Doggy Day Care in Highwood Estates, Milwaukee

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

Search

More resources

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving doggy day care in your neighborhood

Search Results

Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check

1. Maria & Nayibe B.

Star Sitter
The Best Vacation for your Dogs!
Brookfield, WI, 53005
5.8 mi. away
Boarding, Doggy Day Care
from
$35
per day care
5.0 out of 5 stars
41 reviews
13 repeat clients
Profile image

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 ! :-)

Availability updated today
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check
Sitter Profile Image: Kristine K.
Verified Enhanced Background Check

2. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
4.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day care
5.0 out of 5 stars
47 reviews
17 repeat clients
Profile image

Kristy watched our dog, Beau for several doggy day care visits. She accommodated our early drop offs, and was great at communicating with us through the app. We felt comfortable leaving our dog with her as she had a calm personality and her house was dog-friendly. We're happy Beau had Cooper for company!

Availability updated yesterday
Sitter Profile Image: Kathy & Brad K.
Verified Enhanced Background Check
Sitter Profile Image: Kathy & Brad K.
Verified Enhanced Background Check

3. Kathy & Brad K.

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
2.1 mi. away
Boarding, Doggy Day Care
from
$35
per day care
5.0 out of 5 stars
47 reviews
18 repeat clients
Profile image

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.

Availability updated 4 days ago
Sitter Profile Image: Rachel H.
Verified Enhanced Background Check
Sitter Profile Image: Rachel H.
Verified Enhanced Background Check

4. Rachel H.

Rover 101
Star Sitter
Experienced CPDT Boarding your Pup
New Berlin, WI, 53146
4.6 mi. away
Boarding, Doggy Day Care
from
$35
per day care
5.0 out of 5 stars
35 reviews
7 repeat clients
Profile image

Rachel was so great! Obi was only with her for the day but we were very happy with everything from communication and the photos/updates to the care she provides. She has a great space for the dogs and is very knowledgable. We really appreciate her tips and feedback and would definitely use her again!

Availability updated yesterday
Sitter Profile Image: Daniel & Holly L.
Verified Background Check
Sitter Profile Image: Daniel & Holly L.
Verified Background Check

5. Daniel & Holly L.

Rover 101
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
1.8 mi. away
Boarding, Doggy Day Care
from
$30
per day care
5.0 out of 5 stars
415 reviews
178 repeat clients
Profile image

100% wonderful people with a fun house with lots of furry friends for my dog to play with! They were very loving and careful with my puupy. Would def use them again!

Availability updated today
Sitter Profile Image: Louise P.
Verified Enhanced Background Check
Sitter Profile Image: Louise P.
Verified Enhanced Background Check

6. Louise P.

I will love your pet like my own!!
West Allis, WI, 53227
1.4 mi. away
Boarding, Doggy Day Care
from
$50
per day care
5.0 out of 5 stars
12 reviews
6 repeat clients
Profile image

Our dog had an awesome day with Louise! She was great with little Stuart and so easy to work with for us. She accommodated a long day with our schedules and is so kind. She gave our dog personal care and very loving for our needy little puppy. We plan to book with Louise again, can’t recommend her enough!

Availability updated 13 days ago
Sitter Profile Image: Shannon A.
Verified Enhanced Background Check
Sitter Profile Image: Shannon A.
Verified Enhanced Background Check

7. Shannon A.

Work from home dog lover.
West Allis, WI, 53214
3.4 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$27
per day care
5.0 out of 5 stars
105 reviews
41 repeat clients
Profile image

My dog had a great time at Shannon's playing with her dog and her other daycare pups. Shannon was kind, caring and she responded quickly to messages. I wouldn't hesitate to have my dog spend time with her again.

Availability updated 4 days ago
Sitter Profile Image: Kari M.
Verified Background Check
Sitter Profile Image: Kari M.
Verified Background Check

8. Kari M.

Rover 101
Best Friend Boarding
New Berlin, WI, 53227
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per day care
5.0 out of 5 stars
167 reviews
84 repeat clients
Profile image

Kari was AMAZING with Toasty. I was very concerned about leaving him with someone while I was attending a wedding. I am so glad I found Kari! Toasty is 3lbs and has bad seperation anxiety, Kari has plenty of experience with tiny dogs and seperation anxiety and he did perfectly with her! He didn't even get over stimulated when I went to pick him up. I recommend her a thousand times over!

Availability updated 6 days ago
Sitter Profile Image: Eric P.
Verified Background Check
Sitter Profile Image: Eric P.
Verified Background Check

9. Eric P.

Experienced dog owner and sitter
Hales Corners, WI, 53130
3.7 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per day care
5.0 out of 5 stars
113 reviews
48 repeat clients
Profile image

Very flexible and accommodating. When some unexpected challenges came up Eric helped me in not having to worry about my pup. Also answered me quickly when I sent a message and took her for walks as bad ooves on my baby. Thank you Eric

Availability updated 13 days ago
Sitter Profile Image: Amanda T.
Verified Enhanced Background Check
Sitter Profile Image: Amanda T.
Verified Enhanced Background Check

10. Amanda T.

Crazy Dog Mama and Proud
Wauwatosa, WI, 53213
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per day care
5.0 out of 5 stars
14 reviews
3 repeat clients
Profile image

Amanda was wonderful with my dog, Lenny. She is very communicative and responsive. Lenny had such a wonderful time at her place with her sweet dog and cat. Amanda also took him on a nice walk during the stay. She was also very patient and caring and clearly loves animals!

Availability updated today
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check

11. Nikki G.

Book our dog loving family!
Brookfield, WI, 53005
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per day care
5.0 out of 5 stars
17 reviews
3 repeat clients
Profile image

Molly came home tired from all the attention she got. Seemed to have a great day!

Availability updated 3 days ago
Sitter Profile Image: Jill F.
Verified Background Check
Sitter Profile Image: Jill F.
Verified Background Check

12. Jill F.

Star Sitter
Dog lover work from home
West Allis, WI, 53214
2.3 mi. away
Boarding, Doggy Day Care
from
$45
per day care
5.0 out of 5 stars
79 reviews
23 repeat clients
Profile image

Jill was able to accommodate our request rather last minute and was communicative throughout. She gave our senior dog a wonderful day of companionship; we know she was well cared for and left very happy.

Availability updated 6 days ago
Sitter Profile Image: Jacqueline S.
Verified Enhanced Background Check
Sitter Profile Image: Jacqueline S.
Verified Enhanced Background Check

13. Jacqueline S.

Fun, loving, and caring!
West Allis, WI, 53219
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per day care
1 review

She is the perfect pet sitter! She loves animals she’s owned pets before like dogs and cats. She is responsible and is caring and I know she will do her very best in anything that she does.

Availability updated 7 days ago
Sitter Profile Image: Holly J.
Verified Background Check
Sitter Profile Image: Holly J.
Verified Background Check

14. Holly J.

Lots of love here!-Home full time
West Allis, WI, 53219
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per day care
5.0 out of 5 stars
34 reviews
22 repeat clients
Profile image

Holly was very kind to Chester and got along good with the other small dogs . I am very happy with her Daycare. Holly was flexible when we had a last minute schedule change.

Availability updated 14 days ago
Sitter Profile Image: Athena C.
Verified Enhanced Background Check
Sitter Profile Image: Athena C.
Verified Enhanced Background Check

15. Athena C.

Young Professional Who Loves Pets
Greenfield, WI, 53221
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per day care
5.0 out of 5 stars
4 reviews

Athena is a very kind and loving caregiver. She took the time to love my dogs as if they were her own. She sent lots of pictures to make me feel at ease.

Availability updated 16 days ago
Sitter Profile Image: Valeria A.
Verified Background Check
Sitter Profile Image: Valeria A.
Verified Background Check

16. Valeria A.

Rover 101
Star Sitter
Your Pup’s Home Away from Home!
Greenfield, WI, 53221
3.0 mi. away
Boarding, Doggy Day Care
from
$30
per day care
5.0 out of 5 stars
55 reviews
25 repeat clients

Valeria is the best dog sitter in the greater Milwaukee area. She took amazing car of our dog while we went on vacation. She sent us pics and updates on how things were going every single day. I highly recommend Valeria for anyone in need of a pet sitter!

Availability updated 3 days ago
Sitter Profile Image: Natassha D.
Verified Enhanced Background Check
Sitter Profile Image: Natassha D.
Verified Enhanced Background Check

17. Natassha D.

Love them like my own
Johnson's Woods, Milwaukee, WI, 53214
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$33
per day care
5.0 out of 5 stars
3 reviews

Natassha is an incredible caregiver, she is kind, patient, gentle and understanding. I would highly recommend her for a safe and fun time with any dog.

Availability updated 36 days ago
Sitter Profile Image: Nathaniel D.
Verified Enhanced Background Check
Sitter Profile Image: Nathaniel D.
Verified Enhanced Background Check

18. Nathaniel D.

I love all the Animals!
West Allis, WI, 53219
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per day care
5.0 out of 5 stars
36 reviews
8 repeat clients
Profile image

Jax and Satch were in good hands. Thanks for taking care of them.

Availability updated today
Sitter Profile Image: Holly S.
Verified Background Check
Sitter Profile Image: Holly S.
Verified Background Check

19. Holly S.

I'd love to help care for your pet!
Highwood Estates, Milwaukee, WI, 53219
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per day care
5.0 out of 5 stars
6 reviews
1 repeat client
Profile image

She is amazing! Cared for him as if he was her own. It was also a completely last minute booking and she was okay with that. Extremely friendly. My dog adored her and my son, who is now asking to stay with her 😆 Thank you so much for the amazing last minute care ❤

Availability updated 21 days ago
Sitter Profile Image: Edie A.
Verified Background Check
Sitter Profile Image: Edie A.
Verified Background Check

20. Edie A.

Fluff lover
Alcott Park, Milwaukee, WI, 53228
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per day care
5.0 out of 5 stars
9 reviews
6 repeat clients
Profile image

Edie and Benny are awesome. So happy to have found them. Just starting and they took very good care of our Nala.

Availability updated 20 days ago

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!

Why Choose Rover?

  • Cashless payments

    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.

Doggy Day Care FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Find loving doggy day care near you.
Add dates for the most accurate results
Search now