Dog Boarding in Fairfield, 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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check

1. Yolanda W.

Star Sitter
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
44 reviews
16 repeat clients
from
$40
per night
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!

Sitter Profile Image: Rhonda G.
Verified Enhanced Background Check
Sitter Profile Image: Rhonda G.
Verified Enhanced Background Check

2. Rhonda G.

Star Sitter
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
91 reviews
42 repeat clients
from
$30
per night
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.

Sitter Profile Image: Kim S.
Verified Enhanced Background Check
Sitter Profile Image: Kim S.
Verified Enhanced Background Check

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
5.0 out of 5 stars
73 reviews
25 repeat clients
from
$48
per night
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.

Sitter Profile Image: Auria R.
Verified Background Check
Sitter Profile Image: Auria R.
Verified Background Check

4. Auria R.

Star Sitter
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
106 reviews
53 repeat clients
from
$50
per night
Profile image

My fur baby came home happy and eager to see Auria again soon! He was obviously loved on and well pampered. Thank you Auria - we’ll be calling you again soon!

Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check

5. Tegra R.

Star Sitter
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
23 reviews
10 repeat clients
from
$35
per night
Profile image

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!

Sitter Profile Image: kiki A.
Verified Enhanced Background Check
Sitter Profile Image: kiki A.
Verified Enhanced Background Check

6. kiki A.

Star Sitter
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
22 reviews
9 repeat clients
from
$30
per night
Profile image

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.

Sitter Profile Image: Gabriel M.
Verified Enhanced Background Check
Sitter Profile Image: Gabriel M.
Verified Enhanced Background Check

7. Gabriel M.

Star Sitter
5 star treatment for your pet
Riverwest, Milwaukee, WI, 53212
5.0 mi. away
Boarding
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$45
per night
Profile image

Our first time leaving our pup with Gabriel. Received pics, could tell she was happy and she came back to us happy. Gabriel took good care of her.

Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check

8. Daniel R.

Rover 101
Star Sitter
Newly Fenced in Yard!
Menomonee River Hills, Milwaukee, WI, 53223
3.0 mi. away
Boarding
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$40
per night
Profile image

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.

Sitter Profile Image: Keanna G.
Verified Enhanced Background Check
Sitter Profile Image: Keanna G.
Verified Enhanced Background Check

9. Keanna G.

Small family with a BIG heart for d
Grasslyn Manor, Milwaukee, WI, 53216
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$30
per night
Profile image

Keanna is a great sitter and gypsy loves going over there to play

Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check

10. Sherry Z.

Rover 101
Star Sitter
25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
4.9 mi. away
Boarding
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$40
per night
Profile image

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!!

Sitter Profile Image: Ryan T.
Verified Enhanced Background Check
Sitter Profile Image: Ryan T.
Verified Enhanced Background Check

11. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
6 repeat clients
from
$28
per night
Profile image

Rosie was so relaxed and happy when I picked her up. I know she was in very good hands. Communication with Ryan was fantastic. I was very grateful for the pictures and up dates on my pup.

Sitter Profile Image: Douglas & Lindsay S.
Verified Background Check
Sitter Profile Image: Douglas & Lindsay S.
Verified Background Check

12. 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
5 reviews
3 repeat clients
from
$40
per night
Profile image

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!!!

Sitter Profile Image: Michael J K.
Verified Background Check
Sitter Profile Image: Michael J K.
Verified Background Check

13. 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
139 reviews
88 repeat clients
from
$35
per night
Profile image

MJ was great, my usually shy skittish dog immediately felt comfortable and started playing with the other dogs staying there. MJ clearly understands animals

Sitter Profile Image: Elizabeth K.
Verified Background Check
Sitter Profile Image: Elizabeth K.
Verified Background Check

14. Elizabeth K.

Star Sitter
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
24 reviews
7 repeat clients
from
$32
per night
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.

Sitter Profile Image: Emily F.
Verified Enhanced Background Check
Sitter Profile Image: Emily F.
Verified Enhanced Background Check

15. Emily F.

Passion for taking care of animals
Glendale, WI, 53209
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$45
per night

Emily is an amazing pet sitter! I occasionally go out of state for work and feel so comfortable leaving my sweet pup with Emily. Even though my pup Honey is a small chiweenie, she is best friends with Emily’s large Aussie. My pup honey always comes home tired out from all the play and walks. I would 100% recommend Emily as a pet sitter!

Sitter Profile Image: Ryan & Zari B.
Verified Enhanced Background Check
Sitter Profile Image: Ryan & Zari B.
Verified Enhanced Background Check

16. Ryan & Zari B.

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

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: Angela K.
Verified Background Check
Sitter Profile Image: Angela K.
Verified Background Check

17. Angela K.

We’ll Keep Their Tail Waggin
Menomonee Falls, WI, 53051
6.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
98 reviews
31 repeat clients
from
$35
per night
Profile image

Angela kept our senior dog over a long weekend while we were out of town. She was super attentive and sent lots of pictures, putting our mind at ease. She clearly loves dogs and we knew our pup was in loving hands! I would definitely use her again and recommend her without any hesitation!

Sitter Profile Image: Cindy T.
Verified Background Check
Sitter Profile Image: Cindy T.
Verified Background Check

18. Cindy T.

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

Cindy takes great care of my golden doodle puppy. She sends pictures daily and keeps me up to date. I really appreciate having her available when I go out of town.

Sitter Profile Image: Jan H.
Verified Background Check
Sitter Profile Image: Jan H.
Verified Background Check

19. Jan H.

Star Sitter
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
204 reviews
105 repeat clients
from
$48
per night
Profile image

Everything went very smoothly. We appreciated the easy drop off and pick up, and there was plenty of communication and updates throughout the stay. We will definitely book with Jan again!

Sitter Profile Image: Katie C.
Verified Background Check
Sitter Profile Image: Katie C.
Verified Background Check

20. Katie C.

Star Sitter
Stay at home mom dog LOVER!
Fox Point, WI, 53217
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
13 repeat clients
from
$50
per night
Profile image

Katie was a wonderful sitter! Ziggy came back seeming happy, healthy, and even a little worn out which we were happy to see :) Katie sent us some adorable pictures of our dog while we were gone which we were very happy to receive. Also, she was flexible with our drop off and pick up times. Overall, we couldn't have asked for a better first experience with Rover.

Search Map

Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Fairfield:

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.

Boarding