, WI, 53143

Sunshine was amazing. I don’t think my dog even missed me. He was spoiled. Sunshine has 2 amazing children who obviously love dogs. You can’t go wrong leaving your dog with Sunshine. We hope to use her again.

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Laticia M.
Sitter Profile Image: Heather L.
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Heather L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
12 years of experience
Kenosha, WI, 53142

Heather and her family were very welcoming ! They allowed Evie and I to come the night before and meet them to make sure everyone was comfortable! Heather communicated and sent so many pictures! The communication and pictures gave me peace of mind while being away. I really enjoyed the little updates! She made sure Evie was comfortable, snuggled, and even helped to get her to eat when she was a bit stubborn! I loved that her and her family loved Evie like their own! I would definitely recommend and would return. Thank you Heather and family❤️

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Jacquis
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
39 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: Lacey G.
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Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey was amazing! Sent pictures and took good care of my pup! He slept the whole day after with all the fun he had and got a lot of cuddles in

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Blake M.
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Over 35
pet parents in Caledonia have booked dog boarding

Caledonia dog parents share their Rover experiences

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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How Rover works

  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Caledonia average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Caledonia is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Caledonia dog boarding rates can be found as low as $25 to as high as $39 per night.

If you’re searching for a Caledonia dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 762 sitters provided dog boarding in Caledonia. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Caledonia dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Caledonia have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Caledonia.

Rover makes it easy to find Caledonia dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 762 dog boarding sitters in Caledonia on Rover, so you’re sure to find the perfect match for your dog! In Caledonia, 87% of sitters offer daily exercise, 96% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.