Dog Boarding Caledonia

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Over 144
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: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
18 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

Ashley and family once again made Rocco feel at home. He was spoiled with attention, and always looked happy in the regular pictures we received. Rocco tends to be anxious, but always seems comfortable in Ashley’s home.

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Jeanne H.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
204 reviews
75 repeat clients
40 years of experience
Mount pleasant, WI, 53406

Sandy was so great with our boy. She picked him up, sent pictures and was so happy to watch him! She's an incredibly friendly, warm, and kind person. We highly recommend her to anyone looking!

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Lisa & Mark W.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Caledonia, WI, 53108

Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!

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Josie O.
Sitter Profile Image: Rachel G.
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Rachel G.
from
$29
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
South Milwaukee, WI, 53172

Rachel did an amazing job watching our dog! She was very communicative and sent daily videos/pictures of our dog while we were away! She was very accommodating and even dropped our dog off at our house before we got home! i will definitely book again!

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Chase R.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
27 reviews
8 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: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
77 reviews
20 repeat clients
50 years of experience
Oak Creek, WI, 53154

I'm a first-time user of Rover and am very glad I did. Now I'm not only a big fan, but plan on being a repeat customer of Rover and Debbie L. She was everything one could hope for in a dog-sitter. We met for a "meet and greet" so she could get to know Jules before taking her in. We discussed how I train Jules, her habits and idiosyncracies, her health and medications - essentially everything I believe a caregiver should want to know. While I was gone, she sent daily pictures of Jules enjoying herself. To be candid, I think Jules was hesitant to return to me. Debbie L was awesome!

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

We couldn't be happier with the care our dog received from Koka she kept us updated with regular messages and photos, which gave us peace of mind while we were away. Our dog was happy and well taken care of, and it was clear that Koka provided lots of love and attention. We highly recommend their services and will definitely be booking with them again!

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Pooja J.
Sitter Profile Image: Meagen P.
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Meagen P.
from
$42
per night
5.0 out of 5 stars
133 reviews
23 repeat clients
7 years of experience
Racine, WI, 53405

Meagan and her family were very accommodating. They took good care of Maverick, who seemed to enjoy his time at Meagan's house. I would not hesitate to use her dogsitting services again.

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John F.
Sitter Profile Image: Byron G.
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Byron G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
55 reviews
17 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: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
210 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe and her fiancé were great sitters for Barry! Blythe has great communication and we were able to relax and enjoy our trip knowing Barry was well taken care of. We would definitely use Blythe as a sitter in the future and would recommend her to anyone looking for care for their pets!

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

Heather is seriously the BEST! This was our second time having her watch Arlo, and I already feel so comfortable leaving him with her. She had him for an overnight and two days, and I never once had to worry. She sent me pictures and updates and was so kind and reassuring the entire time. You can genuinely tell how much she cares about the dogs she watches, and that means everything to me. Arlo is my baby, and knowing he is safe, loved, and being well cared for makes it so much easier to leave him. We absolutely adore Heather and will 100% continue using her whenever we can! ❤️🐾

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Theresa W.
Sitter Profile Image: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
47 reviews
11 repeat clients
15 years of experience
West Allis, WI, 53214

Tracy is the best dog sitter! My dog was given the attention she likes. There were other dogs that my pet met at Tracy’s that she made friends with. She got to play outside and go for walks. It was her dream come true!

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kathleen p.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
188 reviews
56 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: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 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: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
105 reviews
29 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and Ashley took great care of my dog! They are very responsive, kind, and sent great pictures and videos of her during the stay. Definitely recommend Scott and Ashley for watching your dogs.

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Devin R.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$49
per night
5.0 out of 5 stars
56 reviews
13 repeat clients
40 years of experience
Saint Francis, WI, 53235

She was very kind and flexible. Phoenix was in great hands with Katrina, she had lots of fun and exercise. Katrina was great at communication and you could tell she loved watching dogs.

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Kristin R.
Sitter Profile Image: Sunshine L.
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Sunshine L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
99 reviews
32 repeat clients
46 years of experience
Kenosha, WI, 53143

It’s the second time Lolla stays with Sunshine! Is a peace of mind to know Lola is safe and receiving a lot of love from her kids! Tks Sunshine

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Alyne R.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
20 years of experience
Franklin, WI, 53132

Amanda was great! She was extremely accommodating for us and our pup Ginger! Her son was also great when it came to giving Ginger extra love and attention! Definitely recommend Amanda for any of your boarding needs.

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Anthony M.
Sitter Profile Image: Katelyn L.
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Katelyn L.
from
$32
per night
5.0 out of 5 stars
4 reviews
25 years of experience
Franklin, WI, 53132

About: I've been caring for animals for over 25 years, from mice and rabbits to horses and dogs of all sizes. I'm the proud owner of an Akita named Yoshi, so I'm comfortable with dogs of all sizes, including strong breeds. Working in healthcare has taught me to be dependable, attentive, and calm under pressure. Whether your dog is here for boarding, a walk, or a drop-in visit, they'll be treated like family with plenty of love, exercise, and personalized care. I am also experienced with senior dogs and giving medication. I work from home two days a week, giving me extra time to spend with the pets in my care. I'm available on Sundays for walks and drop-in visits, and I'm home most weekends for boarding. Need an evening walk between 7:00 p.m. and 10:00 p.m.? Or a one time weekday overnight between 8 p.m. and 6 a.m. ? Send me a message—I may be able to fit you in even if my availability appears closed. Your pet's safety and comfort are my top priorities. I only care for one client's pets at a time to provide individualized attention. My friendly Akita, Yoshi, can interact with social dogs or be kept completely separate if needed. I have a spare bedroom, crates available upon request, and a calm, clean environment where your pet can feel at home. I'll also provide regular photo updates for your peace of mind.

Sitter Profile Image: Kim F.
Verified Background Check
Kim F.
Star Sitter
from
$57
per night
5.0 out of 5 stars
568 reviews
226 repeat clients
25 years of experience
Kenosha, WI, 53142

Kim is excellent! I dropped my puppy off while on an overnight trip from Sheboygan to Indiana. I received updates and felt comfortable that my little cockapoo was taken care of. Thank you, Kim. I will definitely use the services again if we are in need.

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

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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

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  • 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

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Popular requests for dog boarding - Caledonia

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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 $27.91 per night (as of September 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 September 2026, there are 931 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.

84% 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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