House Sitting in Rolling Green, Milwaukee

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Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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1. Emily S.

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

Highly recommend Emily’s services!! She made our senior dog so comfortable during her 4 day in home pet sitting. We received daily updates & pictures, and we could tell how much our dog enjoyed spending time with her! It can be nerve wracking leaving a senior dog at home, but we were never worried about our dogs care and safety while we were gone and Emily was with him.

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

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

Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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3. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
5.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
Profile image

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 13 days ago
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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4. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
7.4 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
Profile image

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

Availability updated 5 days ago
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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5. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
170 reviews
66 repeat clients
Profile image

Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.

Availability updated 24 days ago
Sitter Profile Image: Caitlin B.
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Sitter Profile Image: Caitlin B.
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6. Caitlin B.

Rover 101
Passionate animal lover
West Allis, WI, 53227
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.8 stars
27 reviews
9 repeat clients
Profile image

Caitlin was amazing with our big guy Giannis! She had excellent communication with us all weekend, and her love for our big slobbery guy was apparent!!!

Availability updated 22 days ago
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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7. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
90 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 12 days ago
Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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8. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
5.5 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

This was our first time using Daniela and she was amazing! Dealing with a wind storm, a power outage and some overprotective dog parents is not easy. But, both our dogs loved her and she made our trip worry free. Daniela is highly recommended and we would not hesitate to use her again.

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

Star Sitter
Experienced vet tech
Milwaukee, WI, 53207
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 4.9 stars
13 reviews
4 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 4 days ago
Sitter Profile Image: Emily M.
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Sitter Profile Image: Emily M.
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10. Emily M.

Raised on urban farm, pet sitter
Milwaukee, WI, 53213
4.3 mi. away
House Sitting
from
$38
per night
2 reviews

From day one, Emily treated Stout like her own. She’s responsible, attentive, and has this magical calming energy that even my high-strung pup couldn't resist. Walks? Always on time. Feedings? Spot on. Belly rubs? Endless. But here's the thing: I think my dog likes her more than he likes me. I once picked him up and he gave me a look like, "Oh... it's you." So yeah. Emily's that good. If you’re looking for someone who’ll love your pet like family and send you the cutest photo updates, Emily is your person.

Availability updated 2 days ago
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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11. Jenn S.

Star Sitter
Dedicated & Reliable 🐕🐈🦜🐹🌈
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
58 reviews
17 repeat clients
Profile image

Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to expect with our two pups and how they would react to anyone other than family watching them. she watched them for two stretches of time periods, one stretch of time was for a few hours while we were at a rehearsal dinner and with a second stretch of time it was for over 12 hours at our daughters wedding. The first stretch of time they barked continuously, and poor Jenn soldiered through like a champ, unscathed. I was afraid she wouldn’t show up the next day, but there she was bright and early the next day, ready to meet the challenge! Within 10 minutes, she texted me with a photo that our two beautiful pups were fast asleep and quiet. She had a wonderful day. It just took a while for them to get used to being with someone other than their owners. She was wonderful, kept us up-to-date throughout our time away. With photos and brief updates. Highly recommend, if I could leave more than five stars, I would!⭐️

Availability updated today
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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12. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Milwaukee, WI, 53220
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
166 reviews
54 repeat clients
Profile image

Leandrea exceeded our expectations! She stayed at our house with our two dogs and cat while we were out of the country for our destination wedding. She communicated with us everyday by sending updates and pictures of all the pets. Our dogs loved her and Crista!!! We will definitely rehire!

Availability updated today
Sitter Profile Image: Ashley S.
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Sitter Profile Image: Ashley S.
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13. Ashley S.

Animal Care Professional/Lover
West Allis, WI, 53227
2.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!

Availability updated 3 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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14. Sarah J.

Star Sitter
I’m awkward with humans.
West allis, WI, 53219
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
270 reviews
64 repeat clients
Profile image

Sarah was awesome with my puppies and they both seems to love her. She gave them medications and hugged then as they need too. Thank u for your attention and for being patient with their needs, Sarah! I recommend Sarah for every pets and pet parents.

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Alexandra P.
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Sitter Profile Image: Alexandra P.
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15. Alexandra P.

Do you love your animal? So do I!
Greendale, WI, 53129
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
5 reviews
4 repeat clients
Profile image

Clearly loved the animals and was great at responding to texts!

Availability updated today
Sitter Profile Image: Joely Stella F.
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Sitter Profile Image: Joely Stella F.
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16. Joely Stella F.

Star Sitter
An animal lover who loves pets!
Milwaukee, WI, 53129
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$33
per night
5 out of 4.9 stars
23 reviews
8 repeat clients
Profile image

Joely was fantastic with my dog and cat on two house sitting occasions so far. Treated them with love and care and communicated well and sent fun photos. My older dog had some tummy issues while I was away this last time and Joely managed it all like a pro and kept me informed every day. Highly recommend!!

Availability updated yesterday
Sitter Profile Image: Lillian S.
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Sitter Profile Image: Lillian S.
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17. Lillian S.

Peace of mind and happy tails!
New Berlin, WI, 53151
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
3 reviews

Lilly loves my dog like it’s her own. She is so kind and playful with her. When my dog hears Lilly’s name she gets so excited that Lilly is coming over. She is extremely reliable and loving. I highly recommend Lilly to care for any dogs!!

Availability updated 2 days ago
Sitter Profile Image: Holly H.
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Sitter Profile Image: Holly H.
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18. Holly H.

Star Sitter
Animal lover since 1994!
West Allis, WI, 53219
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
Profile image

Holly was amazing!! She sent pictures of our fur babies every day. They looked so happy and loved! I've never felt so comfortable leaving out dogs with someone. I definitely will be booking with her again!

Availability updated 3 days ago
Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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19. Stephen & Wipawee D.

Star Sitter
Pawfessional w/ Love & Care <3
West Allis, WI, 53227
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$95
per night
5 out of 5.0 stars
49 reviews
19 repeat clients
Profile image

Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!

Availability updated 7 days ago
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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20. Jessica R.

A dogs best friend🩷
Woodland Court, Milwaukee, WI, 53220
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
12 reviews
Profile image

Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.

Availability updated 2 days ago

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