House Sitting in The Valley-Pigsville, Milwaukee

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Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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1. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
1.6 mi. away
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 68 days ago
Sitter Profile Image: Megan D.
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Sitter Profile Image: Megan D.
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2. Megan D.

Star Sitter
Please pick me!
Milwaukee, WI, 53204
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
31 reviews
10 repeat clients
Profile image

Megan was so great! We got lots of pics and videos and our pups were happy and chill when we got back, even after it being too cold to go outside much. Will definitely call again - thanks!

Availability updated 3 days ago
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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3. Melissa H.

Star Sitter
Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
5.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
30 reviews
8 repeat clients
Profile image

Melissa is a great overnight dogsitter. She followed all the instructions for my dog and bullies have a lot of instructions. Ha! She provided updates everyday and you can tell she enjoys dogsitting. I came back to happy dog.

Availability updated 3 days ago
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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4. Keisha P.

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

As always, Keisha did a wonderful job taking care of my fur babies while I was out of town! Came home to happy pets and a clean house after a long day of traveling.

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
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
178 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 today
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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6. Emily S.

Star Sitter
Enjoy making pets happy and loved
West Allis, WI, 53227
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
29 reviews
19 repeat clients
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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: 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
2.1 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

I’m so happy we were able to book Rachel to watch our dogs and home while we went out of town. We did a meet and great before the trip, and I was certain they would be in good hands. We enjoyed getting daily pics too. She left our place looking nice than how we left it. I would not hesitate to book her again.

Availability updated 20 days ago
Sitter Profile Image: Joanne & Becky J.
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Sitter Profile Image: Joanne & Becky J.
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8. Joanne & Becky J.

Star Sitter
Wannabe Fur Moms - For Our Fur Fund
Milwaukee, WI, 53203
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
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Joanne and Becky were great for watching shlomo and we highly recommend! He was able to keep his usual routine while she worked from home and we got tons of communication! Shlomo seemed very happy and we would absolutely book again

Availability updated 5 days ago
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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9. Adrienne N.

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

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

Availability updated 3 days ago
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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10. Berenice B.

Rover 101
Star Sitter
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
170 reviews
79 repeat clients
Profile image

Berenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.

Availability updated today
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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11. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5 out of 5.0 stars
159 reviews
49 repeat clients
Profile image

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

Availability updated today
Sitter Profile Image: William L.
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Sitter Profile Image: William L.
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12. William L.

U.S. Secretary of Dogs
Merrill Park, Milwaukee, WI, 53208
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
11 reviews
Profile image

Billy was awesome and responsive. Gave us updates throughout the day, and took great care of Apollo. Billy asked questions and followed instructions as well us took good care of our place. Would definitely recommend and use Billy again.

Availability updated 3 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Maiah D.
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Sitter Profile Image: Maiah D.
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13. Maiah D.

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

Maiah was a great pet sitter for our pup, cat, and fish! She is very friendly and was happy taking several walks with our pup while she stayed overnight. She spent a lot of time outside with our dog and sent pictures, which we appreciated. She left our house clean and made her bed! We look forward to having her again as our pet sitter when we are away!

Availability updated today
Sitter Profile Image: Emily M.
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Sitter Profile Image: Emily M.
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14. Emily M.

Raised on urban farm, pet sitter
Milwaukee, WI, 53213
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
3 reviews
Profile image

Did amazing

Availability updated 4 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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15. Jamila M.

Rover 101
Star Sitter
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 4.9 stars
81 reviews
24 repeat clients
Profile image

Jeremy was extremely professional! You can tell he truly loves animals and spends time getting to know them so that everything goes smoothly. I had just gotten a new dog, and by the time I had gotten back he had taught them all how to go on a walk at the same time! I love that he sends pictures during his stay, so you can check in. I highly recommend him!

Availability updated 3 days ago
Sitter Profile Image: Claire V.
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Sitter Profile Image: Claire V.
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16. Claire V.

Claire's Got your Pet care covered!
Milwaukee, WI, 53208
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Absolutely wonderful!!! Claire is very reliable, communicative and sends the best photos. Most importantly, Charlie adores her and she adores him right back!!! I am so happy and feel extremely confident leaving him in her care. Will book her again without hesitation!🩷

Availability updated 3 days ago
Sitter Profile Image: Riley M.
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Sitter Profile Image: Riley M.
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17. Riley M.

Would love to care for your pets
Wauwatosa, WI, 53213
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Riley was awesome with our dog. He is a high energy, reactive Jack Russell (so not the easiest guy to watch). She was super communicative and took our crazy little guy in stride. 100% recommend.

Availability updated 7 days ago
Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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18. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
46 reviews
16 repeat clients
Profile image

Molly absolutely crushed it- I can’t say enough good things. Our dogs have huge personalities, some bizarre behaviors, and special needs (and so does our weird old rental house) and she handled all of it with aplomb. Our resident canine klutz tore his paw pad the night before we left, and even though we totally sprung this development on Molly at the last minute, pro that she is, she jumped in and changed his dressings, kept the area clean, AND kept the dog calm to prevent further injury. He was basically fully healed upon our return. Thanks, Molly! We will be back if you’ll have us- with fewer surprises next time, we hope!

Availability updated 6 days ago
Sitter Profile Image: Alexander A.
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Sitter Profile Image: Alexander A.
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19. Alexander A.

Dog’s Best friend
West Milwaukee, WI, 53214
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
3 reviews
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 20 days ago
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Nikki G.
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Sitter Profile Image: Nikki G.
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20. Nikki G.

Teacher/Traveler/Trusted Pet Sitter
Milwaukee, WI, 53208
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
9 reviews
Profile image

Nikki did an excellent job caring for our puppy, Moose, and Kitty, our 10yo cat! She stayed in our home, which was great for our pets, because in the past we’ve utilized drop-in sitters, and they did not drop-in as often as they should have. But with Nikki there, they had plenty of attention since she was staying at our house and working from our house. She went above and beyond in making sure that our house was clean when we arrived home. She sent pictures and updates and even watered our vegetable plants while we were away. If you need an in-home pet sitter that will lessen the stress on your pets (and you) while you are away from home, consider Nikki!

Availability updated 5 days ago

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