Dog Boarding in Maitland Park, 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: Elba M.
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Sitter Profile Image: Elba M.
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1. Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
50 repeat clients
from
$45
per night

Elba kept me in the loop with pictures and updates about how my baby reacted to a different atmosphere and around other dogs. She looked like she had a lot of fun. Totally recommend her.

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

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

Kathy was very nice, and easy to talk to. She provided care on pretty short notice to my baby Winifred, and treated her amazingly. She was very honest about care for Winifred, and let me know at the end of stay any troubles or accidents my demon caused her. My favorite thing was her sending me pictures every day! It made me feel very secure about the health and welfare of my pup!

Sitter Profile Image: Amy K.
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Sitter Profile Image: Amy K.
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3. Amy K.

Honored w/the Opportunity to Help
Cudahy, WI, 53110
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
69 reviews
27 repeat clients
from
$35
per night

Amy and her family were absolutely amazing. My dog, who is normally very fearful of new people, warmed up to them so quickly and I could tell he had so much fun during boarding based on how well he slept when he got home! This was my first experience using Rover and I was nervous but Amy made mine and my dog’s experience a great one; I would 100% board with Amy again!!

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Sitter Profile Image: Debbie L.
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Sitter Profile Image: Debbie L.
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4. Debbie L.

Pampered pooch
Oak Creek, WI, 53154
1.7 mi. away
Boarding
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$50
per night

Debbie took phenomenal care of my 4 year old German Shepherd. He is very needy and requires a tremendous amount of attention and stimulation. Debbie kept me worry free during my vacation with updates daily, and pictures of all the fun activities they did together. Will definitely be booking again when I leave town for a worry free trip!

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

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

If I could give Karen and her family six stars, I would! First they indulged me with a ~60 minute meet and greet before I committed to book. This was essential for me to feel comfortable leaving my baby with them. Then we had to change the drop off day, and they were super accommodating and flexible with that. During the stay I received a picture or two a day of our puppy having fun, which continued to put my mind at ease. And the family stayed up late so we could pick up our pup on the way home from the airport on a Sunday night. Our dog came back happy and healthy, and he will definitely be staying with Karen when we have to travel in the future!

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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6. Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
141 reviews
63 repeat clients
from
$45
per night

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!

Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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7. Nicole D.

Your dog will be loved!
Milwaukee, WI, 53221
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$40
per night

I was super nervous about leaving him as it was his first time away from our family. But Nicole sent pictures and videos and provided updates. Chase didn’t miss out on cuddles or love because Nicole and her family gave him plenty of it. Thanks Nicole!

Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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8. Kristi B.

Seniors welcome!
Franklin, WI, 53221
2.0 mi. away
Boarding
5.0 out of 5 stars
28 reviews
11 repeat clients
from
$30
per night

We had Kristi watch our dog, Roxie, for a few days. It takes Roxie some time to warm up to new places and people. When Roxie wasn’t eating much, Kristi gave her some extra treats and tried some other foods to get her to eat a bit more, which I appreciated. We will use Kristi again!

Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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9. Erin M.

Young or Old, All Dogs are Welcome
Town Of Lake, Milwaukee, WI, 53207
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
120 reviews
33 repeat clients
from
$45
per night

Our golden retriever very much enjoyed his stay with Erin and her dogs! He was well looked after with many walks and playing around her backyard. Erin was very attentive and provided frequent updates and pictures! We will be using her again in future for our next trip!

Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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10. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
1.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$50
per night

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!

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Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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11. Amanda D.

Experienced pet owner
South Milwaukee, WI, 53172
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$35
per night

Amanda was amazing! She sent me photos of my dog so I could feel comfortable while I was out of town. My dog had so much fun! I’ll definitely book Amanda the next time I need day care or pop ins for my dog!!

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Sitter Profile Image: Emilia H.
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Sitter Profile Image: Emilia H.
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12. Emilia H.

Dog lover
Oak Creek, WI, 53154
2.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$30
per night

Our family has the most amazing experience leaving our dog with Emilia. We’ve used Emilia’s services both for short term and long term care (over two weeks). Our pup loves Emilia and is happy to stay with her. Emilia is always respectful towards care instructions and is very loving to our dog Bella. When we are on a trip we always get updates and photos. Emilia has a lot of experience carrying for a puppy or an older dog and the dogs have the best time! We’re never worried leaving for a trip when our pup is with Emilia.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Joe S.
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Sitter Profile Image: Joe S.
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13. Joe S.

Loving, stay at home, Dog dad!
Tippecanoe, Milwaukee, WI, 53207
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
12 reviews
1 repeat client
from
$40
per night

Joe's exceptional professionalism and commitment to our peace of mind during our vacation was truly remarkable. Despite our dog's reluctance to interact with other dogs, Joe ensured their safety and well-being by keeping the dogs separated. His place was neat and tidy and they made to sure communicate the issues with us on time.

Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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14. Brooke K.

Loving your precious babies
West Allis, WI, 53227
6.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
50 reviews
20 repeat clients
from
$38
per night

She took such good care of my dog. I also had flight issues and she was super flexible. She sent pictures and kept me posted. She's amazing.

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Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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15. Carina K.

Big or small we love them all🥰
Lincoln Village, Milwaukee, WI, 53215
4.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
74 reviews
21 repeat clients
from
$45
per night

10/10 recommend Carina. Drop off was great, her updates and communication was excellent, and my dog loved it! She sent pictures the entire time and he looked so happy! She has a great family that gave him all the love and attention! Definitely will be a repeat customer!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah K.
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Sitter Profile Image: Hannah K.
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16. Hannah K.

Rover 101
I will treat your dogs like my own!
Cudahy, WI, 53110
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
386 reviews
184 repeat clients
from
$60
per night

Hannah was the best when we dropped our Riley off My wife was so upset so I text her and she sent photos right away to reassure us she’s fine. Hannah sent photos and updates everyday. Our pup was having such a great time. I highly recommend Hannah I can’t thank her enough. Would definitely use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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17. Daniel & Holly L.

Rover 101
Warm, loving, home like suroundings
West Allis, WI, 53219
5.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
383 reviews
161 repeat clients
from
$36
per night

Words can not express my deep gratitude for the process, care and love Dan and Holly had for my pup Precious. They really provided a home away from home. I will definitely choose them again as sitters.

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Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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18. Alberto V.

Rover 101
Welcome to our home 🤍🏡
Historic Mitchell Street, Milwaukee, WI, 53204
4.9 mi. away
Boarding
5.0 out of 5 stars
31 reviews
10 repeat clients
from
$33
per night

Great experience! Alberto and Chance were were wonderful the entire time... very friendly, professional, flexible and great with communication. Very open to a meet and greet. They took great care of our dog, sent pictures and kept us updated. We highly recommend! Thank you again Alberto and Chance!!

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Sitter Profile Image: Mary H.
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Sitter Profile Image: Mary H.
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19. Mary H.

Your pets home away from home ❤️
Fernwood, Milwaukee, WI, 53207
4.1 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

Mary was so wonderful and patient with our dog, Penny. She took her on walks and outdoor play time with lots of snuggle time too! Great pictures and communication during the stay. We feel very lucky to have found Mary and plan to have Penny stay with her again.

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Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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20. Rebecca S.

Experience, Empathy, Enrichment
South Milwaukee, WI, 53172
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
19 repeat clients
from
$45
per night

Rebecca is AMAZING! I was worried leaving my tiny dachshund for a whole week only 5 months after we rescued him. From the meet and greet to pick-up, Rebecca was quick to respond, very care-centered, and made us feel so at ease. We got SO many photos and check-ins daily and Copper always looked happy and like he felt at home at her house! She was willing to work with Copper as he learned so socialize with other pups and always kept him safe. We missed him tons, but we wouldn’t hesitate to have him stay at Rebecca’s again if she’ll have him back! THANK YOU!!!

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Dog owners in Maitland Park, Milwaukee, WI love booking dog boarding with sitters on Rover.com. Over 1089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog boarding with Rover? Check out our average dog boarding rates to get an idea before reaching out and starting a conversation with a dog sitter near you in Maitland Park.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Maitland Park dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Maitland Park, Milwaukee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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