House Sitting in Clayton Crest, Milwaukee

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Top rated Clayton Crest house sitters

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Sitter Profile Image: Addoris D.
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Addoris D.
from
$50
per night
5 out of 5.0 stars
10 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: Ashley W.
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Ashley W.
from
$45
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
10 years of experience
Washington Heights, Milwaukee, WI, 53208

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

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Kristina S.
Sitter Profile Image: Rachel H.
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Rachel H.
from
$30
per night
5 out of 5.0 stars
92 reviews
23 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

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Andrea G.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5 out of 5.0 stars
181 reviews
66 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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Mary Ellen G.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
23 reviews
12 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was a Godsend, one of our cat's requires daily meds, which he hates taking, and she made sure he got them with understanding and positivity, even when personally tested knowing the need that he received them.

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Deb R.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$55
per night
5 out of 5.0 stars
25 reviews
6 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!

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Lauren E.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$75
per night
5 out of 5.0 stars
28 reviews
5 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

Maiah is great and my dogs love her! Rebooking her again!

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Matthew P.
Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
from
$40
per night
5 out of 4.9 stars
33 reviews
20 repeat clients
6 years of experience
West Allis, WI, 53227

Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.

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Cheryl D.
Sitter Profile Image: Liz B.
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Liz B.
Star Sitter
from
$50
per night
5 out of 4.9 stars
37 reviews
13 repeat clients
7 years of experience
West Allis, WI, 53214

Liz was wonderful! Excellent communication. This was my first time using Rover and she made for an amazing first experience. I will definitely use her services again.

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Stacy J.
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

We were pleased with Caroline😊 She was attentive to Petey and helped him adjust to a new person caring for him. Petey is a happy dog and Caroline was great at getting him to play and took him for several walks! We felt she kept us posted with notes and pictures. We honestly can’t think of anything she could improve-Our Petey was well cared for and given plenty of attention😊

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Richard /Katrina M.
Sitter Profile Image: Berenice B.
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Berenice B.
from
$75
per night
5 out of 4.9 stars
202 reviews
89 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was an excellent sitter. My first time working with her was for an extended period of time and I came home to a clean house and happy, healthy dogs. My two pitties are not trained well on a leash and she did well walking them despite that. She left me at ease while on my trip with daily communication and pictures. We already have our next stay booked with her! Thank you Berenice! 💕

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Amy N.
Sitter Profile Image: Hannah W.
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Hannah W.
from
$50
per night
5 out of 5.0 stars
26 reviews
18 repeat clients
10 years of experience
Alcott Park, Milwaukee, WI, 53228

Hannah did an amazing job with our pup! She kept us updating throughout the entire night which was reassuring while we were away! She really tired him out - which is tough to do considering he is a energetic puppy! Thanks again, Hannah!

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Ashley P.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$60
per night
5 out of 4.9 stars
12 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

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Alyssa T.
Sitter Profile Image: Devon W.
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Devon W.
Star Sitter
from
$55
per night
5 out of 5.0 stars
104 reviews
41 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

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stephanie j.
Sitter Profile Image: Alexandra P.
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Alexandra P.
from
$28
per night
5 out of 4.8 stars
16 reviews
6 repeat clients
2 years of experience
Greendale, WI, 53129

We ended up coming home early but Alexandra was very understanding. The pets seemed very happy with her and we are excited she is caring for them again in a few weeks!

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Julia M.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
5 out of 4.9 stars
289 reviews
165 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Loved Daniela! She sent a ton of pictures and updates and our dogs were happy and healthy when we returned. She even bought our pup a (dog friendly) birthday cake for his 6th birthday. It was such a comfort knowing we had a dog lover staying in our house with our dogs so we were able to thoroughly enjoy our vacation.

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Celia O.
Sitter Profile Image: Sawyer U.
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Sawyer U.
from
$32
per night
8 years of experience
Milwaukee, WI, 53207

About: I’ve raised and trained pit bulls from puppies to 8 years old, worked with skill training for German Shepards, and helped my sister foster a Dachshund that had a senior owner who couldn’t walk him for over 2 years. I’m addition, I’ve watched many friends pets in their home for multiple nights. I’m a world traveler and digital nomad. I work part time and am able to spend an ample amount of time with your pet! It is like pet therapy to me and I enjoy bringing pets with me everywhere I go or coming to them and spending time in their safe space. After just recently taking care of my friends dog for Thanksgiving in Albuquerque, New Mexico for a week, I decided that I wanted more pets in my life! I was able to take Ayani (3 year old male dog-not aware of breed) for his morning and evening walks, in addition to many dog park visits. I am an avid hiker and love to bring dogs along with me, both on and off the leash depending on the owners guidelines.

Sitter Profile Image: Cody W.
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Cody W.
from
$42
per night
20 years of experience
St. Francis, WI, 53235

About: I’ve cared for dogs of all sizes, ages, and temperaments—from playful puppies to wise senior pups. What sets me apart is my open-minded, patient approach coupled with a strong attention to detail. I make it a priority to understand each dog’s routine, energy level, and personality so they feel safe, seen, and loved. I have experience with crate training, basic obedience reinforcement, and administering oral medications. Whether it’s a slow walk for an older dog or high-energy playtime for a younger pup, I tailor every visit to their unique needs. I'm an elementary school teacher who goes back to the grind in September. I'm open 7 days a week! I can swing by when the time is best! Whether caring for pets in my home or yours, I aim to keep things calm, consistent, and tailored to your pet’s routine. When caring for pets in a client’s home, I treat it with the same respect I would my own. I follow your instructions closely, maintain routines your pet is used to, and provide detailed updates with photos to keep you informed and at ease. My goal is to give your dog a stress-free experience, full of love and attention while you’re away.

Sitter Profile Image: Gabriella L.
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Gabriella L.
from
$28
per night
6 years of experience
Franklin, WI, 53132

About: I used to work for a pet care center where I specialized in caring for and playing with dogs that were boarded. Since then I have house sat and walked dogs periodically for family and friends. I would love to help out you and your pets! I currently work full-time, 8am-5pm. I am open to before 7:15am and after work care/dog walking anytime after 5:15pm. I can also do weekends as I am available for house sitting and dog walking. You’re home will be well cared for and your pets will be lovingly looked after while you are away. I love to play with them and will take care of them like they’re my own. Pets are family and deserve to be treated like it!

Sitter Profile Image: Cassandra C.
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Cassandra C.
from
$25
per night
2 repeat clients
5 years of experience
Milwaukee, WI, 53221

About: I have been caring for pets of all shapes and sizes for over five years. From playful puppies to senior cats, I have handled everything from daily walks and feeding to providing overnight care. I am comfortable with various breeds and temperaments, and I always prioritize the safety and well-being of the animals under my care. My goal is to provide pet owners with piece of mind, knowing their furry friends are in capable and caring hands. I'm reliable, responsible, and passionate about animals, and I'm committed to providing the highest quality of care. I am currently a teacher, which allows me to have a very flexible schedule during the summer months. I am available anytime on any weekday and most weekends. I am excellent at following any specific instructions given to me about your furry friend as well as sending frequent updates if that is desired. I am able to give plenty of walks and play with your animal as much as they need. I understand that every pet is unique and take the time to learn their individual needs and preferences.

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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
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
10 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: Ashley W.
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Sitter Profile Image: Ashley W.
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Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
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As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

Availability updated 41 days ago
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
92 reviews
23 repeat clients
Profile image

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

Availability updated 3 days ago
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
181 reviews
66 repeat clients
Profile image

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

Availability updated today
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter

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

Keisha was a Godsend, one of our cat's requires daily meds, which he hates taking, and she made sure he got them with understanding and positivity, even when personally tested knowing the need that he received them.

Availability updated 4 days ago
Sitter Profile Image: Lynette F.
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Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter

Experienced vet tech (9+ years)
Milwaukee, WI, 53207
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
25 reviews
6 repeat clients
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Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!

Availability updated today
Sitter Profile Image: Maiah D.
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Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter

Let me be your pet’s 2nd bestie!
Juneau Town, Milwaukee, WI, 53963
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
28 reviews
5 repeat clients
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Maiah is great and my dogs love her! Rebooking her again!

Availability updated yesterday
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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Emily S.
Star Sitter

Enjoy making pets happy and loved
West Allis, WI, 53227
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
33 reviews
20 repeat clients
Profile image

Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.

Availability updated today
Sitter Profile Image: Liz B.
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Sitter Profile Image: Liz B.
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Liz B.
Rover 101
Star Sitter

Senior pet lover and expert!
West Allis, WI, 53214
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
37 reviews
13 repeat clients
Profile image

Liz was wonderful! Excellent communication. This was my first time using Rover and she made for an amazing first experience. I will definitely use her services again.

Availability updated 3 days ago
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
3.4 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

We were pleased with Caroline😊 She was attentive to Petey and helped him adjust to a new person caring for him. Petey is a happy dog and Caroline was great at getting him to play and took him for several walks! We felt she kept us posted with notes and pictures. We honestly can’t think of anything she could improve-Our Petey was well cared for and given plenty of attention😊

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

Berenice B.
Rover 101

I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
202 reviews
89 repeat clients
Profile image

Berenice was an excellent sitter. My first time working with her was for an extended period of time and I came home to a clean house and happy, healthy dogs. My two pitties are not trained well on a leash and she did well walking them despite that. She left me at ease while on my trip with daily communication and pictures. We already have our next stay booked with her! Thank you Berenice! 💕

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Hannah W.
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Sitter Profile Image: Hannah W.
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Hannah W.

Full-time cuddler, part-time runner
Alcott Park, Milwaukee, WI, 53228
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
26 reviews
18 repeat clients
Profile image

Hannah did an amazing job with our pup! She kept us updating throughout the entire night which was reassuring while we were away! She really tired him out - which is tough to do considering he is a energetic puppy! Thanks again, Hannah!

Availability updated 4 days ago
Sitter Profile Image: Samantha B.
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Sitter Profile Image: Samantha B.
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Samantha B.

Animal lover for both dogs or cats
Milwaukee, WI, 53215
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
12 reviews
4 repeat clients
Profile image

Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.

Availability updated yesterday
Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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Devon W.
Rover 101
Star Sitter

Lover of all creatures!
Fernwood, Milwaukee, WI, 53207
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
104 reviews
41 repeat clients
Profile image

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

Availability updated 44 days ago
Sitter Profile Image: Alexandra P.
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Sitter Profile Image: Alexandra P.
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Alexandra P.

Do you love your animal? So do I!
Greendale, WI, 53129
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 4.8 stars
16 reviews
6 repeat clients
Profile image

We ended up coming home early but Alexandra was very understanding. The pets seemed very happy with her and we are excited she is caring for them again in a few weeks!

Availability updated today
Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
Rover 101

Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.9 stars
289 reviews
165 repeat clients
Profile image

Loved Daniela! She sent a ton of pictures and updates and our dogs were happy and healthy when we returned. She even bought our pup a (dog friendly) birthday cake for his 6th birthday. It was such a comfort knowing we had a dog lover staying in our house with our dogs so we were able to thoroughly enjoy our vacation.

Availability updated 19 days ago
Sitter Profile Image: Sawyer U.
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Sitter Profile Image: Sawyer U.
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Sawyer U.

Most will call me a dog whisperer
Milwaukee, WI, 53207
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
9 reviews

Sawyer exceeded our expectations as a pet caregiver, providing amazing care to our beloved cat Valentina over Christmas. He stayed in our home in Canary Islands for 3 weeks while we were away and looked after Valentina, she felt comfortable and loved and making us feel comfortable too while being away! Responsible, loving, and trustworthy—a true gem for your furry friends! Highly recommended :)

Availability updated yesterday
Sitter Profile Image: Cody W.
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Sitter Profile Image: Cody W.
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Cody W.

Safe/Happy Staycation for Your Dog
St. Francis, WI, 53235
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$42
per night
1 review

I have had the pleasure of knowing Cody both as a teacher and as a pet owner for more than a decade - there’s a surprisingly amount of overlap in skills that makes someone great at both. He’s patient, a great listener, and meets the other person or animal at their level. I’ve seen him track down and coax out a skittish cat hiding in the drop ceiling of a basement with catnip and the promise of chin rubs. I’ve seen his ability to teach a wild puppy how to politely walk on leash and stop at all crosswalks. 10/10 would recommend.

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Gabriella L.
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Sitter Profile Image: Gabriella L.
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Gabriella L.

Experienced, capable, and caring!
Franklin, WI, 53132
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
1 review

Gabby is terrific! Responsible and quiet, she will give your dog one on one attention and lots of love! Our dog, Max, is a challenge with new people when we are gone and Gabby handled the behavior so well. 5 stars!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cassandra C.
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Sitter Profile Image: Cassandra C.
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Cassandra C.

Pawsitively the best pet care!
Milwaukee, WI, 53221
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
4 reviews
2 repeat clients

We’ve hired Cassie twice now, and both times she stayed overnight at our home to care for our cats. The first time was for a full week, and the second was a weekend, with an unexpected second cat added to the mix at the last minute. She handled both situations with professionalism and ease. Our cat is very social and doesn’t do well alone overnight, so having someone who “moved in” while we were away made all the difference. Cassie sent regular updates and photos, which gave us total peace of mind. Each time we came home to relaxed, happy cats and a clean house. Cassie took the time to come meet our cat before the first trip and even came back for a “get reacquainted” visit before the second. She’s communicative, reliable, and clearly loves animals. We trust her completely with our pets and our home, and we'll definitely hire her again. We highly recommend Cassie to others.

Availability updated yesterday
Confirmed availability for Labor Day Weekend

Over 16 pet parents in Clayton Crest have booked house sitting

Clayton Crest pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Ali does an amazing job with our dogs every time she stays at our house! She is super easy to communicate with and always takes great care of our home!

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Cooper H.
House Sitting
5 out of 5.0 stars

I felt my best friend was in good hands. They sent lots of pictures, took lots of walks, and he looked happy.

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Meghan S.
House Sitting
5 out of 5.0 stars

Alyssa was great! She followed all my instructions for Gracie and gave her plenty of playtime and cuddles. I got very detailed updates daily on what they did and many pictures and videos. I would highly recommend her as a pet sitter!

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Nancy B.
House Sitting
5 out of 5.0 stars

Julia is absolutely wonderful and took excellent care of our dog. She is caring, keeps great communication and our pup loves her!

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Ryan M.
House Sitting
5 out of 5.0 stars

I couldn't be happier with my experience! Margaret was amazing with Theo — attentive, communicative, and clearly a true dog lover. I received regular updates, photos, and videos, which gave me so much peace of mind while I was away. When I came home Theo didn't even want Maragret to leave! I’m so grateful to have found someone I can fully trust, and I’ll definitely be booking again. Highly recommend!

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Marleigh P.
House Sitting
5 out of 5.0 stars

My girls love Jessica - They are so happy and content with her which means everything. We are so lucky to have her!

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Brigitte K.
House Sitting
5 out of 5.0 stars

Anya was great with our dog and cat! We felt very at ease with her watching them and would definitely recommend her and have her sit for us again!

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Brianna J.
House Sitting
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  1. 1. Search

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