Doggy Day Care in Cheeseville

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Top rated Cheeseville 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: Halligan D.
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Halligan D.
Star Sitter
from
$32
per day
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Saukville, WI, 53080

Best Rover ever. My corgis were so happy with the two days they were there and they usually never get that excited with anyone else. Recommending everyone in Milwaukee area to go see her for doggy needs

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Jesi D.
Sitter Profile Image: Rebecca & Matthew C.
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Rebecca & Matthew C.
Star Sitter
from
$40
per day
5.0 out of 5 stars
16 reviews
7 repeat clients
16 years of experience
West Bend, WI, 53095

About: We are a doggy-loving homeschool family with a fenced yard and a flexible schedule. Next to Riverside Park and the Eisenbahn trail, your best friend will have room to roam! Plenty of love and attention awaits your pup from our family of dog-lovers at our home or yours! We’ve owned and loved dogs big and small, cuddly and full of energy, from Shih Tzu to Doodle to Airedale and have cared for many more. We are currently petless and ready to dote on your beloved pooch! I am a stay-at-home mom and my boys and I are around the homefront much of the time, available to give our very best care to your best friend(s). Whether they are boarding at our home or we are housesitting at yours, we can’t wait to love on your four-legged friends❤️ With our fenced yard and the expansive Riverside Park and Eisenbahn trail just down the block, your best friend(s) will have plenty of room to explore with us! We believe in positive pet parenting your precious pup:)! For housesitting requests, please only non-smoking, cat-free homes.

Sitter Profile Image: Meagan H.
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Meagan H.
from
$27
per day
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Fredonia, WI, 53021

Meagan is a 10/10, would definitely recommend!! Meagan is an amazing dog sitter and gives us the peace of mind we needed. Our puppy, Finnegan, runs to her at drop off and has a fun-filled day with lots of indoor and outdoor activity with built in rest time as well. Meagan is extremely mindful and takes the best care of our puppy.

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Jen M.
Sitter Profile Image: Monique B.
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Monique B.
from
$35
per day
5.0 out of 5 stars
231 reviews
64 repeat clients
20 years of experience
Mequon, WI, 53097

Monique did a truly splendid job. Her communication is informative, clear, quick, and respectful. She was wonderful with our dog Willow, it is so hard to find someone to trust with your pets and I would absolutely trust Monique and hope to use her services in the future.

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Rebecca Z.
Sitter Profile Image: Lynnann P.
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Lynnann P.
from
$30
per day
5.0 out of 5 stars
22 reviews
5 repeat clients
25 years of experience
Cedarburg, WI, 53012

I’m thrilled with Rudy’s visit with Lynnann & Willow! Rudy can be fearful but was quite comfortable with Lynnann. He was a happy dog when I picked him up. Thank you Lynnann!

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Sue V.
Sitter Profile Image: Ryan J.
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Ryan J.
from
$32
per day
4.9 out of 5 stars
42 reviews
16 repeat clients
20 years of experience
West Bend, WI, 53095

Ryan was very accommodating and thoughtful as we dropped our dog off for an afternoon. He listened and was engaging as we discussed our pup’s routine. We would go back to Ryan next time we are in the area.

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Jenny G.
Sitter Profile Image: Mary G.
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Mary G.
from
$35
per day
5.0 out of 5 stars
86 reviews
37 repeat clients
50 years of experience
West Bend, WI, 53090

Mary was fantastic. I have never had to leave my dog with a sitter before so he is very attached to me. Mary was kind and made him feel at home and sent me lots of pictures so I knew he was happy.

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Jesse B.
Sitter Profile Image: Cyen B.
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Cyen B.
from
$45
per day
4.9 out of 5 stars
24 reviews
6 repeat clients
10 years of experience
West bend, WI, 53095

Cyen is great! My very shy pup warmed up to her in no time. The fenced in yard is nice for potty breaks and playing chase. Communication was great, Cyen even sent pictures and updates throughout the day. Highly recommend!

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Amy B.
Sitter Profile Image: April P.
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April P.
from
$35
per day
5.0 out of 5 stars
6 reviews
20 years of experience
Slinger, WI, 53086

Wonderful experience with April! I felt very comfortable that Mila was in good hands. The photo updates and report summary was very helpful! Thank you!

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Elena B.
Sitter Profile Image: Rita P.
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Rita P.
from
$30
per day
5.0 out of 5 stars
49 reviews
3 repeat clients
30 years of experience
Cedarburg, WI, 53012

Rita and Dan are amazing and truly love dogs. They are kind, caring, attentive, and the dogs have a great time together. As a bonus for us, they are fun to talk to and great with communication and updates. They helped us out with our two dogs with short term notice and were understanding when we were unexpectedly delayed because of weather. Highly recommend!

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Taylor H.
Sitter Profile Image: Liz K.
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Liz K.
from
$45
per day
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Port Washington, WI, 53074

My dog loves going to Liz’s house! She is super attentive and communication is great. She’s sure to send photos of the dogs playing and provides assurance that our pet is safe with her and her husband. Highly recommend!

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Alayna & Natalie W.
Sitter Profile Image: Yana C.
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Yana C.
from
$27
per day
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Belgium, WI, 53004

About: I have 10 years of experience caring for pets, including dogs of all sizes and temperaments. I truly enjoy spending time with animals, making sure they get plenty of exercise, attention, and love. Whether it’s energetic walks, playtime, or simply giving a dog some extra affection, I treat every pup like my own. I’m also comfortable with feeding routines, basic training, and caring for senior dogs or puppies I’m currently working part-time, so I have plenty of flexibility to care for pets. I’m available for morning, afternoon, and evening walks throughout the week. I love being outdoors and can easily adjust my schedule to meet your dog’s needs I provide a safe and loving environment for every dog. Walks are always on a leash, and I pay close attention to their behavior and comfort. At home, I make sure pets have fresh water, a clean space, and plenty of attention. I can also follow any specific instructions you give to keep your dog’s routine consistent.

Sitter Profile Image: Gianina B.
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Gianina B.
from
$30
per day
5.0 out of 5 stars
10 reviews
20 years of experience
Germantown, WI, 53022

Gianina watched my 7 month old puppy for 4 consecutive days. She was awesome to work with and each day my puppy came home happy, healthy, and tired. I truly appreciate her caring for him so well and I would absolutely book with her again in the future.

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Lisa N.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
190 reviews
80 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda and her family have been so great to work with so far! Yolanda is very responsive, flexible, & respectful of your pet’s needs/requests/concerns. I will be utilizing her services again 🙂

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Kathy Mn' L.
Sitter Profile Image: Cindy B.
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Cindy B.
Star Sitter
from
$60
per day
5.0 out of 5 stars
67 reviews
22 repeat clients
20 years of experience
Mequon, WI, 53092

Cindy and her family were so kind and took such wonderful care of Jarvis for the day. I am thankful to have found her and appreciate the care and love she gave to Jarvis!

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Marin K.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$65
per day
5.0 out of 5 stars
75 reviews
22 repeat clients
10 years of experience
Milwaukee, WI, 53223

Wonderful experience! My dog received excellent care and returned home totally calm & relaxed. I highly recommend and will definitely return in the future.

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INFJ W.
Sitter Profile Image: Kris P.
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Kris P.
Star Sitter
from
$30
per day
4.7 out of 5 stars
15 reviews
4 repeat clients
30 years of experience
Whispering Hills, Milwaukee, WI, 53223

About: I've had dogs most of my life. My Cavalier King Charles Spaniel is 3 years old and loves a friend. I have an 11 year old daughter that will also provide lots of love. Your dog won't just be boarded, they'll become a part of the family. No kennels necessary, they can sleep with me! I'm a stay at home mom. I love taking my dog out for walks around my quiet, dog friendly neighborhood. I'm home almost all the time. I'd love another doggy friend to visit us! I have tie outs for the dogs when they'd like fresh air. We go on walks as needed....and we can walk more if your dog loves it like mine does!

Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
381 reviews
137 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy and Paul provide the perfect day care for our lab. She needs security and activity. Judy ‘s place is very dog friendly and Paul made sure Rona had supervised play that included fetch, Rona’s favorite pastime. I would recommend Judy and would plan to use her dog care service whenever we are back in the area.

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Ginny W.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$24
per day
5.0 out of 5 stars
24 reviews
7 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

About: Hello and welcome! We take care of/have taken care of all different kinds of pets. We have our own two dogs, as well as six cats. We have experience with multiple different breeds and types of animals, as well as being able to handle many at a time. (We have had up to 9 dogs in my care at one time!) I know how hard it is to leave your pet behind, which is why I will update you with pictures as much as you would like. I have a finished basement if your loved one would prefer to be separated, and also have many open rooms for them to choose from for slumber. The cats have a gated off cat room, only accessible to humans and kitties. The crew and I can't wait to meet you! (Or if you prefer the whole crew won't meet you :)). Dani is currently home full time. At this time Dani is home for almost the entire day, with occasional errands. You can request our schedule for any amount of time to confirm your loved one will be cared for properly and on time. We deep clean all items used after a pet stays, so that they are ready for the next pet to stay. We have extra blankets, beds, crates, bowls, and more. We keep our fishtanks neat and clean, as well as my home. My dogs are extremely friendly even with cats. My backyard is fenced in with access through a back door. When it's nice out we play outside with the dogs where they have access to a kiddie pool to play in the water. I have started to add more outdoor play equipment/toys.

Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per day
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Grafton, WI, 53024

About: Ever since I was little I've always loved dogs! Growing up there were always dogs around and it was so much fun. Fast forward-I am a stay at home mom but was previously a nanny and some of the families had 1 or 2 dogs that I loved playing with, taking on walks, and snuggling. I would stay for 1-2 weeks throughout the year at their house watching their dogs while they were on vacation. From playing fetch, back scratches to belly rubs, breakfast and dinner, and all of the in betweens you'll know your dog(s) is/are in great hands! It's always so much fun walking in the door and having a dog greet you being so happy that you are there! I've done many overnight dogsitting nights as well as popping in once/twice during the day to let them go potty. I do have small children at home so family/child friendly dogs only please :) I stay home with my kids so the day is flexible for potty breaks, drop ins, walks, etc. There are some days where we may be gone for a few hours on an outing. I provide care in my home. Lots of snuggles, play time, and walks (weather dependent). I take care of your pet(s) as if they were my own.

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The median cost per day for doggy day care in Cheeseville is $34

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Sitters in Cheeseville 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 Cheeseville on Rover as of Jun 2026 was about $34 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 Cheeseville 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, 188 sitters provided doggy day care in Cheeseville. 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, 86% of Cheeseville sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Cheeseville have an average of 25 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 Cheeseville.

Cheeseville 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 Cheeseville 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 188 sitters offering doggy day care in Cheeseville on Rover, so you’re sure to find the perfect match for your dog! In Cheeseville, 75% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.