Doggy Day Care Caledonia

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Caledonia, Find top rated doggy day care

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 207 reviews
75 repeat clients
40 years of experience
Mount pleasant, WI, 53406

“We love Sandy and so do our dogs! We honestly don’t know what we would do without her. She takes such great care of our girls that they seem completely unimpressed when we come to pick them up at the end of each stay. Highly recommend!”

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Kathy H.
Sitter Profile Image: Nealy C.
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Nealy C.
from
$40
per day
5.0 out of 5 stars
• 4 reviews
40 years of experience
Franklin, WI, 53132

“My dog was living his best life during his 'Nealy Pack' daycare stays. The house and yard are ideally suited for dogs. He was given much love and attention, and her playful huskies got along splendidly with him. I received updates and hilarious pictures. Book your dog's care with Nealy”

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Diane L.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 32 reviews
10 repeat clients
12 years of experience
Racine, WI, 53402

“Monica was great! Kept us updated throughout the day and gave him a nice long walk. He came home a happy dog.”

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Jenny T.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$38
per day
5.0 out of 5 stars
• 23 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

“I can't say enough good things about Anna. You can tell she really cares about my puppy. I appreciate the mid-day updates while I'm at work. She really understands how to care for a puppy and takes the necessaryextra time to work with her. My puppy loves going to her place and playing with her dog! We will absolutely continue to take our puppy to Anna as long as she will have her!”

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Nicholas A.
Sitter Profile Image: Carrie P.
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Carrie P.
from
$30
per day
3.8 out of 5 stars
• 6 reviews
3 repeat clients
35 years of experience
Racine, WI, 53404

About: i love dogs and all animals. As a child we had a family dog and now I have one as an adult. I consider them part of the family. I currently have a very friendly 4 year old toy Goldendoodle named Benji. I work from home so my availability is very open and am also available on short notice. I will take very good care of your fur baby!!! I work Monday through Friday from home. I am available at your convenience to take care of your pet with minimal notice. I live in Caledonia. My dog Benji is very friendly with other dogs. I have a kennel if needed also. I usually let my dog out on a long lead. i have a partially fenced in yard. I will keep your pet safe. I will feed them also, if needed.

Sitter Profile Image: Andrea H.
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Andrea H.
from
$40
per day
5.0 out of 5 stars
• 14 reviews
5 repeat clients
35 years of experience
Racine, WI, 53402

“Friendly, experienced caregivers.”

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Joseph P.
Sitter Profile Image: Kylie K.
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Kylie K.
from
$30
per day
4.4 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

Sitter Profile Image: Elba M.
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Elba M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 193 reviews
69 repeat clients
6 years of experience
Cudahy, WI, 53110

“Very pleased with our first day. Elba is very welcoming and treated Coco like part of her family. She took Coco for a walk and I can tell there was play time with her friendly dog as Coco came home tired and well behaved. She shared couple pictures which I foward with my Army deployed son in Kuwait (Coco's dad). Glad to find someone i can trust my son's dog with. Looking forward to future services until he comes back.”

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Celis R.
Sitter Profile Image: Tracy K.
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Tracy K.
from
$35
per day
5.0 out of 5 stars
• 8 reviews
5 years of experience
Racine, WI, 53405

About: I have one dog and one cat that tend to stay upstairs. I absolutely love animals, So I hope to have my own little hobby farm one day. If your pet is in my home, please know they’ll always feel loved, safe and most likely tired out from all out walks. I believe humans and animals benefit from exercise which helps with behavior, same for humans. So bring your pup to me, and they’ll be tired for you:) Also, I have a special place in my heart for special-needs animals that need a little extra love and patience. I have been doing dog-watching for the past four years, in addition to working part-time for 10 years. I work at a school right down the road, which is perfect for dog watching. I leave at 7am, and I’m back by 11am each day. I do boarding, play dates, pickups, drop-ins, and trips to the dog park. I have a fenced-in yard, so your dog may play, run, or simply get some fresh air. I spend my time walking dogs, feeding them, playing, cuddling, kisses, relaxing on the porch and constantly opening and closing the door so they can go outside. Ha! It’s my life, and I truly love it.

Sitter Profile Image: Julie K.
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Julie K.
from
$63
per day
4.9 out of 5 stars
• 77 reviews
21 repeat clients
35 years of experience
Mount Pleasant, WI, 53406

“Julie was great with Sophie and Sophie was so excited to see her and was very happy when I came to pick her up. Sophie got all the snuggles she’s needed to make her first daycare experience a great one.”

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Elizabeth R.
Sitter Profile Image: Katrina E.
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Katrina E.
Star Sitter
from
$25
per day
5.0 out of 5 stars
• 56 reviews
14 repeat clients
40 years of experience
Saint Francis, WI, 53235

“Lotte gets along great with Katrina’s dogs and Katrina is wonderful with her and communicates regularly to let us know how who she is doing. We’re thankful to find someone who can watch her regularly.”

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Adam & Katie C.
Sitter Profile Image: Miranda O.
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Miranda O.
from
$35
per day
4.9 out of 5 stars
• 179 reviews
87 repeat clients
8 years of experience
Bay View, Greenfield, WI, 53221

“Very kind and flexible. Needed a last minute sitter and so glad this worked out! Not from the area and I would definitely book again if I'm in town!”

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Stacey S.
Sitter Profile Image: Dean T.
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Dean T.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 54 reviews
20 repeat clients
15 years of experience
Cudahy, WI, 53110

“Dean is an awesome dog sitter! We felt so comfortable leaving our dog with him for the night! Dean made sure to send updates and pictures! Our dog had so much fun with Dean and his resident pup! We would be happy to book him again!”

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Maria K.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$38
per day
5.0 out of 5 stars
• 36 reviews
9 repeat clients
7 years of experience
Cudahy, WI, 53110

“We had a great daycare experience with Jack, he looked after our Winnie! We booked on short notice and he was very flexible, which we really appreciated. Winnie was very well looked after and came home happy and relaxed. I loved the pictures he sent throughout the day, it gave me peace of mind since it was her first time away from home. We will definitely be booking with Jack again! 🐾”

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Jennifer M.
Sitter Profile Image: Jody A.
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Jody A.
from
$45
per day
5.0 out of 5 stars
• 52 reviews
17 repeat clients
45 years of experience
Mount Pleasant, WI, 53406

“I would recommend Jody to anyone who cares about how there dog is cared for☺️ I felt like she cared about my dog as much as I did. He was taken care of with every aspect that gives you a sense of comfort. I consider me and my best friend very lucky to have found Jody.”

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Gary M.
Sitter Profile Image: Joe & Ramiro S.
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Joe & Ramiro S.
from
$45
per day
5.0 out of 5 stars
• 166 reviews
75 repeat clients
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

“Friendly, flexible, and most importantly my little dog seems super happy and worn out after spending the day playing with theirs! Seems like a safe and fun fit for my fur child and will continue to rebook!”

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Dawn S.
Sitter Profile Image: Emilia & Gina D.
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Emilia & Gina D.
from
$36
per day
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Franklin, WI, 53132

“Service is always fantastic! They post on social media daily to let you see your pups! We love dropping Mabel off knowing she is in good care! Heated warehouse for playing and plenty of toys! There is also a rest period which is amazing. Mabel is always so tired when she comes home. They offer pet grooming services!!!”

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Maisie G.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$33
per day
4.8 out of 5 stars
• 20 reviews
3 repeat clients
10 years of experience
White Manor, Bayview,Wautosa, West Allis, New Berwlin,Milwaukee, WI, 53146

“Yshonda was absolutely wonderful to work with. We were a bit nervous because we have two fur babies with two different personalities and unique needs and Yshonda was very accommodating and flexible and was able to set our minds at ease. The babies are comfortable with her and seem to really enjoy her company. She’s friendly, personable and obviously loves dogs. She’s an amazing sitter and I would recommend her to anyone especially people who have never tried a dog sitter before. Check her out!”

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Reno W.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 34 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

“Jordy always has a great time visiting his friends at Heather’s! It’s a bonus to have her dog handling and training expertise. He loves to have a big, fenced yard to run around in.”

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Bob A.
Sitter Profile Image: April D.
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April D.
from
$33
per day
4.7 out of 5 stars
• 14 reviews
6 repeat clients
25 years of experience
Sturtevant, WI, 53177

“April has been watching both my pups for quite some time now. They go to April multiple days a week for a full day. I receive photos, updates with concerns, etc. My pups are well cared for and are definitely wore out by the end of the day! I would definitely recommend her services. She even has meet and greets if other dogs will be present on days my pups are there and makes sure it is a good fit. It is very scary finding someone genuine to take care of your fur babies but April does wonderful and takes great care of them. Thanks!”

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Jaclyne H.
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The median cost per day for doggy day care in Caledonia is $35

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 doggy day care
  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 doggy day care - Caledonia

Select a filter and find qualifying sitters offering doggy day care.

Sitters in Caledonia average 5
repeat doggy day care clients

FAQs for Doggy Day Care - Caledonia

Frequently asked questions about Rover

As of October 2026, there are 620 sitters on Rover offering Doggy Day Care across Caledonia. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Caledonia commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

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.

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 .

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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 620 sitters in Caledonia, 87% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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