House Sitting in Arlington Heights, 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. Jessica Z.

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

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.

Confirmed availability: Memorial Day Weekend
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
1.9 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!

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

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

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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4. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$40
per night

She was the best! Very flexible, great At communication and great with our pup. Highly recommend!

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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5. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
17 repeat clients
from
$65
per night

Ali was so great with both our house and our dog while we were away from home for 6 days! It was obvious from the Meet & Greet that Ali is very comfortable around dogs and a great presence for them - ours is a bit anxious around strangers but immediately warmed up to Ali and seemed very comfortable with her! She was very responsive/communicative (and sent us plenty of pics :)) and did all our house tasks as expected. Will absolutely book Ali again, thanks for taking such good care of our Tito!

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Sitter Profile Image: Gabriella I.
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Sitter Profile Image: Gabriella I.
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6. Gabriella I.

Part-time RN, full-time pet lover!
Shorewood, WI, 53211
1.8 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: Riley N.
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Sitter Profile Image: Riley N.
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7. Riley N.

Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$60
per night

Riley was great with our little anxious dogs. They immediately loved her and seemed very content when we got home! We’ll definitely book with her again!!

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

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

This was our first time using Daniela and she was amazing! Dealing with a wind storm, a power outage and some overprotective dog parents is not easy. But, both our dogs loved her and she made our trip worry free. Daniela is highly recommended and we would not hesitate to use her again.

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
3.7 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

Cindy never fails to please! I was able to leave my dog Daisy with her while we attended a wedding. Cindy sent lots of pictures, and it was clear that Daisy was getting along well with her little pups! Daisy is an older dog, and easily becomes stressed and anxious. At home, she becomes distressed if she awakes and I am not in the room. When I went to pick her up at Cindy's, she looked as though she was feeling totally safe and secure right where she was! It warms my heart to see her so content.

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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10. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
1.6 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

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Sitter Profile Image: Casandra E.
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Sitter Profile Image: Casandra E.
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11. Casandra E.

Dog mom dog lover
Milwaukee, WI, 53208
3.0 mi. away
House Sitting
5.0 out of 5 stars
5 reviews
from
$33
per night

Casey was WONDERFUL dogsitting and housesitting when I was traveling. She took such great care to follow the instructions I left, and she checked in with me frequently with pictures and messages that made me feel way more secure leaving my pup. My house was very clean when I came home, and she even left some amazing little poloroids! I'll absolutely be booking her again!

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Sitter Profile Image: Hanna B.
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Sitter Profile Image: Hanna B.
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12. Hanna B.

Lover of all furry friends
Whitefish Bay, WI, 53211
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$50
per night

Hannah did a great job with an overnight stay carrying for our elderly dog and our puppy. The dogs were happy when we got home and the house was well cared for. Thank you, Hannah!

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Sitter Profile Image: Malissa N.
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Sitter Profile Image: Malissa N.
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13. Malissa N.

Specialized in House/Dog Sitting
Upper East Side, Milwaukee, WI, 53211
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
21 repeat clients
from
$78
per night

Malissa did a wonderful job watching our furry goofball. Sent us great pictures while we were away. She also took great care of our home. I would definitely recommend Malissa!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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14. Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$65
per night

Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!

Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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15. Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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16. Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
13 repeat clients
from
$75
per night

Dani was so great (always is) with my puppy! It was my first night away from him, and she made sure he was safe & well cared for. Even though there were some hiccups with my apartment, Dani was awesome! Thank you so much. Sonny & I appreciate you!!

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Sitter Profile Image: Jordanne H.
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Sitter Profile Image: Jordanne H.
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17. Jordanne H.

I’m a teacher with all summer off!!
Riverwest, Milwaukee, WI, 53212
1.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$75
per night

Jordanne was absolutely incredible. She was prompt and an excellent communicator. She took excellent care of my pup and kept my apartment clean. I highly recommend and will use Jordanne again in the future.

Sitter Profile Image: Yacob B.
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Sitter Profile Image: Yacob B.
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18. Yacob B.

Dog Lover in Shorewood
Shorewood, WI, 53211
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
5 repeat clients
from
$30
per night

Yacob was professional, and respectful. Took great care of our two pups! He sent lots of photos during his overnight. Followed all instructions. Thanks Yacob!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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19. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
1.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
83 reviews
29 repeat clients
from
$75
per night

If I could give more stars, I would. I was very nervous about leaving Bella and Tuco. Erica made me feel so comfortable with lots of pictures and contacts. She was great help!!

Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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20. Maggie P.

Will love your pet like my own :)
Riverwest, Milwaukee, WI, 53221
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
13 repeat clients
from
$50
per night

We were delighted to have Maggie housesit with Connor. Everything was thorough and efficient with his med schedule, and she is very experienced which we appreciated. We would definitely recommend Maggie to others, as well as have her back again ourselves.

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In Arlington Heights, 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 Arlington Heights 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 Arlington Heights 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 Arlington Heights, 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 Arlington Heights house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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