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

We have found a warm, friendly family who loves our Cookie as much as us. Thank you for taking care of her while travel. We know she is in the best of care.

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Peter H.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 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
187 reviews
72 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: Connie S.
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Connie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
35 years of experience
Bristol, WI, 53104

This was the first time my 14-1/2 year old dog was left with a stranger while on vacation. I met Connie for a meet and greet and knew my dog would love being there, in fact, I think my dog was depressed that her vacation had to end too. Connie sent pics, texted details and provided excellent care for my Puppy. I can’t thank Connie enough for a fantastic first-time dog sitting experience. Thanks, Connie!!

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Roberta W.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
175 reviews
54 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky is the absolute best! I wish I could give a higher rating than 5 stars for her. Our older dog got sick while staying with her, and she went above and beyond to make sure he was well taken care of, even offering to take him to the vet while we were away on vacation. She gave us lots of updates to let us know how he was doing; communication was great. She told us when we first met that when dogs stay with her, she treats them like part of her family, and she showed us that she really means it.

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Anthony B.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
4.9 out of 5 stars
319 reviews
92 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great as always! She made my dog feel comfortable and kept me informed of how she was doing. My dog seemed very happy and I appreciate everything Lisa did! Definitely recommend. 😊

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Briana O.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
4 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: Elba M.
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Elba M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
180 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba took great care of our rescue dog!!! She is clearly very experienced. Her own dogs are very sweet and kept our puppy entertained throughout the visit. Her fenced in yard is great (especially in the winter months for small dogs). I got several cute pictures and videos that showed he had a great time!

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

Debbie was amazing with Olive!! She provided constant updates and photos which we love. She didn’t bat an eye when our flight home got delayed and she had to stay with Olive longer then expected. Will definitely use her again and recommend her to anyone!

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

Blythe is always great with our senior dog, Maggie. We were coming home from our vacation during a snowstorm and she was extremely flexible and open to extending Maggie’s stay if needed due to flight cancellations. We are so grateful to have Blythe to care for our doggo when we are away. 💕

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Samantha S.
Sitter Profile Image: Kellene M.
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Kellene M.
from
$36
per night
5.0 out of 5 stars
10 reviews
1 repeat client
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: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
76 reviews
21 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and family were amazing! I was able to relax and enjoy my vacation knowing Dixie was in good hands. Scott sent pictures frequently and I loved getting them. Dixie looked so happy and content. In fact when I picked her up to go home she cried half the way home! LOL I think she was missing them I am blessed to have found this family to care for my furbaby when I am gone.

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Peggy B.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$56
per night
5.0 out of 5 stars
515 reviews
217 repeat clients
25 years of experience
Kenosha, WI, 53142

Groot, Rocket and Quill were very well taken care of by Kim and family! So appreciate that they were accommodating to each individual pet needs, including medication that my oldest GSP needs to take 2x a day. They were part of the family, so much so that they were like "Mom, your here to take us home already?" They came home exhausted from playing and having fun! Will definitely book with Kim again when the need arises!

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Dawn E.
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: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
356 reviews
110 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria & Nayibe are the BEST Sitters! It was so comforting to me to see daily videos and notes every day. They always answered all my questions and I could tell they really cared. I could see that my puppy was so happy and comfortable. He had exercise every day running around in the yard and playing with the other dogs. He had been having some eating issues at home and Maria knew just what to do to improve them. He even gained weight there and outgrew his harness. They had a brand new harness for him when I picked him up. I will definitely use them whenever I go away. I cannot say enough good things about them.

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Laurel G.
Sitter Profile Image: Katharine & Michael S.
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Katharine & Michael S.
from
$44
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
35 years of experience
Wauwatosa, WI, 53213

Katharine and Michael were amazing caretakers for our dog Kami! Right from the start they were very communicative and flexible for us and our dog. They sent updates on their adventures, and made Kami feel right at home. I would recommend them to everyone, and we will definitely have Kami stay with them again in the future.

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Michael S.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$50
per night
5.0 out of 5 stars
3 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: Byron G.
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Byron G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
34 reviews
8 repeat clients
4 years of experience
Waukegan, IL, 60087

Byron and his family were excellent hosts and did a wonderful job keeping Gilbert happy. From the minute I dropped Gilbert off, I knew he would be in good hands. I was kept updated throughout the week with pics and texts, and he answered any questions I had promptly and with assurance. I will definitely have Gilbert board with Byron the next time I need to, and would recommend him as a top sitter.

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Regin I.
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.
Sitter Profile Image: Heather J.
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Heather J.
from
$45
per night
5.0 out of 5 stars
25 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.
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Over 34
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
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  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?

  • 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 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 May 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 $37 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 May 2026, 764 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 764 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.