Dog Boarding in Washington Heights, Milwaukee

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Top rated Washington Heights dog boarders

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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 took fantastic care of our doggies! They seemed so happy and relaxed at her house and came back in great moods. They loved her dog. I think it was a great home away from home for my pups!

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Jennifer M.
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

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: 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

Our dogs were well taken care of with Michelle. She sent lots of pictures and updates and kept them on their normal schedules. Would recommend!

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Hannah L.
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

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.

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Amber
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
63 repeat clients
20 years of experience
Brookfield, WI, 53005

We definitely recommend Maria and Nayibe. We were constantly updated with photos and we could tell that our dogs were being well cared for and even pampered. We will be booking again!

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Carisa B.
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

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: 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: 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 his family are our go-to sitters since we moved to the area. Our elderly dog, Stella, has stayed with them over the weekend twice and will be staying with them again next month for over a week. They have been more than accommodating with her needs, from providing her endless attention to making sure she gets her medications on time. They are patient with her fussiness and also make sure she gets plenty of time to rest. They also reach out to us during the visit with photos and updates! While they often sit multiple dogs at once, they maintain excellent control ensuring everyone is happy and healthy. They are retired so the pets receive loads of affection and are not left alone. Stella has grown quite attached to Dan and we look forward to having her stay with them again soon! We highly recommend this attentive, caring family!

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Kelsey T.
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

I just picked up Mochi from her first stay with Yolanda. My pooch is tired and happy! Yolanda obviously has a ton of experience managing a group of dogs. All of her furry guests seemed relaxed and at home. Sooooooo grateful to have discovered such a generous caregiver : )

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Sha H.
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

Rebecca & her family were the best! Lola was very well taken care of and we will continue to rebook with her for future trips. Your pet is in the best hands.

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Colleen P.
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 were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !

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Jennifer T.
Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter
from
$55
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
20 years of experience
Milwaukee, WI, 53213

Caitlin watched cooper for a weekend for us. She was so kind. Asked questions about cooper and followed our instructions well. She sent pictures of him and updates. I would highly recommend her. We hope to be able to use her again.

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Rachel S.
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 is a great communicator and makes sure Jovi feels safe and comfortable! She takes lots of walks and gives her lots of love. Jovi is in good hands while I am away!

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Kristen H.
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
4 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: Brooke K.
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Brooke K.
Star Sitter
from
$45
per night
5 out of 5.0 stars
89 reviews
31 repeat clients
20 years of experience
West Allis, WI, 53227

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!

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Nicole K.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
5 out of 4.9 stars
174 reviews
96 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated the time MJ took to introduce Brooklyn to his cats and ensure they were ok. Brooklyn came back tired (tired = lots of fun = happy) and seemed to have had an awesome time.

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Jonathan C.
Sitter Profile Image: Tishara M.
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Tishara M.
from
$40
per night
5 out of 5.0 stars
3 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

Sebastian had a wonderful stay and got plenty of hugs and cuddles. He will definitely be back. A++

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Heather W.
Sitter Profile Image: Karen D.
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Karen D.
from
$45
per night
5 out of 4.9 stars
14 reviews
4 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.

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Terry M.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5 out of 5.0 stars
124 reviews
29 repeat clients
30 years of experience
Glendale, WI, 53217

Kim did a great job with our dog Georgia! Georgia has lots of quirks and Kim managed them well. She was communicative, and sent photos and updates without me having to ask for them. Georgia was safe, happy, and relaxed when we brought her home. Thanks Kim and Tom!!

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Jennifer B.
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

Janice was great with our Frenchie Otis. He can be timid when staying at new locations and Janice made sure he was comfortable and provided us with plenty of videos, pictures, and updates. I would recommend Janice for your pup!

Profile image
Ben N.
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Sitter Profile Image: Michelle G.
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Sitter Profile Image: Michelle G.
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Michelle G.
Rover 101
Star Sitter

Welcome to my Home!
Wauwatosa, WI, 53233
1.6 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 took fantastic care of our doggies! They seemed so happy and relaxed at her house and came back in great moods. They loved her dog. I think it was a great home away from home for my pups!

Availability updated yesterday
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
1.3 mi. away
Boarding, Doggy Day Care
from
$39
per night
5 out of 5.0 stars
18 reviews
4 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 10 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
2.2 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

Our dogs were well taken care of with Michelle. She sent lots of pictures and updates and kept them on their normal schedules. Would recommend!

Availability updated today
Sitter Profile Image: Ashlee K.
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Sitter Profile Image: Ashlee K.
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Ashlee K.

Pets are family 💕
Silver City, Milwaukee, WI, 53215
2.7 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

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 15 days ago
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
6.5 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
177 reviews
63 repeat clients
Profile image

We definitely recommend Maria and Nayibe. We were constantly updated with photos and we could tell that our dogs were being well cared for and even pampered. We will be booking 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

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 4 days ago
Sitter Profile Image: Sarah K.
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Sitter Profile Image: Sarah K.
Verified Enhanced Background Check

Sarah K.

Dog lover with lots of experience!
Wauwatosa, WI, 53213
1.0 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 10 days ago
Sitter Profile Image: Daniel & Holly L.
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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
3.7 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 his family are our go-to sitters since we moved to the area. Our elderly dog, Stella, has stayed with them over the weekend twice and will be staying with them again next month for over a week. They have been more than accommodating with her needs, from providing her endless attention to making sure she gets her medications on time. They are patient with her fussiness and also make sure she gets plenty of time to rest. They also reach out to us during the visit with photos and updates! While they often sit multiple dogs at once, they maintain excellent control ensuring everyone is happy and healthy. They are retired so the pets receive loads of affection and are not left alone. Stella has grown quite attached to Dan and we look forward to having her stay with them again soon! We highly recommend this attentive, caring family!

Availability updated today
Confirmed availability for Labor Day Weekend
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
7.6 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

I just picked up Mochi from her first stay with Yolanda. My pooch is tired and happy! Yolanda obviously has a ton of experience managing a group of dogs. All of her furry guests seemed relaxed and at home. Sooooooo grateful to have discovered such a generous caregiver : )

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Rebecca S.
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Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter

Trainer w/ lrg fenced in yard
Town Of Lake, Milwaukee, WI, 53207
7.1 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

Rebecca & her family were the best! Lola was very well taken care of and we will continue to rebook with her for future trips. Your pet is in the best hands.

Availability updated 2 days ago
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
7.3 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 were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !

Availability updated 24 days ago
Sitter Profile Image: Caitlin K.
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Sitter Profile Image: Caitlin K.
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Caitlin K.
Star Sitter

Dogs are life
Milwaukee, WI, 53213
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
Profile image

Caitlin watched cooper for a weekend for us. She was so kind. Asked questions about cooper and followed our instructions well. She sent pictures of him and updates. I would highly recommend her. We hope to be able to use her again.

Availability updated 10 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
5.5 mi. away
Boarding
from
$43
per night
5 out of 5.0 stars
30 reviews
8 repeat clients
Profile image

Mindy is a great communicator and makes sure Jovi feels safe and comfortable! She takes lots of walks and gives her lots of love. Jovi is in good hands while I am away!

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
5.1 mi. away
Boarding, House Sitting, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
13 reviews
4 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 yesterday
Sitter Profile Image: Brooke K.
Verified Enhanced Background Check
Sitter Profile Image: Brooke K.
Verified Enhanced Background Check

Brooke K.
Star Sitter

Loving your precious babies
West Allis, WI, 53227
4.6 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
89 reviews
31 repeat clients
Profile image

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!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Michael J K.
Verified Background Check
Sitter Profile Image: Michael J K.
Verified Background Check

Michael J K.
Star Sitter

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
174 reviews
96 repeat clients
Profile image

Really enjoyed working with MJ. He's flexible, accommodating and responds promptly via Rover. My dog has had limited exposure to cats, so really appreciated the time MJ took to introduce Brooklyn to his cats and ensure they were ok. Brooklyn came back tired (tired = lots of fun = happy) and seemed to have had an awesome time.

Availability updated 21 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tishara M.
Verified Enhanced Background Check
Sitter Profile Image: Tishara M.
Verified Enhanced Background Check

Tishara M.

IHeartPets
Midtown, Milwaukee, WI, 53208
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Sebastian had a wonderful stay and got plenty of hugs and cuddles. He will definitely be back. A++

Availability updated today
Sitter Profile Image: Karen D.
Verified Enhanced Background Check
Sitter Profile Image: Karen D.
Verified Enhanced Background Check

Karen D.

Newly retired want to share my time
Lower East Side, Milwaukee, WI, 53202
4.4 mi. away
Boarding
from
$45
per night
5 out of 4.9 stars
14 reviews
4 repeat clients
Profile image

Karen welcomed our little Betty with open arms. Betty loves to meet new people and she got to meet quite a few new folks thanks to Karen’s friendly condo building. Karen sent pictures throughout Betty’s stay, which we always appreciate. We are so glad to have found Karen and know that Betty is looking forward to her next visit.

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

Kim S.
Star Sitter

Never lived a day without a pet
Glendale, WI, 53217
4.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 5.0 stars
124 reviews
29 repeat clients
Profile image

Kim did a great job with our dog Georgia! Georgia has lots of quirks and Kim managed them well. She was communicative, and sent photos and updates without me having to ask for them. Georgia was safe, happy, and relaxed when we brought her home. Thanks Kim and Tom!!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Janice G.
Verified Enhanced Background Check
Sitter Profile Image: Janice G.
Verified Enhanced Background Check

Janice G.
Star Sitter

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

Janice was great with our Frenchie Otis. He can be timid when staying at new locations and Janice made sure he was comfortable and provided us with plenty of videos, pictures, and updates. I would recommend Janice for your pup!

Availability updated 3 days ago

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