Dog Boarding in Fairfield, 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: Yolanda W.
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Sitter Profile Image: Yolanda W.
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1. Yolanda W.

I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
2.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
29 reviews
10 repeat clients
from
$40
per night

From our first encounter at the Meet and Greet we felt completely comfortable with Yolanda. She took our dog in her arms and walked her through her house to make sure our dog felt comfortable. A week later we felt completely at ease with leaving our fur baby with Yolanda and her family. We received pictures and updates about our fur baby all day which we appreciated very much. We already booked Yolanda for the near future. We thank you again!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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2. kiki A.

Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
4 repeat clients
from
$30
per night

We had the pleasure of having Kiki watch over our beloved Kody during Thanksgiving break, and we couldn’t be more impressed and her for the exceptional care she provided. Kiki’s genuine love for animals shines through in every interaction with Kody. Her attention to detail, reliability, and warmth created an environment where Kody not only felt comfortable and safe but genuinely happy. Kiki went above and beyond ensuring we had photos his ever loving personality during his time with her.🐾 We are incredibly thankful for Kiki’s outstanding service and wholeheartedly recommend her to anyone seeking a reliable and caring pet sitter.

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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3. Kim S.

Never lived a day without a pet
Glendale, WI, 53217
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
60 reviews
20 repeat clients
from
$48
per night

My two huskies had such a good time! Kim and her husband took such great care of them! They sent us videos and pictures which definitely helped knowing they were in good hands :) 100/10 recommend

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Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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4. Rhonda G.

Love to walk and cuddle.
Whitefish Bay, WI, 53217
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
85 reviews
40 repeat clients
from
$30
per night

Our dog Dexter had the best weekend with Rhonda! He met new friends, had many walks, and was a happy boy when we picked him up! Thank you Rhonda for taking such good care of Dexter for us! We will definitely book Rhonda again! ❤️

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Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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5. Hannah R.

Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
17 repeat clients
from
$35
per night

Hannah took great care of Cecilia who looked happy and well taken care of when it was time to come home. Picture helped ease this mom’s anxiety about leaving her.

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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6. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
4.8 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$45
per night

Cindy was fantastic, will DEFINITELY use again. I admit I was nervous because this was our first time leaving Sterling with strangers overnight and he’s a pretty submissive dog, but we needn’t have worried. Cindy sent us at least daily photo updates that showed our dog was happily playing with her dogs & her other boarding/daycare charges. He was clearly having fun and enjoying his stay...so much so, in fact, that we worried he wouldn’t want to come home ?! Thanks Cindy, for taking care of Sterling as if he were your own, and you can be sure to see him again soon!

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Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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7. Daniel R.

Rover 101
I treat all pets like my own
Menomonee River Hills, Milwaukee, WI, 53223
3.0 mi. away
Boarding
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$45
per night

First time using Daniel and longest vacation away from my dog (19 days). He gave excellent daily communication and updates as needed. When there was an issue or concern. He was very transparent and honest. Which made me feel more trusting of his care for my dog. Plenty of attention and exercise for my dog. It was a great dog vacation for him. Daniel is another great Rover app sitter. Highly trusted and recommend.

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Sitter Profile Image: Douglas & Lindsay S.
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Sitter Profile Image: Douglas & Lindsay S.
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8. Douglas & Lindsay S.

Lots of space & love for your dog!
Glendale, WI, 53217
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$40
per night

Luna had THE BEST TIME with Douglas and Lindsay. They were overly attentive and treated her like their own. They sent daily updates and photos and kept Luna busy with lots of walks and entertainment. Highly recommend these two!!!

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Sitter Profile Image: Auria R.
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Sitter Profile Image: Auria R.
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9. Auria R.

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

Leaving our dog with Auria (overnight) was our first experience with Rover.com and it was great! She messaged us with photos and words of assurance that our dog was having a great time with her dogs and doing well. She also replied quickly to our messages before and during our dog’s stay with her. Thanks Auria!

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Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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10. Tegra R.

The right Mama to care 4 your baby
Silver Spring, Milwaukee, WI, 53218
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
9 repeat clients
from
$35
per night

Tegra was quick to reapond to any communication. We had many concerns because our dog was recently adopted, not fully trained, and a tripod! She was very helpful and flexible. Our dog was happy and secure when we picked him up! So grateful for Tegra!

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Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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11. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
2.9 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$28
per night

Good communication and everything went smoothly.

Sitter Profile Image: Gabriel M.
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Sitter Profile Image: Gabriel M.
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12. Gabriel M.

5 star treatment for your pet
Riverwest, Milwaukee, WI, 53212
5.0 mi. away
Boarding
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$45
per night

I can't be thankful enough. He was not only perfect in taking care of my 8 month old puppy, he was flexible in timing as well if you want an ease of mind I do 100% recommend him.

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Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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13. Cassandra D.

Dog lover :)
Menomonee Falls, WI, 53051
6.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
8 repeat clients
from
$40
per night

Cassandra was awesome taking care of Millie, quick to respond to any questions and made her feel at home and part of her family. She sent me daily updates and pics which made me feel much better leaving our puppy for her first stay other than at home with us.

Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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14. Elizabeth K.

We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
4.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$32
per night

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.

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

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

MJ was fantastic! He was very attentive to Toto's needs and did everything possible to accommodate. He asked all of the right questions and made sure Toto was compatible with his place/family/pets before his stay. We will definitely consider using him again!

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Sitter Profile Image: Sherry Z.
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Sitter Profile Image: Sherry Z.
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16. Sherry Z.

Rover 101
25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
4.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$40
per night

Sherry was wonderful with Nukka! She provided updates regularly, gave Nukka lots of love and walks. When a slight health issue arose, Sherry immediately notified me so I was aware of what she was seeing. I was able to get Nukka into the vet the following day for treatment! Thanks for taking such good care of our girl!!

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

Big time snuggle/play buddy 🥰🐾
Milwaukee, WI, 53213
5.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$40
per night

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

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Sitter Profile Image: Jan H.
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Sitter Profile Image: Jan H.
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18. Jan H.

I am a pet lover; home full time
Whitefish Bay, WI, 53217
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
198 reviews
103 repeat clients
from
$48
per night

Jan was an awesome dog sitter! We met prior to Fergus’ stay so I could see her home and yard and meet in person. She was kind, asked questions about Fergus, and showed how she keeps pets safe who stay. She was an awesome caregiver and I will certainly use her again in the future. Thanks, Jan!

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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19. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$35
per night

Jenn did a great job with our old pup, Dexter. She was patient with him and kept him busy and comfortable. We could tell she genuinely cared about him, which gave us great peace of mind. As did the photos and updates she sent. We would definitely recommend her to anyone needing a dog sitter!

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Sitter Profile Image: Lisa R.
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Sitter Profile Image: Lisa R.
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20. Lisa R.

You and your dog will ❤️ me.
Whitefish Bay, WI, 53217
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
16 repeat clients
from
$47
per night

Our dog’s stay with Lisa was awesome. Lisa really seemed to truly care for our dog as if she was her own, and I felt entirely comfortable that our dog would be well loved while we were away. Great communication, great experience!

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Dog lovers in Fairfield, 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 Fairfield 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 Fairfield, 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 Fairfield dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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