House Sitting in Holler Park, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1. 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
5.0 out of 5 stars
147 reviews
65 repeat clients
from
$55
per night
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Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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Sitter Profile Image: Markita H.
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Sitter Profile Image: Markita H.
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2. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
78 reviews
6 repeat clients
from
$57
per night
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Markita is the best! She took care of my dog the same way I would (probably even better) and left my house spotless. She is a great communicator and made me completely comfortable.

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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
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
109 reviews
36 repeat clients
from
$59
per night
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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.

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Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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4. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
13 repeat clients
from
$28
per night
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Alexy & Dylan were great. Loved getting all the pictures and updates while we were away. Will definitely be using them again! Thank you so much!

Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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5. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
8 repeat clients
from
$60
per night
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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!

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Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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6. Kelsey S.

Star Sitter
Dogs over People
Mitchell West, Milwaukee, WI, 53221
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$65
per night
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I would recommend Kelsey for dog sitting and house sitting 1000%. She stayed in my home for 6 days and looked after my nervous, skittish dog so well that I actually enjoyed my trip and never worried about him or the house while I was gone. She kept my dog on his meal, med, and walk schedule, made adjustments based on a dangerous heatwave, and kept him company while giving him the space he needed to relax. I got photos and updates everyday and Kelsey was always quick to respond to any communication. I came home to a healthy and happy puppy and a well cared for house. I am looking forward to leaving things in Kelsey's very capable hands on my next trip!

Sitter Profile Image: Devon W.
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Sitter Profile Image: Devon W.
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7. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Milwaukee, WI, 53207
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
66 reviews
30 repeat clients
from
$55
per night
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Devon is great! She went above and beyond and is an excellent communicator. Highly recommend!

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Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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8. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
137 reviews
51 repeat clients
from
$45
per night
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Elba was amazing. She took great care of our boys, and kept us in the loop of everything they were doing. A ton of pictures were taken, and I think our boys are excited to be watched by her again. Thank you!

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Sitter Profile Image: Victoria F.
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Sitter Profile Image: Victoria F.
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9. Victoria F.

Victoria, pets favorite visitor!
Franklin, WI, 53132
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$40
per night

She watched my cat martian, who is very temperamental, she had no problem taking care of her. It is safe to say she has a new buddy to hang out with while im away

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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10. 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
5.0 out of 5 stars
283 reviews
161 repeat clients
from
$65
per night
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What peace of mind Daniela gave us! She was great at communicating, answering questions and texts, and snuggling our pups. She’s a pro for sure who goes above and beyond and I’m so glad we found her!

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Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
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11. Carolina G.

I enjoy pets company!
Cudahy, WI, 53110
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$40
per night
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This was our second time with Carolina dog sitting in our home and we couldn't be happier. Our dog seemed very comfortable with her and her family. She sent us many photos, videos, and updates. And she took our dog on hikes and walks regularly. We will absolutely be booking Carolina again!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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12. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
119 reviews
41 repeat clients
from
$60
per night
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Leandra did an amazing dog sitting at our house. She provided lots of updates and pictures that made us feel so comfortable and confident that our doggo was getting the best care and love.

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
5.0 out of 5 stars
72 reviews
22 repeat clients
from
$50
per night
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Stephanie took amazing care of our dogs! Definitely 5/5 stars!! She was loving, kind, and prompt and we would definitely use her services again in the future!

Sitter Profile Image: Reilly R.
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Sitter Profile Image: Reilly R.
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14. Reilly R.

A dog’s home away from home
Bay View, milwaukee, WI, 53207
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$50
per night
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Reilly has watched our dogs, one of which is very energetic, and cat, multiple times and always does great. She provides regular updates and loves our crazy boys for us while we’re away

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Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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15. Julia R.

I have experience for dogs
Cudahy, WI, 53110
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$28
per night

About: Welcome! I’m Julia and I love being part of Rover. I have 5 years of experience caring for dogs of all breeds and sizes. From energetic pups to dogs who need a little extra TLC, I’ve got you covered! I also send fun pics of your pups during the day 🐶 I am currently working at a part job. So I am available to play with animals on my spare time. I would love to play with my cutie amazing dogs !! I take care of my puppy at my home !! He gets so spoiled . I like him on walks play with him take him to the dog park he loves it so much

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Sitter Profile Image: Alyssa Z.
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Sitter Profile Image: Alyssa Z.
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16. Alyssa Z.

Dogs are a person's best friend
Franklin, WI, 53132
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
3 repeat clients
from
$28
per night

About: I have been taking care of dogs since I was 15. I have more experience with senior dogs, but I have worked with all ages. I would take them on walks, go to the park/lake, give them baths, feed them, admission medication, even help those senior dogs to the bathroom, clean up any accident they might have and of course give them lots of love and attention. Dogs are just so amazing, they make me so happy. I have yet to meet a dog that didn't like me. Most dogs will run right up to me, they can definitely tell I love them. I can't wait to take care of your fur babies! I currently do not have a job, I am hoping this can be a great job for me! I have alot of free time and flexibility. I unfortunately can't care for pets in my home, but I can come to your house. I have 10 years of house sitting, and animal sitting for friends and family. I will make sure to follow your rules and expectations that you set. If I have any questions, I will make sure to ask them!

Sitter Profile Image: Kelli H.
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Sitter Profile Image: Kelli H.
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17. Kelli H.

Dog and exercise lover!
Bay View, Milwaukee, WI, 53207
3.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$45
per night
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Kelli was simply excellent! She was so kind to our girls and took excellent care of our home. She understood my nervous nature and sent updates to ease my worrying. Very glad we found her!

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Sitter Profile Image: Julia M.
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Sitter Profile Image: Julia M.
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18. Julia M.

Teacher who doubles as a pet sitter
Milwaukee, WI, 53221
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$28
per night

Julia has been taking care of my pets for years. She is good with both dogs and cats. She follows specific directions and is very attentive to details. I had a diabetic cat and Julia was able to administer insulin twice a day and currently I have a cat that requires transdermal medication that she is able to give. I can trust when I leave my animals with Julia, that they are well taken care of. Highly recommend Julia.

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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
St Francis, WI, 53235
2.1 mi. away
House Sitting, Drop-In Visits
1 review
from
$27
per night

Anna is the best pet-sitter I have ever used. I have very particular dogs (when it comes to food, playing, walking, etc.) and Anna handled them beautifully. She does more than is expected of her always. Anna makes sure to include plenty of enrichment time and snuggles for any pets you have!

Sitter Profile Image: Anya B.
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Sitter Profile Image: Anya B.
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20. Anya B.

Rover 101
Experienced with flexible schedule!
Milwaukee, WI, 53221
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$50
per night
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Myles loved his time with Anya! They spent lots of time doing his favorite things and she was always careful to make sure Myles was happy and safe. Myles can’t wait to see Anya again.

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Dog owners in Holler Park, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Holler Park house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Holler Park, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Holler Park house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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