Doggy Day Care in Caledonia

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

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Top rated Caledonia doggy day care sitters

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
78 reviews
23 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
193 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: Tyler C.
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Tyler C.
from
$40
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
South Milwaukee, WI, 53172

About: I’ve cared for dogs my whole life. Live near Grant Park for great dog walks, fenced in yard. I have an elderly greyhound who vibes best with other calm dogs. I work remotely and am home throughout the day. Happy to care for your dog for boarding or doggy day care - calm home setup for dogs. I have a fully fenced in yard that dogs love to run around, a close walk to Grant Park for getting outside, and I’m home throughout the day for continuous care.

Sitter Profile Image: Meagen P.
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Meagen P.
Star Sitter
from
$29
per day
5.0 out of 5 stars
130 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: 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: 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: Kylie K.
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Kylie K.
from
$30
per day
5.0 out of 5 stars
3 reviews
1 repeat client
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: Anna S.
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Anna S.
from
$30
per day
5.0 out of 5 stars
1 review
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: Yshonda H.
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Yshonda H.
Star Sitter
from
$34
per day
5.0 out of 5 stars
17 reviews
2 repeat clients
20 years of experience
White Manor, Milwaukee,Wautosa,Greenfield,New Berwlin,River West,West Allis, WI, 53219

Yshonda has great communication and is very fast at responding. Hotch loves his time with her and he is always so excited to go and play! He always comes home exhausted from a day full of love and playtime!

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Kenzi J.
Sitter Profile Image: Quintasia H.
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Quintasia H.
from
$15
per day
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: 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: Monica L.
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Monica L.
Star Sitter
from
$35
per day
5.0 out of 5 stars
22 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: Miranda O.
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Miranda O.
from
$35
per day
4.9 out of 5 stars
176 reviews
85 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: Tyler P.
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Tyler P.
from
$27
per day
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

About: I owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.

Sitter Profile Image: Miranda L.
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Miranda L.
from
$32
per day
5.0 out of 5 stars
40 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

Our Bennie was a happy doggy when we picked him up! He had a fun stay with Krysta! Thank You!

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Al F.
Sitter Profile Image: April D.
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April D.
from
$33
per day
4.6 out of 5 stars
12 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: 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 and Brad took great care of our little dog while we came from out of town to attend the State Fair. They clearly love dogs and they gave him lots of attention and love. Great communication also both before and during his stay. We will definitely use them again if we are in the area.

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Karen P.
Sitter Profile Image: Heather J.
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Heather J.
from
$40
per day
5.0 out of 5 stars
26 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: Tia & Colin L.
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Tia & Colin L.
from
$35
per day
5.0 out of 5 stars
5 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.
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Over 7
pet parents in Caledonia have booked doggy day care

How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a sitter 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 day for doggy day care in Caledonia is $35

Why Choose Rover?

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    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Caledonia average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Caledonia on Rover as of Jun 2026 was about $35 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Caledonia doggy day care 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 Jun 2026, 503 sitters provided doggy day care in Caledonia. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care 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, 88% of Caledonia sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Caledonia have an average of 23 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 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.

Caledonia doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Caledonia sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 503 sitters offering doggy day care in Caledonia on Rover, so you’re sure to find the perfect match for your dog! In Caledonia, 87% of sitters offer daily exercise, 98% offer medication administration, and 98% 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 doggy day care 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 doggy day care 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.