House Sitting in 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
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
137 reviews
61 repeat clients
from
$55
per night

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2. Carole & Shannon C.

east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
16 repeat clients
from
$60
per night

Carole was nothing short of amazing! I have 2 senior dogs, one of whom is very “particular” as far as the people she likes. Carole was able to walk her and care for her without any issues. I received photos and updates and felt completely at ease knowing that they were 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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3. Jessica Z.

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

I had Jessica stay with my 9 year old hound for three weeks while we were abroad. Daily updates, wonderful communication, great pics of our furry family member, a tidy house upon our return and a happy doggo lead me to give her top marks. I feel very lucky to have found her as a dog sitter and believe you would too! Thanks Jessica!

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Sitter Profile Image: Jillian G.
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Sitter Profile Image: Jillian G.
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4. Jillian G.

your go-to cat girl
Bay View, Milwaukee, WI, 53207
3.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$50
per night

Jillian is the best! We are so lucky to have found her to care for our two cats while we are away. She’s so thorough and a great communicator, and our cats absolutely love her!

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Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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5. Bret H.

Work from home and reliable
Bay View, Milwaukee, WI, 53207
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$50
per night

Our dog, Granger felt right at home with Bret. He loved relaxing, having walks, and playtime. Prior to pickup, Bret administered medication for us to Granger for his car anxiety which was greatly appreciated. Great communication with pictures was a bonus too. I would definitely recommend Bret to anyone. Thanks again.

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Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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6. 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: Payton R.
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Sitter Profile Image: Payton R.
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7. Payton R.

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

Payton did a great job staying with my little girl, Malena. She sent photos and updates and probably spoiled Malena so much that she just said 'oh it's you' when I came home :) I'd love to have Payton sit again.

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Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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8. Megan M.

Passionate pet sitter
Milwaukee, WI, 53215
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$28
per night

Megan came over for the most part of our vacation to catsit our fur baby. She was reliable, caring and punctual. She was able to form a beautiful bond with our cat in the time she took care of him. She sent us pictures everyday and maintained constant communication with us while we were so far away. We would highly recommend her for anyone who is looking for a caring companion to look after their baby.

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Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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9. Allison S.

Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$30
per night

Allison did a great job taking care of our 2 fur kids while we were on a weekend getaway. And she kept our house in great condition. Thank you!

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Sitter Profile Image: Emma K.
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Sitter Profile Image: Emma K.
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10. Emma K.

Animals bring joy to my life!
Milwaukee, WI, 53202
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$35
per night

Emma was a great sitter, I would definitely recommend her! We could tell right when we met her that she would be great for our big anxious dog. She was immediately very comfortable with him, and it was apparent she had spent a lot of time with dogs. She was able to accommodate us on a late notice, gave us plenty of updates, took the pup on lots of walks, and left the house in perfect shape. I highly recommend Emma as a sitter and would be happy to have her watch our pup again!

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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11. Ali M.

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

Ali did a great job watching my two very energetic dogs for over a week. They seemed calm and happy when we got back, not anxious at all like they have been in the past. Great communication and will definitely use again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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12. Danielle A.

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

We had the best house sitting experience with Danielle! I was nervous as this is the first time we’ve used a Rover for our dog, but she exceeded our expectations in every way. Danielle is attentive, compassionate, responsible, communicative, and really went the extra mile for us. Can’t thank her enough for giving us peace of mind during our trip knowing our boy was well looked after!!

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Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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13. 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
281 reviews
160 repeat clients
from
$65
per night

Daniela is the perfect pet sitter and can handle our great dane! Our dog was on medications while we were away and she did a great job with his extra needs. We will keep booking wjth Daniela!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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14. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
20 repeat clients
from
$70
per night

Jackie was great sitter! Our dogs seemed to love her and she was respectful, responsive and reliable for an overnight stay. We look forward to using Jackie again in the future!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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15. Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.4 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 exceeded our expectations! She stayed at our house with our two dogs and cat while we were out of the country for our destination wedding. She communicated with us everyday by sending updates and pictures of all the pets. Our dogs loved her and Crista!!! We will definitely rehire!

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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16. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
2.2 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: Lily S.
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Sitter Profile Image: Lily S.
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17. Lily S.

Compassion, Experience, Flexibility
Halyard Park, Milwaukee, WI, 53212
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$40
per night

About: I grew up in a household that fostered many animals! Starting at age 12, I started training bloodhounds with my mother for Search & Rescue. Over the years, I've served as the default dog sitter and trainer in my social circle. With tons of patience and research I also rehabilitated our two rescue dogs, who were human/dog aggressive when my husband adopted them. I have nursed our dog Molly back to health after numerous surgeries and I have extensive experience with geriatric dogs and cats. I'm pursuing my college degree late in life, and fully online. Other than a few random appointments here and there, I have full-time flexibility in my schedule. As long as you have wifi, I can do my work! We can't currently host animals at our house, but I'm happy to follow all guidelines you may have, strictly and with zero judgement. I'm happy to crate, keep dogs off furniture, or let them be laps dogs. The important thing is consistency, so I will follow your lead 100% unless you ask for my advice!

Confirmed availability: Easter Weekend
Sitter Profile Image: Kenna P.
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Sitter Profile Image: Kenna P.
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18. Kenna P.

Friend to All Furry Fiends
Milwaukee, WI, 53202
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night

Speaking from personal experience, Kenna is an incredibly kind and caring person, and is great with pets! She has tons of experience caring for several types of animals and is thoughtful enough that you would never have to worry about leaving your companions with her. Highly recommend!

Confirmed availability: Easter Weekend
Sitter Profile Image: Talor G.
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Sitter Profile Image: Talor G.
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19. Talor G.

I <3 furry friends & miss my fam’s
Milwaukee, WI, 53202
0.9 mi. away
Boarding, House Sitting
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$75
per night

Talor dogsat our 2 pups over our first long weekend out of town away from them. Our two dogs have really different personalities and Talor was patient with them both and kept them comfortable for the weekend. They are a handful but she handled everything very professionally and kept me in the loop the entire time.

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Sitter Profile Image: Kayla A.
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Sitter Profile Image: Kayla A.
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20. Kayla A.

Caring and Trustworthy Pet Services
Lower East Side, Milwaukee, WI, 53202
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
26 repeat clients
from
$65
per night

Kayla did a great job of housesitting our two big dogs and kept us up to date on how things were going while we were away. When we came back Charlie and Rosie were obviously happy and well cared for. Kayla also watered our garden to keep our vegetables from dying. Highly recommended!

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Milwaukee House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Milwaukee are rated on average 4.9 out of 5 stars based on 2,110 reviews.

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Rover.com is the simple, savvy way to find and book Cold Spring Park, Milwaukee 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 Cold Spring Park 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 the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a 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 Cold Spring Park, Milwaukee, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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