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.

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

Thank you Kathy for taking care of Oreo, the experience was great. Your daily pictures were special and your care gave us peace during our vacation

Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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2. 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
7 reviews
3 repeat clients
from
$43
per night
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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.

Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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3. 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
388 reviews
169 repeat clients
from
$36
per night
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Daniel and Holly were wonderful with my bulldog Jasmine! They were super sweet and very thorough with their interview process to make sure they didn't miss anything. I'm definitely going to use them in the future. You should too!

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

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

This was our first time using Karen and Toy. Karen was responsive to texts and flexible with a meet and greet before Ginger’s stay with them. This helped tremendously with my anxieties about trying somewhere new. They took very good care of her and sent pictures to me so I could see how well she settled in. I look forward to using them again.

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
134 reviews
45 repeat clients
from
$25
per night
Profile image

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.

Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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6. 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
54 reviews
18 repeat clients
from
$45
per night
Profile image

Mary took great care of our big baby. This was our longest time away from him, but he looked so comfortable and happy in all the pictures Mary sent during his stay with her. It was a real pleasure working with Mary also, as she was very easy to communicate with. This was a great experience over all and I highly recommend Mary!

Sitter Profile Image: Jill K.
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Sitter Profile Image: Jill K.
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7. Jill K.

Star Sitter
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
Profile image

This was the first time I left our 8 year old schnauzer, Winnie, with Jill K. Everything went very well. Jill is very accommodating with drop off and pick up times and her home is set up perfect for her doggie clients. She has a nice fenced in yard, a room just for the visiting dog(only for when Jill is away from home) and two very cute, friendly dogs ! Both Winnie and her Mom were overall very pleased with Jill's service and will definitely return !

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

Star Sitter
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
23 reviews
9 repeat clients
from
$50
per night
Profile image

My 10 year old yorkie is anxious when she is not with me, usually whimpers and can't settle, but with April and Brad, she was completely calm and content. They gave her 100% attention and affections and I felt good about here stay with them. Thank you April & Brad!

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

Star Sitter
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
145 reviews
65 repeat clients
from
$45
per night
Profile image

Blythe watched my pup for over a week and it was an awesomely positive experience for both me and Juno. Blythe was communicative, sent daily updates with pictures, and made me feel at ease. I will absolutely be recommending her to others and be re-booking services in the future.

Sitter Profile Image: Shannon A.
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Sitter Profile Image: Shannon A.
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10. Shannon A.

Work from home dog lover.
West Allis, WI, 53214
4.1 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
89 reviews
40 repeat clients
from
$38
per night
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Our 2 pups love spending time at Shannon’s place. She is very attentive and our dogs come home in great shape. Would recommend Shannon to all my friends.

Sitter Profile Image: Kelli S.
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Sitter Profile Image: Kelli S.
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11. Kelli S.

Lover of all dogs!
West Allis, WI, 53214
3.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$40
per night
Profile image

Everything about Soleil’s stay with Kelli was phenomenal! Kelli went above and beyond with extraordinary communication, sharing delightful pictures, and intentional compassionate presence for Soleil. I highly recommend and Soleil gives her four paws way up. 🐾🐾🐾🐾

Sitter Profile Image: Kristi B.
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Sitter Profile Image: Kristi B.
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12. Kristi B.

Star Sitter
Seniors welcome!
Franklin, WI, 53221
3.7 mi. away
Boarding
5.0 out of 5 stars
30 reviews
12 repeat clients
from
$40
per night
Profile image

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.

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
5.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
25 reviews
2 repeat clients
from
$40
per night
Profile image

Amazing dog sitters! I was so comfortable leaving them here. Right away they ask all the necessary details concerning my girls’ care, did a meet and greet and saw their clean house and yard set up for dog sitting, and during the stay I received approx. daily pictures or videos where my girls looked so happy and active! I will definitely trust them to pet sit again. Thank you!!

Sitter Profile Image: Stacey M.
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Sitter Profile Image: Stacey M.
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14. Stacey M.

Your pet’s home away from home.
Fairview, Milwaukee, WI, 53219
2.2 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$25
per night
Profile image

Stacey and her family did a great job taking care of Buddy for a week. He seemed happy and fit in well with the family pets. I would love for Stacey to take care of Buddy again.

Sitter Profile Image: Courtney W.
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Sitter Profile Image: Courtney W.
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15. Courtney W.

Caring and skilled and loves pets!
Morgandale, Milwaukee, WI, 53221
4.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$40
per night
Profile image

Courtney was an unbelievable sitter for Baxter while we were away. She kept us posted with updates and we were sure he was having almost as much fun as we were on vacation. She clearly knows pets and was on top of all his needs. I am sure he got excellent care based on everything demonstrated in our meet and greet and the updates. She was highly knowledgeable and the socialization did him a world of good. Thanks again Courtney and we hope to book with you again in the future.

Sitter Profile Image: Debbie L.
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Sitter Profile Image: Debbie L.
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16. Debbie L.

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

Debbie took great care of my puppy. She took the time to meet with me and Roxie beforehand to meet her and find out about her needs. It was great to know Roxie was safe while I was out and I would recommend Debbie.

Sitter Profile Image: Valeria A.
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Sitter Profile Image: Valeria A.
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17. Valeria A.

Rover 101
Love is a Four Legged Word <3
Greenfield, WI, 53221
3.0 mi. away
Boarding
5.0 out of 5 stars
50 reviews
23 repeat clients
from
$40
per night
Profile image

Jack couldn't have been happier during the week we were gone, except if he had been home with us. He got along great with Valeria and her pups, was well fed, and got plenty of exercise and attention. Would recommend highly to anyone whose dogs needing boarding will get along with dogs already in the home, not least because Valeria and her husband were extremely pleasant to deal with. Using her service again in the near future for a business trip with no qualms whatsoever.

Sitter Profile Image: Jes B.
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Sitter Profile Image: Jes B.
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18. Jes B.

Rover 101
The Hardy-Berndt Ranch
Kensington, New Berlin, WI, 53151
4.2 mi. away
Boarding
5.0 out of 5 stars
77 reviews
43 repeat clients
from
$32
per night
Profile image

We've been using DogVacay since our dog was a puppy. Almost 3 years later, we're beyond thrilled with the service, especially since it led us to Jes & Alex. I feel good knowing Jackson is in good, loving hands. With Jes' extensive experience with dogs, I know Jackson gets the care & attention he needs. He always comes home happy & tired! With their sprawling ranch property, our dog has plenty of room to run & enjoys being part of a pack for a few days. We get great feedback & regular texts/pics during his stay. We're so happy Jackson has a home away from home! Jes & Alex make this the easiest part of our travel!

Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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19. Julia R.

I have experience for dogs
Cudahy, WI, 53110
7.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
6 repeat clients
from
$37
per night
Profile image

Julia was so great with my Buzz! She sent plenty of pictures and videos and kept me updated while I was away for the weekend. I will absolutely be requesting her services again and would recommend her to anyone! Thanks again!

Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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20. Nicole D.

Star Sitter
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
11 reviews
4 repeat clients
from
$40
per night
Profile image

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!

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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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