Dog Boarding in Wilson Park, Milwaukee

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Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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1. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
82 reviews
27 repeat clients
Profile image

Rebecca and her family made sure to make our dog feel right at home. We received 1-2 updates per day with multiple pictures. Would recommend to anyone looking for a sitter for their furbaby!

Availability updated yesterday
Sitter Profile Image: Joe S.
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Sitter Profile Image: Joe S.
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2. Joe S.

Star Sitter
Loving, stay at home, Dog dad!
Tippecanoe, Milwaukee, WI, 53207
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
64 reviews
28 repeat clients
Profile image

Joe and Lily were fantastic. They were kind, generous and very communicative. Our dogs were well-cared for and we could not recommend them highly enough to anyone looking for a sitter. Thanks you two!

Availability updated 4 days ago
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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3. Ashlee K.

Star Sitter
Pets are family 💕
Silver City, Milwaukee, WI, 53215
3.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
45 reviews
16 repeat clients
Profile image

Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️

Availability updated yesterday
Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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4. Kathy & Brad K.

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

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

Availability updated 10 days ago
Sitter Profile Image: Amy K.
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Sitter Profile Image: Amy K.
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5. Amy K.

Star Sitter
Honored w/the Opportunity to Help
Cudahy, WI, 53110
4.5 mi. away
Boarding, Doggy Day Care
from
$35
per night
5.0 out of 5 stars
85 reviews
29 repeat clients
Profile image

The peace of mind Amy provides anytime we need a sitter through Rover is worth every penny and more. She's quick to respond to messages and sends updates to keep you posted! I will always use Amy as long as she's available!

Availability updated 6 days ago
Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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6. Mindy W.

Rover 101
Star Sitter
A paw-fect home away from home...
West View, Milwaukee, WI, 53227
5.1 mi. away
Boarding
from
$43
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
Profile image

Mindy took amazing care of our dog, Milly. She sent picture updates, took Milly for walks, and gave her lots of pets. Milly can’t wait to come back and stay again!

Availability updated 2 days ago
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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7. Daniel & Holly L.

Rover 101
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
3.5 mi. away
Boarding, Doggy Day Care
from
$36
per night
5.0 out of 5 stars
422 reviews
179 repeat clients
Profile image

Dan and his family really loves dogs and understand how to take good care of your dog when you are away. I am booking my pooch's third stay with him!

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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8. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5.0 out of 5 stars
147 reviews
54 repeat clients
Profile image

Elba took care of Tyrion so well that I couldn’t ask for more. She sent pictures and gave updates during the stay. We would definitely reach out to her for our next trip.

Availability updated yesterday
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
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
157 reviews
65 repeat clients
Profile image

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!

Availability updated yesterday
Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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10. Karen & Toy

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

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.

Availability updated 4 days ago
Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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11. Christine H.

Star Sitter
Experienced Dog Foster
Greenfield, WI, 53221
2.1 mi. away
Boarding
from
$50
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
Profile image

Christine is awesome! She is an animal lover and my dogs were in great hands! This was the first time I’ve had to leave my dogs with a non-family member. She sent me texts and photos to put me at ease. I highly recommend her!

Availability updated 2 days ago
Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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12. Kristi B.

Star Sitter
Seniors welcome!
Franklin, WI, 53221
3.2 mi. away
Boarding
from
$40
per night
5.0 out of 5 stars
33 reviews
14 repeat clients
Profile image

Miko loved staying with kristi! She sent me the cutest videos and pictures of my little guy. And was so friendly and accommodating for my last minute booking! I would definitely have him stay again if needed!

Availability updated 2 days ago
Sitter Profile Image: Maria & Nayibe B.
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Sitter Profile Image: Maria & Nayibe B.
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13. Maria & Nayibe B.

Star Sitter
The Best Vacation for your Dogs!
Brookfield, WI, 53005
9.6 mi. away
Boarding, Doggy Day Care
from
$48
per night
5.0 out of 5 stars
60 reviews
28 repeat clients
Profile image

Maria took excellent care of my little guy. He must have played a lot as he slept the entire next day. Pictures and video were greatly appreciated, too.

Availability updated today
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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14. Michelle Y.

Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
8.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
Profile image

Michelle was the first person my dog stayed with on Rover and she was excellent! We easily coordinated a meet and greet before, then she provided great updates and pictures throughout my dog’s stay. I would definitely trust my dog staying with Michelle again.

Availability updated yesterday
Confirmed availability for Christmas and New Year's
Sitter Profile Image: dawn s.
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Sitter Profile Image: dawn s.
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15. dawn s.

Rover 101
Star Sitter
I am a avid pet lover.
West Allis, WI, 53214
4.5 mi. away
Boarding
from
$40
per night
5.0 out of 5 stars
37 reviews
24 repeat clients
Profile image

This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.

Availability updated 37 days ago
Confirmed availability for Christmas and New Year's
Sitter Profile Image: Karen D.
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Sitter Profile Image: Karen D.
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16. Karen D.

Newly retired want to share my time
Lower East Side, Milwaukee, WI, 53202
6.1 mi. away
Boarding
from
$40
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
Profile image

Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.

Availability updated yesterday
Sitter Profile Image: Stacey M.
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Sitter Profile Image: Stacey M.
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17. Stacey M.

Star Sitter
Your pet’s home away from home.
Fairview, Milwaukee, WI, 53219
3.5 mi. away
Boarding
from
$30
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
Profile image

Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book again!! 🙏🏽

Availability updated 7 days ago
Sitter Profile Image: Debbie L.
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Sitter Profile Image: Debbie L.
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18. Debbie L.

Star Sitter
Pampered pooch
Oak Creek, WI, 53154
3.7 mi. away
Boarding
from
$50
per night
5.0 out of 5 stars
52 reviews
14 repeat clients
Profile image

Debbie took great care of my puppy. She took the time to meet with me and Roxie beforehand to meet her and find out about her needs. It was great to know Roxie was safe while I was out and I would recommend Debbie.

Availability updated 7 days ago
Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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19. Mary G.

Star Sitter
I have a big fenced in yard and luv
Greenfield, WI, 53228
4.2 mi. away
Boarding
from
$45
per night
5.0 out of 5 stars
69 reviews
20 repeat clients
Profile image

Mary took great care of Luna, and sent lots of photos and videos which we really appreciated. So comforting to have a reliable person when we go out of town again. Will be calling on Mary again for any dogsitting needs!

Availability updated 2 days ago
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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20. Michelle G.

Rover 101
Welcome to my Home!
Wauwatosa, WI, 53233
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$31
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
Profile image

Excellent caregiver! Michelle took care of our nervous, shy small dog for 5 days. He had plenty of exercise, cuddles, and caring support. She sent pictures and updates a few times each day and was a great communicator. We will book with Michelle next time we need a sitter and we highly recommend her.

Availability updated today

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