Dog Boarding in Jackson Park, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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1. Kathy & Brad K.

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
3.7 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: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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2. Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
1.2 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.

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

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

Karen and Toy were great. Our dog seemed to have a great time and came home happy and tuckered out. She kept us updated and feeling comfortable.

Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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4. Brooke K.

Star Sitter
Loving your precious babies
West Allis, WI, 53227
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
55 reviews
23 repeat clients
from
$38
per night

This was the first time we left our 2 year old fur baby with someone other than family and Brooke made this us feel very comfortable as we were a little nervous and Brooke was very understanding about it. She sent pictures and provided updates which we appreciated so very much. We will definitely use Brooke again!

Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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5. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
3.7 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: Mindy W.
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Sitter Profile Image: Mindy W.
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6. Mindy W.

Rover 101
A paw-fect home away from home...
West View, Milwaukee, WI, 53227
3.4 mi. away
Boarding
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$43
per night

Mindy was fantastic with our fur baby, we felt extremely comfortable leaving Star with her and it was clear Star had a great time! Tons of cuddles, walks and playing + we were sent some great photos that put our mind at ease while traveling.

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

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$50
per night

April & Brad are amazing, they took amazing care of Charlie for our volleyball tournament weekend!! She send me pictures and videos how he was doing And for me that was great since was the first time we left him in a new place with out us. Thank so much!

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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8. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I never like to leave a review the first time my dogs go to a new sitter’s house, since they can’t tell me how it went and I have no real way of knowing. I can say for sure now, though, that Bailey and Walter LOVE going to Katherine’s house! Both times we’ve brought them back, they have gotten SUPER excited when we pull up to her house (like dog park excited). I can tell that they love her and her dog by the way they run up with doggie smiles and wagging tails to say hello. They also seem really comfortable in her fenced- in yard, so I know they’ve spent happy times there. Highly recommend!

Sitter Profile Image: Nathaniel D.
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Sitter Profile Image: Nathaniel D.
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9. Nathaniel D.

I love all the Animals!
West Allis, WI, 53219
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$40
per night

Amazing dog sitters!!!! Left my baby with them for two weeks and they were great at updating me and sending pics. Very accommodating for schedules and took phenomenal care of my dog. Thanks again, Nathaniel and Sierra! (:

Sitter Profile Image: Jill F.
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Sitter Profile Image: Jill F.
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10. Jill F.

Star Sitter
Dog lover work from home
West Allis, WI, 53214
1.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
68 reviews
20 repeat clients
from
$55
per night

My dog loved Jill! I was nervous because he sometimes doesn’t do well with strangers sometimes but meeting her he immediately warmed up and loved her. He definitely wanted to stay when I came back to pick her up. Jill was amazing! I definitely will book her again.

Sitter Profile Image: Valeria A.
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Sitter Profile Image: Valeria A.
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11. 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
50 reviews
23 repeat clients
from
$40
per night

Jack couldn't have been happier during the week we were gone, except if he had been home with us. He got along great with Valeria and her pups, was well fed, and got plenty of exercise and attention. Would recommend highly to anyone whose dogs needing boarding will get along with dogs already in the home, not least because Valeria and her husband were extremely pleasant to deal with. Using her service again in the near future for a business trip with no qualms whatsoever.

Sitter Profile Image: Stacey M.
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Sitter Profile Image: Stacey M.
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12. Stacey M.

Genuine pet lover
Fairview, Milwaukee, WI, 53219
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
6 reviews
from
$25
per night

Stacey and her family did a great job taking care of Buddy for a week. He seemed happy and fit in well with the family pets. I would love for Stacey to take care of Buddy again.

Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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13. Alberto V.

Rover 101
Welcome to our home 🤍🏡
Historic Mitchell Street, Milwaukee, WI, 53204
2.4 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: Amy K.
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Sitter Profile Image: Amy K.
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14. Amy K.

Honored w/the Opportunity to Help
Cudahy, WI, 53110
6.8 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 kids are amazing! When I drop Bella off she is in great hands and they will send updates while we are away. They treat Bella like their own. I would highly recommend Amy for your pet needs :)

Sitter Profile Image: Marilyn S.
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Sitter Profile Image: Marilyn S.
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15. Marilyn S.

Fur Mama
Southgate, Milwaukee, WI, 53215
1.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
26 reviews
6 repeat clients
from
$30
per night

Marilyn took great care of our pup! She sent pictures and updates so we knew he was happy. I would highly recommend Marilyn and will definitely use her services in the future!

Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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16. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
117 reviews
39 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: Christine H.
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Sitter Profile Image: Christine H.
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17. Christine H.

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

Christine was an excellent dog sitter for our two hound dogs! She sent us lots of videos and pictures of our pups while we were away and she has tons of experience with all types of dogs. Her home is the prefect set-up and my pups loved playing in her fenced in back yard. They got along great with her own dogs as well! We will definitely be reaching out to Christine for hosting our pups in the future!

Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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18. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
2.9 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: Kellymarie P.
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Sitter Profile Image: Kellymarie P.
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19. Kellymarie P.

Former veterinary assistant
Layton Park, Milwaukee, WI, 53215
1.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$35
per night

Roxie has so much fun with Kelly and her pups! She always comes home so happy and tired! Thank you for always taking such good care of her.

Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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20. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
3.9 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.

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Dog owners in Jackson Park, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Jackson Park.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Jackson Park dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Jackson Park, Milwaukee, WI who can provide the care your dog needs, when they need it.

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