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
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Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !

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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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
384 reviews
164 repeat clients
from
$36
per night
Profile image

Dan is AMAZING. My pup feels so at home and just gets so excited as soon as we approach Dan's home. He is most definitely loved while he is there and taken care of above and beyond. My dog in particular has an enormous amount of an energy and comes home ready for naps and cuddles. He is exercised and fed by the time I pick him up after work. I get total peace of mind leaving my fur baby with Dan and Holly!

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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
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Karen & Tony were amazing with Simba! They took care of him like he was part of their family! She kept me updated every day while I was away on our trip. She sent me pictures and got him an Easter basket with snacks! Definitely book them! Such a sweet family! I appreciate you for taking care of my sweet Simba!

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Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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4. 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
6 reviews
2 repeat clients
from
$43
per night
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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.

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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
64 repeat clients
from
$45
per night
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Blythe was an incredible sitter and went above and beyond caring for my nervous little guy! She even bought him a new toy and replenished his food when I didn’t provide enough for an extended stay! I was so nervous about leaving my dog for the first time and I was so glad I chose Blythe. She sent so many pictures and updated me frequently. Anyone in the area should consider her first!

Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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6. 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
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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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7. 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
123 reviews
41 repeat clients
from
$25
per night
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Highly recommend Sarah! She was easy to work with, responsive, and I can tell our fur babies had a wonderful time with their sitter for the weekend.

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Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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8. 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
32 reviews
10 repeat clients
from
$33
per night
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Alberto and Chance were great watching our furry son this weekend. We loved the updates and pictures they sent. Our dog was happy and in a playfully mood when we went to pick him up, it means he was very well taken care. Thank you Alberto and Chance!

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Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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9. 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
23 reviews
9 repeat clients
from
$50
per night
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April and Brad were fantastic! They were so easy to work with and so accommodating. They even helped with pick up and drop off! Can’t be more thankful for them. They also sent photos throughout my dog’s stay which I loved seeing. Would definitely recommend!

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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
21 repeat clients
from
$55
per night
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Jill was very kind with our dog Dundee. Dundee has some anxiety and is on meds - she was able to give him his meds and give him a comfy lap to lay on and cuddle time. She was very understanding and did keep in good communication with what was going on. She was very respectful of his needs and could tell she really is great with dogs, but especially dogs with anxiety. We will be using Jill again for any overnight sitter we need for Dundee.

Sitter Profile Image: Kellymarie P.
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Sitter Profile Image: Kellymarie P.
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11. 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
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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.

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Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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12. Rebecca S.

Loving family-based care
Town Of Lake, Milwaukee, WI, 53207
3.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$32
per night
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Rebecca was great! It was our dog’s first stay away from home and she had a ball (pun intended). Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Stacey M.
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Sitter Profile Image: Stacey M.
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13. 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
1 repeat client
from
$25
per night
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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.

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Sitter Profile Image: Nathaniel D.
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Sitter Profile Image: Nathaniel D.
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14. 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
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Amazing job as always, Jasper is always so excited to see his friends and they do such a great job caring for him and for Charlie, even as moody as she is. Thanks again!

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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15. 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
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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!

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Sitter Profile Image: Amy K.
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Sitter Profile Image: Amy K.
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16. 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
71 reviews
27 repeat clients
from
$35
per night
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Super happy with Amy watching our dog, Nova. She can get pretty anxious being in a new place but she settled in pretty quick with Amy! I wish we lived closer to have her watch Nova more often; Amy was very informative before the visit of tips and expectations, sent picture updates during the stay, very friendly and took great care of Nova!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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17. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
51 repeat clients
from
$45
per night
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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: Valeria A.
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Sitter Profile Image: Valeria A.
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18. 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
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We left our 1 year old Lab with Valeria and her husband for 9 days and her care was nothing short of amazing. She took the time to send us multiple pictures each day of our dog playing, eating, sleeping, and just hanging out. She was so accommodating and even drove Buster back over to our house when our plans changed last minute. We really trust and appreciate all of Valeria's love that she showed for Buster. She even sent him home with a little surprise treat and note. Thanks so much, Valeria!

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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19. 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
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We had a great experience working with Christine. Our puppy had so much fun playing with her dogs and she provided us with pictures and updates everyday to check in. She was very accommodating to having a puppy and had a great setup to take care of him. Definitely would rebook with her again!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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20. Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 reviews
9 repeat clients
from
$50
per night
Profile image

This was Lexie’s second stay with Kelle and it was awesome! Lexie was happy in every pic Kelle sent and I had complete peace of mind that she was very well taken care of while I was away. Kelle is the Best!

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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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