Dog Boarding in Roosevelt Grove, Milwaukee

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Loving dog sitters in your neighborhood

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Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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1. Yolanda W.

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

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!

Availability updated today
Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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2. Cindy T.

Star Sitter
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
3.8 mi. away
Boarding, Drop-In Visits
from
$45
per night
5.0 out of 5 stars
569 reviews
346 repeat clients
Profile image

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!

Availability updated 4 days ago
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
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5.0 out of 5 stars
89 reviews
24 repeat clients
Profile image

Poppy and Dudley had a great time at Kim’s house. Kim was so welcoming and reassuring. Updates and pictures made it a seamless and worry free experience. We will be back in just a few short weeks.

Availability updated yesterday
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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4. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5.0 out of 5 stars
93 reviews
43 repeat clients
Profile image

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.

Availability updated yesterday
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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5. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
Profile image

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.

Availability updated today
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
3.2 mi. away
Boarding
from
$45
per night
5.0 out of 5 stars
27 reviews
13 repeat clients
Profile image

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!

Availability updated over 1 year ago
Sitter Profile Image: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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7. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
2.3 mi. away
Boarding, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
18 reviews
8 repeat clients
Profile image

Great experience working with Ryan to board my dog overnight. He provided updates throughout the day and was flexible with drop off and pick up times. Will definitely be using his services again!

Availability updated 11 days ago
Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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8. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5.0 out of 5 stars
143 reviews
89 repeat clients
Profile image

MJ and his wife were so caring towards Stevie while we were away! They cared for him like he was their own, and sent so many thoughtful updates. Stevie was sad to leave at the end of his stay with them. Thank you!!

Availability updated 23 days ago
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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9. Michelle Y.

#1 Dog Mom ❤️🐾
Cooper Park, Milwaukee, WI, 53222
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Michelle was wonderful! She took care of our two younger dogs. Provided updates throughout the day and gave our boys plenty of love! Great communication, and plenty of excessive given. I would definitely ask Michelle to sit for us again! Thank you Michelle!

Availability updated today
Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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10. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
1.3 mi. away
Boarding
from
$32
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
Profile image

Elizabeth provided 4 days of boarding for our dog. We were able to book her with short notice. Although my dog was nervous around children, she was able to help my dog get used to them. She is responsive and very accommodating. Our return flight was late and she was able to adjust our pickup time without any issues. Would highly recommend for boarding your dog.

Availability updated yesterday
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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11. Daniel & Holly L.

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

Daniel and Holly took excellent care of Brooklyn for the weekend. Sometimes she takes a bit to get comfortable around other dogs but they allow each dog to determine how much or little contact they get with other pups. That was very reassuring. I would feel very comfortable boarding Brooklyn with them again.

Availability updated today
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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12. Ashlee K.

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

Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!

Availability updated today
Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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13. Kristine K.

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

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!

Availability updated 17 days ago
Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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14. Ryan T.

Star Sitter
Work from home Dog Father
Milwaukee, WI, 53217
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$33
per night
5.0 out of 5 stars
50 reviews
9 repeat clients
Profile image

Ryan was great with our Dog. Sent real time photos and videos to ensure we knew our dog was safe and having fun. Would recommend to anyone looking for a dog watcher

Availability updated 15 days ago
Sitter Profile Image: Karen D.
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Sitter Profile Image: Karen D.
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15. Karen D.

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

The best rover user we’ve had the pleasure of meeting. Plenty of walks, photos, and updates throughout. We will certainly be using Karen again.

Availability updated 10 days ago
Sitter Profile Image: Auria R.
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Sitter Profile Image: Auria R.
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16. Auria R.

Star Sitter
Home full time, LOVE dogs!!!
Glendale, WI, 53209
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
113 reviews
54 repeat clients
Profile image

Jackson loved his first stay with Auria. He got along great with her dogs and was very comfortable in her home. I think he had a lot of fun while I was gone. We look forward to using her again!

Availability updated 4 days ago
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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17. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
8.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per night
5.0 out of 5 stars
53 reviews
14 repeat clients
Profile image

Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!

Availability updated today
Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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18. Mindy W.

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

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.

Availability updated 8 days ago
Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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19. Lou H.

I’m a long time dog lover!
Wauwatosa, WI, 53213
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5.0 out of 5 stars
35 reviews
3 repeat clients
Profile image

Lou was a great sitter! She was so good with Tillie and checked in several times with updates and cute photos. She took her on several walks, spent time playing with her and giving her lots of attention. We recommend her! Thank you so much Lou!

Availability updated 8 days ago
Sitter Profile Image: Dani D.
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Sitter Profile Image: Dani D.
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20. Dani D.

Rover 101
All pets are welcome
Menomonee River Hills, Milwaukee, WI, 53244
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
5 reviews
4 repeat clients
Profile image

Dani took excellent care of my cat, Kiwi, while I was away. She sent plenty of updates alongside pictures and gave Kiwi tons of love and play. I would definitely be happy to have my Kiwi stay with Dani anytime.

Availability updated yesterday

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