Dog Boarding in Dineen 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: Cindy T.
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Sitter Profile Image: Cindy T.
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1. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
342 repeat clients
from
$45
per night
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Very sweet and accommodating to my older pup. Cindy was great with her special diet and I loved the updates. Would definitely use Cindy again.

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Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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2. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
0.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$32
per night
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Elizabeth provided 4 days of boarding for our dog. We were able to book her with short notice. Although my dog was nervous around children, she was able to help my dog get used to them. She is responsive and very accommodating. Our return flight was late and she was able to adjust our pickup time without any issues. Would highly recommend for boarding your dog.

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Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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3. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$30
per night
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We had the pleasure of having Kiki watch over our beloved Kody during Thanksgiving break, and we couldn’t be more impressed and her for the exceptional care she provided. Kiki’s genuine love for animals shines through in every interaction with Kody. Her attention to detail, reliability, and warmth created an environment where Kody not only felt comfortable and safe but genuinely happy. Kiki went above and beyond ensuring we had photos his ever loving personality during his time with her.🐾 We are incredibly thankful for Kiki’s outstanding service and wholeheartedly recommend her to anyone seeking a reliable and caring pet sitter.

Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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4. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
138 reviews
88 repeat clients
from
$35
per night
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I am so glad I found MJ. He is a wonderful sitter, he takes his role on here very seriously. He took Anna to the park to play, there was snuggle time and Anna was a very happy girl when I saw her again. I would use and recommend MJ.

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Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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5. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$35
per night
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Lizzie was very accommodating and took awesome care of my pup! They went to dog parks, had lots of outside play time and we received several updates with photos and video. Definitely recommend :)

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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6. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 reviews
21 repeat clients
from
$48
per night
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Poppy and Dudley had a great time at Kim’s house. Kim was so welcoming and reassuring. Updates and pictures made it a seamless and worry free experience. We will be back in just a few short weeks.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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7. Hannah R.

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
4.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
92 reviews
20 repeat clients
from
$35
per night
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Seriously an amazing dog sitter! Hannah watched our super energetic puppy Cosmo while we were out of town. We received picture and message updates which helped ease our minds. Not many people are able to handle his crazy energy but Hannah was awesome. Definitely recommend!

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Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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8. Krystal D.

Pawsitively Reliable Dog Sitter!
Enderis Park, Milwaukee, WI, 53210
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$27
per night
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Coco enjoyed her stay with Kraystal and her pups. Great communication, sent updates and pictures, and even washed her bedding. We would book again.

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Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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9. Yolanda W.

Star Sitter
I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
5.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$40
per night
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Yolanda was amazing to work with! She is a consummate professional and did everything she could to make sure my wife and I felt comfortable with our pup being in her care. We know our pup is in great hands with Yolanda!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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10. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
5.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$30
per night
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Rhonda is Awesome and we totally recommend her!!! We are very picky as to who watches Raja and we couldn’t have found a better person. Rhonda responds in a quick and fast to any texts we had regarding Raja and boarding. After we did our first meet and greet, we knew Rhonda would be a reliable person. Due to some eating restrictions for our dog Raja, Rhonda went above and beyond to accommodate, even taking him food shopping lol. It’s hard to leave your fur babies with a stranger, but Rhonda made us feel at ease. She sent many updates and pictures for the duration of Raja’s stay with her. We 1000% recommend Rhonda to anyone looking for a reliable dog sitter.

Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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11. April & Brad R.

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$50
per night
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April and Brad were excellent dog sitters - besides daily photos, they even sent us a video! Upon learning that we were staying at a hotel near his work, Brad also delivered Shayna to us, saving us a trip to their house. I would definitely recommend them highly and will use them again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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12. Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
5.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
384 reviews
164 repeat clients
from
$36
per night
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We just left our dog with Daniel and his wife over the weekend. It was our first time using rover and the process could not have been better. Both Daniel and his wife were amazing and our pup was exhausted and happy when he got picked up. We got wonderful pictures and updates as requested. I would highly recommend them.

Sitter Profile Image: Crystal H.
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Sitter Profile Image: Crystal H.
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13. Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
0.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
38 reviews
9 repeat clients
from
$45
per night
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Crystal was AMAZING! She cared our dog Niko for a weekend while we went out if town and he was well taken care of and loved. Crystal was excellent at communicating and would send us text updates and pictures of our furbaby which we loved! We will definitely leave our dog with her again!

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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14. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$45
per night
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Our first time using Rover. Maggie was perfect for our toy poodle. We were so concerned about leaving our dog with a stranger. Rusty bonded with Maggie immediately. He came back to us happy and healthy. Maggie is very quick to respond to any request or concern u may have.

Sitter Profile Image: KC M.
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Sitter Profile Image: KC M.
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15. KC M.

Star Sitter
Home full time w/large fenced yard!
Wauwatosa, WI, 53225
2.6 mi. away
Boarding
5.0 out of 5 stars
56 reviews
42 repeat clients
from
$55
per night
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She provided really great service and care for Bailey while we were away on our vacation. Would highly recommend and definitely rebook her again.

Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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16. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
13 repeat clients
from
$45
per night
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Kristine was amazing! Super flexible, sent pictures every day and even celebrated our dog Theo's birthday while we were away. Highly recommend and will be a returning customer!

Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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17. Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
3 repeat clients
from
$35
per night
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Lou was wonderful with our dogs, which are sometimes not easy to take on walks. She was very flexible and accommodating with drop off and pick up times. Our dogs came back to us healthy, happy, and clean, with all of their things packed up for us and accounted for. More importantly though, our dogs really took to Lou and her kind welcoming personality, and they left unstressed and in great spirits. We will definitely be trusting our girls with Lou again in the future.

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Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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18. Daniel R.

Rover 101
Star Sitter
Newly Fenced in Yard!
Menomonee River Hills, Milwaukee, WI, 53223
4.0 mi. away
Boarding
5.0 out of 5 stars
25 reviews
8 repeat clients
from
$45
per night
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Daniel was super communicative and tentative to my dog Link. Link has strong separation anxiety and Daniel gave him the attention and exercise he needed to be comfortable while I was away. This was my first time using Rover and leaving Link with a sitter, and Daniel made the process very easy and reassuring!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leah C.
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Sitter Profile Image: Leah C.
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19. Leah C.

Animal Loving Teacher
Kops Park, Milwaukee, WI, 53222
1.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$30
per night
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We recently moved to the area and this was our first time leaving our dog for a weekend away. Leah was so sweet and very responsive. She sent pictures and updates daily which allowed us to enjoy our time away knowing that our pooch was in good hands. I highly recommend Leah and would use her again!!!

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

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
9.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
41 reviews
18 repeat clients
from
$40
per night
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Winnie was well cared for. Kathy and Brad sent quite a few pictures, and Winnie was very relaxed and comfortable. I would take her there anytime!

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Dog lovers in Dineen Park, Milwaukee, WI love dog sitters on Rover.com. Over 1089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Dineen Park dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Dineen Park, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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