House Sitting in Fair 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
6.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
142 reviews
63 repeat clients
from
$55
per night

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!

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

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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
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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4. Jenn S.

Star Sitter
Animal 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
41 reviews
10 repeat clients
from
$60
per night

Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to expect with our two pups and how they would react to anyone other than family watching them. she watched them for two stretches of time periods, one stretch of time was for a few hours while we were at a rehearsal dinner and with a second stretch of time it was for over 12 hours at our daughters wedding. The first stretch of time they barked continuously, and poor Jenn soldiered through like a champ, unscathed. I was afraid she wouldn’t show up the next day, but there she was bright and early the next day, ready to meet the challenge! Within 10 minutes, she texted me with a photo that our two beautiful pups were fast asleep and quiet. She had a wonderful day. It just took a while for them to get used to being with someone other than their owners. She was wonderful, kept us up-to-date throughout our time away. With photos and brief updates. Highly recommend, if I could leave more than five stars, I would!⭐️

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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5. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night

I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

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
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel is amazing! One of our dogs is hesitant with new people, and Rachel deals well with her noise and makes her feel comfortable quickly every time. Our dogs love spending time with Rachel and we love getting regular photos of all the fun they're having :)

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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7. Lexi K.

Star Sitter
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
42 reviews
12 repeat clients
from
$35
per night

Lexi was delightful, and took great care of our babies. She was clearly an animal lover, and displayed a curiosity and interest in our pets (a dog and three cats). I am happy to have found her!

Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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8. 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
82 reviews
44 repeat clients
from
$37
per night

Erica gave me the comfort of using this for the first time and gave me all the help and questions I had! My babies seemed so happy the entire time and are truly blessed to have had her just down the same block as us! She was great and will definitely use her again for any of our needs! Our 3 cats and baby tortoise were in the best hands with her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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9. 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
84 reviews
35 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.

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Sitter Profile Image: Ruth W.
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Sitter Profile Image: Ruth W.
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10. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 reviews
from
$50
per night

Ruth is my daughter. She has been around dogs her whole life. She loves them and knows how to care for them. Your dog will be cared for as if it was her own.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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11. Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
2.1 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
120 reviews
58 repeat clients
from
$80
per night

The mother of dragons! My two boys can be a handful with the attention they crave and Sam was amazing with them. Sent pictures, updates and left our home in the shape she found it. Thank you for everything, Sam!

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Sitter Profile Image: Julie M.
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Sitter Profile Image: Julie M.
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12. Julie M.

Rover 101
Pet and homes are safe with me!
Wauwatosa, WI, 53226
2.9 mi. away
House Sitting
5.0 out of 5 stars
27 reviews
14 repeat clients
from
$60
per night

Lola, my 6yr old frenchie had the best weekend getaway at Julie’s! I received pictures and videos during her visit. I booked with Julie before in 2018 when Lola was just a puppy and couldn’t have been happier with my experience. I was so excited to see Julie back on rover to re-book again! Lola and Lilly (her Lab) were reunited and had the best time together- full of plenty of play time. I highly recommend Julie and will absolutely be contacting her for future visits for little Lola!!

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Sitter Profile Image: Lauren Z.
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Sitter Profile Image: Lauren Z.
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13. Lauren Z.

No dog too big or small
West Allis, WI, 53227
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$50
per night

Lauren is a sweetheart! She was very communicative and sent photo updates throughout the day. My dog absolutely loved her! Will def book with her again.

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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14. 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
31 reviews
8 repeat clients
from
$70
per night

We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.

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Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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15. Amanda S.

I’ll love them like my own!
West Allis, WI, 53219
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$28
per night

Amanda is so great the neighbors come over and ask us who our dog walker is. She's very conscientious of things we do with our dogs and they love her so much. Vey responsible and has great availability. We recommend her to all our friends and their friends.

Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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16. 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
27 reviews
13 repeat clients
from
$65
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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabriella I.
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Sitter Profile Image: Gabriella I.
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17. Gabriella I.

Part-time RN, full-time pet lover!
Wauwatosa, WI, 53213
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$60
per night

Gabriella was absolutely awesome! We had one phone call initially to get things going, then that was it! She improvised when she needed too to take proper care of my gal and that was impressive! Also I had to book her last second, so it was awesome how I could get set up with her at such short notice! HIGHLY RECOMMEND this gal 👊😉🍻

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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18. 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
56 reviews
9 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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19. 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
5.0 out of 5 stars
6 reviews
1 repeat client
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: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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20. 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
46 reviews
17 repeat clients
from
$75
per night

Stephen and Wipawee watched my dog and my sister’s dog at my house while we went away on a family vacation. The dogs were well cared for, had plenty of attention and were taken great care of! Couldn’t have asked for better sitters.

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Rover also offers House Sitting in these neighborhoods:

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In Fair Park, Milwaukee, WI, dog lovers trust 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 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.

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