House Sitting in Wilson Park, 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: Markita H.
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Sitter Profile Image: Markita H.
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1. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
85 reviews
7 repeat clients
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Markita is an excellent dog sitter. She is my go to gal for staying the weekend at my house. She communicates well and gives adorable updates. Her love for animals is obvious!

Availability updated 10 days ago
Sitter Profile Image: Alyssa Z.
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Sitter Profile Image: Alyssa Z.
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2. Alyssa Z.

Star Sitter
Dogs are a person's best friend
Franklin, WI, 53132
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
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This is the second time we had Alyssa help with our girls. Her communication is 10 stars, we get tons of updates, photos, and videos. Our girls just love Alyssa and cuddle up to her

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

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$59
per night
5.0 out of 5 stars
126 reviews
39 repeat clients
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Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

Availability updated today
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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4. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
2.4 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
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I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

Availability updated 5 days ago
Sitter Profile Image: Allie D.
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Sitter Profile Image: Allie D.
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5. Allie D.

Loving and Caring Pet Care Provider
Avenues West, Milwaukee, WI, 53233
5.0 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 4 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
4.2 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 6 days ago
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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7. Amanda S.

Star Sitter
Tell your dog I said hi!
West Allis, WI, 53219
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
24 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 3 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
2.4 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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Loved Daniela! She sent a ton of pictures and updates and our dogs were happy and healthy when we returned. She even bought our pup a (dog friendly) birthday cake for his 6th birthday. It was such a comfort knowing we had a dog lover staying in our house with our dogs so we were able to thoroughly enjoy our vacation.

Availability updated 16 days ago
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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9. Sarah J.

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

Sarah did a fabulous job with the Furry Herd! Five dogs is no small undertaking, much less having two with medical conditions requiring medication. She was very attentive, spending a good amount of time here when she came, and the dogs were super happy to see us, but not in a frantic way. What a wonderful way to come home! Loved the pictures, too!!!

Availability updated today
Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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10. Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
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Felicity was great! My pup loved her and was well taken care of while we were away. She has watched her twice now and we would definitely book again! She stayed at our home and the house was in great shape when we got home.

Availability updated yesterday
Sitter Profile Image: Tania D.
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Sitter Profile Image: Tania D.
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11. Tania D.

You doggos new best friend!
Morgandale, Milwaukee, WI, 53215
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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took very good care of my dog Teddy. Constantly got pictures and videos as well very good communicator always replied very fast. Definitely will book again :)

Availability updated 29 days ago
Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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12. Megan M.

Star Sitter
Passionate pet sitter
Milwaukee, WI, 53215
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
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Megan took amazing care of our high energy puppy and 2 cats. She was easy to communicate with and sent pics during her stay at our house. We returned to a happy puppy. It was like we never left! I will definitely reach out to Megan for sitting in the fiture

Availability updated 3 days ago
Sitter Profile Image: Holly H.
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Sitter Profile Image: Holly H.
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13. Holly H.

Star Sitter
Animal lover since 1994!
West Allis, WI, 53219
4.3 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

Holly is wonderful! She spent two full days at our house with our pup and took great care of him. He was happy and calm when we got home and excited to see her when she came back. She was very conscientious and a great communicator. We'd be thrilled to have her back any time. Thanks, Holly!

Availability updated 15 days ago
Sitter Profile Image: Alexy G.
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Sitter Profile Image: Alexy G.
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14. Alexy G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
46 reviews
15 repeat clients
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Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

Availability updated 10 days ago
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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15. Kelsey S.

Star Sitter
Dogs over People
Mitchell West, Milwaukee, WI, 53221
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
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Kelsey was great with our 2 year old, high energy Samoyed while we went on a two day bike trip! She proactively asked to do a home visit first, which we were grateful for and it helped relieve some stress for us before our trip. It was clear Kelsey read all the info we prepared to help her have a fun stay in our home, and she sent lots of photos and updates. We were fully able to enjoy our time away as a result. She had great judgement about walking our double coated dog in the heat and rain. Our home was as clean as we left it upon our return. We’ll definitely book with Kelsey again!

Availability updated today
Sitter Profile Image: Nadia D.
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Sitter Profile Image: Nadia D.
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16. Nadia D.

Star Sitter
Experienced, loving care for pets
Bay View, Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
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Nadia was so great. She was very reliable and took care of our doggos at our home 🤍. We will use her again for sure!

Availability updated 80 days ago
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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17. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
135 reviews
47 repeat clients
Profile image

Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

Availability updated today
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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18. Berenice B.

Rover 101
Star Sitter
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5.0 out of 5 stars
95 reviews
43 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 28 days ago
Sitter Profile Image: Linsey C.
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Sitter Profile Image: Linsey C.
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19. Linsey C.

Passionate about Pet Happiness ❤️
Bay View, Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
Profile image

We’re so happy Nico was in good hands while we were on vacation. Linsey sent videos and pictures everyday and was very communicative with us and understanding of our concerns. It was a great relief to see Nico and our home were taken care of.

Availability updated 4 days ago
Sitter Profile Image: Taylor H.
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Sitter Profile Image: Taylor H.
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20. Taylor H.

Love being around all types of dogs
Morgandale, Milwaukee, WI, 53221
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$27
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Taylor was great! He consistently sent updates and pictures of my pup while I was out of town. I never stressed with my dog in his hands.

Availability updated today

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