Doggy Day Care Caldwell

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

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Caldwell, 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: Carrie B.
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Carrie B.
from
$30
per day
5.0 out of 5 stars
47 reviews
12 repeat clients
25 years of experience
Mukwonago, WI, 53149

This was my first time using rover and Carrie did a better job than I could have imagined! Highly recommend her if you’re in the Mukwonago area! Thanks Carrie!

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Tyler B.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$29
per day
5.0 out of 5 stars
53 reviews
18 repeat clients
30 years of experience
Eagle, WI, 53119

Kylie did a great job watching our dog! He was well cared for and came home happy.

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Rebecca S.
Sitter Profile Image: Cassie B.
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Cassie B.
from
$35
per day
5.0 out of 5 stars
5 reviews
12 years of experience
Mid Wilshire, Wind Lake, WI, 53185

Cassie is an amazing sitter - she is so friendly and communicative, and took in my dog Abby when I was in need of last-minute day care. She sent photos and videos throughout the day, and even helped my shy dog warm up to her sweet pup. I felt so comfortable knowing Abby was in her hands and would 1000% book with her again! She is a friendly dog lover and Abby and I both look forward to seeing her next time.

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Susie T.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
396 reviews
124 repeat clients
20 years of experience
Brookfield, WI, 53005

Wonderful experience! My pup always has a great time with Maria & Nayibe. They truly foster a calm and safe environment. I highly recommend them.

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INFJ W.
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: 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

Tia and Colin took amazing care of our girl and she had an amazing day! Tia sent lots of photos and updates and was extremely communicative and caring! We will rebook any time we’re back in Wisconsin! Thanks again!

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Seneca Z.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$40
per day
5.0 out of 5 stars
128 reviews
46 repeat clients
15 years of experience
New Berlin, WI, 53146

Angie, and her daughter Bella, were great! They took good care of my dogs Max and Lulu! Angie even gave me some fresh eggs from her own ducks and chickens! =)

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Jinsung W.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$45
per day
5.0 out of 5 stars
29 reviews
7 repeat clients
15 years of experience
Waukesha, WI, 53186

Lauren was absolutely phenomenal with Rory! He struggles with separation anxiety, but she made him feel comfortable and he warmed right up to her. He even ran straight inside on their second day together, ready to play! Lauren is very responsive and takes lots of great pictures too. I couldn’t recommend her more! We’ll definitely be reaching out again in the future. Thanks again, Lauren!

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Jessica P.
Sitter Profile Image: Alexis M.
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Alexis M.
from
$40
per day
8 years of experience
Mukwonago, WI, 53149

About: My name is Alexis, I have always been the person to ask if i can pet your dog! I love all animals and would love to meet as many lovely pets as I can! I am available during the weekdays anytime and available on most weekends. I was a lead kennel attendant at a doggie dorms, I was the animal care manager for my agriculture classes in High School and have been dog sitting for family and family friends for a years. I have never been without a dog in my household. Right now I live with 1 pup of my own, she is a 6 year old old yellow lab! I have always had bigger dogs in my home and prefer to work with bigger dogs or puppies, but am not opposed to working with small dogs. I am good with dogs who may have a "special" case. For example I home sit for a 4 dog home which includes a Rottweiler, Black Lab, Miniature Pinscher, and Pug mix. The two big dogs can't be in the same room together but that doesn't mean they both don't deserve love. I also volunteered with Lucky Mutts Rescue and help to do the "puppy pickups" where we drove to Oklahoma to rescue dogs and bring them to Wisconsin! I've worked with animals since I was 11 an would love to meet as many dogs as possible! I am free any time during the week currently, I am home 24/7 and free on most weekends for all the play time with the pups! I do not have a fenced in yard but I live on a large plot of land, that is tucked behind a lot of trees, I have a lot of space for running and playing.

Sitter Profile Image: Carol &  Steve B.
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Carol & Steve B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
17 reviews
6 repeat clients
25 years of experience
Muskego, WI, 53150

Carol and Steve are excellent hosts. Our Cavapoo is extremely anxious and they provided personal attention to keep him calm. I got multiple messages with photos that made me comfortable. Already reserved more days. I would highly recommend their services.

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Aamir S.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
270 reviews
130 repeat clients
25 years of experience
Genoa City, WI, 53128

This was our first visit with Deanne. Doggy Daycare was a hit! Cash was happy when I picked him up. He was sound asleep on the couch within a 1/2 of getting home. I think he had a busy day with his new lil buddy!

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Suzi S.
Sitter Profile Image: Mackenzie P.
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Mackenzie P.
from
$60
per day
5 years of experience
East Troy, WI, 53120

About: I have only had my own dogs to engage with but I love to teach them new tricks and help them learn. I am also not afraid to get to know shy pets I would be available after 4:30pm weekends but available all weekend. I work around having other jobs but am open those parts of the day I feed them, walk them, and teach them new tricks. I also love to play with my dogs to get the energy out of them

Sitter Profile Image: Eric P.
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Eric P.
from
$40
per day
4.9 out of 5 stars
123 reviews
49 repeat clients
7 years of experience
Hales Corners, WI, 53130

My dogs had a blast with Eric and his dog Luna. The communication was easy (over the app) and they were clearly well taken care of when I picked them up each day. Highly recommend!

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Beth H.
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

Daniel and Holly definitely love dogs and are personable and friendly every time we go there. They sent us numerous text messages, including pictures, telling us how things were going. Bug is a very active dog and really benefits from a couple walks each day. I’m not sure if that happened.

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Marc 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

I am so happy that I found Kathy. I knew my Benny had not been happy at a large daycare facility because he began putting on the brakes to go in the door. After a meet and great Benny couldn't wait to go in Kathy's house and when I came to pick him up he acted like he wanted to stay. Kathy updated me throught the day with pictures and even a short video. Benny loved playing with Kathy's little dog and she had his favorite kind of bone to chew on. It's obvious that Kathy loves dogs and gives them plenty of love, attention and lap time snuggles.

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Carol H.
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: Garrett S.
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Garrett S.
from
$35
per day
5.0 out of 5 stars
15 reviews
10 years of experience
New Berlin, WI, 53151

Took great care of our dog Lula for a few hours! :)

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Alexa F.
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 treated my Kingsley so well and kept me informed with pictures and videos. I was able to work without anxiety knowing she was caring for my fur baby.

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Emilie
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
30 years of experience
Hales Corners, WI, 53130

Julie is the best, our Rory had a great stay with Julie. She’s very caring and compassionate while still remaining very professional with regards to expecting manners. We felt totally at ease trusting Julie to look after Rory.

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Allie R.
Sitter Profile Image: John C.
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John C.
from
$25
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Oconomowoc, WI, WI, 53066

John did an excellent job of taking care of my Sylvester. And Sylvester was excited to go back!

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Jennifer P.
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The median cost per day for doggy day care in Caldwell is $35

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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

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet In Person

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Sitters in Caldwell average 4
repeat doggy day care clients

FAQs for Doggy Day Care - Caldwell

Frequently asked questions about Rover

As of July 2026, there are 643 sitters on Rover offering Doggy Day Care across Caldwell. 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 Caldwell 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 643 sitters in Caldwell, 85% 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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