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.
Star Sitter
from
$30
per day
5.0 out of 5 stars
53 reviews
17 repeat clients
25 years of experience
Mukwonago, WI, 53149

Our Ruby spent the day with Carrie and her family recently. Ruby is 13 and not as active as she used to be, but she loves being around families and enjoys playtime with other dogs. She did very well and was well cared for. I am sure we will contact Carrie again to be Ruby’s sitter.

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Beatrice A.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
33 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: 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: Ava S.
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Ava S.
from
$60
per day
5 years of experience
Waterford, WI, 53185

About: What makes me different? I treat your pets like they’re my own! Whether it’s helping puppies learn the ropes, giving extra TLC to senior pets, or just making sure your furry friend gets plenty of play, love, and belly rubs. I always send updates so you’re never out of the loop. Think of me as your pet’s new best buddy! Im a college student with flexible availability. I’m always caring for my mom’s dogs when she’s out of town so the routine is already established! When I care for pets in a client’s home, I follow their usual routine closely, whether it’s feeding, walks, or medication. I keep their space clean, give them plenty of attention, and try to make them feel as comfortable as possible while their person is away. I always respect the home, keep things tidy, and send regular updates. If anything seems off, I let the owner know right away.

Sitter Profile Image: Sarah S.
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Sarah S.
from
$45
per day
5.0 out of 5 stars
46 reviews
12 repeat clients
5 years of experience
Waukesha, WI, 53189

Sarah is amazing! She took excellent care of Sophie. We felt completely at ease knowing she was being watched by a wonderful family. Will not hesitate to leave Sophie with Sarah again.

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David S.
Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$40
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: Angie F.
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Angie F.
Star Sitter
from
$40
per day
5.0 out of 5 stars
142 reviews
51 repeat clients
20 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: Eric P.
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Eric P.
from
$40
per day
4.9 out of 5 stars
124 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: Deanne D.
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Deanne D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
275 reviews
132 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: Lauren M.
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Lauren M.
from
$55
per day
5.0 out of 5 stars
30 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: 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: Ashley G.
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Ashley G.
from
$40
per day
1 repeat client
30 years of experience
Franklin, WI, 53132

About: I have owned and loved dogs my entire life. I have cared for and taken care of dogs through all stages of their lives. I currently have a senior Australian Shepherd and a 4 year old Puggle. I currently work from home full time and am able to provide consistent potty breaks, attention, love, and care during the work week. On weekends, my schedule is open to provide even more time, love, and attention to your fur baby. I have a large backyard (not fenced in, but your dog would be supervised at all times on leashes). Dogs are always welcome in my home and I will treat them like family.

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
25 reviews
8 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: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
423 reviews
135 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

My puppy is 2 months and Maria was so sweet to my doggy! I had a last minute appointment and Maria was so understanding ! She catered to my dog and made sure she played her heart out . She made sure to send lots of videos and updates . Very wonderful. Thank you Maria , will be sending Tour over soon ! :-)

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Miyla G.
Sitter Profile Image: Katrina M.
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Katrina M.
from
$35
per day
5.0 out of 5 stars
423 reviews
205 repeat clients
10 years of experience
Jackson Park, Milwaukee, WI, 53219

Great sitter. She was very responsive to any questions and also sent us some great pictures. Our dog seemed very happy spending the day with her.

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Brett M.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$34
per day
4.9 out of 5 stars
490 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: Yshonda H.
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Yshonda H.
Star Sitter
from
$35
per day
4.8 out of 5 stars
19 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: Sandy D.
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Sandy D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
205 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
$27
per day
5.0 out of 5 stars
3 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: Jenifer D.
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Jenifer D.
Star Sitter
from
$32
per day
5.0 out of 5 stars
378 reviews
163 repeat clients
22 years of experience
Pewaukee, WI, 53072

Just like everyone else, Teddy and I love her! Great home away from home for your fur baby. ? We’ll be coming back over and over again. I’m pretty sure he would’ve been happy to move right in with her permanently ❤️

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Stefanie B.
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The median cost per day for doggy day care in Caldwell 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

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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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Popular requests for doggy day care - Caldwell

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

Sitters in Caldwell average 5
repeat doggy day care clients

FAQs for Doggy Day Care - Caldwell

Frequently asked questions about Rover

As of September 2026, there are 614 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 614 sitters in Caldwell, 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 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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