Dog Boarding in Washington Heights, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Kristine K.
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Sitter Profile Image: Kristine K.
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1. Kristine K.

Star Sitter
Experienced dog & cat mom
Merrill Park, Milwaukee, WI, 53208
1.8 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
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!

Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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2. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$32
per night
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Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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3. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$45
per night
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Maggie is the best!! She took such great care of our pup. She spoiled her with walks and snuggles. Our dog had a great time, and came back happy and relaxed! She can't wait to see Maggie again! ❤️

Sitter Profile Image: Lou H.
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Sitter Profile Image: Lou H.
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4. Lou H.

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

We left our dog with Lou last weekend and we are very happy with the experience. Lou's home is clean and tidy, she took our dog on multiple walks, kept us informed of their activities and our dog seemed happy and content when we picked her up. We will use Lou again in the future.

Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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5. Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
384 reviews
164 repeat clients
from
$36
per night
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Daniel is a wonderful Dog Sitter who clearly knows and loves dogs. I really appreciated the meet and greet we had so Penny could meet Daniel's beautiful Basset Hounds and ensure that the chemistry was just right. I also love how close Daniel is to the MKE airport. It makes drop off and pick-up really easy when I am traveling on plane trips. I will definitely book with Daniel again.

Sitter Profile Image: Ryan & Zari B.
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Sitter Profile Image: Ryan & Zari B.
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6. Ryan & Zari B.

Star Sitter
Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
0.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$40
per night
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Ryan & Zari took amazing care of Edison on such short notice. Sent daily updates with pictures & videos and made sure he got plenty of play time with their dog Jax who is such a sweetheart. We will happy to have them watch Edison again

Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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7. Kathy & Brad K.

Star Sitter
Your Dog's Home Away from Home
Greendale, WI, 53129
7.3 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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Words cannot express how wonderful Kathy and Brad are as dog sitters! We left our pup with them for the first time and got wonderful picture updates and knew she was in great hands and we didn’t worry about her one bit. Thank you again!!!!

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

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
4.5 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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My 10 year old yorkie is anxious when she is not with me, usually whimpers and can't settle, but with April and Brad, she was completely calm and content. They gave her 100% attention and affections and I felt good about here stay with them. Thank you April & Brad!

Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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9. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
4.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
64 reviews
21 repeat clients
from
$48
per night
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Kim did a great job with our dog Georgia! Georgia has lots of quirks and Kim managed them well. She was communicative, and sent photos and updates without me having to ask for them. Georgia was safe, happy, and relaxed when we brought her home. Thanks Kim and Tom!!

Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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10. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
from
$40
per night
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Lizzie was very accommodating and took awesome care of my pup! They went to dog parks, had lots of outside play time and we received several updates with photos and video. Definitely recommend :)

Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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11. Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
2.5 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
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Cannot say enough good things!!! Kelle was so sweet with all the updates and photos of my two girls. I knew without a doubt they were in good hands. I hope to book with her for future trips!

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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12. Rhonda G.

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

YES! Rhonda is amazing! We really can't thank her enough. Our little dog Penny can be a little picky and doesn't always warm up to people. But not the case here. Rhonda made her feel so at home, and was kind enough to send us updates on how she was doing. We were on our motorcycles so we had enough to worry about. Rhonda made our trip 100% better. We are so happy and Penny can't wait to go back.

Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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13. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
138 reviews
88 repeat clients
from
$35
per night
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Thank you for looking after Bobo! How great he remembered you as he was wagging his tail right as you stepped out! He had a fantastic time and learned a lot!

Sitter Profile Image: Crystal H.
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Sitter Profile Image: Crystal H.
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14. Crystal H.

Our animals are family members too!
Enderis Park, Milwaukee, WI, 53210
1.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
38 reviews
9 repeat clients
from
$45
per night
Profile image

We can not say enough good things about our dog's stay with Crystal! After a very welcoming meet and greet, we had no worries about leaving our hound in her care. Drop off was seamless and we received able communication during the stay. We were at ease knowing Roger was in great care. When we picked him up, it was clear that he had a great experience. I would highly recommend Crystal to watch any dog. We will certainly book with her again!

Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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15. Yolanda W.

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

Yolanda and her family are precious! we received around the clock updates and pictures. My dog was immediately in love with them. They offered lots of play time, treats, and even a new toy. we felt very comfortable and confident in their care, and will def use them again!

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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16. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
3.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
343 repeat clients
from
$45
per night
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Cindy was very nice and flexible with drop off/pick up times. The pups were worn out from all the playing at Cindy’s! They seemed to have a really good time ??

Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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17. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
4.6 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
Profile image

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

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

This was our very first time using Rover. We would absolutely bring Dunkin back to Karen and Toy when we are traveling again. They offered a meet and greet before we went on vacation, sent daily updates on how Dunkin was doing, and he was all tired out when we picked him up from all of the puppy play time with Mercy. Thank you again, Karen and Toy! We are thankful and highly recommend this family!

Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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19. Krystal D.

Pawsitively Reliable Dog Sitter!
Enderis Park, Milwaukee, WI, 53210
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$27
per night
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Coco enjoyed her stay with Kraystal and her pups. Great communication, sent updates and pictures, and even washed her bedding. We would book again.

Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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20. Mindy W.

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

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Dog lovers in Washington Heights, Milwaukee, WI love dog sitters on Rover.com. Over 1089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Rover.com is the simple, savvy way to find and book Washington Heights 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 Washington Heights, 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 Washington Heights dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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