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
141 reviews
63 repeat clients
from
$55
per night

Blythe was great! She took care of our girls while we were away for a quick weekend trip and when we arrived home they were very happy and content and the house was clean and neat. There’s no doubt we’ll be booking with her again!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. 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
93 reviews
32 repeat clients
from
$59
per night

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. 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
4 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!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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4. 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
$30
per night

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!

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

Dog lover 🐶 & cat mom 🐈🐈‍⬛🐈
West Allis, WI, 53227
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
10 repeat clients
from
$60
per night

Jenn is amazing!! I have 2 cats and an anxious dog. She treated them all with so much love and cared for them while I was out of town.Updates and pictures every day!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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6. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
67 reviews
22 repeat clients
from
$65
per night

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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7. 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
43 repeat clients
from
$37
per night

I was overjoyed to see Erica bright and early at 7:30 am. I really needed to rely on someone to show up and take care of my fur babies that morning and she delivered. Very dependable and easy-going attitude helped me to realize I must have her dog sit again! Thank you, Erica.

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Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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8. Danica V.

PAWsitively reliable med student!
Wauwatosa, WI, 53226
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$46
per night

Danica is consistent and professional throught the Rover experience. I've been burned before with previous dog sitters that have been inconsistent and unresponsive, but Danica is always punctual and quick to respond to any concerns/needs. I trust her to be with my pups when they are most stressed and take care of them when I'm away. That peace of mind is priceless and I love having Danica over to watch my pups.

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Sitter Profile Image: Julie M.
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Sitter Profile Image: Julie M.
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9. 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: Lexi K.
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Sitter Profile Image: Lexi K.
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10. 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
42 reviews
11 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: Cindy H.
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Sitter Profile Image: Cindy H.
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11. 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
30 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: Lauren Z.
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Sitter Profile Image: Lauren Z.
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12. 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
$55
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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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13. 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

Sam far surpassed our expectations! Noodles is a “handful” to say the least! He’s not quite a year and a half and still acts like a puppy in all ways. He’s also very hesitant around other dogs, which comes off as aggressive. Her first of many pictures sent to us was Noodles “calmly” sitting right in the middle of three others dogs during a pack walk! He came out of this weekend with new friends, human and four-leggers! We’ve already booked Sam for another weekend of “Noodle sitting” as well as dog walking and training! Couldn’t be happier for us and Noodles~ The McBride’s

Sitter Profile Image: Samantha A.
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Sitter Profile Image: Samantha A.
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14. Samantha A.

falls in love with any & all dogs
Washington Heights, Milwaukee, WI, 53208
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$40
per night

Samantha is a dog lover! She has been around dogs her whole life. She was responsible for crate and house training for one of our labs. She is organized and conscientious and will work hard to be sure your dog thrives in her care.

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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
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.

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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16. Katherine B.

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!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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17. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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18. 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
$75
per night

Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!

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Sitter Profile Image: Holly H.
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Sitter Profile Image: Holly H.
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19. Holly H.

Animal lover since 1994!
West Allis, WI, 53219
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$60
per night

This was our first time working with Holly, and she was fantastic! I'm so thankful we met her, and she was willing to work with us. She is an excellent communiator, connected easily with our pups, and helped us feel confident that our dogs were in good hands while we were away. She stayed at our house and we felt at ease with her in our home. We would definitely like to work with Holly again in the future and I'd confidently recommend her to our friends and family. Thank you Holly!!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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20. 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
8 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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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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