House Sitting in Garden Homes, Milwaukee

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Loving house sitters in your neighborhood

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Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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1. Adrienne N.

WFH, med experience, and pet lover!
Milwaukee, WI, 53204
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
23 reviews
1 repeat client
Profile image

Adrinne was incredible! She took great care of our dog, Rita, taking her on my walks, to dog-friendly coffee shops, and many snuggles. She sent photos and updates every day. We would highly recommend her and look forward to having her back!

Availability updated today
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
2.8 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
37 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 8 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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3. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
3.7 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
106 reviews
32 repeat clients
Profile image

We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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4. Melissa H.

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

Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Casey R.
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Sitter Profile Image: Casey R.
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5. Casey R.

Star Sitter
Let me love your pet!
Murray Hill, Milwaukee, WI, 53211
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
56 reviews
15 repeat clients
Profile image

Casey is the best! We always feel like they are taking care of our dog (and our home!!) whenever we hire them. Will ABSOLUTELY hire again, thanks Casey!

Availability updated 7 days ago
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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6. Jessica Z.

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

Jessica was great! Super communicative and sent lots of pictures! My boys are a handful and don't like strangers, so if she can handle them she can handle any high maintenance pups!

Availability updated today
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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7. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
11 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 11 days ago
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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8. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
5.0 mi. away
House Sitting, Drop-In Visits
from
$30
per night
5 out of 5.0 stars
9 reviews
6 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
Confirmed availability for Easter Weekend
Sitter Profile Image: Amanda C.
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Sitter Profile Image: Amanda C.
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9. Amanda C.

Rover 101
Trusted, Loving Care for Your Pets!
Milwaukee, WI, 53213
3.2 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

Amanda was great to work with! She was prompt to respond and set up a meet and greet. She had a questionnaire for me to fill out covering all bases about Theo’s care and house sitting which I thought was really helpful! Theo seemed to like her a lot and was quite relaxed when I returned from my trip. I got daily updates with pictures. Would definitely like to work with her again :)

Availability updated 8 days ago
Sitter Profile Image: Lilly H.
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Sitter Profile Image: Lilly H.
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10. Lilly H.

Guaranteed walks, attention, & love
Murray Hill, Milwaukee, WI, 53211
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
20 reviews
7 repeat clients
Profile image

Lilly was attentive and made us feel very comfortable. It’s nice to know your fur child is in good hands and you have nothing to worry about. Will book again.

Availability updated 4 days ago
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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11. Liz P.

Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
109 reviews
36 repeat clients
Profile image

Liz watched our two dogs and cat for a week and she was so kind and communicative! We felt very comfortable leaving our pets in her hands, they were very well cared for! We will definitely be using her again in the future.

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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12. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
100 reviews
33 repeat clients
Profile image

Jackie was amazing with the dogs and you could tell by how calm they were when I got home that they had a great weekend. I would recommend and will have her watch my dogs again.

Availability updated yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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13. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$62
per night
5 out of 5.0 stars
245 reviews
91 repeat clients
Profile image

Travis was so great with our Bella. She looked so happy in the daily pictures he sent while we were gone for 10 days. He helped us greatly in an emergency situation that arose. Our house was super clean when we got home…. How refreshing! ❤️ My husband and I are super happy with Travis’ professionalism and compassion for our elderly 🐶 pup!

Availability updated 7 days ago
Sitter Profile Image: Yacob B.
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Sitter Profile Image: Yacob B.
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14. Yacob B.

Dog Lover in Shorewood
Shorewood, WI, 53211
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 4.9 stars
29 reviews
11 repeat clients
Profile image

This was the 2nd time having Yacob dog-and house-sit. It worked very well. One of our dogs is very high energy, and Yacob handled her well. The house and dogs were great when we returned.

Availability updated 7 months ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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15. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
1.8 mi. away
House Sitting, Drop-In Visits
from
$70
per night
5 out of 5.0 stars
57 reviews
15 repeat clients
Profile image

My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

Availability updated 2 days ago
Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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16. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53206
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Payton stayed at my house with my dogs one weekend and sent plenty of updates and messages so I knew my dogs were well taken care of. She even administered medicine while I was gone. Everything we clean when I returned and she even picked up all of their toys that were all over the house. Highly recommend!

Availability updated 2 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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17. Jamila M.

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

Jamila is absolutely amazing! We were so impressed and thrilled with the attention to detail while housesitting in addition to all the love and affection given to our cats!! Hands down we have found our go to cat sitter! Perfect

Availability updated 32 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Alyssa B.
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Sitter Profile Image: Alyssa B.
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18. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
Profile image

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Availability updated 5 days ago
Sitter Profile Image: Davina A.
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Sitter Profile Image: Davina A.
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19. Davina A.

Patient, kind, and reliable!
Sherman Park, Milwaukee, WI, 53210
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
4 reviews
Profile image

Davina did a great job taking care of our dog while we were gone. She was reliable, flexible, helpful and willing to jump in to problem solve when an unexpected issue came up.

Availability updated 8 days ago
Sitter Profile Image: Genesis A.
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Sitter Profile Image: Genesis A.
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20. Genesis A.

Exercise, relax time and hugs! :)
Old North Milwaukee, Milwaukee, WI, 53209
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
4 reviews
2 repeat clients

Génesis es una amante a los animales y es muy apasionada a su trabajo, es muy cariñosa con las mascotas, y está estudiando veterinaria ya que es algo que le apasiona, es atenta y cuidadosa con los animales.

Availability updated 2 days ago
Confirmed availability for Easter Weekend

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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