Dog Boarding in Wilson Park, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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1. Karen & Toy

Rover 101
Ready to play and cuddle
Alverno, Greenfield, WI, 53220
1.7 mi. away
Boarding
5.0 out of 5 stars
79 reviews
40 repeat clients
from
$35
per night

If I could give Karen and her family six stars, I would! First they indulged me with a ~60 minute meet and greet before I committed to book. This was essential for me to feel comfortable leaving my baby with them. Then we had to change the drop off day, and they were super accommodating and flexible with that. During the stay I received a picture or two a day of our puppy having fun, which continued to put my mind at ease. And the family stayed up late so we could pick up our pup on the way home from the airport on a Sunday night. Our dog came back happy and healthy, and he will definitely be staying with Karen when we have to travel in the future!

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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2. Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
137 reviews
61 repeat clients
from
$45
per night

Blythe was so wonderful with my pup! She sent pictures often and kept me up to date with how she was doing. She played with Gemma, took her to the lake, walked her often, and really showed so much love and care. We will continue to use her moving forward! Highly recommend!

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Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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3. Kathy & Brad K.

Your Dog's Home Away from Home
Greendale, WI, 53129
4.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
38 reviews
15 repeat clients
from
$40
per night

Kathy and her husband were great with my puppy! They provided plenty of updates through out her stay and showed a high level of professionalism. I will defenitley be using Kathy again in the future!

Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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4. Erin M.

Young or Old, All Dogs are Welcome
Town Of Lake, Milwaukee, WI, 53207
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
119 reviews
33 repeat clients
from
$45
per night

Erin was amazing! She sent regular status updates and pictures and was so caring towards my puppy! I would highly recommend Erin and I will be using her for boarding services again :)

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Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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5. Carina K.

Big or small we love them all🥰
Lincoln Village, Milwaukee, WI, 53215
2.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
69 reviews
21 repeat clients
from
$45
per night

Carina did an awesome job watching my dog Bluto. She was very accommodating and gave lots of updates. She has a nice yard for pups to run around and a lovely daughter that enjoys playing with dogs. I would recommend her for any of your pup sitting needs.

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Sitter Profile Image: Amy K.
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Sitter Profile Image: Amy K.
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6. Amy K.

Honored w/the Opportunity to Help
Cudahy, WI, 53110
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
64 reviews
26 repeat clients
from
$35
per night

Amy and family took great care of our dogs for a week. She sent photo updates and it seems our dogs made them selves right at home there. We truly appreciate having someone who loves our dogs like we do!

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Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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7. Alberto V.

Rover 101
Welcome to our home 🤍🏡
Historic Mitchell Street, Milwaukee, WI, 53204
2.8 mi. away
Boarding
5.0 out of 5 stars
25 reviews
8 repeat clients
from
$33
per night

Couldn't have asked for better sitters. I was so nervous to leave my doggy especially for 9 days and I am beyond greatful for Alberto and Chance and will absolutely book them every chance I can.

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Sitter Profile Image: Catherine C.
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Sitter Profile Image: Catherine C.
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8. Catherine C.

Safe. Fun. Pet Lover!
Franklin, WI, 53132
4.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
6 reviews
from
$35
per night

Catherine was so excellent! I got more than daily pictures of my babies! My senior has a pill schedule and it was very obviously followed. Catherine celebrated my old man’s birthday and sent us a singing video with him! She took them on at least daily walks and gave us updates without us having to ask. 10/10 will definitely be using her again! She’s been my best experience with rover to date.

Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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9. Brooke K.

Loving your precious babies
West Allis, WI, 53227
5.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
43 reviews
18 repeat clients
from
$38
per night

Brooke was amazing with my sweet girl Tinsel! She sent updates and was quick to respond when I messaged her. We will definitely be making her and her family our regular dog sitters!

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Sitter Profile Image: Mary H.
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Sitter Profile Image: Mary H.
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10. Mary H.

Your pets home away from home ❤️
Fernwood, Milwaukee, WI, 53207
3.0 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
6 reviews
from
$50
per night

Mary was fantastic, and we're super appreciative of her help during the holidays. Mary sent daily photos, really showed love and affection for Winnie, and even kept her cat separated from the main living space during the stay. Would highly recommend her for boarding!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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11. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
102 reviews
32 repeat clients
from
$25
per night

Sarah and her family is so amazing. They took care of my pet with least notice and shown so much love towards my pet. I would definitely recommend her to any customers.

Sitter Profile Image: Jackie L.
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Sitter Profile Image: Jackie L.
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12. Jackie L.

Care for yours like they're mine
Greendale, WI, 53129
3.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$45
per night

Jackie and her family took outstanding care of Maggie. They gave her lots of attention and treated her like a special guest — lots of walks, lots of playtime and hair brushing which she loves. Especially sweet photo was sent with kids and Maggie cuddled on sleeping bags overnight. When it was time to leave Maggie was kissing everyone goodbye rather than rushing to the door - proof positive she enjoyed her visit! We are SO pleased with our first Rover experience with Jackie and family. Highly recommend!!

Sitter Profile Image: Courtney W.
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Sitter Profile Image: Courtney W.
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13. Courtney W.

Caring and skilled and loves pets!
Morgandale, Milwaukee, WI, 53221
1.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$40
per night

Courtney was an unbelievable sitter for Baxter while we were away. She kept us posted with updates and we were sure he was having almost as much fun as we were on vacation. She clearly knows pets and was on top of all his needs. I am sure he got excellent care based on everything demonstrated in our meet and greet and the updates. She was highly knowledgeable and the socialization did him a world of good. Thanks again Courtney and we hope to book with you again in the future.

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Sitter Profile Image: Debbie L.
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Sitter Profile Image: Debbie L.
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14. Debbie L.

Pampered pooch
Oak Creek, WI, 53154
3.7 mi. away
Boarding
5.0 out of 5 stars
32 reviews
11 repeat clients
from
$50
per night

Debbie always takes good care of my dog, she keeps me updated daily and treats my dog as her own. She goes above and beyond in caring for my dog which I truly appreciate. Always a good experience!

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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15. Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
122 reviews
47 repeat clients
from
$45
per night

Elba took great care of our rescue dog!!! She is clearly very experienced. Her own dogs are very sweet and kept our puppy entertained throughout the visit. Her fenced in yard is great (especially in the winter months for small dogs). I got several cute pictures and videos that showed he had a great time!

Confirmed availability: Easter Weekend
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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16. Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
3.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
379 reviews
160 repeat clients
from
$38
per night

My dog Hachi has stayed with Dan for 2 consecutive weekends. We get good updates and have peace of mind that my baby is safe with him. He had an injury the second time we gave him and Dan made sure to keep checking on him as well as giving me updates to make me feel a little more relaxed about Hachi's well being during my vacation. Thank you!

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Sitter Profile Image: Valeria A.
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Sitter Profile Image: Valeria A.
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17. Valeria A.

Rover 101
Love is a Four Legged Word <3
Greenfield, WI, 53221
1.2 mi. away
Boarding
5.0 out of 5 stars
49 reviews
22 repeat clients
from
$35
per night

Valeria was super nice and loves dogs! Their house and yard are dog-friendly and a really nice size. Buddy enjoyed playing with their 2 dogs and was exhausted when he got home. I really appreciated the regular updates and photos.

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Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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18. Kristi B.

Seniors welcome!
Franklin, WI, 53221
3.2 mi. away
Boarding
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$30
per night

We had Kristi watch our dog, Roxie, for a few days. It takes Roxie some time to warm up to new places and people. When Roxie wasn’t eating much, Kristi gave her some extra treats and tried some other foods to get her to eat a bit more, which I appreciated. We will use Kristi again!

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Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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19. Amanda D.

Experienced pet owner
South Milwaukee, WI, 53172
5.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$35
per night

Amanda was amazing! She sent me photos of my dog so I could feel comfortable while I was out of town. My dog had so much fun! I’ll definitely book Amanda the next time I need day care or pop ins for my dog!!

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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20. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
2.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
8 repeat clients
from
$50
per night

Christine is awesome! She is an animal lover and my dogs were in great hands! This was the first time I’ve had to leave my dogs with a non-family member. She sent me texts and photos to put me at ease. I highly recommend her!

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Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1089 owners have reviewed sitters in Wilson Park, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Wilson Park dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Wilson Park, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Wilson Park.

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