House Sitting in Fair 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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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
6.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
136 reviews
61 repeat clients
from
$55
per night

Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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2.

Erica L.

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

Erica was great. She even went above and beyond to help with a schedule change. Maddie seemed to go with the flow, and when I got home it was business as usual. She is a great sitter.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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3.

Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
279 reviews
161 repeat clients
from
$65
per night

Daniela and Mike were amazing! It was so nice knowing our fur babies were being taken care of while we were away for a few days. We received several pictures each day and our babies always looked so happy and relaxed. If I could I would give them 10 stars!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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4.

Jenn S.

Dog lover and cat mom of 3❤️
West Allis, WI, 53227
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
9 repeat clients
from
$60
per night

Jenn watched our 3 dogs for us while we were out of town for a weekend. I had a lot of nerves going into this as we had a dog boarding place lose one of our dogs that we thankfully found. We also have 1 of our dogs live separately from the other 2 due to behavioral issues. All of our dogs also have some form of a medical issue. All this to say, I have a handful of needs for my animals. Jenn took it in stride to get to know them and work through their quirks. She sent us frequent updates and reached out when she needed recommendations to keep the dogs more comfortable. She also kept my home clean and cleaned up my yard which I appreciated. I feel 100% comfortable having her in my home and watching my dogs. We are having her back in a short couple weeks to watch them again, and I foresee a long relationship with her providing this service for us as long as she is available and will have us and our family. Needless to say, I highly recommend her.

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Sitter Profile Image: Camylle A.
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Sitter Profile Image: Camylle A.
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5.

Camylle A.

Sitter With 8 Years Experience
West Allis, WI, 53219
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

We are so so happy that we found Camylle! She really went above and beyond our expectations hanging out with our pups, coming early in the morning, and staying late until bedtime. We are grateful to be able to go on vacation knowing our boys are in good hands.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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6.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
85 reviews
29 repeat clients
from
$59
per night

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

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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7.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$27
per night

Rachel is always great with my two big dogs! Its nice to have 100% confidence that Charlie and Rosie will be well cared for by someone with tremendous dog know-how! Highly highly recommended.

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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8.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
10 repeat clients
from
$35
per night

Lexi is wonderful with our elderly pup Daisy. Daisy becomes stressed when we are not home, but with Lexi there, she was calm as a cucumber when we returned from an evening out! It was clear she felt safe and cared for by Lexi.

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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9.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
6 repeat clients
from
$65
per night

Cindy was delightful to meet and work with. She gave me many updates during the day which I so appreciated, and shared her knowledge as a dog trainer with me, too! Leila took to her immediately and I was relieved all day. I highly recommend her!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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10.

Leandrea R.

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

Leandrea was the best! We have a very anxious dog along with three cats and have never left them all with a stranger before. Leandrea did a great job with our anxious puppy and gave everyone lots of love. Would book again!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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11.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
13 repeat clients
from
$60
per night

Molly absolutely crushed it- I can’t say enough good things. Our dogs have huge personalities, some bizarre behaviors, and special needs (and so does our weird old rental house) and she handled all of it with aplomb. Our resident canine klutz tore his paw pad the night before we left, and even though we totally sprung this development on Molly at the last minute, pro that she is, she jumped in and changed his dressings, kept the area clean, AND kept the dog calm to prevent further injury. He was basically fully healed upon our return. Thanks, Molly! We will be back if you’ll have us- with fewer surprises next time, we hope!

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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12.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
17 repeat clients
from
$65
per night

We had such an amazing experience with Stephen and Amelie! They sent frequent updates and our pup Teagan seemed incredibly happy the entire trip. They were kind and respectful of our space and very trustworthy. Thank you!!

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Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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13.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
187 reviews
77 repeat clients
from
$62
per night

Travis was great with our pets. Our three dogs and two cats were well cared for. The dogs were surprisingly chill when we got home not crazy, barking pups like normal. He stayed overnight with them and didn't mind a puppy pile at night. We will definitely book Travis again.

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Sitter Profile Image: Jess W.
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Sitter Profile Image: Jess W.
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14.

Jess W.

Human Available for All Pet Needs
West Allis, WI, 53214
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$50
per night

Jess was a phenomenal pet sitter for my dog and two cats! I would highly recommend her to anyone looking for a reputable sitter! My animals were drawn to her, and everything was great upon arriving home from my trip!

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Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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15.

Hillery F.

Happy to help!
West Allis, WI, 53214
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
34 repeat clients
from
$80
per night

Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were away. She was accommodating and very friendly (not to mention very knowledgeable about all things dogs and cats!!) We didn't have to worry one bit with her in charge of our babies. ? The daily updates were wonderful and overall experience was amazing.

Sitter Profile Image: Jaclyn O.
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Sitter Profile Image: Jaclyn O.
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16.

Jaclyn O.

The Friendly, Neighborhood Pet Lady
Mount Mary, Milwaukee, WI, 53222
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
78 reviews
33 repeat clients
from
$40
per night

I will for sure be using Jaclyn in the future! She is wonderful, sending pictures and my dogs just loved her. I do think my dogs were a little sad to see her leave when we returned home.

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Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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17.

Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Sitter Profile Image: Polina P.
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Sitter Profile Image: Polina P.
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18.

Polina P.

Medical student who loves dogs
West Allis, WI, 53219
1.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
31 reviews
6 repeat clients
from
$50
per night

Can I add a sixth star? Polina went above and beyond expectations! One of our pups had emergency surgery just days before we were scheduled to have her stay with our dogs. Polina's calm confidence and medical background made us feel comfortable enough to leave on our trip. She did a great job communicating and keeping an eye out as our pup recovered (dealt with the cone and lots of meds). Again, just outstanding - we'll be asking her back for sure!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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19.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
6 repeat clients
from
$75
per night

Kelle was incredible. She was very attentive to all of the directions we had to take care of our pups. She was timely, responsible & kept us updated. Our home was in pristine condition upon our return. Most importantly- she took such amazing care of our two boys. She kept us updated and sent lots of pictures. In the past we would check in often with our sitter - but didn’t feel the need to this time with Kelle because we knew they were in such great care. We will definitely be asking Kelle to watch our boys again in the future!

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Sitter Profile Image: Natalie S.
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Sitter Profile Image: Natalie S.
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20.

Natalie S.

I love being around furbabies!
West Allis, WI, 53214
0.8 mi. away
House Sitting, Drop-In Visits
1 review
from
$27
per night

Natalie has watched my pets for many years now and she does such an amazing job! It's so nice to not have to worry about my pets when I'm traveling. She always makes sure they get as much socialization as possible and will often send me photos when I'm out of town for extended periods of time, which I love. :)

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In Fair Park, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Fair Park can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Fair 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 Fair 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 Fair Park house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Fair Park, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

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