House Sitting in Caledonia

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Top rated Caledonia house sitters

1 / 1
Sitter Profile Image: Addoris D.
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Addoris D.
from
$50
per night
5 out of 5.0 stars
11 reviews
1 repeat client
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

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Nikki C.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
24 reviews
13 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

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Jordyn
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$65
per night
5 out of 5.0 stars
25 reviews
9 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle did a great job watching my 9 week old puppy. My puppy is a handful and requires a lot of attention. I submitted a last minute request. Michelle was flexible, patient and kind. She shared pictures throughout the day to ease my stress. I can’t thank her enough!

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Karen P.
Sitter Profile Image: Nichole B.
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Nichole B.
from
$55
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
15 years of experience
Racine, WI, 53405

Nicole did a great job taking care of our pack. She was very communicative with us. She sent pictures along the way and made sure all of our dogs were well taken care of. Left us some pictures when we got home as well to see how they did. Great experience and allowed us to enjoy our vacation stress free. Thanks!!

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Patrick M.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$50
per night
5 out of 4.9 stars
19 reviews
7 repeat clients
32 years of experience
Caledonia, WI, 53402

Heidi was truly amazing… She really took great care of my little guy while he was in recovery after an unexpected surgery. She kept me in the loop on everything that was happening and really helped keep my mind at ease when I was unable to be there. Very grateful to have found her, and will definitely use again in the future.

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Jennifer G.
Sitter Profile Image: Madolyn C.
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Madolyn C.
from
$37
per night
5 out of 5.0 stars
4 reviews
1 repeat client
3 years of experience
Franksville, WI, 53126

Madolyn did an amazing job with our fur babies! You can see how much she loves animals with the way she interacts and cares for them. I hired Madolyn to house sit and watch our dogs. She gave regular updates on the girls, and took such good care of our home. This turned out to be a fantastic outcome, and I recommend Madolyn to anyone looking for a caring, respectful, and trustworthy sitter. We will definitely have Madolyn back!!!!

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Robin N.
Sitter Profile Image: River W.
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River W.
from
$50
per night
5 out of 5.0 stars
3 reviews
1 repeat client
2 years of experience
South Milwaukee, WI, 53172

About: I’ve grown up with several different dogs all my life and i’ve always had a passion for taken care of them. I am a doggy daycare , I’ve been working there for a few months I’m trained in giving dogs meds, feeding them, basic first aid in wounds and overall care of a dog:) I work with dogs for a living and their is nothing i would trade in the world for it:) I currently have a bearded dragon, and I always make sure he’s fed daily and has his daily activity time. He also gets a nail trim and soak weekly. I always make sure any pet in any type of environment is comfortable, but in my home i have a designated spot for my lizard dracula, and he has his food, water , and proper lighting he needs. As a keyholder at work, I have to prep dogs for boarding so i always make sure they have their food, water, blankets and meds administered.

Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5 out of 5.0 stars
75 reviews
19 repeat clients
30 years of experience
Franklin, WI, 53132

We came home to 4 happy healthy fur babies from our week long vacation. Lots of photos and check ins were sent to ease our mind. Our bed sheets were washed and bed re-made, house stayed clean. There is no doubt I will use Pat again. AMAZING!!

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Jen M.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$40
per night
5 out of 5.0 stars
23 reviews
9 repeat clients
42 years of experience
Racine, WI, 53403

We had Kelly stay on Christmas Eve, she was amazing! Asher and Reese enjoyed her staying with them, they even snuggled with her and slept with her. Reese liked her pillow so Kelly was so kind to share! I loved that she sent me pictures of them too! I definitely recommend Kelly!

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Nicole B.
Sitter Profile Image: Jack D.
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Jack D.
from
$48
per night
5 out of 4.8 stars
22 reviews
6 repeat clients
12 years of experience
Racine, WI, 53406

Jack is awesome. Really spent quality time with Tucker which I so appreciate. Tucker is almost blind and needs the extra care. I was very comforted knowing Jack was there. Thank you Jack.

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Terri S.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$25
per night
5 out of 5.0 stars
48 reviews
16 repeat clients
10 years of experience
Oak Creek, WI, 53154

Melissa was very flexible and did a great job caring for my two cats while my family was gone. It was great to not have to worry about them while I was gone. Would definitely hire her again!

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Jennifer D.
Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter
from
$40
per night
5 out of 5.0 stars
26 reviews
6 repeat clients
9 years of experience
Cudahy, WI, 53110

I had Carolina do some dog sitting in my home while I was out of town and I could not be happier. She took great care of my senior dog, Joey. He had plenty of exercise and walks, was well loved, she kept him great company and treated him like he was her own. Joey has some medical issues and requires medications throughout the day and she was very diligent about following his schedule. She gave constant updates, pictures and videos, which was much appreciated. Carolina was extremely respectful of my home, and pretty sure my place looked better than when I left. The next time I need someone to look after my old guy, I hope Carolina is available, I highly recommend her.

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Chad A.
Sitter Profile Image: Madalyn R.
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Madalyn R.
from
$70
per night
1 repeat client
7 years of experience
Sturtevant, WI, 53177

About: With over 7 years of hands-on dog sitting experience, I’ve cared for pups/kitties of all breeds, sizes, and temperaments—from energetic puppies to mellow seniors. I’ve handled everything from daily walks and medication administration (pills only) to overnight stays and longer holiday care. I prioritize creating a safe, loving environment that keeps their regular routine. Whether it’s fetch in the park or quiet cuddle time, I tailor care to each dog’s unique needs and personality. My schedule is open and flexible, which means I’m available for extended bookings, weekend getaways, *most* holidays, and all the in between’s. I’m here when you need me, morning, afternoon, or evening—no rigid time blocks, just dependable availability. Whether you’re heading out of town or working long hours, I’m ready to jump in with consistent, loving care. Pet parents can count on me to adapt to their routines and provide reliable service every day of the week. Safety and trust are the foundation of everything I do. I never leave dogs unsupervised in unsafe areas, and I only use the approved pups gear. I stay in close contact with pet parents, offering regular updates, pictures, and messages (if asked for) for peace of mind. With seven years of trusted pet care under my belt and a strong sense of responsibility, I treat your dog as if they were my own. Your pet’s wellbeing is always my top priority.

Sitter Profile Image: Rylie W.
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Rylie W.
Star Sitter
from
$45
per night
5 out of 5.0 stars
18 reviews
6 repeat clients
12 years of experience
Racine, WI, 53403

Rylie stayed at my house with Apollo and Athena and she was great. She sent pics and kept me updated on my fur babies. She took care of my house and left like it was when she got here. Highly recommend her.

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Nicklas S.
Sitter Profile Image: Michelle F.
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Michelle F.
from
$30
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
3 years of experience
Franklin, WI, 53132

Michelle was absolutely amazing when she stayed with our dogs! She sent lots of pictures and updates and let me know how things were going! Our dogs loved her and we will definitely being having Michelle dog sit again!

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Maria O.
Sitter Profile Image: Joseph F.
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Joseph F.
from
$60
per night
5 out of 5.0 stars
3 reviews
1 repeat client
25 years of experience
Oak Creek, WI, 53154

About: I am a pretty big guy, I can handle any dog. I currently have 2 Huskies who I have trained and cared for and I also had 2 Portuguese Water Dogs who have since passed. I’ve been around dogs my whole life and have always been the “favorite”. One of my relatives has called me the dog whisperer! 😂 I truly love dogs with a passion and they really are our best friends. My old guy Timber has arthritis and thyroid problems so I am used to administering medications and different types of food diets. Your dogs would be well cared for and I can accommodate any special needs. I also love walking so it would be great to have some additional companions! I work full time but remotely. I am 80% at home and occasionally have to travel. I am pretty much available whenever you need me. I make sure to get my high energy dogs the exercise they need as well as playtime and bathroom breaks. My older dog needs more care as he has medical conditions and special feeding routines and I would be able to do the same for your pets.

Sitter Profile Image: Lexi M.
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Lexi M.
from
$60
per night
5 out of 4.8 stars
16 reviews
3 repeat clients
11 years of experience
Milwaukee, WI, 53211

Lexi saved the day, last minute, and even made the time for a meet and greet! She took great care of our two English bulldogs and our home. Thanks Lexi!

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Chelsea M.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$50
per night
5 out of 5.0 stars
2 reviews
30 years of experience
Caledonia, WI, 53402

Daniel was a reliable dogsitter at our house. Our dog loved him, as evident with Cali sitting at his feet even when we returned. Daniel did give Cali additional outdoor time, which was a treat. Daniel also went beyond the call to receive the shipment of our new lawnmower and see that it was sheltered in our garage.

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Elaine J.
Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$30
per night
5 out of 5.0 stars
23 reviews
4 repeat clients
4 years of experience
Mt Pleasant, WI, 53405

About: I've been dog-sitting for many years! Many friends and friends of friends have had me take care of their dogs when they go on vacation! I have also been walking and taking care of dogs for a long time! I'm currently a student in college but I have days that I have no class so I would have plenty of time to walk and take care of your dog! I am very good at following instructions and understand that dogs have different needs. I will do whatever you need me to, to take care of your dog and to make sure they are happy.

Sitter Profile Image: Gabby G.
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Gabby G.
Star Sitter
from
$60
per night
5 out of 5.0 stars
33 reviews
9 repeat clients
4 years of experience
Caledonia, WI, 53108

Gabby was amazing! She cared for all 3 of our dogs for a week while we went on family vacation and she was wonderful. Everyday she sent tons of photos of our fur babies, and it made us feel so comforted knowing they were in great hands all week. She communicated well, was very accommodating, followed instructions, and overall just a great experience. Will definitely be using her again in future. 😊

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Jason S.
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Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
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Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
16.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

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

Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
14.8 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
24 reviews
13 repeat clients
Profile image

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

Availability updated today
Sitter Profile Image: Michelle Z.
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Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter

Loving Care for Your Furry Friend
Sturtevant, WI, 53177
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
25 reviews
9 repeat clients
Profile image

Michelle did a great job watching my 9 week old puppy. My puppy is a handful and requires a lot of attention. I submitted a last minute request. Michelle was flexible, patient and kind. She shared pictures throughout the day to ease my stress. I can’t thank her enough!

Availability updated today
Sitter Profile Image: Nichole B.
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Sitter Profile Image: Nichole B.
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Nichole B.

Compassionate Care for Your Dog
Racine, WI, 53405
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Nicole did a great job taking care of our pack. She was very communicative with us. She sent pictures along the way and made sure all of our dogs were well taken care of. Left us some pictures when we got home as well to see how they did. Great experience and allowed us to enjoy our vacation stress free. Thanks!!

Availability updated today
Sitter Profile Image: Heidi B.
Verified Enhanced Background Check
Sitter Profile Image: Heidi B.
Verified Enhanced Background Check

Heidi B.

The fun nanny
Caledonia, WI, 53402
5.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
19 reviews
7 repeat clients
Profile image

Heidi was truly amazing… She really took great care of my little guy while he was in recovery after an unexpected surgery. She kept me in the loop on everything that was happening and really helped keep my mind at ease when I was unable to be there. Very grateful to have found her, and will definitely use again in the future.

Availability updated yesterday
Sitter Profile Image: Madolyn C.
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Sitter Profile Image: Madolyn C.
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Madolyn C.

Madolyn
Franksville, WI, 53126
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Madolyn did an amazing job with our fur babies! You can see how much she loves animals with the way she interacts and cares for them. I hired Madolyn to house sit and watch our dogs. She gave regular updates on the girls, and took such good care of our home. This turned out to be a fantastic outcome, and I recommend Madolyn to anyone looking for a caring, respectful, and trustworthy sitter. We will definitely have Madolyn back!!!!

Availability updated 8 days ago
Sitter Profile Image: River W.
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Sitter Profile Image: River W.
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River W.

A dog lover🐾
South Milwaukee, WI, 53172
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
1 repeat client

River is the most caring, considerate person I know. I have personally entrusted them with my furry friends and I’ve never been let down. They always take the initiative to understand each individual animal, owner, and environment to have the best experience possible. As a pet parent and a friend, I cannot recommend River enough.

Availability updated 4 days ago
Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter

Love them all!
Franklin, WI, 53132
10.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
75 reviews
19 repeat clients
Profile image

We came home to 4 happy healthy fur babies from our week long vacation. Lots of photos and check ins were sent to ease our mind. Our bed sheets were washed and bed re-made, house stayed clean. There is no doubt I will use Pat again. AMAZING!!

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

Kelly T.

Vet Tech Student/FearFree Certified
Racine, WI, 53403
9.5 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
23 reviews
9 repeat clients
Profile image

We had Kelly stay on Christmas Eve, she was amazing! Asher and Reese enjoyed her staying with them, they even snuggled with her and slept with her. Reese liked her pillow so Kelly was so kind to share! I loved that she sent me pictures of them too! I definitely recommend Kelly!

Availability updated today
Sitter Profile Image: Jack D.
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Sitter Profile Image: Jack D.
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Jack D.
Rover 101

Trustworthy, pet-loving adult
Racine, WI, 53406
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$48
per night
5 out of 4.8 stars
22 reviews
6 repeat clients
Profile image

Jack is awesome. Really spent quality time with Tucker which I so appreciate. Tucker is almost blind and needs the extra care. I was very comforted knowing Jack was there. Thank you Jack.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Melissa M.
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Sitter Profile Image: Melissa M.
Verified Background Check

Melissa M.

Will spoil your animals rotten!!!!!
Oak Creek, WI, 53154
5.3 mi. away
House Sitting, Dog Walking
from
$25
per night
5 out of 5.0 stars
48 reviews
16 repeat clients
Profile image

Melissa was very flexible and did a great job caring for my two cats while my family was gone. It was great to not have to worry about them while I was gone. Would definitely hire her again!

Availability updated today
Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
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Carolina G.
Star Sitter

Where Pets Feel Right at Home!
Cudahy, WI, 53110
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
26 reviews
6 repeat clients
Profile image

I had Carolina do some dog sitting in my home while I was out of town and I could not be happier. She took great care of my senior dog, Joey. He had plenty of exercise and walks, was well loved, she kept him great company and treated him like he was her own. Joey has some medical issues and requires medications throughout the day and she was very diligent about following his schedule. She gave constant updates, pictures and videos, which was much appreciated. Carolina was extremely respectful of my home, and pretty sure my place looked better than when I left. The next time I need someone to look after my old guy, I hope Carolina is available, I highly recommend her.

Availability updated yesterday
Sitter Profile Image: Madalyn R.
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Sitter Profile Image: Madalyn R.
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Madalyn R.

Calm, Caring Dog Sitter-Since 2018
Sturtevant, WI, 53177
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
4 reviews
1 repeat client

Madalyn is a reliable and attentive caregiver. Her professionalism, punctuality, and genuine love for animals make her my top choice for pet sitting every time I’m away on business. I will ask her to sit every time from now on. Keeps my dogs on their routine even when I’m not around.

Availability updated 6 days ago
Sitter Profile Image: Rylie W.
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Sitter Profile Image: Rylie W.
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Rylie W.
Star Sitter

Your pets dream nanny!
Racine, WI, 53403
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
18 reviews
6 repeat clients
Profile image

Rylie stayed at my house with Apollo and Athena and she was great. She sent pics and kept me updated on my fur babies. She took care of my house and left like it was when she got here. Highly recommend her.

Availability updated 10 days ago
Sitter Profile Image: Michelle F.
Verified Enhanced Background Check
Sitter Profile Image: Michelle F.
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Michelle F.

Ready to love all fur babies!
Franklin, WI, 53132
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Michelle was absolutely amazing when she stayed with our dogs! She sent lots of pictures and updates and let me know how things were going! Our dogs loved her and we will definitely being having Michelle dog sit again!

Availability updated 13 days ago
Sitter Profile Image: Joseph F.
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Sitter Profile Image: Joseph F.
Verified Enhanced Background Check

Joseph F.

Never met a dog that didnt love me!
Oak Creek, WI, 53154
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
3 reviews
1 repeat client

Joe is one of the most trustworthy and compassionate people I know, especially when it comes to animals. He’s cared for my pets multiple times, and each time I’ve been impressed by how attentive, patient, and loving he is. He takes the time to really connect with each pet, making sure they feel comfortable, safe, and happy. Whether it’s going on long walks, playing, or just keeping them company, Joe goes above and beyond. I always have peace of mind knowing my pets are in his hands.

Availability updated 8 days ago
Sitter Profile Image: Lexi M.
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Sitter Profile Image: Lexi M.
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Lexi M.

Professional Dog Handler
Milwaukee, WI, 53211
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 4.8 stars
16 reviews
3 repeat clients
Profile image

Lexi saved the day, last minute, and even made the time for a meet and greet! She took great care of our two English bulldogs and our home. Thanks Lexi!

Availability updated 8 days ago
Sitter Profile Image: Daniel B.
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Sitter Profile Image: Daniel B.
Verified Enhanced Background Check

Daniel B.

Experience with love and compassion
Caledonia, WI, 53402
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
2 reviews
Profile image

Daniel was a reliable dogsitter at our house. Our dog loved him, as evident with Cali sitting at his feet even when we returned. Daniel did give Cali additional outdoor time, which was a treat. Daniel also went beyond the call to receive the shipment of our new lawnmower and see that it was sheltered in our garage.

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

Tiffany B.

I'm a girl who loves dogs!!
Mt Pleasant, WI, 53405
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
23 reviews
4 repeat clients

Tiffany would be great at taking care of peoples dogs. She loves them and all kinds of dogs love her. She has two standard poodles of her own and she is so loving and caring to them and loves to play with them and when it’s nice outside, she loves to chase them, everybody jokes and calls her the dog whisper she’s dogs that people have said don’t that dog won’t be nice and she’s walked up in the dog has been amazing and people are like what are is going on. She’s also very reliable and very caring.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gabby G.
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Sitter Profile Image: Gabby G.
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Gabby G.
Star Sitter

MULTI Animal Care Taker!
Caledonia, WI, 53108
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
33 reviews
9 repeat clients
Profile image

Gabby was amazing! She cared for all 3 of our dogs for a week while we went on family vacation and she was wonderful. Everyday she sent tons of photos of our fur babies, and it made us feel so comforted knowing they were in great hands all week. She communicated well, was very accommodating, followed instructions, and overall just a great experience. Will definitely be using her again in future. 😊

Availability updated today

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  1. 1. Search

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