Dog Boarding in Woodland Court, 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: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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1. Kathy & Brad K.

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

Kathy and Brad are the best! Kept in great communication while we were gone; we could tell Benjamin settled right in. We are so happy to have a new home away from home!

Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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2. Brooke K.

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

Brooke was a great host for our pup while we were out of town for a week. She sent pictures of him happily snuggling up and getting lots of love, and was so easy to communicate with. We had some unfortunate news at the end of our trip, and she was so kind and flexible with the change in pickup time and also offered to keep him another night if we needed. Highly recommend!

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

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

Kai seemed to have a great time with Karen and Joy. Our flight got delayed due to severe weather so we ended up picking up Kai later than the expected time, but they were very understanding and Kai and I both left very happy. Highly recommend!

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Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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4. Mindy W.

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

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.

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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5. Daniel & Holly L.

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

Go ahead and read the 200+ positive reviews and then feel confident booking Dan. All the reviews are spot on. Dan makes a real effort to learn about you and your dog so he can best accommodate your needs. He was helpful and communicative all the way through. Most importantly, my dog had a great time. I highly recommend booking Dan when you have the chance.

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

Opening home after losing pet
West Allis, WI, 53214
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$50
per night

April & Brad took such great care of Rowan! We were so thankful to find someone to watch him a little last minute. They loved on him while we were away for the night and sent updates and pictures which made leaving him and missing him a little bit easier. Thanks again for everything! Rowan will definitely be back to enjoy the fenced-in yard & love you both gave!

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Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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7. Mary G.

I have a big fenced in yard and luv
Greenfield, WI, 53228
0.6 mi. away
Boarding
5.0 out of 5 stars
48 reviews
18 repeat clients
from
$45
per night

Another great stay for my Bud! I always feel good leaving my fur-baby with Mary, he's treated like family! Looking forward to Bud's next stay in August!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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8. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
113 reviews
37 repeat clients
from
$25
per night

Our dog Carter stayed with Sarah for 2 weeks, she was great about sending us updates and pictures. Before that, he did some daycares at her place and walks around our neighborhood. She truly loves animals and have experience dealing with energetic dogs. Carter is always happy to see her and was a happy boy when we went to pick him up. Thank you, Sarah! Carter will definetely be coming back when we need boarding or daycare.

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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9. Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
6.0 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

We had a great experience with Blythe! My dog has separation anxiety, and when I picked her up from Blythe's she was the calmest she's ever been after staying at a sitter's. She looked like she had a great time relaxing, getting lots of pets, and soaking in the attention. I'm very appreciative and we'll definitely look to book another stay with Blythe for next time.

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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10. Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

We couldn't have asked for a better first Rover experience. Katie's updates and photos throughout our 7 month old puppy's stay helped us feel at ease.

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Sitter Profile Image: Jill F.
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Sitter Profile Image: Jill F.
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11. Jill F.

Dog lover work from home
West Allis, WI, 53214
3.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
66 reviews
19 repeat clients
from
$55
per night

Jill is absolutely amazing! This is the first time we’ve left out pup who is deaf and has separation anxiety in years and we trust Jill wholeheartedly. She is absolutely our favorite sitter!

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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12. Christine H.

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

Absolutely wonderful experience! She sent photos and updates often, even hand-fed her the first day or so while my baby got adjusted for the long stay. Would highly recommend her!

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Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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13. Alberto V.

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

Alberto was Awesome! We needed a sitter last minute and decided to try Rover. From our initial conversations onward, you could tell he truly cared about dogs and provided great customer service and wanted to make my dogs feel comfortable as possible. During their stay, he sent multiple photos of them to us and was very responsive if we wanted to check in. I highly recommend Alberto and would use him again.

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Sitter Profile Image: Angela & Justin M.
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Sitter Profile Image: Angela & Justin M.
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14. Angela & Justin M.

We're a family of dog lovers!
Wauwatosa, WI, 53226
4.9 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
35 reviews
8 repeat clients
from
$30
per night

Angela and Justin were excellent and treated Carl like their own. This was our first time leaving Carl and it was the best experience. They were attentive and communicative the whole stay. Sent great updates and our Carl looked extremely happy and we’ll take cared of the whole time. We will always be staying with Angela and Justin whenever we may need a sitter. Thank you for having Carl!

Confirmed availability: Memorial Day Weekend
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
75 reviews
21 repeat clients
from
$45
per night

Carina did an awesome job watching my dog Bluto. She was very accommodating and gave lots of updates. She has a nice yard for pups to run around and a lovely daughter that enjoys playing with dogs. I would recommend her for any of your pup sitting needs.

Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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16. Kristi B.

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

Kristi was very welcoming and very nice. I booked with her very last minute and she was very accommodating. I felt very comfortable leaving my dog with her. I have a frenchie and it is always hard to find someone to watch her she’s of all of her restrictions. Gigi came back in great condition and I loved that she sent pictures of her while her stay. I would recommend her to anyone.

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Sitter Profile Image: Debbie L.
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Sitter Profile Image: Debbie L.
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17. Debbie L.

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

Debbie is a conscientious and caring dog sitter. She met with me and my dog prior to his first stay with her and asked some great questions! We will definitely seek out her care again!

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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18. Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
7.5 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

If I could give 10 stars, I would!! Every photo, Kody was smiling and genuinely happy. Her attention to detail and compassion shared with your little one is nothing short of a reflection of love.

Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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19. Nicole D.

Your dog will be loved!
Milwaukee, WI, 53221
4.0 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: Jill K.
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Sitter Profile Image: Jill K.
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20. Jill K.

I have three great dogs and a fence
Greenfield, WI, 53228
0.7 mi. away
Boarding
5.0 out of 5 stars
38 reviews
14 repeat clients
from
$25
per night

I would definitely recommend Jill’s services as a dog sitter. She was great to work, flexible with drop off and pick up times, and even sent me some videos of my pug while I was on vacation.

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In Woodland Court, Milwaukee, WI, dog lovers trust Rover.com for their dog boarding needs. Over 1089 pet owners have reviewed dog sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking dog boarding in Woodland Court can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Milwaukee on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Woodland Court dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Woodland Court, Milwaukee, WI who can provide the care your dog needs, when they need it.

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