Dog Boarding in Jackson

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Top rated Jackson dog boarders

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Sitter Profile Image: William & Linda J.
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William & Linda J.
Star Sitter
from
$30
per night
5 out of 5.0 stars
36 reviews
10 repeat clients
15 years of experience
Jackson, WI, 53037

William and Linda took such gentle loving care of our sweet Milo. They are extremely friendly people. We felt confident and at peace leaving our fur baby with them during our vacation. We received daily updates during his visit with them ( with pictures )!! They took him for regular walks and gave him lots of love ❤️ They let him snuggle up to them whenever he needed a snuggle and they treated him like their very own. We will definitely be keeping their info for the future and using their services again. We highly recommend these kind folks.

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

I can't say enough good things about Monique and her care for our dog, Holden! First, she's professional...she knows dogs, what makes them happy, comfortable and safe. Second, she has the support of some dog loving kids. Third, her space is perfect for active dogs, like Holden. He got plenty of outside running around and "family" time with humans and other friendly dogs. Our trip away from home was way more fun knowing that Holden was happy and well-cared for. So, Holden, I'm sure will visit again! Thank you, Monique!

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Amy O.
Sitter Profile Image: Emily & Charles W.
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Emily & Charles W.
from
$35
per night
5 out of 5.0 stars
7 reviews
1 repeat client
10 years of experience
West Bend, WI, 53095

Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.

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Nicole C.
Sitter Profile Image: Doreen C.
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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: Gwyn W.
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Gwyn W.
Star Sitter
from
$38
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
30 years of experience
Germantown, WI, 53022

Gwyn and her family made my dog comfortable and took away my anxiety of leaving her. She updated me throughout my trip so I wouldn't worry. I could tell from the photos my dog felt like one of the gang and adapted well. She has a fabulous setup with room to keep dogs separate when needed and a fenced in area in her yard.

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

Yolanda was a great sitter to my dog Bluto. She is very responsive and sends updates throughout the stay. My dog loved her and I would recommend her to anyone that needs an extended stay.

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Imani F.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
from
$35
per night
5 out of 5.0 stars
2 reviews
1 repeat client
20 years of experience
Slinger, WI, 53086

Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!

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Zach M.
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: Heather D.
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Heather D.
Star Sitter
from
$40
per night
5 out of 5.0 stars
10 reviews
9 repeat clients
15 years of experience
Hartford, WI, 53027

Heather was great! She seems to know dog very well on top of being an animal lover. She was the 1st person I have worked with on rover, since I am a new customer, she alone makes me want to use this company again knowing the care my dogs got when they were with her. On top of the excellent care, she was also very flexible with the me and my needs. My roof was going to be installed and that’s why I scheduled to board my dogs for the night. Sure enough, it ended up being a rain day and the roofers always schedule it for the next day. Heather was very understanding and accommodating and helped me through the process of cancelling and rescheduling. On top of that, she also provides the service to pick up and drop off dogs, if wanted, which really helped me since my son was sleeping and could still sleep in. I would recommend her to anyone as long as I don’t need her at that time, just kidding. For real though, she represented the company very well and I would trust any of the caretakers at this place.

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Kahlee H.
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 kept our senior dog over a long weekend while we were out of town. She was super attentive and sent lots of pictures, putting our mind at ease. She clearly loves dogs and we knew our pup was in loving hands! I would definitely use her again and recommend her without any hesitation!

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Andrea K.
Sitter Profile Image: Mary G.
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Mary G.
from
$40
per night
5 out of 5.0 stars
86 reviews
36 repeat clients
50 years of experience
West Bend, WI, 53090

Mary was an excellent sitter for my dog! She was very loving caring and patient and kept me updated on his activities various times throughout his stay! Mary is a trustworthy person and I would have my pet stay with her again!

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Gloria O.
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
32 reviews
10 repeat clients
20 years of experience
Waukesha, WI, 53186

Izzie had a great time! Scott & his family did a great job taking care of her!! I received multiple updates and pictures per day & they were also quick to respond to me. I always worry about leaving my girl with someone new but they did a great job with her. I will 100% be using them in the future

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Kate C.
Sitter Profile Image: Giovanna Z.
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Giovanna Z.
from
$40
per night
5 out of 5.0 stars
13 reviews
1 repeat client
7 years of experience
Menomonee Falls, WI, 53051

Giovanna was wonderful with my dog. She and her husband took her on frequent walks and kept me updated on how she was eating. I really appreciated the regular updates and photos. I felt completely comfortable leaving my dog in their care and will definitely do so again in the future. Highly recommend!

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Melissa H.
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
198 reviews
63 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria and Nayibe were very good to our Ruby. She came home a happy girl. They gave her plenty of cuddles and love. We would definitely use them again.

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Jo Ann S.
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: Michelle G.
Verified Enhanced Background Check
Michelle G.
Star Sitter
from
$48
per night
5 out of 5.0 stars
144 reviews
33 repeat clients
10 years of experience
Wauwatosa, WI, 53233

I have never felt so comfortable with leaving my Peppermint with anyone before. We received pictures and videos daily. We will also use Michelle when watching our baby. Thanks for the love and support when I was having surgery and in need of someone to watch Peppermint.

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Marthia B.
Sitter Profile Image: Mary & Hanna S.
Verified Background Check
Mary & Hanna S.
Star Sitter
from
$50
per night
5 out of 5.0 stars
116 reviews
61 repeat clients
11 years of experience
Sussex, WI, 53089

Mary and Brian did a great job with Sadie and Nalah. Kept me posted with how they were doing and sent lots of pictures. Brought them into there home and treated them like their own.

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Amy S.
Sitter Profile Image: Cortney T.
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Cortney T.
Star Sitter
from
$45
per night
5 out of 5.0 stars
29 reviews
7 repeat clients
8 years of experience
Cedarburg, WI, 53012

Cortney was great! This was our first time using Rover and Sunny was VERY well taken care of. Cortney texted and sent pics every day. We will definitely use her again!

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Jennifer M.
Sitter Profile Image: Julie T.
Verified Enhanced Background Check
Julie T.
from
$50
per night
20 years of experience
West Bend, WI, 53095

About: I have been watching and walking pups for years for friends and family. I had my dog Oliver for 17 years, so I am familiar with puppy training and senior dogs. I love having a dog around to play and snuggle with. I will always treat your fur baby like family! I am Retired, so my schedule is flexible. I enjoy going for multiple walks day, so having a dog to walk makes it more enjoyable. When caring for pups in my home the pup can roam freely. I will always follow what the owners request. In the backyard I have a leash, and I stay outside while they are outgoing potty. Never will they be unattended outside.

Sitter Profile Image: Daniel R.
Verified Enhanced Background Check
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

Sunny and Arya had a great time at Daniel's house, he was great with them! Arya is a tripod and he took very considerate care of her, and sent me plenty of photos. I would definitely board with him again!

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Nikki C.
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Sitter Profile Image: William & Linda J.
Verified Enhanced Background Check
Sitter Profile Image: William & Linda J.
Verified Enhanced Background Check

William & Linda J.
Star Sitter

Seniors Caring For Seniors
Jackson, WI, 53037
1.2 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
36 reviews
10 repeat clients
Profile image

William and Linda took such gentle loving care of our sweet Milo. They are extremely friendly people. We felt confident and at peace leaving our fur baby with them during our vacation. We received daily updates during his visit with them ( with pictures )!! They took him for regular walks and gave him lots of love ❤️ They let him snuggle up to them whenever he needed a snuggle and they treated him like their very own. We will definitely be keeping their info for the future and using their services again. We highly recommend these kind folks.

Availability updated 7 days ago
Sitter Profile Image: Monique B.
Verified Enhanced Background Check
Sitter Profile Image: Monique B.
Verified Enhanced Background Check

Monique B.

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

I can't say enough good things about Monique and her care for our dog, Holden! First, she's professional...she knows dogs, what makes them happy, comfortable and safe. Second, she has the support of some dog loving kids. Third, her space is perfect for active dogs, like Holden. He got plenty of outside running around and "family" time with humans and other friendly dogs. Our trip away from home was way more fun knowing that Holden was happy and well-cared for. So, Holden, I'm sure will visit again! Thank you, Monique!

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emily & Charles W.
Verified Enhanced Background Check
Sitter Profile Image: Emily & Charles W.
Verified Enhanced Background Check

Emily & Charles W.

In home pet boarding!
West Bend, WI, 53095
6.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.

Availability updated 12 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
11.3 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 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gwyn W.
Verified Enhanced Background Check
Sitter Profile Image: Gwyn W.
Verified Enhanced Background Check

Gwyn W.
Star Sitter

Furbaby playground!
Germantown, WI, 53022
8.3 mi. away
Boarding, Doggy Day Care
from
$38
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Gwyn and her family made my dog comfortable and took away my anxiety of leaving her. She updated me throughout my trip so I wouldn't worry. I could tell from the photos my dog felt like one of the gang and adapted well. She has a fabulous setup with room to keep dogs separate when needed and a fenced in area in her yard.

Availability updated 10 days ago
Sitter Profile Image: Yolanda W.
Verified Enhanced Background Check
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
14.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
150 reviews
61 repeat clients
Profile image

Yolanda was a great sitter to my dog Bluto. She is very responsive and sends updates throughout the stay. My dog loved her and I would recommend her to anyone that needs an extended stay.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cheryl & Josh G.
Verified Enhanced Background Check
Sitter Profile Image: Cheryl & Josh G.
Verified Enhanced Background Check

Cheryl & Josh G.

Flying Around the Block Pet Sitting
Slinger, WI, 53086
4.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!

Availability updated 24 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kris P.
Verified Enhanced Background Check
Sitter Profile Image: Kris P.
Verified Enhanced Background Check

Kris P.

Caring dog owner!
Whispering Hills, Milwaukee, WI, 53223
13.2 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 9 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Heather D.
Verified Enhanced Background Check
Sitter Profile Image: Heather D.
Verified Enhanced Background Check

Heather D.
Star Sitter

Don't Paws Your Plans, I've Got You
Hartford, WI, 53027
11.5 mi. away
Boarding, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
10 reviews
9 repeat clients
Profile image

Heather was great! She seems to know dog very well on top of being an animal lover. She was the 1st person I have worked with on rover, since I am a new customer, she alone makes me want to use this company again knowing the care my dogs got when they were with her. On top of the excellent care, she was also very flexible with the me and my needs. My roof was going to be installed and that’s why I scheduled to board my dogs for the night. Sure enough, it ended up being a rain day and the roofers always schedule it for the next day. Heather was very understanding and accommodating and helped me through the process of cancelling and rescheduling. On top of that, she also provides the service to pick up and drop off dogs, if wanted, which really helped me since my son was sleeping and could still sleep in. I would recommend her to anyone as long as I don’t need her at that time, just kidding. For real though, she represented the company very well and I would trust any of the caretakers at this place.

Availability updated 4 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
13.2 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 kept our senior dog over a long weekend while we were out of town. She was super attentive and sent lots of pictures, putting our mind at ease. She clearly loves dogs and we knew our pup was in loving hands! I would definitely use her again and recommend her without any hesitation!

Availability updated 4 days ago
Sitter Profile Image: Mary G.
Verified Background Check
Sitter Profile Image: Mary G.
Verified Background Check

Mary G.
Rover 101

Dogs come first in this house !!!
West Bend, WI, 53090
7.8 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
86 reviews
36 repeat clients
Profile image

Mary was an excellent sitter for my dog! She was very loving caring and patient and kept me updated on his activities various times throughout his stay! Mary is a trustworthy person and I would have my pet stay with her again!

Availability updated yesterday
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
20.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
32 reviews
10 repeat clients
Profile image

Izzie had a great time! Scott & his family did a great job taking care of her!! I received multiple updates and pictures per day & they were also quick to respond to me. I always worry about leaving my girl with someone new but they did a great job with her. I will 100% be using them in the future

Availability updated yesterday
Sitter Profile Image: Giovanna Z.
Verified Enhanced Background Check
Sitter Profile Image: Giovanna Z.
Verified Enhanced Background Check

Giovanna Z.

Pawsome Dog Sitter: Trusted Care!
Menomonee Falls, WI, 53051
10.9 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
13 reviews
1 repeat client
Profile image

Giovanna was wonderful with my dog. She and her husband took her on frequent walks and kept me updated on how she was eating. I really appreciated the regular updates and photos. I felt completely comfortable leaving my dog in their care and will definitely do so again in the future. Highly recommend!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
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
20.3 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
198 reviews
63 repeat clients
Profile image

Maria and Nayibe were very good to our Ruby. She came home a happy girl. They gave her plenty of cuddles and love. We would definitely use them again.

Availability updated today
Confirmed availability for Labor Day Weekend
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
16.7 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 3 days ago
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
19.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5 out of 5.0 stars
144 reviews
33 repeat clients
Profile image

I have never felt so comfortable with leaving my Peppermint with anyone before. We received pictures and videos daily. We will also use Michelle when watching our baby. Thanks for the love and support when I was having surgery and in need of someone to watch Peppermint.

Availability updated yesterday
Sitter Profile Image: Mary & Hanna S.
Verified Background Check
Sitter Profile Image: Mary & Hanna S.
Verified Background Check

Mary & Hanna S.
Star Sitter

Someone is always home!
Sussex, WI, 53089
12.1 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
116 reviews
61 repeat clients
Profile image

Mary and Brian did a great job with Sadie and Nalah. Kept me posted with how they were doing and sent lots of pictures. Brought them into there home and treated them like their own.

Availability updated 13 days ago
Sitter Profile Image: Cortney T.
Verified Enhanced Background Check
Sitter Profile Image: Cortney T.
Verified Enhanced Background Check

Cortney T.
Star Sitter

Care that makes a best friend!
Cedarburg, WI, 53012
9.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
29 reviews
7 repeat clients
Profile image

Cortney was great! This was our first time using Rover and Sunny was VERY well taken care of. Cortney texted and sent pics every day. We will definitely use her again!

Availability updated 8 days ago
Sitter Profile Image: Julie T.
Verified Enhanced Background Check
Sitter Profile Image: Julie T.
Verified Enhanced Background Check

Julie T.

Must Love Dogs
West Bend, WI, 53095
6.4 mi. away
Boarding, Dog Walking
from
$50
per night
11 reviews

Our dog Gigi absolutely loves her stays and time with Julie! The multiple walks a day, the time at the park, and time spent at Julie's house....Gigi feels right at home! Julie's care is 2nd to none, and we have no worries about the care Gigi is getting when we're out of town.

Availability updated 15 days ago
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
14.9 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
63 reviews
15 repeat clients
Profile image

Sunny and Arya had a great time at Daniel's house, he was great with them! Arya is a tripod and he took very considerate care of her, and sent me plenty of photos. I would definitely board with him again!

Availability updated today

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