Dog Boarding in Holler Park, Milwaukee

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

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House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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1. Elba M.

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

Kody is absolutely over the moon with JOY whenever he hears her name. It’s a sight to behold- the moment he hears it, he’s jumpy for JOY and wagging his tail like there’s no tomorrow. Her love and compassion for him are truly remarkable, and it’s evident in his every excited reaction. She is such an incredible sitter and makes Kody feel right at home!!

Sitter Profile Image: Amy K.
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Sitter Profile Image: Amy K.
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2. Amy K.

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

Amy and her family are amazing! I was gone for about a week and my pups were well cared for. They made it very easy to not worry about them while I was gone. She sent pictures and updates throughout my trip and asked questions when she needed clarification. I was able to enjoy my trip with not a worry about how they were doing. Will definitely use Amy for future trips!

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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3. Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
141 reviews
63 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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4. Kathy & Brad K.

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

Thank you Kathy for taking care of Oreo, the experience was great. Your daily pictures were special and your care gave us peace during our vacation

Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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5. Erin M.

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

Our golden retriever very much enjoyed his stay with Erin and her dogs! He was well looked after with many walks and playing around her backyard. Erin was very attentive and provided frequent updates and pictures! We will be using her again in future for our next trip!

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Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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6. Karen & Toy

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

They were so flexible and accommodating to my indecisive times for drop off and pickup. I truly appreciated the flexibility and my dog had a blast. She was so excited when we pulled up and she absolutely loved Karen and her younger son. We have already booked our next stay. Highly recommend!!

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Sitter Profile Image: Debbie L.
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Sitter Profile Image: Debbie L.
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7. Debbie L.

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

I'm a first-time user of Rover and am very glad I did. Now I'm not only a big fan, but plan on being a repeat customer of Rover and Debbie L. She was everything one could hope for in a dog-sitter. We met for a "meet and greet" so she could get to know Jules before taking her in. We discussed how I train Jules, her habits and idiosyncracies, her health and medications - essentially everything I believe a caregiver should want to know. While I was gone, she sent daily pictures of Jules enjoying herself. To be candid, I think Jules was hesitant to return to me. Debbie L was awesome!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Joe S.
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Sitter Profile Image: Joe S.
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8. Joe S.

Loving, stay at home, Dog dad!
Tippecanoe, Milwaukee, WI, 53207
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
12 reviews
1 repeat client
from
$40
per night

Best care my dog could possibly have , they took really good care of my teddy , and always kept me updated with pictures. I would definitely take him back . THANK YOU

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Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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9. Amanda D.

Experienced pet owner
South Milwaukee, WI, 53172
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
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!!

Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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10. Nicole D.

Your dog will be loved!
Milwaukee, WI, 53221
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$40
per night

I was super nervous about leaving him as it was his first time away from our family. But Nicole sent pictures and videos and provided updates. Chase didn’t miss out on cuddles or love because Nicole and her family gave him plenty of it. Thanks Nicole!

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Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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11. Kristi B.

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

Kristi did a great job, our two small dogs were happy when we picked them up and we could tell they were not stressed when we were gone. She snuggles with them on the couch and lets them sleep on the bed. They got along great with her dog. They even got homemade healthy treats. She let us come for a visit before their stay so it would not be a strange place for them to go. She is also 10 minutes from the airport. Will defiantly use Kristi again.

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Sitter Profile Image: Mary H.
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Sitter Profile Image: Mary H.
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12. 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
7 reviews
1 repeat client
from
$50
per night

We had a wonderful experience with Mary and would highly recommend her!! She boarded our dog in her home for nine nights. She was extremely responsive and flexible, and sent lots of pictures with our dog playing and going on walks to his favorite places. We could tell how much she enjoys animals. Thank you for taking such good care of Auggie! 😀

Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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13. Brooke K.

Loving your precious babies
West Allis, WI, 53227
7.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
50 reviews
20 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: Christine H.
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Sitter Profile Image: Christine H.
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14. Christine H.

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

Absolutely wonderful experience! She sent photos and updates often, even hand-fed her the first day or so while my baby got adjusted for the long stay. Would highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah K.
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Sitter Profile Image: Hannah K.
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15. Hannah K.

Rover 101
I will treat your dogs like my own!
Cudahy, WI, 53110
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
386 reviews
184 repeat clients
from
$60
per night

Hannah was the best when we dropped our Riley off My wife was so upset so I text her and she sent photos right away to reassure us she’s fine. Hannah sent photos and updates everyday. Our pup was having such a great time. I highly recommend Hannah I can’t thank her enough. Would definitely use her again.

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Sitter Profile Image: Emilia H.
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Sitter Profile Image: Emilia H.
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16. Emilia H.

Dog lover
Oak Creek, WI, 53154
3.4 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$30
per night

Emilia has tremendous care for animals. Growing up, she has always had a yellow Labrador, and eventually a pug of her own. Since losing both to old age, and starting a family of her own, it only makes sense that she would still want to help animals. I have two dogs of my own that I would trust her with if I ever needed. She is a smart, responsible individual and I highly recommend her for your dog care needs.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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17. Carina K.

Big or small we love them all🥰
Lincoln Village, Milwaukee, WI, 53215
3.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
75 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: Julia R.
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Sitter Profile Image: Julia R.
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18. Julia R.

I have experience for dogs
Cudahy, WI, 53110
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$37
per night

Julia was so great with my Buzz! She sent plenty of pictures and videos and kept me updated while I was away for the weekend. I will absolutely be requesting her services again and would recommend her to anyone! Thanks again!

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Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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19. Alberto V.

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

Alberto & Chance were so sweet and took great care of Kirby while I was away for an extended weekend! They sent updates and were very patient when my flight got delayed. Would definitely book them again!!

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Sitter Profile Image: Catherine C.
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Sitter Profile Image: Catherine C.
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20. Catherine C.

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

Catherine was excellent with Kulfi. She was able to take us last minute, but still took all the details of my pup’s feeding schedule, toys, spots he doesn’t like to be touched, his favorite activities, etc. She got to know how to care for him emotionally too. Plus, she sent many photos so we would know he’s doing okay. My dog also got along very well with her’s, looking up to him as a sort of big brother. 🥹 it was the sweetest. I am definitely rebooking in the future.

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Pet parents in Holler Park, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Holler Park dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Holler Park, Milwaukee, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Holler Park dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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