Dog Boarding in Hillside, 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: Hannah R.
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Sitter Profile Image: Hannah R.
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1. Hannah R.

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
19 repeat clients
from
$35
per night

Hannah was great very flexible with drop off and pick up times, gave updates on how Nala was doing while I was out of town and Nala seemed very happy and content when I picked her up.

Sitter Profile Image: Nikki L.
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Sitter Profile Image: Nikki L.
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2. Nikki L.

Dog lover looking to help!
Lower East Side, Milwaukee, WI, 53202
1.6 mi. away
Boarding
5.0 out of 5 stars
8 reviews
from
$35
per night

Nikki did a wonderful job watching Habeeb on such short notice, and I really appreciated her flexibility!

Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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3. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
3.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 reviews
20 repeat clients
from
$48
per night

Kim did such a wonderful job caring for my pup, even when he was a bit hard to handle right away. She was communicative and transparent and worked hard to make sure that he was active, comfortable, and well-loved. I wouldn’t hesitate to recommend her services.

Sitter Profile Image: Gabby E.
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Sitter Profile Image: Gabby E.
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4. Gabby E.

Full-time Animal Lover
Riverwest, Milwaukee, WI, 53212
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
42 reviews
12 repeat clients
from
$40
per night

Gabby did an amazing job caring for our dog while we were away! Our dog is a loving but high-energy pup with some mild medical needs. Gabby gave her nice long walks to keep her active, was on top of her meals and medications, and overall gave her a loving, fun place to stay. We hope our dog can stay with Gabby again the next time we need dog care!

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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5. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
4.1 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

Rhonda did a great job watching Lucy over night. When I came to pick Lucy up, she was very happy and contented. I would definitely have Lucy stay with Rhonda in the future.

Sitter Profile Image: Gabriel M.
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Sitter Profile Image: Gabriel M.
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6. Gabriel M.

Star Sitter
5 star treatment for your pet
Riverwest, Milwaukee, WI, 53212
1.9 mi. away
Boarding
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$45
per night

Gabriel did such a nice job keeping my 12 week old puppy overnight. His dog Mel and my puppy got along great. I will definitely book Gabriel again. Thank you Gabriel and Mel!

Sitter Profile Image: Connor M.
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Sitter Profile Image: Connor M.
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7. Connor M.

Miss my own dog so now I’m here :)
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
Boarding
5.0 out of 5 stars
3 reviews
from
$35
per night

I don’t have the world’s easiest dog and Connor was great w her.

Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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8. Anna L.

Seeking furry friends!
Historic Third Ward, Milwaukee, WI, 53202
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$40
per night

Anna is amazing with pets. She grew up with a dog and always loved walking her and playing with her daily. She has puppy sat for me multiple times and is so patient and kind with my dog. Anna is so trustworthy, loyal, and will treat your pets with the upmost respect. I could not recommend her more!

Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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9. Blythe R.

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

Blythe is wonderful! She took great care of my dog. Very good communication and I appreciate her flexibility. Definitely will book with her again!

Sitter Profile Image: Dominic S.
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Sitter Profile Image: Dominic S.
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10. Dominic S.

Dog walker/Home Visits
Lower East Side, Milwaukee, WI, 53202
1.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$38
per night

About: I have two dogs both around 2 years old and have had them since they were puppies. I love dogs and would love to help and others and be able to meet some more puppies! I work from home, but I am free anytime before 9 am, 11:30-12, and anytime after 5pm. If live close by, I could make a quick stop by during the work day as well. Along with treating your dog as one of my own, I can also bring over my maltipoo who has tons of energy and loves to play with other dogs.

Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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11. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
13 repeat clients
from
$45
per night

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: Cade & Jillian F.
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Sitter Profile Image: Cade & Jillian F.
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12. Cade & Jillian F.

My girlfriend and I love dogs!
Kilbourn Town, Milwaukee, WI, 53203
0.5 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
from
$50
per night

Cade has been a part of our Family for the past year and a half. He is a kind, loving and gentle young man. Growing up on a farm gave Cade the opportunity to be around animals his whole life. I see Cades compassion with my 2 dogs every time he comes to our house. I would hire Cade to walk my dog and take care of them at any time.

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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13. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
6.4 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$45
per night

Cindy was a fantastic sitter and my dog Winnie was so much less stressed compared upon coming home compared to staying at a kennel/boarding place. Cindy sent frequent updates and photos as to how our dog was doing. I was injured on this snowboarding trip and needed to modify our reservation for an extra day and Cindy was truly understanding and helped accommodate for us. We will definitely use her in the future!

Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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14. Alberto V.

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

Highly recommend! Alberto and Chance were both super friendly and kept me updated throughout my trip! Definitely made me feel secure and safe about leaving my pup throughout the weekend:-)

Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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15. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
4.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$28
per night

Rosie was so relaxed and happy when I picked her up. I know she was in very good hands. Communication with Ryan was fantastic. I was very grateful for the pictures and up dates on my pup.

Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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16. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
3.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$32
per night

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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17. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$45
per night

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

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
8.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
41 reviews
18 repeat clients
from
$40
per night

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!

Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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19. Yolanda W.

Star Sitter
I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
8.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
30 reviews
11 repeat clients
from
$40
per night

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!

Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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20. Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
4.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
383 reviews
161 repeat clients
from
$36
per night

Buddy is treated like a king when he is being watched by Holly and Daniel. Our dog becomes a family member when he visit's them and you couldn't ask for more when you have someone take care of your pet. Thanks for all you do.

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Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Hillside:

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 1089 owners have reviewed sitters in Hillside, 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.

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 Hillside 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 Hillside, 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.

Boarding