Dog Boarding in Havenwoods, Milwaukee, WI

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Top rated Havenwoods dog boarders

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

Yolanda is GREAT! She is very accommodating as my flight was delayed and I was two hours late picking my gremlins up. Her home is very clean and organized, and best of all my boys has bonded with her. I would definitely recommend to new and current clients. There is no doubt of future bookings with Yolanda, as she is now the boys home away from home.

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Cheryl M.
Sitter Profile Image: Michelle G.
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Michelle G.
Star Sitter
from
$48
per night
5 out of 5.0 stars
147 reviews
33 repeat clients
10 years of experience
Wauwatosa, WI, 53233

Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!

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Daniel C.
Sitter Profile Image: Kris P.
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Kris P.
from
$45
per night
5 out of 4.8 stars
13 reviews
4 repeat clients
30 years of experience
Whispering Hills, Milwaukee, WI, 53223

Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!

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Claudia A.
Sitter Profile Image: Daniel R.
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Daniel R.
Star Sitter
from
$40
per night
5 out of 5.0 stars
63 reviews
15 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

First time using Daniel and longest vacation away from my dog (19 days). He gave excellent daily communication and updates as needed. When there was an issue or concern. He was very transparent and honest. Which made me feel more trusting of his care for my dog. Plenty of attention and exercise for my dog. It was a great dog vacation for him. Daniel is another great Rover app sitter. Highly trusted and recommend.

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Mike D.
Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter
from
$46
per night
5 out of 5.0 stars
73 reviews
21 repeat clients
15 years of experience
Cooper Park, Milwaukee, WI, 53222

Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)

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Allison B.
Sitter Profile Image: Katharine & Michael S.
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Katharine & Michael S.
Star Sitter
from
$44
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
35 years of experience
Wauwatosa, WI, 53213

Katharine and Michael were able to help me out in an emergencies situation and were so wonderful to work with. Gus was well cared for and came home happy and content. I will absolutely work with them again in the future.

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Lenore B.
Sitter Profile Image: Monique B.
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Monique B.
from
$40
per night
5 out of 5.0 stars
119 reviews
35 repeat clients
20 years of experience
Mequon, WI, 53097

Our boarding experience with Monique was FANTASTIC! This was the first time we boarded our pup Oliver with an individual in their home. Monique is super experienced and professional. She KNOWS dogs!! Her clean, spacious, and beautiful home is expertly appointed for optimal dog comfort and safety, with specific configurations to ensure separation from other dogs (when necessary, if there are other dogs boarding concurrently). The expansive backyard and fenced in area are perfect for outdoor time. At our meet & greet appointment, Monique walked us through her entire process, and provided a brochure with very helpful details about her policies and procedures. Closer to our trip, she sent us a clear and helpful checklist/tip list to prepare for Oliver's stay. While we were gone, Monique shared really fun updates and photos. After our trip, when we picked Oliver up Monique gave us a "doggy report card" with a detailed summary of Oliver's stats each day (eating, sleeping, moods, potty times, interactions with other dogs, etc.), as well as a parting treat for Oliver. We are SO pleased with our experience and will definitely go back to Monique the next time we need boarding!! Would give more than 5 stars if I could! 😊🐶

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Cecilia D.
Sitter Profile Image: Angela K.
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Angela K.
from
$40
per night
5 out of 5.0 stars
123 reviews
34 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Angela was amazing! She was flexible with drop off/pick up, sent us pictures/videos of our Olive. I felt very comfortable having our dog stay with her and her family. Will definitely use again in the future when we go out of town. Thank you!!!

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Jennifer C.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5 out of 5.0 stars
17 reviews
8 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)

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Carrie S.
Sitter Profile Image: Tegra R.
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Tegra R.
Star Sitter
from
$44
per night
5 out of 5.0 stars
45 reviews
15 repeat clients
30 years of experience
Silver Spring, Milwaukee, WI, 53218

Tegra went way beyond in flexibility for our drop off and pick up times. She is wonderful with animals. We'll definitly be using her again. Thank you Tegra for everything!!

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Cecille P.
Sitter Profile Image: Rhonda G.
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Rhonda G.
Star Sitter
from
$30
per night
5 out of 5.0 stars
112 reviews
50 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!

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Erica G.
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
177 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: Kim S.
Verified Enhanced Background Check
Kim S.
Star Sitter
from
$49
per night
5 out of 5.0 stars
127 reviews
30 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was a most excellent caretaker for my little chihuahua. Communications were excellent. We will definitely take CoCoChica back to Kim again.

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

I needed last minute boarding and Ashley was eager to help. She was a great communicator and took great care of Duncan. I definitely recommend boarding with Ashley.

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Heather R.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
143 reviews
63 repeat clients
40 years of experience
Glendale, WI, 53209

Auria was excellent. Her communication skills were great (very important). She easily accommodated special requests - such as taking a birthday photo of my dog for my daughter’s birthday while we are away.

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Mara 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
202 reviews
63 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria took excellent care of my little guy. He must have played a lot as he slept the entire next day. Pictures and video were greatly appreciated, too.

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Laurie B.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$27
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
5 years of experience
Silver Spring, Milwaukee, WI, 53218

Stephanie took great care of Kola and kept us up to date on how she was doing.

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Crystal M.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5 out of 5.0 stars
9 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: Doreen C.
Verified Background Check
Doreen C.
from
$37
per night
5 out of 5.0 stars
142 reviews
47 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend

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Kristina S.
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check
Sherry Z.
Star Sitter
from
$40
per night
5 out of 5.0 stars
34 reviews
7 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

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Sandy M.
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Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check

Yolanda W.
Star Sitter

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

Yolanda is GREAT! She is very accommodating as my flight was delayed and I was two hours late picking my gremlins up. Her home is very clean and organized, and best of all my boys has bonded with her. I would definitely recommend to new and current clients. There is no doubt of future bookings with Yolanda, as she is now the boys home away from home.

Availability updated today
Confirmed availability for Labor Day Weekend
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
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5 out of 5.0 stars
147 reviews
33 repeat clients
Profile image

Michelle was a great dog sitter for my two dogs. Quick and frequent communication, pickup and drop off went well and could tell she had the interest of all dogs in mind. Lots of walks and pictures too!

Availability updated today
Sitter Profile Image: Kris P.
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Sitter Profile Image: Kris P.
Verified Enhanced Background Check

Kris P.

Caring dog owner!
Whispering Hills, Milwaukee, WI, 53223
3.6 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 4.8 stars
13 reviews
4 repeat clients
Profile image

Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
Sitter Profile Image: Daniel R.
Verified Enhanced Background Check

Daniel R.
Rover 101
Star Sitter

Newly Fenced in Yard!
Menomonee River Hills, Milwaukee, WI, 53223
2.2 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
63 reviews
15 repeat clients
Profile image

First time using Daniel and longest vacation away from my dog (19 days). He gave excellent daily communication and updates as needed. When there was an issue or concern. He was very transparent and honest. Which made me feel more trusting of his care for my dog. Plenty of attention and exercise for my dog. It was a great dog vacation for him. Daniel is another great Rover app sitter. Highly trusted and recommend.

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

Michelle Y.
Star Sitter

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

Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)

Availability updated today
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
6.0 mi. away
Boarding, Doggy Day Care
from
$44
per night
5 out of 5.0 stars
19 reviews
5 repeat clients
Profile image

Katharine and Michael were able to help me out in an emergencies situation and were so wonderful to work with. Gus was well cared for and came home happy and content. I will absolutely work with them again in the future.

Availability updated 4 days ago
Sitter Profile Image: Monique B.
Verified Enhanced Background Check
Sitter Profile Image: Monique B.
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Monique B.

A Safe, Spacious Retreat for Dogs!
Mequon, WI, 53097
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
119 reviews
35 repeat clients
Profile image

Our boarding experience with Monique was FANTASTIC! This was the first time we boarded our pup Oliver with an individual in their home. Monique is super experienced and professional. She KNOWS dogs!! Her clean, spacious, and beautiful home is expertly appointed for optimal dog comfort and safety, with specific configurations to ensure separation from other dogs (when necessary, if there are other dogs boarding concurrently). The expansive backyard and fenced in area are perfect for outdoor time. At our meet & greet appointment, Monique walked us through her entire process, and provided a brochure with very helpful details about her policies and procedures. Closer to our trip, she sent us a clear and helpful checklist/tip list to prepare for Oliver's stay. While we were gone, Monique shared really fun updates and photos. After our trip, when we picked Oliver up Monique gave us a "doggy report card" with a detailed summary of Oliver's stats each day (eating, sleeping, moods, potty times, interactions with other dogs, etc.), as well as a parting treat for Oliver. We are SO pleased with our experience and will definitely go back to Monique the next time we need boarding!! Would give more than 5 stars if I could! 😊🐶

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Angela K.
Verified Background Check
Sitter Profile Image: Angela K.
Verified Background Check

Angela K.

We’ll Keep Their Tail Waggin
Menomonee Falls, WI, 53051
5.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
123 reviews
34 repeat clients
Profile image

Angela was amazing! She was flexible with drop off/pick up, sent us pictures/videos of our Olive. I felt very comfortable having our dog stay with her and her family. Will definitely use again in the future when we go out of town. Thank you!!!

Availability updated 2 days ago
Sitter Profile Image: Ann & Arman M.
Verified Enhanced Background Check
Sitter Profile Image: Ann & Arman M.
Verified Enhanced Background Check

Ann & Arman M.
Star Sitter

Active, loving family
Fox Point, WI, 53217
4.8 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
17 reviews
8 repeat clients
Profile image

Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)

Availability updated 5 days ago
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check

Tegra R.
Star Sitter

The right Mama to care 4 your baby
Silver Spring, Milwaukee, WI, 53218
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
45 reviews
15 repeat clients
Profile image

Tegra went way beyond in flexibility for our drop off and pick up times. She is wonderful with animals. We'll definitly be using her again. Thank you Tegra for everything!!

Availability updated 5 months ago
Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
Verified Enhanced Background Check

Rhonda G.
Star Sitter

Love to walk and cuddle.
Whitefish Bay, WI, 53217
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
112 reviews
50 repeat clients
Profile image

Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!

Availability updated 6 days ago
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
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
177 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 13 days ago
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
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$49
per night
5 out of 5.0 stars
127 reviews
30 repeat clients
Profile image

Kim was a most excellent caretaker for my little chihuahua. Communications were excellent. We will definitely take CoCoChica back to Kim again.

Availability updated 2 days ago
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
7.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
73 reviews
29 repeat clients
Profile image

I needed last minute boarding and Ashley was eager to help. She was a great communicator and took great care of Duncan. I definitely recommend boarding with Ashley.

Availability updated 10 days ago
Sitter Profile Image: Auria R.
Verified Background Check
Sitter Profile Image: Auria R.
Verified Background Check

Auria R.
Star Sitter

Home full time, LOVE dogs!!!
Glendale, WI, 53209
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
143 reviews
63 repeat clients
Profile image

Auria was excellent. Her communication skills were great (very important). She easily accommodated special requests - such as taking a birthday photo of my dog for my daughter’s birthday while we are away.

Availability updated 10 days ago
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
9.0 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
202 reviews
63 repeat clients
Profile image

Maria took excellent care of my little guy. He must have played a lot as he slept the entire next day. Pictures and video were greatly appreciated, too.

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

Stephanie K.

Dependable Animal Caregiver
Silver Spring, Milwaukee, WI, 53218
1.3 mi. away
Boarding, House Sitting, Doggy Day Care
from
$27
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Stephanie took great care of Kola and kept us up to date on how she was doing.

Availability updated 22 days ago
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
4.4 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
9 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 26 days ago
Sitter Profile Image: Doreen C.
Verified Background Check
Sitter Profile Image: Doreen C.
Verified Background Check

Doreen C.
Rover 101

A Tail to Tell
Menomonee Falls, WI, 53051
8.4 mi. away
Boarding
from
$37
per night
5 out of 5.0 stars
142 reviews
47 repeat clients
Profile image

Our puppy had a great first time with Doreen. She sent daily updates and photos to keep us up to date with how he was doing. We felt very comfortable leaving our puppy with Doreen for the weekend

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check
Sitter Profile Image: Sherry Z.
Verified Enhanced Background Check

Sherry Z.
Rover 101
Star Sitter

25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
4.3 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
34 reviews
7 repeat clients
Profile image

Sherry Z. Is fantastic! We left our pup, Juneau, with her for the weekend while we traveled out of town. She was warm and attentive to our pet, and sent updates and photos throughout the weekend. We will definitely book Sherry again the next time we travel.

Availability updated today

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