House Sitting in Maitland Park, 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
3.9 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

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

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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
8.4 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!

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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
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
66 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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4. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 reviews
31 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.

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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5. Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
6.1 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: 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
6.6 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 amazing!! I have 2 cats and an anxious dog. She treated them all with so much love and cared for them while I was out of town.Updates and pictures every day!!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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7. Erica L.

I'll love them like my own
West Allis, WI, 53227
7.2 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: 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
2.9 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: Patricia N.
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Sitter Profile Image: Patricia N.
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9. Patricia N.

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

We loved having Pat watch our 2 fur boys. She sent pics and texts and we felt so comfortable knowing that Dill and Rocky were in great hands!!

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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
3.7 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: Jessica R.
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Sitter Profile Image: Jessica R.
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11. Jessica R.

All dogs are good babies
Woodland Court, Milwaukee, WI, 53220
4.6 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.

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Sitter Profile Image: Bret H.
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Sitter Profile Image: Bret H.
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12. Bret H.

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

Our usual dog sitter was unable to stay at our house so I decided to check Rover. It's a leap of faith to have someone who you don't know staying in your house with your dogs, so I spent a lot of time searching Rover and Bret ended up being our #1 choice. I am thrilled that we chose Bret - he was fantastic! He was great with communication, sent photos, and took impeccable care of our house and dogs. I highly recommend Bret!

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

Caring. Depenable. Trustworthy.
Greenfield, WI, 53220
3.9 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: Melanie C.
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Sitter Profile Image: Melanie C.
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15. Melanie C.

Trust worthy, Dependable, & Fun!
St Francis, WI, 53235
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$30
per night

Mell is great with our pup! He gets lots of love and affection while we are away. Mell is very responsible and considerate when she is in our home. She does a wonderful job and we are happy to trust her with taking care of our dog.

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Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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16. Stephanie R.

I love all animals
South Milwaukee, WI, 53172
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
19 repeat clients
from
$50
per night

Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!

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Sitter Profile Image: Samantha R.
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Sitter Profile Image: Samantha R.
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17. Samantha R.

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

Samantha was great! She watched my cat and finches and was very timely, sent me updates, and did a great job communicating. We look forward to using her again! Thanks again Samantha!

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Sitter Profile Image: Rita B.
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Sitter Profile Image: Rita B.
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18. Rita B.

Rover 101
Pets Thrive, Owners Relax!
Oak Creek, WI, 53154
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
49 reviews
30 repeat clients
from
$85
per night

Rita was great … kept me updated and sent lots of pictures and walked them. I wasn’t worried about them at all. I will definitely book with her again.

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Sitter Profile Image: Carolina G.
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Sitter Profile Image: Carolina G.
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19. Carolina G.

I enjoy pets company!
Cudahy, WI, 53110
2.9 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: Felicity W.
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Sitter Profile Image: Felicity W.
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20. Felicity W.

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

Felicity was wonderful while we were away. She took great care of the animals and the house and she sent lots of pictures which I always appreciate! It's so nice to come home to relaxed animals who are just happy to see us and not stressed that we left!

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Maitland Park:

When it comes to pet care and house sitting, pet owners in Maitland Park, 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.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Maitland Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Maitland Park, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Maitland Park house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Maitland Park, Milwaukee, WI for your dog: people who'll treat him like family.

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