Dog Boarding in Woodland Court, Milwaukee

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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
from
$40
per night
5 out of 5.0 stars
49 reviews
18 repeat clients
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

Availability updated 12 days ago
Sitter Profile Image: Daniel & Holly L.
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Sitter Profile Image: Daniel & Holly L.
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2. Daniel & Holly L.

Rover 101
Star Sitter
Warm, loving, home like suroundings
West Allis, WI, 53219
2.4 mi. away
Boarding, Doggy Day Care
from
$36
per night
5 out of 4.9 stars
448 reviews
185 repeat clients
Profile image

Daniel took care of my border collie mix "ozzie" for two days. Anyone who owns a shepard knows they have a ton of energy. When i brought him home it was the most calm and relaxed i'd ever seen him. Daniel genuinely appears to care about what he does. I would recommend him to others and i will be going back.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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3. Mindy W.

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

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.

Availability updated yesterday
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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4. Ashlee K.

Pets are family 💕
Silver City, Milwaukee, WI, 53215
4.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
63 reviews
23 repeat clients
Profile image

Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.

Availability updated yesterday
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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5. Rebecca S.

Star Sitter
Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
5.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
106 reviews
36 repeat clients
Profile image

Becky’s communication is incredible, we got multiple photos and updates on what Bjork did EVERY DAY!! She also has two wonderful daughters who cuddled Bjork at night and two amazingly behaved dogs who played with him in their huge fenced in yard! I am beyond grateful we booked with Becky and still cannot believe we found someone so perfect to watch our boy. 10/10 experience, 100/10 family! We will be booking again and we whole heartedly recommend her to all friends and family.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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6. Michelle G.

Rover 101
Star Sitter
Welcome to my Home!
Wauwatosa, WI, 53233
6.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
88 reviews
15 repeat clients
Profile image

Michelle was a fantastic sitter!! Pickles had so much fun with her dog playing and snuggling. We got multiple picture updates throughout the day so we knew he was having fun and being well taken care of!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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7. Mary G.

Star Sitter
I have a big fenced in yard and luv
Greenfield, WI, 53228
0.6 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
77 reviews
23 repeat clients
Profile image

Oh boy! What a special stay for Bud - his 8th birthday!! Thank you for the party and birthday treats and the great video and photos of the celebration! You are all the best folks and pups! I love how you treat Bud like one of your own! See you soon!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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8. Sarah J.

Star Sitter
I’m awkward with humans.
West allis, WI, 53219
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
271 reviews
64 repeat clients
Profile image

I had to board Daisy because I had surgery. Daisy was very much at ease at Sarah's home. Sarah shared pictures with me and reassured me when I said I missed Daisy. Silly me - little did I know Daisy had a great time :)

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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9. Michelle Y.

Star Sitter
Trusted & Insured Dog Mom 🐾❤
Cooper Park, Milwaukee, WI, 53222
6.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
46 reviews
13 repeat clients
Profile image

Michelle was wonderful with Harry. She kept me updated on how he was doing with texts and photos. Harry had a great time and made a new friend, Reggie. I will definitely have Michelle watch Harry again.

Availability updated today
Sitter Profile Image: Maria & Nayibe B.
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Sitter Profile Image: Maria & Nayibe B.
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10. Maria & Nayibe B.

Star Sitter
The Best Vacation for your Dogs!
Brookfield, WI, 53005
6.4 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
106 reviews
42 repeat clients
Profile image

Our older dog had more fun staying with Maria and Nayibe than he has in a long time! They were wonderful about making sure he got his medication and lots of love. We will definitely bring him back.

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: dawn s.
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Sitter Profile Image: dawn s.
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11. dawn s.

Rover 101
Star Sitter
I am a avid pet lover.
West Allis, WI, 53214
3.8 mi. away
Boarding
from
$40
per night
5 out of 4.9 stars
39 reviews
24 repeat clients
Profile image

Dawn and her husband were great while watching my dog over the weekend. Got multiple updates throughout the weekend, and everything went smoothly.

Availability updated 6 days ago
Sitter Profile Image: Jaci L.
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Sitter Profile Image: Jaci L.
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12. Jaci L.

animal whisperer
greenfield, WI, 53220
2.1 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
8 reviews
Profile image

I was really nervous about leaving Baili. I have never left her with a stranger. Once I saw the first picture I was totally content! She kept me update every couple of days and her just doing that I felt so much better. I totally recommend her. Thank you again for caring!

Availability updated 29 days ago
Sitter Profile Image: Katharine & Michael S.
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Sitter Profile Image: Katharine & Michael S.
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13. Katharine & Michael S.

We ❤️ Dogs! Both WFH, Walk Tons
Wauwatosa, WI, 53213
4.8 mi. away
Boarding, Doggy Day Care
from
$39
per night
5 out of 5.0 stars
5 reviews
Profile image

They treated Coco like a member of the family. Gave daily updates with pictures. She did not show the typical signs of stress when she was boarded in the past. Highly recommend!

Availability updated today
Sitter Profile Image: Karen & Toy
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Sitter Profile Image: Karen & Toy
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14. Karen & Toy

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

Karen and Toy were great. Our dog seemed to have a great time and came home happy and tuckered out. She kept us updated and feeling comfortable.

Availability updated 10 days ago
Sitter Profile Image: Nikki G.
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Sitter Profile Image: Nikki G.
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15. Nikki G.

Star Sitter
Book our dog loving family!
Brookfield, WI, 53005
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
35 reviews
5 repeat clients
Profile image

I had the pleasure of having Nikki and her lovely family watch our dog, Kota, who has a history of seizures and requires a little extra care. She did a truly wonderful job. Throughout Kota’s stay, she sent frequent pictures and updates, which helped ease our minds and kept us informed. Her attentiveness, kindness, and clear communication were greatly appreciated. Kota was in excellent hands, and it was clear she treated her like one of her own. I would highly recommend her to anyone looking for dependable, compassionate care for their pet—especially if they have special medical needs.

Availability updated today
Sitter Profile Image: Carly & Steven M.
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Sitter Profile Image: Carly & Steven M.
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16. Carly & Steven M.

Star Sitter
SAHM eager to help with your pets!
Franklin, WI, 53132
7.2 mi. away
Boarding, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
Profile image

Carly and Steven were absolutely amazing! Our sitter canceled on us very last minute and they were super quick to help. Our dog Maverick can be a little timid at first but he had such a good time with them! Both Carly and Steven were very friendly and professional. They have a beautiful family and Maverick fit right in. He was so relaxed all week, it truly made our vacation that much more relaxing knowing he was in great hands. We will definitely be bringing Maverick back as he loved being with them so much. We definitely recommend if you want great people to watch your pup.

Availability updated 2 days ago
Sitter Profile Image: Jes B.
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Sitter Profile Image: Jes B.
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17. Jes B.

Rover 101
The Hardy-Berndt Ranch
Kensington, New Berlin, WI, 53151
4.2 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
86 reviews
46 repeat clients
Profile image

Jes has been watching our Golden Doodle for the past year 3 times and she does great. This time we brought our new dog that we rescued who is a bit hyper with new people. Jes was great with Teddy and he had a great visit. We will use Jes again and again she’s a great dog person.

Availability updated today
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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18. Jessica R.

A dogs best friend🩷
Woodland Court, Milwaukee, WI, 53220
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
12 reviews
Profile image

Jessica was great with our dog Emerson! She took great care of him and sent plenty of updates. We would love to have her watch our dog again!

Availability updated 4 days ago
Sitter Profile Image: Jill K.
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Sitter Profile Image: Jill K.
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19. Jill K.

Star Sitter
I have three great dogs and a fence
Greenfield, WI, 53228
0.7 mi. away
Boarding
from
$30
per night
5 out of 4.9 stars
45 reviews
16 repeat clients
Profile image

Such a very great first Rover experience for my pup and I! Jill made sure that I knew he was doing great on his first night. She was very flexible with pick up and drop off and he was pooped upon pick up!

Availability updated 8 months ago
Sitter Profile Image: Janice G.
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Sitter Profile Image: Janice G.
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20. Janice G.

Star Sitter
Loving care for your dog
Wauwatosa, WI, 53226
6.3 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Janice was wonderful with our pup. He got to go on lots of walks and stay active. Communication was great and he came home happy as can be.

Availability updated 3 days ago

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