House Sitting in Johnson's Woods, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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What size are your dogs (lbs)?

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
74 reviews
24 repeat clients
Profile image

Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!

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

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5.0 out of 5 stars
125 reviews
39 repeat clients
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Jessica was amazing! She communicated with us every day and sent us pictures/videos of the dogs, which my daughters really enjoyed. She took extra special care of our geriatric dog, making and feeding him human food, per our request. We will definitely be hiring Jessica again! Thank you for taking care of our fur babies! Brandy

Availability updated yesterday
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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3. Blythe R.

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

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

Availability updated 3 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
All-Day in Home Care For Critters
Milwaukee, WI, 53212
4.3 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
Profile image

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

Availability updated 28 days ago
Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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5. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5.0 out of 5 stars
286 reviews
162 repeat clients
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Daniela is wonderful and such a doting dogsitter. Our great dane loves it when she comes and is always sad when she leaves! She's attentive to his special diet and is highly communicative. Cannot recommend her enough!

Availability updated 14 days ago
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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6. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
84 reviews
23 repeat clients
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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 4 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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7. Sarah J.

Star Sitter
I’m awkward with humans.
West allis, WI, 53219
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
189 reviews
55 repeat clients
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Sarah was so great watching Michael! We really appreciated all the updates and photos, and he seemed so comfortable with her. Thank you Sarah!!

Availability updated today
Sitter Profile Image: Allie D.
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Sitter Profile Image: Allie D.
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8. Allie D.

Loving and Caring Pet Care Provider
Avenues West, Milwaukee, WI, 53233
2.6 mi. away
House Sitting, Drop-In Visits
from
$28
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
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Allie was amazing with our quirky doggo We couldn't have asked for a better experience. Allie provided updates and loved on our pup while we were away for a long weekend. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Allie again.

Availability updated 3 days ago
Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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9. Erica L.

I'll love them like my own
West Allis, WI, 53227
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5.0 out of 5 stars
103 reviews
48 repeat clients
Profile image

Erica did an amazing job taking care of our two pups. I had never met her before and found her on Rover. Originally we booked her for ten days and when our plans changed she was super flexible. She sent multiple pics and videos throughout the time we were gone. She walked our dogs two times per day and kept our house clean. Trust that she will do an awesome job!!

Availability updated 8 days ago
Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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10. Jamila M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
67 reviews
22 repeat clients
Profile image

I'm not sure how I can begin to describe how much of a relief it was to have Jamila caring for my two dogs for a week. Not only did she make sure that they were taken care of as if they were her own, she also provided extra peace of mind with daily pictures (which I loved)!

Availability updated today
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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11. Amanda S.

Tell your dog I said hi!
West Allis, WI, 53219
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
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Amanda is wonderful! Great communicator and is so thoughtful with each of our individual pups. We have a senior dog and Amanda is very patient and caring with her. We would absolutely hire again.

Availability updated yesterday
Sitter Profile Image: Sebastian B.
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Sitter Profile Image: Sebastian B.
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12. Sebastian B.

Part-time student w/ a pet passion!
Milwaukee, WI, 53233
2.9 mi. away
House Sitting, Dog Walking
from
$40
per night
5.0 out of 5 stars
5 reviews
Profile image

This was my first time using Rover as I was out of town for the day and wanted someone to be around with my puppy. Sebastian was nice enough to write down what he did with Dakota during the day and made sure to check with me thorough out the day if he wasn’t sure about anything. I feel confident that my dog was well taken care of and wasn’t neglected in any way. Would use him again :)

Availability updated 13 days ago
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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13. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
45 reviews
12 repeat clients
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Jenn was very communicative & took excellent care of our dog. The house was left so tidy, too. I would recommend Jenn and will try to book her again when needed.

Availability updated today
Sitter Profile Image: Nikki G.
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Sitter Profile Image: Nikki G.
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14. Nikki G.

Teacher/Traveler/Trusted Pet Sitter
Milwaukee, WI, 53208
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5.0 out of 5 stars
8 reviews
Profile image

Nikki was great! She answered our request promptly when we needed a sitter for our two Poms after our pre-arranged sitter we used to use said she couldn’t do our 1 day dog sitting. We were visiting from TN and wanted to attend the State Fair. We would have had to go two different days but this way we could be gone all day and know our dogs were in good hands. She arrived early to get to meet them and get instructions on walking, feeding and meds. She is a very sweet woman and your dogs will love her! If we come to WI with our dogs next year, I will try and book Nikki again!

Availability updated 7 days ago
Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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15. Hannah B.

Star Sitter
Lover of ALL animals!!
West Allis, WI, 53214
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5.0 out of 5 stars
40 reviews
12 repeat clients

About: Hey there! My name is Hannah and animals are my best friends! I have always had pets and currently have two kitties of my own named Stella and Pepper! I volunteer part time at an animal shelter, so I know everything that there is to know about what makes animals the happiest and most loved that they can be! My newest addition, Pepper, was actually staying with me as a foster until I fell in love and decided to keep him. I am super outgoing and love having a blast with the fur babies! I work 3 1/2 days a week and have a VERY flexible schedule! I am home by 3 most days and always find any time in my day to spend time with the fur babies! I have a VERY clean apartment. My roommate (sister) works from home so my cats always have someone to play with. We have tons of toys of all sorts followed with an automatic feeder and water fountain. Doors are always open in the apartment to allow the animals to utilize every room. We have a beautiful and big patio perfect for bird watching and sun bathing.

Availability updated 4 days ago
Sitter Profile Image: Holly H.
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Sitter Profile Image: Holly H.
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16. Holly H.

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

This was our first time working with Holly, and she was fantastic! I'm so thankful we met her, and she was willing to work with us. She is an excellent communiator, connected easily with our pups, and helped us feel confident that our dogs were in good hands while we were away. She stayed at our house and we felt at ease with her in our home. We would definitely like to work with Holly again in the future and I'd confidently recommend her to our friends and family. Thank you Holly!!

Availability updated 13 days ago
Sitter Profile Image: Brooke E.
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Sitter Profile Image: Brooke E.
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17. Brooke E.

Animal Loving Veterinary Assistant!
Wauwatosa, WI, 53213
1.9 mi. away
House Sitting, Drop-In Visits
from
$45
per night
5 reviews

Brooke is a kind girl and lady, she was raised all her childhood and young adult days with almost every type of animal and loves all amimals with. She also worked for a veterinarian office for dogs, cats, birds and horses.

Availability updated today
Sitter Profile Image: Kelsey G.
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Sitter Profile Image: Kelsey G.
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18. Kelsey G.

flexible schedule for walks/sitting
West Allis, WI, 53214
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5.0 out of 5 stars
52 reviews
14 repeat clients
Profile image

Our dogs have never had a sitter in our home, but we wanted to give it a try, as they are always out of sorts if we pick them up from a kennel. Kelsey gave several pupdates with photos, and we got to come home to 2 very happy boys that probably didn’t even notice we were gone. Hope she’d be willing to sit for them once in awhile in the future.

Availability updated 69 days ago
Sitter Profile Image: Elyzabeth S.
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Sitter Profile Image: Elyzabeth S.
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19. Elyzabeth S.

Star Sitter
Cat mom who grew up with dogs
Wauwatosa, WI, 53213
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
80 reviews
12 repeat clients

Elyzabeth watched my dog for a week and gave him constant attention and activity while keeping me updated with frequent pictures. My dog is shy and nervous around new people but she was so patient with him. I would definitely have her watch my dog again!

Availability updated yesterday
Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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20. Amanda J.

True love exists because animals do
Johnson's Woods, Milwaukee, WI, 53214
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
Profile image

So relieved my 2 precious girls can count on you. Thank you for your patience and joy you bring to them! xx

Availability updated 84 days ago

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