Doggy Day Care in Wind Lake

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 Wind Lake 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.

1 / 1
Sitter Profile Image: Ann L.
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Ann L.
from
$28
per day
5.0 out of 5 stars
171 reviews
25 repeat clients
40 years of experience
New Berlin, WI, 53151

Ann is absolutely phenomenal!! I love how much she loves my pup! The videos and pictures she sends makes my heart so happy to know that my pup is loved and safe!

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Laura & Travis V.
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.
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
365 reviews
111 repeat clients
20 years of experience
Brookfield, WI, 53005

My favorite pet sitters! Maria & Nayibe are so kind and truly foster a comfortable environment for the animals. My dog always has a great time and I trust them wholeheartedly with his care.

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INFJ W.
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
13 reviews
4 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: 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: Krysta M.
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Krysta M.
from
$40
per day
5.0 out of 5 stars
12 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: Kimberly F.
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Kimberly F.
Star Sitter
from
$30
per day
5.0 out of 5 stars
15 reviews
2 repeat clients
18 years of experience
West Allis, WI, 53227

Kim did an amazing job taking care of my dog. I cannot thank her enough for working with my unpredictable work schedule as well. Highly recommend.

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Lauren B.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
191 reviews
73 repeat clients
40 years of experience
Mount pleasant, WI, 53406

Sandy provided 2 weeks of excellent doggy daycare! Her communication and service was very professional.

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Karla F.
Sitter Profile Image: Karen K.
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Karen K.
from
$30
per day
5.0 out of 5 stars
124 reviews
45 repeat clients
30 years of experience
Burlington, WI, 53105

Our dog, Gibbs, loves going to daycare at Karen’s house! We can’t even mention the word ‘daycare’ unless we are heading out the door or he will be begging to get in the car.

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Lily P.
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: 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: Savannah S.
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Savannah S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 reviews
4 repeat clients
8 years of experience
New Berlin, WI, 53151

Savannah did a fantastic job with my puppy, Junie! She was patient with introducing Junie to her two dogs, and everyone ended up getting along well. They got to play at the dog park and Savannah even gave Junie a bath after! Looking forward to having Junie stay with her when I’m traveling.

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Shannon T.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$40
per day
5.0 out of 5 stars
123 reviews
41 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: Elba M.
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Elba M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
182 reviews
66 repeat clients
6 years of experience
Cudahy, WI, 53110

Elba was amazing with my little 9 mo. old anxious dog. It was her first time in doggy daycare and Elba was up for the challenge. She had very useful observations and connected well with my little girl, making her feel much more comfortable. We had a great experience!

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Laurie S.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$38
per day
5.0 out of 5 stars
15 reviews
2 repeat clients
20 years of experience
White Manor, Milwaukee, WI, 53219

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: Hannah D.
Verified Enhanced Background Check
Hannah D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
74 reviews
19 repeat clients
26 years of experience
Racine, WI, 53402

Gracie had a great time with Hannah and her family. Hannah had excellent communication and treated Gracie wonderfully. Her backyard is a dog’s dream. Hannah provided many pictures, which eased my mind. Would definitely recommend Hannah.

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Jenny S.
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 was such an incredible help and so caring and loving towards Ruby! I appreciate her flexibility with her schedule and that she was with Ruby the whole time playing and cuddling with her :)

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Katie A.
Sitter Profile Image: Sue S.
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Sue S.
from
$27
per day
5.0 out of 5 stars
15 reviews
5 repeat clients
4 years of experience
Muskego, WI, 53150

We love working with Sue and for our dog Stuart it feels like a second home! Sue always gives great updates and photos, and does a great job keeping our active puppy busy.

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Maura B.
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: Nate W.
Verified Background Check
Nate W.
from
$30
per day
5.0 out of 5 stars
23 reviews
13 repeat clients
18 years of experience
Big Bend, WI, 53103

Our puppy Maverick had a great time playing with Nate's puppy! Nate was very communicative while setting up the reservation and was very flexible with drop off and pick up times which allowed us to pick up Maverick late after enjoying the state fair. Maverick was well cared for and was very tired when we returned home! Thank you!

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Sheila H.
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The median cost per day for doggy day care in Wind Lake is $35

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Sitters in Wind Lake 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 Wind Lake on Rover as of May 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 Wind Lake 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 May 2026, 539 sitters provided doggy day care in Wind Lake. 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 Wind Lake sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Wind Lake have an average of 21 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 Wind Lake.

Wind Lake 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 Wind Lake 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 539 sitters offering doggy day care in Wind Lake on Rover, so you’re sure to find the perfect match for your dog! In Wind Lake, 85% 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.