House Sitting in Cold Spring 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
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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
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
143 reviews
65 repeat clients
from
$55
per night
Profile image

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!

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

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

Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per night
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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: Katherine B.
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Sitter Profile Image: Katherine B.
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4. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
4.0 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
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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: Lexi K.
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Sitter Profile Image: Lexi K.
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5. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
13 repeat clients
from
$35
per night
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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: Ali M.
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Sitter Profile Image: Ali M.
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6. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
18 repeat clients
from
$65
per night
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I would absolutely book with Ali again! We did a meet and greet before and my dog absolutely loved Ali. I got text updates and photos while I was away too which was awesome. Ali is great - highly recommend!

Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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7. Jackie C.

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

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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8. Beth P.

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

Sitter Profile Image: Emily R.
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Sitter Profile Image: Emily R.
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9. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
55 reviews
17 repeat clients
from
$72
per night
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Emily is incredible with my senior dog, Bernie. She's gentle and patient and is understanding of the unfortunate accident or 2 requiring clean up on some visits. I have peace of mind knowing she will be there for Bernie!

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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10. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
8 repeat clients
from
$62
per night
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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: Rachel H.
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Sitter Profile Image: Rachel H.
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11. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
22 repeat clients
from
$30
per night
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Rachel is SO great! Excellent communication, took care of the special needs of our dog and his meds. Came back to happy pets and a spotless house!

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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12. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
110 reviews
38 repeat clients
from
$60
per night
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Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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13. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
1.5 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
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Molly did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

Sitter Profile Image: Talor G.
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Sitter Profile Image: Talor G.
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14. Talor G.

Star Sitter
I <3 furry friends & miss my fam’s
Lower East Side, Milwaukee, WI, 53202
2.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
35 reviews
9 repeat clients
from
$75
per night
Profile image

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.

Sitter Profile Image: Casandra E.
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Sitter Profile Image: Casandra E.
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15. Casandra E.

Dog mom dog lover
Milwaukee, WI, 53208
0.6 mi. away
House Sitting
5.0 out of 5 stars
5 reviews
from
$33
per night
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Cassandra was great! She spent a lot of time with our animals and sent me updates frequently. She went above and beyond to make sure the dogs got a walk in everyday. She left the house exceptionally clean. I felt very at ease knowing she was caring for our pets. I would definitely reach out to her and hire her again. Thanks Cassandra!

Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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16. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
21 repeat clients
from
$55
per night
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Awesome job! Would highly recommend. Expert care of our needy, elderly Great Pyrenees, and pure wizardry with our little shepherd who can be tricky unless you’re in her pack.

Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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17. Allison S.

Star Sitter
Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$30
per night
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Allison was very responsive and communicative. We got pictures for our pets through out our trip and when we came home the place was clean and in a great shape. We definitely recommend Allison and we would have her help out in the future with house/pet sitting.

Sitter Profile Image: Mallory B.
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Sitter Profile Image: Mallory B.
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18. Mallory B.

Let me strut your mutt!
Avenues West, Milwaukee, WI, 53233
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$50
per night
Profile image

Mallory stayed at our house for the week while we were on vacation. She took great care of Cooper and our house. Definitely recommend her services!

Sitter Profile Image: Caitlin D.
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Sitter Profile Image: Caitlin D.
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19. Caitlin D.

Lover of all pets— large and small!
Martin Drive, Milwaukee, WI, 53208
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$85
per night
Profile image

Caitlin took great care of our puppies and our home while we were away. Very responsive and easy to work with. We will definitely use Caitlin again in the future!

Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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20. Marie H.

Star Sitter
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$45
per night
Profile image

Marie is a great sitter and I plan to use her for any future dog sitting needs. I have an elderly dog and it always makes me nervous to leave her, so it’s great to find someone I feel comfortable leaving her with. She gives many updates and pictures too which I love! I highly recommend her.

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Dog lovers in Cold Spring Park, Milwaukee, WI love house sitters on Rover.com. Over 1089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Cold Spring Park house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Cold Spring Park, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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