House Sitting in Tippecanoe, 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
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
0.9 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
5.2 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: Markita H.
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Sitter Profile Image: Markita H.
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3. Markita H.

Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
65 reviews
6 repeat clients
from
$50
per night

Markita is the best! She took care of my dog the same way I would (probably even better) and left my house spotless. She is a great communicator and made me completely comfortable.

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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
5.3 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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5. Erica L.

I'll love them like my own
West Allis, WI, 53227
7.3 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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6. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
5.9 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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7. Jenn S.

Dog lover and cat mom of 3 🐈🐈‍⬛🐈
West Allis, WI, 53227
6.7 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: Elba M.
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Sitter Profile Image: Elba M.
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8. Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
50 repeat clients
from
$45
per night

Elba did a great job watching my dog at my house for a day. She took her on some adventures and sent great pictures and a thorough update. She also informed my neighbor that my fridge wasn't working when I was out of town which I really appreciate. I won't hesitate to use her again!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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9. 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
63 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: Bret H.
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Sitter Profile Image: Bret H.
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10. Bret H.

Work from home and reliable
Bay View, Milwaukee, WI, 53207
1.2 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: Megan M.
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Sitter Profile Image: Megan M.
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11. Megan M.

Passionate pet sitter
Milwaukee, WI, 53215
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 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: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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12. Alexy & Dylan G.

Animals are my passion and joy!
Milwaukee, WI, 53207
1.0 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.

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Sitter Profile Image: Kelli H.
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Sitter Profile Image: Kelli H.
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13. Kelli H.

Dog and exercise lover!
Bay View, Milwaukee, WI, 53207
1.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$45
per night

Kelli was awesome house sitting for us. She was an awesome house guest and got along great with our dog. He was in high spirits while we were away. We appreciated all the photos Kelli sent and she was very responsive to our messages. 10 stars.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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14. Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
104 reviews
37 repeat clients
from
$60
per night

Leandra did an amazing dog sitting at our house. She provided lots of updates and pictures that made us feel so comfortable and confident that our doggo was getting the best care and love.

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Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
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15. Carolina G.

I enjoy pets company!
Cudahy, WI, 53110
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$40
per night

I had Carolina do some dog sitting in my home while I was out of town and I could not be happier. She took great care of my senior dog, Joey. He had plenty of exercise and walks, was well loved, she kept him great company and treated him like he was her own. Joey has some medical issues and requires medications throughout the day and she was very diligent about following his schedule. She gave constant updates, pictures and videos, which was much appreciated. Carolina was extremely respectful of my home, and pretty sure my place looked better than when I left. The next time I need someone to look after my old guy, I hope Carolina is available, I highly recommend her.

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Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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16. Samantha R.

Rover 101
It’s like a dog hotel but better ;)
Cudahy, WI, 53110
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
102 reviews
41 repeat clients
from
$60
per night

Samantha is an absolute angel!!! She came through last minute, great communicator and went above and beyond to take care of my pup! Will definitely beck in with her before booking anyone else! Thanks again Samantha!

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Sitter Profile Image: Felicity W.
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Sitter Profile Image: Felicity W.
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17. Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
12 repeat clients
from
$50
per night

Felicity is amazing! She cared for our big dog and two rabbits while we were out of town. The house was nice when we got home and our pets were happy! She sent pictures and updates… It was huge sense of relief knowing our furry family members were in good hands. Will definitely be booking again in the near future. ❤️✨

Sitter Profile Image: Jackie P.
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Sitter Profile Image: Jackie P.
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18. Jackie P.

can i pet that dog? 🐶💕
Bay View, Milwaukee, WI, 53207
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night

Jackie has always been the absolute best with my dog, Olive! Olive can be high energy and needs a lot of attention before she settles in for a snooze and Jackie is always willing to take care of her. I appreciate the attention and care that Jackie shows Olive and treats her like her own pet. I know that Olive is in good hands if Jackie is watching her

Sitter Profile Image: Adelle W.
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Sitter Profile Image: Adelle W.
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19. Adelle W.

Will play fetch!
Bay View, Milwaukee, WI, 53207
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$75
per night

Adelle went the extra mile when caring for both Tito and Daisy in our home for an entire week! While out of country, she eased our stress of being away from our dogs tenfold. She was very informative without becoming too overbearing while we were on vacation. Overall, I would recommend her to anyone that cares about their pets like we do—she’ll definitely be hearing from us again!

Sitter Profile Image: Liz N.
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Sitter Profile Image: Liz N.
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20. Liz N.

Fun, energetic animal lover!
Fernwood, Milwaukee, WI, 53207
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$40
per night

Liz was great with my two pups. I was a little nervous about leaving them. I had just adopted a senior pup about 10 months prior and my other pup is pretty attached to me. This was my first time leaving them for such a long time. They were happy and well taken care of. I got pictures and updates through out my trip. It definitely made my trip easier knowing Liz was there loving on them!

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Pet parents in Tippecanoe, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Tippecanoe 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 Tippecanoe, 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 Tippecanoe house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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