House Sitting in Holler Park, 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
8.1 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

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

Availability updated 64 days ago
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
5.2 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
16 reviews
10 repeat clients
Profile image

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

Availability updated yesterday
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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3. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
5.8 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 was wonderful! She kept us updated the whole time and our boy was so happy! She took him to the dog park every day and made sure she had a great time while we were gone. We’ll use her every time we can if she’s free!

Availability updated 16 days ago
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
2.9 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 is a fabulous dog sitter!! She truly loves her clients and you can tell‼️ She’s great at sending pictures and messages to keep you updated. I can’t say enough about her caring heart.

Availability updated yesterday
Sitter Profile Image: Emily S.
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Sitter Profile Image: Emily S.
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5. Emily S.

Star Sitter
Enjoy making pets happy and loved
West Allis, WI, 53227
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
29 reviews
19 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: Berenice B.
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Sitter Profile Image: Berenice B.
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6. Berenice B.

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

Berenice was great!!! She was easy to get in touch with and sent lots of pictures! My puppy was so happy to see her and tuckered out when I saw him indicating that all his physical and mental needs were met during his full day of care. Trustworthy and reliable! Would definitely book again

Availability updated today
Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
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7. Carolina G.

Star Sitter
Where Pets Feel Right at Home!
Cudahy, WI, 53110
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
23 reviews
5 repeat clients
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This is our third time booking Carolina for dog and house sitting; she takes great care of our pup and home, is very communicative, and we plan on booking her again!

Availability updated today
Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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8. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Fernwood, Milwaukee, WI, 53207
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
98 reviews
41 repeat clients
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Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

Availability updated 5 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
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.9 stars
19 reviews
5 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 5 days ago
Sitter Profile Image: Maggie M.
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Sitter Profile Image: Maggie M.
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10. Maggie M.

Attentive and caring pet sitter
Bay View, Milwaukee, WI, 53226
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
12 reviews
3 repeat clients
Profile image

Maggie was incredible! She sent lots of amazing pictures and would always update us on anything. Would highly recommend anyone to use her in the future!

Availability updated 4 days ago
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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11. Leandrea R.

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

Leandrea did a fabulous job watching our rambunctious pups for the weekend! They absolutely adored her, and it was so nice to know they were safe and comfortable at home with someone we can trust!

Availability updated yesterday
Sitter Profile Image: Alexy & Christian G.
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Sitter Profile Image: Alexy & Christian G.
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12. Alexy & Christian G.

Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
67 reviews
19 repeat clients
Profile image

Alexy and Dylan took wonderful care of our dogs while we were out of town. We got lots of pics, videos and updates. They also left our apartment in great shape. We will be using them again.

Availability updated 3 days ago
Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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13. Stephanie R.

I love all animals
South Milwaukee, WI, 53172
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
117 reviews
26 repeat clients
Profile image

Stephanie was great! It was the first time we left our girl with a “stranger” and Stephanie was patient, flexible, and took great care of her.

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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14. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
3.3 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

Daniela was great with our two little fur babies! We have never left them at home before, and Dani was a godsend, giving us the ability to finally take a vacation! She stayed in our home to make the dogs more comfortable, which was awesome! Dani gave them all the cuddles and attention that my spoiled little dogs needed! Thank you! I hope she is available next time we go on vacay, (now that I feel like we CAN!) Thank you, thank you!!

Availability updated 29 days ago
Sitter Profile Image: Joely Stella F.
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Sitter Profile Image: Joely Stella F.
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15. Joely Stella F.

Star Sitter
An animal lover who loves pets!
Milwaukee, WI, 53129
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$33
per night
5 out of 4.9 stars
24 reviews
9 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 4 days ago
Sitter Profile Image: Lauren Y.
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Sitter Profile Image: Lauren Y.
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16. Lauren Y.

Fur-tastic pet care services!
Greendale, WI, 53129
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Lauren is the best! She takes such good care of my dog and communicates so well!

Availability updated 6 days ago
Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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17. Kim S.

Star Sitter
Tons of pet experience and love
Town Of Lake, Milwaukee, WI, 53207
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
45 reviews
14 repeat clients
Profile image

Thank you Kim!! You took great care of Belikin (and our home and garden), sent us lots of pics, inquired when you had questions. We can always tell whether Belikin has been happy at a kennel or with a sitter. If he was not happy, he'll be grumpy for a few days when we get home : ) He was a very happy boy when we came home after you watched him! Thank you!!

Availability updated 14 days ago
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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18. Kelsey S.

Star Sitter
Dogs over People
Mitchell West, Milwaukee, WI, 53221
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

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: Anna G.
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Sitter Profile Image: Anna G.
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19. Anna G.

Trusted Lifelong Animal Lover
Bay View, MILWAUKEE, WI, 53207
2.8 mi. away
House Sitting
from
$35
per night
5 out of 5.0 stars
5 reviews
Profile image

From doing a dog meet and greet to taking care of my dog while I was out of town for the weekend--Anna did a fantastic job taking care of my dog. I will reach out to Anna again for my dog watching needs.

Availability updated 22 days ago
Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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20. Elaine P.

☀️Experienced & loving pet owner
Town Of Lake, Milwaukee, WI, 53207
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
21 reviews
6 repeat clients

I have known Elaine for well over 20 years. I have seen her with several of her personal dogs over that time and have also had her help with the several dogs I have had. She is a true dog lover. She is kind, considerate, warm and will make anyone's dog feel secure and comfortable. Elaine has had large dogs, where my dogs have been small. She is good with both. I did have several dogs that became seniors, and Elaine was very good about any specialized care that they required. Elaine most recently had a large dog that became quite old and had difficulty navigating the stairs, She put together a harness to help her dog go down the stairs with confidence. Elaine is a delightful woman and will be someone you will enjoy interacting with. You will see that your dogs will be just as excited to see her as my dogs always are.

Availability updated 17 days ago

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