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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House Sitting
Drop-In Visits
Doggy Day Care
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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
38 reviews
15 repeat clients
from
$40
per night

Kathy and her husband were great with my puppy! They provided plenty of updates through out her stay and showed a high level of professionalism. I will defenitley be using Kathy again in the future!

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
43 reviews
18 repeat clients
from
$38
per night

Brooke was amazing with my sweet girl Tinsel! She sent updates and was quick to respond when I messaged her. We will definitely be making her and her family our regular dog sitters!

Sitter Profile Image: Jackie L.
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Sitter Profile Image: Jackie L.
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3. Jackie L.

Care for yours like they're mine
Greendale, WI, 53129
1.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
3 repeat clients
from
$45
per night

Jackie and her family took outstanding care of Maggie. They gave her lots of attention and treated her like a special guest — lots of walks, lots of playtime and hair brushing which she loves. Especially sweet photo was sent with kids and Maggie cuddled on sleeping bags overnight. When it was time to leave Maggie was kissing everyone goodbye rather than rushing to the door - proof positive she enjoyed her visit! We are SO pleased with our first Rover experience with Jackie and family. Highly recommend!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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4. 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
379 reviews
160 repeat clients
from
$38
per night

My dog Hachi has stayed with Dan for 2 consecutive weekends. We get good updates and have peace of mind that my baby is safe with him. He had an injury the second time we gave him and Dan made sure to keep checking on him as well as giving me updates to make me feel a little more relaxed about Hachi's well being during my vacation. Thank you!

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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5. 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
102 reviews
32 repeat clients
from
$25
per night

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.

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

Rover 101
Ready to play and cuddle
Alverno, Greenfield, WI, 53220
2.2 mi. away
Boarding
5.0 out of 5 stars
79 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: Mindy W.
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Sitter Profile Image: Mindy W.
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7. Mindy W.

A paw-fect home away from home...
West View, Milwaukee, WI, 53227
1.5 mi. away
Boarding
5.0 out of 5 stars
2 reviews
1 repeat client
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.

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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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8. 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
137 reviews
61 repeat clients
from
$45
per night

Blythe was so wonderful with my pup! She sent pictures often and kept me up to date with how she was doing. She played with Gemma, took her to the lake, walked her often, and really showed so much love and care. We will continue to use her moving forward! Highly recommend!

Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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9. 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
8 repeat clients
from
$50
per night

April and Brad are fantastic dog sitters. They treat Carson like he’s their own. This was the second time he’s stayed with them and he settled in so quickly. He’s so comfortable with them, which makes me feel at ease while I’m away. April sent pictures every day which I really enjoyed seeing and appreciated. Knowing Carson was well taken care of allowed us to relax and enjoy our niece’s wedding in FL. Thanks April and Brad!!

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Sitter Profile Image: Carina K.
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Sitter Profile Image: Carina K.
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10. 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
69 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.

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Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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11. 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
47 reviews
18 repeat clients
from
$45
per night

Bud came home happy and tired, which is the perfect combination! Thanks to Fernando for keeping Bud, Matteo and Roland out all day so they could play, play, play! Peace of mind and knowing my Bud is treated so well and accepted like a member of Mary and Fernando's family. Thank you all for another great week with you all!

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Sitter Profile Image: Mandi B.
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Sitter Profile Image: Mandi B.
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12. Mandi B.

Dog house that is people friendly!
West allis, WI, 53214
3.2 mi. away
Boarding
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$45
per night

Mandi is the best! We unexpectedly had to delay our return home from New Orleans due to illness, and she was so flexible and accommodating. Gave us such peace of mind knowing our pup was being loved in our absence. Mandi really goes above and beyond - she had a movie night with Pupcorn and made doggy pancakes in the morning. To top it off, she staged a Mardi Gras themed happy birthday photo shoot of our pup to send me birthday wishes while traveling, and sent him home with a Mardi Gras mask birthday gift bag for me. Can’t recommend her and her family highly enough for doggy sleepovers :)

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Sitter Profile Image: Catherine C.
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Sitter Profile Image: Catherine C.
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13. Catherine C.

Safe. Fun. Pet Lover!
Franklin, WI, 53132
4.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
6 reviews
from
$35
per night

Catherine was so excellent! I got more than daily pictures of my babies! My senior has a pill schedule and it was very obviously followed. Catherine celebrated my old man’s birthday and sent us a singing video with him! She took them on at least daily walks and gave us updates without us having to ask. 10/10 will definitely be using her again! She’s been my best experience with rover to date.

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Sitter Profile Image: Bianca R.
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Sitter Profile Image: Bianca R.
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14. Bianca R.

Loving Dog Mom
New Berlin, WI, 53151
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$40
per night

Winnie enjoyed her stay with Bianca. She was comfortable and well cared for. I would take her back anytime! Bianca kept in touch and sent great pictures.

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Sitter Profile Image: Angela & Justin M.
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Sitter Profile Image: Angela & Justin M.
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15. 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
34 reviews
8 repeat clients
from
$30
per night

We left our 3 year old energetic pitbull with Angela and Justin less than 6 weeks after she had knee surgery. She needed meds, tons of special attention, and assistance getting around. On top of all that, they were tasked with keeping her calm and restricting her activity as well. It was a big undertaking and they were fantastic. The communication and photos we received daily made it evident they cared about her wellbeing even after having known her only a few hours. We will absolutely be hiring them again!

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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16. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
2.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
8 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: Brandt M.
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Sitter Profile Image: Brandt M.
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17. Brandt M.

We’ll treat your pet as our own
Honey Creek Manor, Milwaukee, WI, 53220
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
5 reviews
from
$25
per night

Brandt was great with my anxious pup helping him to felt at home and comfortable while I was on a trip! He truly loves on your dog and wants them to feel happy and loved in their environment while they are visiting! Thank you!!!

Sitter Profile Image: Jill K.
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Sitter Profile Image: Jill K.
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18. 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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Sitter Profile Image: Alberto V.
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Sitter Profile Image: Alberto V.
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19. 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
25 reviews
8 repeat clients
from
$33
per night

Couldn't have asked for better sitters. I was so nervous to leave my doggy especially for 9 days and I am beyond greatful for Alberto and Chance and will absolutely book them every chance I can.

Confirmed availability: Easter Weekend
Sitter Profile Image: Joseph & Diana M.
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Sitter Profile Image: Joseph & Diana M.
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20. Joseph & Diana M.

Dog Loving Home
Muskego, WI, 53150
5.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$35
per night

Very caring family. They gave me regular updates as my senior dog tried to adjust to staying with a non family member for the 1st time. Would use them again in a heartbeat.

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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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