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
200 reviews
74 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: Anna S.
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Anna S.
from
$32
per day
5.0 out of 5 stars
11 reviews
2 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: Elba M.
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Elba M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
186 reviews
67 repeat clients
6 years of experience
Cudahy, WI, 53110

Libby LOVES going to Elba's to play! It is such a relief knowing our sweet girl is being taken care of so well, and that it is such a positive experience for her. Libby's high energy is handled so well by Elba, and I know this because she literally is out like a light for the rest of the day after we come home.

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Beth C.
Sitter Profile Image: Meagen P.
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Meagen P.
from
$29
per day
5.0 out of 5 stars
132 reviews
22 repeat clients
7 years of experience
Racine, WI, 53405

Meagan and her family are fantastic. Our dog loves going to their house and always comes home tired. Meagan has been very flexible and has helped our family with last minute boarding during a family emergency. 10 out of 10 recommend.

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Beth M.
Sitter Profile Image: Miranda O.
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Miranda O.
from
$35
per day
4.9 out of 5 stars
177 reviews
86 repeat clients
8 years of experience
Bay View, Greenfield, WI, 53221

Miranda did a great job with my nervous boy. He was all smiles and wiggles when I came to pick him up, and he crawled on the bed to nap right when he got home.

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Alicia C.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$50
per day
5.0 out of 5 stars
25 reviews
8 repeat clients
12 years of experience
Racine, WI, 53402

Ellie was in great hands with Monica! Thanks so much

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Elizabeth R.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$38
per day
5.0 out of 5 stars
33 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: Heather J.
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Heather J.
from
$40
per day
5.0 out of 5 stars
28 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
4.6 out of 5 stars
13 reviews
5 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.
Sitter Profile Image: Joe & Ramiro S.
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Joe & Ramiro S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
149 reviews
69 repeat clients
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

Markie and Logan came home smiling and tired, which is really all I ask. they had a blast playing with all of the other dogs, and Logan didn't want to come inside from Joe's back yard!

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Alicia C.
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: Brad B.
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Brad B.
from
$22
per day
5.0 out of 5 stars
10 reviews
3 repeat clients
30 years of experience
Oak creek, WI, 53154

About: Hi! I’m Brad—an executive director at an environmental nonprofit with a flexible work-from-home schedule, which means I’m here for your dog all day, every day. My wife, Jen, and I are lifelong animal lovers who’ve owned everything from schnauzers and spaniels to our current mini Aussie, Piper and lab Beefer. Dogs are family here. We go on 3–4 walks a day (on-leash, always), give regular photo updates, and your pup is welcome anywhere in our home. We don’t actively crate or cage up unless requested. Whether it’s fetch, park time, or just lounging in a sunny window—your dog gets the same love and care as ours. We’re committed to affordable, thoughtful care because we know good pet care shouldn’t break the bank. Read our reviews to see how much love, attention, and daily communication we provide. Let’s set up a meet & greet—we’d love to meet your pup! I work from home and have a flexible schedule, which means your dog gets lots of attention throughout the day. My own dogs go out for walks or backyard time at least 3–4 times during a typical workday, and visiting pups are always part of the routine. All dogs are walked on a leash, as we don’t have a fenced yard. Inside, your dog is treated like part of the family—free to roam, nap, or snuggle wherever they feel most comfortable. We care for your pet just like we do our own.

Sitter Profile Image: Stephanie C.
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Stephanie C.
from
$35
per day
5.0 out of 5 stars
5 reviews
3 repeat clients
14 years of experience
Mount Pleasant, WI, 53177

About: Growing up I’ve always had multiple pets and was in charge of all the things that came along with taking care of pets. I have experience with cats and dogs and have owned quite a few of my own! Throughout the year I house sit for family and friends and watch up to 3-5 pets at a time! Work a flexible schedule so I am available a lot of throughout the week, I can make most times work currently as my schedule is. I do not have a fenced yard but I am very experienced with dog walking and letting dogs out with no fence. I can crate if needed. Also there is a dog park at my complex so I can bring them there!

Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$35
per day
5.0 out of 5 stars
7 reviews
3 years of experience
New Berlin, WI, 53151

They were both super nice and caring for our pup. Had good communication throughout the stay. Sent photo and video updates throughout the day which I really appreciated.

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Vanessa V.
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$40
per day
5.0 out of 5 stars
16 reviews
4 repeat clients
2 years of experience
Franklin, WI, 53132

We had a great experience with Kimberly! Kimberly was always responsive and sent picture updates throughout the day which we loved! Our Winnie got all her walks in and was in great hands.

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Jennifer M.
Sitter Profile Image: Carrie P.
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Carrie P.
from
$30
per day
3.5 out of 5 stars
5 reviews
2 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: Katrina E.
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Katrina E.
Star Sitter
from
$25
per day
5.0 out of 5 stars
50 reviews
11 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: Cindi W.
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Cindi W.
from
$50
per day
5.0 out of 5 stars
1 review
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Ruth S.
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Ruth S.
from
$27
per day
2 years of experience
Franklin, WI, 53132

About: I’ve grew up around all sorts of dogs and cats and even other animals like horses to snakes I love being around any animal love to give them the life they deserve I am currently super available and flexible and willing to work out any schedule needed or last minute things for the needs of pets and parents I currently have 2 dogs in training, all of my pets have been from shelter or abused homes and they have learned to build trust and know it’s a loving environment.

Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$35
per day
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Kathy did an amazing job caring for my pup! She was dependable and Latte had loads of fun her doggy playdate Missy. I would have no hesitation leaving my puppy with Kathy again!

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Adriana S.
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The median cost per day for doggy day care in Caledonia is $35

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Meet local sitters who will treat your dogs like family

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Popular requests for doggy day care - Caledonia

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Sitters in Caledonia average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Caledonia

Frequently asked questions about Rover

As of July 2026, there are 661 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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 661 sitters in Caledonia, 86% 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 calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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