Dog Boarding in Rolling Green, Milwaukee

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Top rated Rolling Green dog boarders

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Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$39
per night
5 out of 5.0 stars
23 reviews
5 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott was great at communicating with us about our Libby while she was staying with him and sent lots of pictures. Which was great! I wouldn’t hesitate to use Scott again should the need arise. Thank you Scott!

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Lynn S.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5 out of 5.0 stars
162 reviews
58 repeat clients
20 years of experience
Brookfield, WI, 53005

Our old man has such a great time here! This was his second stay and he was pooped when he came home from all the fun he had. Maria and Nayibe treated him like a family member and kept us up to date on how he was doing the whole time. Definitely recommend and will definitely be back. ☺️

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Lindsey K.
Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter
from
$46
per night
5 out of 5.0 stars
62 reviews
18 repeat clients
14 years of experience
Cooper Park, Milwaukee, WI, 53222

Michelle was the first person my dog stayed with on Rover and she was excellent! We easily coordinated a meet and greet before, then she provided great updates and pictures throughout my dog’s stay. I would definitely trust my dog staying with Michelle again.

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Haley C.
Sitter Profile Image: Christina W.
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Christina W.
Star Sitter
from
$38
per night
5 out of 5.0 stars
12 reviews
10 repeat clients
15 years of experience
Muskego, WI, 53150

Christina was great with communication as and took very good care of my dog. Super generous with photos and dog came back home happy. Thank you Christina .. sorry for the delayed review. 😊

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Vidhi S.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
from
$40
per night
5 out of 5.0 stars
52 reviews
19 repeat clients
30 years of experience
Greendale, WI, 53129

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!

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Johnathan W.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5 out of 5.0 stars
126 reviews
44 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!

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Nidhi N.
Sitter Profile Image: Katharine & Michael S.
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Katharine & Michael S.
Star Sitter
from
$39
per night
5 out of 5.0 stars
17 reviews
3 repeat clients
35 years of experience
Wauwatosa, WI, 53213

Katharine and Michael were amazing caretakers for our dog Kami! Right from the start they were very communicative and flexible for us and our dog. They sent updates on their adventures, and made Kami feel right at home. I would recommend them to everyone, and we will definitely have Kami stay with them again in the future.

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Michael S.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
Star Sitter
from
$36
per night
5 out of 4.9 stars
461 reviews
188 repeat clients
45 years of experience
West Allis, WI, 53219

Both dogs got tons of love. Daniel was accommodating to our dogs specific needs. Fred loved gathering all the bones and Sara loved all the attention. They are calm and true dog lovers. We will definitely be using them again in the future.

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Sheila M.
Sitter Profile Image: Ashlee K.
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Ashlee K.
from
$35
per night
5 out of 5.0 stars
69 reviews
27 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is absolutely amazing! She provided us with adorable pictures and updates during Boscos stay; we will definitely be requesting future sittings and sending friends her way!

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Chad T.
Sitter Profile Image: Janice G.
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Janice G.
Star Sitter
from
$40
per night
5 out of 5.0 stars
14 reviews
4 repeat clients
30 years of experience
Wauwatosa, WI, 53226

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.

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Johanna B.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$40
per night
5 out of 4.9 stars
42 reviews
25 repeat clients
20 years of experience
West Allis, WI, 53214

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

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Andy T.
Sitter Profile Image: Mindy W.
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Mindy W.
Star Sitter
from
$43
per night
5 out of 5.0 stars
29 reviews
8 repeat clients
26 years of experience
West View, Milwaukee, WI, 53227

Mindy did a fabulous job with Takaani. I felt 100% comfortable leaving her with her. Communication was perfectly performed. Great dog walker and person.

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Jason S.
Sitter Profile Image: Christina F.
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Christina F.
Star Sitter
from
$40
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
25 years of experience
Franklin, WI, 53132

I would highly recommend Christina if you are looking for someone to care for your pup while you’re away! She’s a great communicator and sent pics often! I could relax knowing he was in good hands. Thank you!

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Amanda G.
Sitter Profile Image: Nikki G.
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Nikki G.
Star Sitter
from
$48
per night
5 out of 5.0 stars
39 reviews
8 repeat clients
25 years of experience
Brookfield, WI, 53005

From booking to drop off and pickup, Nikki was available to accommodate our needs. Finding a sitter that loves pitbulls and has a family that does too makes vacation feel like vacation. Kiyah was the happiest and most loved pigbull during her stay, and all of the photos that were sent proved just that. Our bubby girl came back tired and slept like a young child from all the playing the kids did in their ginormous backyard. Book and book again. We are going to!

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Patricia C.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$40
per night
5 out of 5.0 stars
305 reviews
68 repeat clients
5 years of experience
West allis, WI, 53219

Sarah had great communication both before and throughout my dog’s stay with her. Really appreciated the pics she sent and it was great being able to relax and know my pup was in good hands. Thanks so much!

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Maureen D.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5 out of 5.0 stars
84 reviews
24 repeat clients
25 years of experience
Greenfield, WI, 53228

Mary did an awesome job keeping me up to date with daily pictures, texts, and a few videos! Our pup had such a good time I was afraid she wouldn’t want to come home! We extended our trip and Mary was very accommodating to that as well! I fully trust Mary with my Juno and will definitely look to her next time for any boarding needs! Thanks again!

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Erin M.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$35
per night
5 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
West Allis, WI, 53227

Great experience ! Staija took amazing care of our dog Bruno for two weeks. She was reliable, loving, and kept us updated with photos and messages. Bruno was happy and well cared for the entire time. Highly recommend her!

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Bo A.
Sitter Profile Image: Lillian T.
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Lillian T.
Star Sitter
from
$35
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
5 years of experience
Polonia, Milwaukee, WI, 53215

Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!

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Taylor S.
Sitter Profile Image: Jill K.
Verified Background Check
Jill K.
Star Sitter
from
$30
per night
5 out of 4.9 stars
47 reviews
17 repeat clients
20 years of experience
Greenfield, WI, 53228

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 !

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Kim P.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$30
per night
5 out of 5.0 stars
23 reviews
8 repeat clients
1 year of experience
Fairview, Milwaukee, WI, 53219

Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book again!! 🙏🏽

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Erika C.
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Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check
Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check

Scott & Ashley S.
Star Sitter

Away? We allow your dogs to play!
Waukesha, WI, 53186
10.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5 out of 5.0 stars
23 reviews
5 repeat clients
Profile image

Scott was great at communicating with us about our Libby while she was staying with him and sent lots of pictures. Which was great! I wouldn’t hesitate to use Scott again should the need arise. Thank you Scott!

Availability updated today
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check

Maria & Nayibe B.
Star Sitter

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

Our old man has such a great time here! This was his second stay and he was pooped when he came home from all the fun he had. Maria and Nayibe treated him like a family member and kept us up to date on how he was doing the whole time. Definitely recommend and will definitely be back. ☺️

Availability updated today
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
Verified Enhanced Background Check

Michelle Y.
Star Sitter

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

Michelle was the first person my dog stayed with on Rover and she was excellent! We easily coordinated a meet and greet before, then she provided great updates and pictures throughout my dog’s stay. I would definitely trust my dog staying with Michelle again.

Availability updated today
Sitter Profile Image: Christina W.
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Sitter Profile Image: Christina W.
Verified Enhanced Background Check

Christina W.
Star Sitter

Friendly and fun dog vacation spot
Muskego, WI, 53150
7.8 mi. away
Boarding
from
$38
per night
5 out of 5.0 stars
12 reviews
10 repeat clients
Profile image

Christina was great with communication as and took very good care of my dog. Super generous with photos and dog came back home happy. Thank you Christina .. sorry for the delayed review. 😊

Availability updated 4 days ago
Sitter Profile Image: Kathy & Brad K.
Verified Enhanced Background Check
Sitter Profile Image: Kathy & Brad K.
Verified Enhanced Background Check

Kathy & Brad K.

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

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!

Availability updated today
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check

Rebecca S.
Star Sitter

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

Becky was amazing with my dog, I left him for around 5 days and she updated me everyday regarding his stay. Her backyard was so amazing, my dog was out having fun with the other dogs under her care. This was my first time dog boarding and she made this process so smooth and stress free. Would definitely recommend her!

Availability updated yesterday
Sitter Profile Image: Katharine & Michael S.
Verified Enhanced Background Check
Sitter Profile Image: Katharine & Michael S.
Verified Enhanced Background Check

Katharine & Michael S.
Star Sitter

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

Katharine and Michael were amazing caretakers for our dog Kami! Right from the start they were very communicative and flexible for us and our dog. They sent updates on their adventures, and made Kami feel right at home. I would recommend them to everyone, and we will definitely have Kami stay with them again in the future.

Availability updated 4 days ago
Sitter Profile Image: Daniel & Holly L.
Verified Background Check
Sitter Profile Image: Daniel & Holly L.
Verified Background Check

Daniel & Holly L.
Rover 101
Star Sitter

Warm, loving, home like suroundings
West Allis, WI, 53219
2.2 mi. away
Boarding, Doggy Day Care
from
$36
per night
5 out of 4.9 stars
461 reviews
188 repeat clients
Profile image

Both dogs got tons of love. Daniel was accommodating to our dogs specific needs. Fred loved gathering all the bones and Sara loved all the attention. They are calm and true dog lovers. We will definitely be using them again in the future.

Availability updated yesterday
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check
Sitter Profile Image: Ashlee K.
Verified Enhanced Background Check

Ashlee K.

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

Ashlee is absolutely amazing! She provided us with adorable pictures and updates during Boscos stay; we will definitely be requesting future sittings and sending friends her way!

Availability updated 13 days ago
Sitter Profile Image: Janice G.
Verified Enhanced Background Check
Sitter Profile Image: Janice G.
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Janice G.
Star Sitter

Loving care for your dog
Wauwatosa, WI, 53226
5.9 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
14 reviews
4 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 11 days ago
Sitter Profile Image: dawn s.
Verified Background Check
Sitter Profile Image: dawn s.
Verified Background Check

dawn s.
Rover 101
Star Sitter

I am a avid pet lover.
West Allis, WI, 53214
3.5 mi. away
Boarding
from
$40
per night
5 out of 4.9 stars
42 reviews
25 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 24 days ago
Sitter Profile Image: Mindy W.
Verified Enhanced Background Check
Sitter Profile Image: Mindy W.
Verified Enhanced Background Check

Mindy W.
Rover 101
Star Sitter

A paw-fect home away from home...
West View, Milwaukee, WI, 53227
1.2 mi. away
Boarding
from
$43
per night
5 out of 5.0 stars
29 reviews
8 repeat clients
Profile image

Mindy did a fabulous job with Takaani. I felt 100% comfortable leaving her with her. Communication was perfectly performed. Great dog walker and person.

Availability updated 5 days ago
Sitter Profile Image: Christina F.
Verified Enhanced Background Check
Sitter Profile Image: Christina F.
Verified Enhanced Background Check

Christina F.
Star Sitter

Animal Lover Foster Volunteer💜🐾
Franklin, WI, 53132
4.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

I would highly recommend Christina if you are looking for someone to care for your pup while you’re away! She’s a great communicator and sent pics often! I could relax knowing he was in good hands. Thank you!

Availability updated today
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check
Sitter Profile Image: Nikki G.
Verified Enhanced Background Check

Nikki G.
Star Sitter

Book our dog loving family!
Brookfield, WI, 53005
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$48
per night
5 out of 5.0 stars
39 reviews
8 repeat clients
Profile image

From booking to drop off and pickup, Nikki was available to accommodate our needs. Finding a sitter that loves pitbulls and has a family that does too makes vacation feel like vacation. Kiyah was the happiest and most loved pigbull during her stay, and all of the photos that were sent proved just that. Our bubby girl came back tired and slept like a young child from all the playing the kids did in their ginormous backyard. Book and book again. We are going to!

Availability updated 3 days ago
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

Sarah J.
Star Sitter

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

Sarah had great communication both before and throughout my dog’s stay with her. Really appreciated the pics she sent and it was great being able to relax and know my pup was in good hands. Thanks so much!

Availability updated 2 days ago
Sitter Profile Image: Mary G.
Verified Enhanced Background Check
Sitter Profile Image: Mary G.
Verified Enhanced Background Check

Mary G.
Star Sitter

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

Mary did an awesome job keeping me up to date with daily pictures, texts, and a few videos! Our pup had such a good time I was afraid she wouldn’t want to come home! We extended our trip and Mary was very accommodating to that as well! I fully trust Mary with my Juno and will definitely look to her next time for any boarding needs! Thanks again!

Availability updated yesterday
Sitter Profile Image: Stajia W.
Verified Enhanced Background Check
Sitter Profile Image: Stajia W.
Verified Enhanced Background Check

Stajia W.

Love is a wet nose & a happy tail
West Allis, WI, 53227
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Great experience ! Staija took amazing care of our dog Bruno for two weeks. She was reliable, loving, and kept us updated with photos and messages. Bruno was happy and well cared for the entire time. Highly recommend her!

Availability updated yesterday
Sitter Profile Image: Lillian T.
Verified Background Check
Sitter Profile Image: Lillian T.
Verified Background Check

Lillian T.
Star Sitter

Experienced and playful dog lover!
Polonia, Milwaukee, WI, 53215
4.1 mi. away
Boarding, House Sitting, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!

Availability updated today
Sitter Profile Image: Jill K.
Verified Background Check
Sitter Profile Image: Jill K.
Verified Background Check

Jill K.
Star Sitter

I have three great dogs and a fence
Greenfield, WI, 53228
0.9 mi. away
Boarding
from
$30
per night
5 out of 4.9 stars
47 reviews
17 repeat clients
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 !

Availability updated 42 days ago
Sitter Profile Image: Stacey M.
Verified Enhanced Background Check
Sitter Profile Image: Stacey M.
Verified Enhanced Background Check

Stacey M.
Star Sitter

Your pet’s home away from home.
Fairview, Milwaukee, WI, 53219
1.9 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
23 reviews
8 repeat clients
Profile image

Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book again!! 🙏🏽

Availability updated today

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