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: Hannah D.
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Hannah D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
84 reviews
24 repeat clients
26 years of experience
Racine, WI, 53402

Once again, she took my girl on such a short notice and provided so many pictures! can tell my pup had so much fun because she was knocked out on the way home.

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Kearsten M.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
198 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
$30
per day
5.0 out of 5 stars
4 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
185 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba is the only person I trust to watch my dog. He is always soooo excited when he knows we are going to her house. He always comes home tired and happy!

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Melanie M.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$40
per day
5.0 out of 5 stars
8 reviews
4 repeat clients
25 years of experience
South Milwaukee, WI, 53172

Tyler was fantastic with Spud! Took such good care and sent the best photos!

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

We are traveling and needed someone to watch Ginger for the day. Miranda calmed mom’s nerves down since this was the 1st time for this. Miranda gave us updates and the whole experience was delightful.

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Mark T.
Sitter Profile Image: Quintasia H.
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Quintasia H.
from
$17
per day
5.0 out of 5 stars
1 review
4 years of experience
Oak Creek, WI, 53154

About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.

Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$50
per day
5.0 out of 5 stars
23 reviews
8 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: Jack S.
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Jack S.
Star Sitter
from
$38
per day
5.0 out of 5 stars
31 reviews
8 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: Joe & Ramiro S.
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Joe & Ramiro S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
149 reviews
68 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: 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: 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: Miranda L.
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Miranda L.
from
$32
per day
5.0 out of 5 stars
41 reviews
12 repeat clients
15 years of experience
Racine, WI, 53403

Miranda was able to watch stella on short notice. Stella had a great time playing with Miranda's puppies.

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Brian W.
Sitter Profile Image: Krysta M.
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Krysta M.
from
$40
per day
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

Kind and communicative family. My dog loved his stay with them! They kept him active and entertained throughout the day.

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Elizabeth F.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$34
per day
4.9 out of 5 stars
487 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

Dan and Holly watched our puppy, Roxy, for 4-5 days when we went on a trip to AZ a few weeks ago. My husband, two boys, and I knew that Roxy would be taken care of and be well loved! Of course we missed her while we were gone, but Dan and Holly are great communicators and sent pictures and messages to assure us that Roxy was doing well! Roxy LOVES spending time with Dan, Holly, and the dogs!

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Bret T.
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: Katrina E.
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Katrina E.
Star Sitter
from
$25
per day
5.0 out of 5 stars
47 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: Heather J.
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Heather J.
from
$40
per day
5.0 out of 5 stars
27 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: Yshonda H.
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Yshonda H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
18 reviews
2 repeat clients
20 years of experience
White Manor, Bayview,Wautosa, West Allis, New Berwlin,Milwaukee, WI, 53227

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: Kim F.
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Kim F.
Star Sitter
from
$45
per day
5.0 out of 5 stars
533 reviews
219 repeat clients
25 years of experience
Kenosha, WI, 53142

This is the second time Kim has taken care of Mae. As always Mae had a great time and was very well taken care of. Kim was a big help as I had a last minute schedule change and she was able to take Mae and provide a loving home for her so she did not have to stay home alone for 16 hours. Will use Kim again for sure.

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Michael K.
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The median cost per day for doggy day care in Caledonia is $35

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  • 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?

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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

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
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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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