House Sitting in Holler Park, Milwaukee, WI

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Top rated Holler Park 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
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

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

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

Another fabulous week of Blythe watching our pups! We were nervous to leave our puppy, but Blythe was amazing with her. So happy to have someone we trust in our home when we can’t be there!

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Lauren M.
Sitter Profile Image: Emily M.
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Emily M.
from
$45
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
46 reviews
8 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53214

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

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Therease T.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$75
per night
5 out of 5.0 stars
36 reviews
7 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: 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: Berenice B.
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Berenice B.
from
$75
per night
5 out of 4.9 stars
213 reviews
90 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.

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Claire L.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$55
per night
5 out of 5.0 stars
29 reviews
7 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.

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Bill B.
Sitter Profile Image: Alexander A.
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Alexander A.
from
$30
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
12 years of experience
West Milwaukee, WI, 53214

Alex did a great job taking care of my 3-year-old dog (Daisy) for three nights in my home while I was out of town! In particular, I could tell that Alex was attentive to helping Daisy stay in her usual routine. Daisy likes to be interactive with playtime and pets/snuggles, and Alex was receptive. When I got home, Daisy seemed content and in good spirits. I highly recommend Alex whether it's for walks/drop-ins or overnight.

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Bridget L.
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: 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

This was our second time with Carolina dog sitting in our home and we couldn't be happier. Our dog seemed very comfortable with her and her family. She sent us many photos, videos, and updates. And she took our dog on hikes and walks regularly. We will absolutely be booking Carolina again!

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Shelly C.
Sitter Profile Image: Courtney T.
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Courtney T.
from
$32
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
39 years of experience
South Milwaukee, WI, 53172

Courtney was amazing with Blaze. I could tell by her updates that she had him figured out very quickly. He was clearly content when we got home. We will be able to travel this summer knowing our boy is in good hands.

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Karin R.
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

Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again

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Tia R.
Sitter Profile Image: Sawyer U.
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Sawyer U.
from
$32
per night
5 out of 4.0 stars
12 reviews
8 years of experience
Milwaukee, WI, 53207

He did great with our two dogs, one of whom is an anxious 60lb pitbull mix. He communicated clearly and was very responsive. Would definitely recommend.

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Mary Beth R.
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: Stephanie R.
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Stephanie R.
from
$60
per night
5 out of 5.0 stars
126 reviews
29 repeat clients
4 years of experience
South Milwaukee, WI, 53172

Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!

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Stephanie S.
Sitter Profile Image: Alexy & Christian G.
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Alexy & Christian G.
Star Sitter
from
$40
per night
5 out of 4.9 stars
72 reviews
20 repeat clients
9 years of experience
Bay View, Milwaukee, WI, 53207

Alexy and Christian watched my two dogs and cat at my place while I was out of the country. They were very patient with my 14 year old Chihuahua and labradoodle cattle dog mix. Both dogs can take a little while to warm up to others, they understood this and took great care of them. Lots of pictures, videos and communication throughout. Also left the house nice and clean.

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Ashley J.
Sitter Profile Image: Cassandra C.
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Cassandra C.
Star Sitter
from
$25
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
5 years of experience
Milwaukee, WI, 53221

Cassandra has been a great pet sitter for the summer. She is communicative, professional, and has been a big help.

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Christine F.
Sitter Profile Image: Kim S.
Verified Background Check
Kim S.
Star Sitter
from
$100
per night
5 out of 5.0 stars
46 reviews
14 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

Kim is AMAZING! She has watched my cat, Millie, every time my husband and I have been out of town throughout the past couple of years. Millie is usually super shy and anxious around everyone except for my husband and me; however, she absolutely loves Kim - to the point where she seemed a bit let down that Kim didn’t return after my husband and I got home. Kim also watched my dog, Mochi, for the first time recently as well. Mochi wants to be the center of attention at all times. Based on the pictures Kim sent, it seems like Mochi was SPOILED with all of the love and attention she could ever want. Overall, I cannot recommend Kim enough. She is very reliable, super accommodating with my pets’ needs, and I always know my pets are being well taken care of (while also having a great time).

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Hannah H.
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Sitter Profile Image: Addoris D.
Verified Enhanced Background Check
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check

Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
7.1 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 yesterday
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
Verified Enhanced Background Check

Keisha P.
Star Sitter

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

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

Availability updated yesterday
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
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
183 reviews
66 repeat clients
Profile image

Another fabulous week of Blythe watching our pups! We were nervous to leave our puppy, but Blythe was amazing with her. So happy to have someone we trust in our home when we can’t be there!

Availability updated yesterday
Sitter Profile Image: Emily M.
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Sitter Profile Image: Emily M.
Verified Enhanced Background Check

Emily M.

Raised on urban farm, pet sitter
Milwaukee, WI, 53213
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

Availability updated today
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter

WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
6.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
46 reviews
8 repeat clients
Profile image

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

Availability updated 5 days ago
Sitter Profile Image: Maiah D.
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Sitter Profile Image: Maiah D.
Verified Enhanced Background Check

Maiah D.
Star Sitter

Let me be your pet’s 2nd bestie!
Juneau Town, Milwaukee, WI, 53963
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
36 reviews
7 repeat clients
Profile image

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

Availability updated today
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
5.8 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 21 days ago
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
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
213 reviews
90 repeat clients
Profile image

Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.

Availability updated today
Sitter Profile Image: Lynette F.
Verified Enhanced Background Check
Sitter Profile Image: Lynette F.
Verified Enhanced Background Check

Lynette F.
Star Sitter

Experienced vet tech (9+ years)
Milwaukee, WI, 53207
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
29 reviews
7 repeat clients
Profile image

Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.

Availability updated today
Sitter Profile Image: Alexander A.
Verified Enhanced Background Check
Sitter Profile Image: Alexander A.
Verified Enhanced Background Check

Alexander A.

Dog’s Best friend
West Milwaukee, WI, 53214
5.5 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

Alex did a great job taking care of my 3-year-old dog (Daisy) for three nights in my home while I was out of town! In particular, I could tell that Alex was attentive to helping Daisy stay in her usual routine. Daisy likes to be interactive with playtime and pets/snuggles, and Alex was receptive. When I got home, Daisy seemed content and in good spirits. I highly recommend Alex whether it's for walks/drop-ins or overnight.

Availability updated yesterday
Sitter Profile Image: River W.
Verified Enhanced Background Check
Sitter Profile Image: River W.
Verified Enhanced Background Check

River W.

A dog lover🐾
South Milwaukee, WI, 53172
3.7 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 7 days ago
Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
Verified Enhanced Background Check

Carolina G.
Star Sitter

Where Pets Feel Right at Home!
Cudahy, WI, 53110
2.2 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

This was our second time with Carolina dog sitting in our home and we couldn't be happier. Our dog seemed very comfortable with her and her family. She sent us many photos, videos, and updates. And she took our dog on hikes and walks regularly. We will absolutely be booking Carolina again!

Availability updated today
Sitter Profile Image: Courtney T.
Verified Enhanced Background Check
Sitter Profile Image: Courtney T.
Verified Enhanced Background Check

Courtney T.

Let me love your fur baby!
South Milwaukee, WI, 53172
3.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
Profile image

Courtney was amazing with Blaze. I could tell by her updates that she had him figured out very quickly. He was clearly content when we got home. We will be able to travel this summer knowing our boy is in good hands.

Availability updated 5 days ago
Sitter Profile Image: Samantha B.
Verified Background Check
Sitter Profile Image: Samantha B.
Verified Background Check

Samantha B.

Animal lover for both dogs or cats
Milwaukee, WI, 53215
4.1 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

Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again

Availability updated 6 days ago
Sitter Profile Image: Sawyer U.
Verified Enhanced Background Check
Sitter Profile Image: Sawyer U.
Verified Enhanced Background Check

Sawyer U.

Most will call me a dog whisperer
Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$32
per night
5 out of 4.0 stars
12 reviews
Profile image

He did great with our two dogs, one of whom is an anxious 60lb pitbull mix. He communicated clearly and was very responsive. Would definitely recommend.

Availability updated 4 days ago
Sitter Profile Image: Devon W.
Verified Background Check
Sitter Profile Image: Devon W.
Verified Background Check

Devon W.
Rover 101
Star Sitter

Lover of all creatures!
Fernwood, Milwaukee, WI, 53207
3.1 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 62 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Stephanie R.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie R.
Verified Enhanced Background Check

Stephanie R.

I love all animals
South Milwaukee, WI, 53172
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
126 reviews
29 repeat clients
Profile image

Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!

Availability updated 3 days ago
Sitter Profile Image: Alexy & Christian G.
Verified Enhanced Background Check
Sitter Profile Image: Alexy & Christian G.
Verified Enhanced Background Check

Alexy & Christian G.
Star Sitter

Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
72 reviews
20 repeat clients
Profile image

Alexy and Christian watched my two dogs and cat at my place while I was out of the country. They were very patient with my 14 year old Chihuahua and labradoodle cattle dog mix. Both dogs can take a little while to warm up to others, they understood this and took great care of them. Lots of pictures, videos and communication throughout. Also left the house nice and clean.

Availability updated today
Sitter Profile Image: Cassandra C.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra C.
Verified Enhanced Background Check

Cassandra C.
Star Sitter

Pawsitively the best pet care!
Milwaukee, WI, 53221
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Cassandra has been a great pet sitter for the summer. She is communicative, professional, and has been a big help.

Availability updated 18 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kim S.
Verified Background Check
Sitter Profile Image: Kim S.
Verified Background Check

Kim S.
Star Sitter

Tons of pet experience and love
Town Of Lake, Milwaukee, WI, 53207
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
46 reviews
14 repeat clients
Profile image

Kim is AMAZING! She has watched my cat, Millie, every time my husband and I have been out of town throughout the past couple of years. Millie is usually super shy and anxious around everyone except for my husband and me; however, she absolutely loves Kim - to the point where she seemed a bit let down that Kim didn’t return after my husband and I got home. Kim also watched my dog, Mochi, for the first time recently as well. Mochi wants to be the center of attention at all times. Based on the pictures Kim sent, it seems like Mochi was SPOILED with all of the love and attention she could ever want. Overall, I cannot recommend Kim enough. She is very reliable, super accommodating with my pets’ needs, and I always know my pets are being well taken care of (while also having a great time).

Availability updated 43 days ago
Confirmed availability for Labor Day Weekend

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