Dog Boarding in Cannon Park, Milwaukee

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Top rated Cannon Park dog boarders

1 / 1
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5 out of 5.0 stars
29 reviews
8 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and family were amazing with Cali- so active and kept us up to date! This was her second time staying with them, and I was never worried about her!

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Adrianne W.
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
177 reviews
62 repeat clients
20 years of experience
Brookfield, WI, 53005

My Best Friend Bosco had a wonderful place to spend Christmas away from home this year. It’s very difficult to find loving people to watch over your pet and totally trust you made the right choice. Maria & Naylbe were guardian angels! I would recommend them for your next trip vacation away. They were awesome, sent us pictures and updates daily. They gave Bosco TLC !!!!!

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William S.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5 out of 5.0 stars
147 reviews
57 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda took such incredible care of my dogs, Bailey and Jinx. From the updates, to the photos, and just making sure they were comfortable and happy, every detail was perfect. It is clear that Yolanda is the best and goes above and beyond to make each pet feel at home. I had complete peace of mind knowing my dogs were in great hands and will definitely use her services again—highly recommend!

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

Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!

Profile image
Katie W.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
from
$40
per night
5 out of 5.0 stars
53 reviews
20 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: Michelle Y.
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Michelle Y.
Star Sitter
from
$46
per night
5 out of 5.0 stars
69 reviews
20 repeat clients
15 years of experience
Cooper Park, Milwaukee, WI, 53222

Above and beyond what I could ever have asked for! Michelle took such good care of my pup and gave her so much love and affection. She was understanding and accommodating of my crazy work schedule and delayed flight home. She even gave me a sweet card and printed photos of Charlie. 100000% recommend and Charlie will be spending time with her and Reggie again. Thank you!!

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Abby L.
Sitter Profile Image: Michelle G.
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Michelle G.
Star Sitter
from
$49
per night
5 out of 5.0 stars
139 reviews
32 repeat clients
10 years of experience
Wauwatosa, WI, 53233

Michelle was amazing! Rowan my cat had a blast it almost seemed like she didn’t want to leave!! She sent tons of pictures over the course of the stay and sent plenty of updates! I will 100% be using her in the future.

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Miranda S.
Sitter Profile Image: Ashlee K.
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Ashlee K.
from
$35
per night
5 out of 5.0 stars
72 reviews
29 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

I had an excellent experience with Ashlee. My dog Sinchi was clearly happy and well cared for during my time away. Ashlee was very communicative and sent updates while. I also really appreciated how flexible they were in accommodating my request on such short notice. It's clear she genuinely cares about the animals she looks after. Will definitely book again!

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Erin T.
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
18 reviews
4 repeat clients
35 years of experience
Wauwatosa, WI, 53213

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!

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Mary F.
Sitter Profile Image: Mindy W.
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Mindy W.
Star Sitter
from
$43
per night
5 out of 5.0 stars
30 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: Lillian T.
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Lillian T.
Star Sitter
from
$35
per night
5 out of 5.0 stars
13 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: dawn s.
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dawn s.
Star Sitter
from
$40
per night
5 out of 4.9 stars
43 reviews
26 repeat clients
20 years of experience
West Allis, WI, 53214

This was my first time using Rover and I couldn’t be happier with Dawn and her husband! They were so welcoming at our Meet and Greet and made us feel very comfortable leaving Zeke overnight. She sent us updates and pictures of him having a blast in their back yard, so I could tell Zeke was having a great time. I highly recommend Dawn and will definitely be booking with her again in the future!

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jordyn w.
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
463 reviews
191 repeat clients
45 years of experience
West Allis, WI, 53219

Dan and Holly were excellent sitters for our dog! After our meet and great we were extremely comfortable leaving Wendy with this kind couple. Dan was very thorough in the questions he asked, and was open to any questions we had. He will also, as much as you'd like, provide pictures and descriptions of your pets stay while you are away. We would highly recommend Dan and will definitely use him again in the future. Thanks Dan!

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Matt S.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5 out of 5.0 stars
8 reviews
1 repeat client
20 years of experience
Wauwatosa, WI, 53213

We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.

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

Jaq and I absolutely loved having Janice take care of him overnight while I was on vacation for a week! She was attentive to all his needs (he is reactive to other dogs) and provided regular updates and photos. He loved spending time with her - I think it was a vacation for Jaq, as well!

Profile image
Christina S.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$40
per night
5 out of 5.0 stars
320 reviews
69 repeat clients
5 years of experience
West allis, WI, 53219

Sarah is amazing and great with my boy. I love that she updated me on a daily basis and took great care of Hamburger. Definitely recommended and will be using again!

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Pang L.
Sitter Profile Image: Stajia W.
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Stajia W.
from
$39
per night
5 out of 5.0 stars
7 reviews
1 repeat client
15 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: Nikki G.
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Nikki G.
Star Sitter
from
$48
per night
5 out of 5.0 stars
40 reviews
8 repeat clients
25 years of experience
Brookfield, WI, 53005

Nikki and her family were amazing with my dog Sweet Potato! He was well looked after and Nikki sent me plenty of sweet updates. Sweet Potato came home one happy pup. Would definitely recommend!

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Lena J.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$30
per night
5 out of 5.0 stars
25 reviews
11 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.
Sitter Profile Image: April & Brad R.
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April & Brad R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
31 reviews
11 repeat clients
10 years of experience
West Allis, WI, 53214

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!

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Debra T.
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Sitter Profile Image: Scott & Ashley S.
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Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter

Away? We allow your dogs to play!
Waukesha, WI, 53186
9.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
29 reviews
8 repeat clients
Profile image

Scott and family were amazing with Cali- so active and kept us up to date! This was her second time staying with them, and I was never worried about her!

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

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

My Best Friend Bosco had a wonderful place to spend Christmas away from home this year. It’s very difficult to find loving people to watch over your pet and totally trust you made the right choice. Maria & Naylbe were guardian angels! I would recommend them for your next trip vacation away. They were awesome, sent us pictures and updates daily. They gave Bosco TLC !!!!!

Availability updated today
Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter

I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
9.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
147 reviews
57 repeat clients
Profile image

Yolanda took such incredible care of my dogs, Bailey and Jinx. From the updates, to the photos, and just making sure they were comfortable and happy, every detail was perfect. It is clear that Yolanda is the best and goes above and beyond to make each pet feel at home. I had complete peace of mind knowing my dogs were in great hands and will definitely use her services again—highly recommend!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
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
7.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
132 reviews
45 repeat clients
Profile image

Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Kathy & Brad K.
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Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.

Your Dog's Home Away from Home
Greendale, WI, 53129
5.4 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
53 reviews
20 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 23 days ago
Sitter Profile Image: Michelle Y.
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Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter

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

Above and beyond what I could ever have asked for! Michelle took such good care of my pup and gave her so much love and affection. She was understanding and accommodating of my crazy work schedule and delayed flight home. She even gave me a sweet card and printed photos of Charlie. 100000% recommend and Charlie will be spending time with her and Reggie again. Thank you!!

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

Michelle G.
Rover 101
Star Sitter

Welcome to my Home!
Wauwatosa, WI, 53233
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 5.0 stars
139 reviews
32 repeat clients
Profile image

Michelle was amazing! Rowan my cat had a blast it almost seemed like she didn’t want to leave!! She sent tons of pictures over the course of the stay and sent plenty of updates! I will 100% be using her in the future.

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

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

I had an excellent experience with Ashlee. My dog Sinchi was clearly happy and well cared for during my time away. Ashlee was very communicative and sent updates while. I also really appreciated how flexible they were in accommodating my request on such short notice. It's clear she genuinely cares about the animals she looks after. Will definitely book again!

Availability updated 15 days ago
Sitter Profile Image: Katharine & Michael S.
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Sitter Profile Image: Katharine & Michael S.
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Katharine & Michael S.
Star Sitter

We ❤️ Dogs! Both WFH, Walk Tons
Wauwatosa, WI, 53213
1.7 mi. away
Boarding, Doggy Day Care
from
$39
per night
5 out of 5.0 stars
18 reviews
4 repeat clients
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 10 days ago
Sitter Profile Image: Mindy W.
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Sitter Profile Image: Mindy W.
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Mindy W.
Rover 101
Star Sitter

A paw-fect home away from home...
West View, Milwaukee, WI, 53227
3.2 mi. away
Boarding
from
$43
per night
5 out of 5.0 stars
30 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 today
Sitter Profile Image: Lillian T.
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Sitter Profile Image: Lillian T.
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Lillian T.
Star Sitter

Experienced and playful dog lover!
Polonia, Milwaukee, WI, 53215
5.6 mi. away
Boarding, House Sitting, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
13 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: dawn s.
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Sitter Profile Image: dawn s.
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dawn s.
Rover 101
Star Sitter

I am a avid pet lover.
West Allis, WI, 53214
2.2 mi. away
Boarding
from
$40
per night
5 out of 4.9 stars
43 reviews
26 repeat clients
Profile image

This was my first time using Rover and I couldn’t be happier with Dawn and her husband! They were so welcoming at our Meet and Greet and made us feel very comfortable leaving Zeke overnight. She sent us updates and pictures of him having a blast in their back yard, so I could tell Zeke was having a great time. I highly recommend Dawn and will definitely be booking with her again in the future!

Availability updated 3 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
2.9 mi. away
Boarding, Doggy Day Care
from
$36
per night
5 out of 4.9 stars
463 reviews
191 repeat clients
Profile image

Dan and Holly were excellent sitters for our dog! After our meet and great we were extremely comfortable leaving Wendy with this kind couple. Dan was very thorough in the questions he asked, and was open to any questions we had. He will also, as much as you'd like, provide pictures and descriptions of your pets stay while you are away. We would highly recommend Dan and will definitely use him again in the future. Thanks Dan!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sitter Profile Image: Sarah K.
Verified Enhanced Background Check

Sarah K.

Dog lover with lots of experience!
Wauwatosa, WI, 53213
2.6 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.

Availability updated 9 days ago
Sitter Profile Image: Janice G.
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Sitter Profile Image: Janice G.
Verified Enhanced Background Check

Janice G.
Star Sitter

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

Jaq and I absolutely loved having Janice take care of him overnight while I was on vacation for a week! She was attentive to all his needs (he is reactive to other dogs) and provided regular updates and photos. He loved spending time with her - I think it was a vacation for Jaq, as well!

Availability updated 2 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
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
320 reviews
69 repeat clients
Profile image

Sarah is amazing and great with my boy. I love that she updated me on a daily basis and took great care of Hamburger. Definitely recommended and will be using again!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
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
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5 out of 5.0 stars
7 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 today
Confirmed availability for Labor Day Weekend
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
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$48
per night
5 out of 5.0 stars
40 reviews
8 repeat clients
Profile image

Nikki and her family were amazing with my dog Sweet Potato! He was well looked after and Nikki sent me plenty of sweet updates. Sweet Potato came home one happy pup. Would definitely recommend!

Availability updated yesterday
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
3.0 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
25 reviews
11 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 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: April & Brad R.
Verified Enhanced Background Check
Sitter Profile Image: April & Brad R.
Verified Enhanced Background Check

April & Brad R.
Star Sitter

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

Availability updated 9 days ago

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