House Sitting in Rolling Green, 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
6.0 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
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 reviews
31 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

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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3. Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
2.7 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 was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond to care for my dog when she was dealing with anxiety while I was gone by going for more walks and time at the dog park. All in all, she will be my sitter of choice whenever I go out of town.

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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4. Erica L.

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

Erica is amazing and our pups adore her. This last trip, I had booked an outside sitter because of renovations going on at our house. It was terrible and my pups were clearly terrified and sick. Erica saved the day and swooped in last minute to take them for the last eight days of our trip. She nursed their diarrhea tummies back to health and sent so many updates. She really loves Bear and Bean and they love her too. We highly recommend Erica.

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

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 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: Jenn S.
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Sitter Profile Image: Jenn S.
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6. Jenn S.

Dog lover and cat mom of 3 🐈🐈‍⬛🐈
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 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: Lexi K.
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Sitter Profile Image: Lexi K.
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7. Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
11 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: Patricia N.
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Sitter Profile Image: Patricia N.
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8. Patricia N.

Love them all!
Franklin, WI, 53132
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
13 repeat clients
from
$30
per night

Patricia does a great job with our crazy cat! Would highly recommend if you need someone who provides special care for your pet. We don’t worry if Patricia is there.

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Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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9. Bret H.

Work from home and reliable
Bay View, Milwaukee, WI, 53207
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$55
per night

We left our 2 dogs and 2 cats in Bret’s care while we were on vacation in Hawaii. I can’t begin to tell you what a wonderful and caring person Bret is. He instantly bonded with our fur babies (even our boy who has high anxiety) and took such good care of them and our home while we were gone. He sent pics and updates often and left me feeling so calm and assured that everything was fine at home. We would love to have Bret back again any 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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10. Alexy & Dylan G.

Animals are my passion and joy!
Milwaukee, WI, 53207
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$28
per night

Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

Sitter Profile Image: Bianca R.
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Sitter Profile Image: Bianca R.
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11. Bianca R.

Loving Dog Mom
New Berlin, WI, 53151
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$40
per night

This was our first time with Bianca and she was amazing. We have 3 dogs, 2 of them are kind of anxious around strangers but she has a confidence about her and she handled them just fine. We got pics and videos everyday along with updates throughout the day. We had booked her for 3 day weekend and because of plane delays we couldn’t make it home until 2 days later and Bianca was so flexible and accommodating that we could relax knowing that she was there with our pups.

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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12. Katherine B.

Dogs are happiness 😊
West Allis, WI, 53219
1.7 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!!

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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
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
per night

Lauren did an excellent job house sitting our dogs. Would highly recommend and we will use again!

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Sitter Profile Image: Ruth W.
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Sitter Profile Image: Ruth W.
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14. Ruth W.

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night

Ruth loves dogs. She has been around dogs her entire life. She has been a 2 dog owner for over 15 years. She also really enjoys walking.

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Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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15. Jessica R.

All dogs are good babies
Woodland Court, Milwaukee, WI, 53220
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$30
per night

Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.

Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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16. Hillery F.

Happy to help!
West Allis, WI, 53214
3.0 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: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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17. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
17 repeat clients
from
$75
per night

We couldn't have asked for a better experience! Stephen and Amilie were very communicative to us about how our animals are doing. We felt very comfortable with them and they took great care of our animals! We would no doubt use their services again!

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Sitter Profile Image: Natalia B.
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Sitter Profile Image: Natalia B.
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18. Natalia B.

Just want to make fur babies happy
Milwaukee, WI, 53219
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$90
per night

Natalia has watched our dog Leila at our house a few times now, and we are so happy to have found her on Rover. It’s important to me that Leila has someone with her in the house when we’re gone to keep her company, affection, long walks, and attentiveness. I can tell she is engaged with her by the questions, updates, and photos I get. I trust her, and would recommend her to anyone looking for reliable pet care!

Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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19. Amanda J.

True love exists because animals do
Highwood Estates, Milwaukee, WI, 53219
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$30
per night

Amanda always keeps me informed of my girls playtime and health updates. Such a pleasure to have her take care of my dogs! Thank you. 😊

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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20. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
35 repeat clients
from
$28
per night

Amanda was awesome - she came to the house to meet us and Hutch about a month ahead of our trip; was very communicative- sent daily notes and photos and spoiled him rotten. We were thrilled and look forward to using her again.

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When it comes to pet care and house sitting, pet owners in Rolling Green, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Rolling Green house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Rolling Green, Milwaukee who can provide the care your dog needs, when they need it.

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