House Sitting in Dineen 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
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
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
95 reviews
32 repeat clients
from
$59
per night

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

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
4.3 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: Jenn S.
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Sitter Profile Image: Jenn S.
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3. Jenn S.

Dog lover 🐶 & cat mom 🐈🐈‍⬛🐈
West Allis, WI, 53227
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
40 reviews
10 repeat clients
from
$60
per night

Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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4. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$50
per night

Katie was amazing! She played fetch with our dogs, snuggled with our new kitten, and took very good care of our home while we were gone. I would highly recommend Katie for your pet care!

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
4.8 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.

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

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

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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7. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
4.7 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!

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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8. Lexi K.

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
42 reviews
12 repeat clients
from
$35
per night

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!

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Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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9. Danica V.

PAWsitively reliable med student!
Wauwatosa, WI, 53226
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$46
per night

Danica is consistent and professional throught the Rover experience. I've been burned before with previous dog sitters that have been inconsistent and unresponsive, but Danica is always punctual and quick to respond to any concerns/needs. I trust her to be with my pups when they are most stressed and take care of them when I'm away. That peace of mind is priceless and I love having Danica over to watch my pups.

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

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

Erica was so great with our pups! Even taking care of a new puppy, dealing with all that chaos, potty training etc. We got lots of pictures, updates and communication, and look forward to having her stay with our pups again.

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Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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11. Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
2.5 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
120 reviews
58 repeat clients
from
$80
per night

Sam was great! Our dog started having medical issues right before we left and she took on the new adjustments no problem. We hope to use her again in the future.

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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12. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.7 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

We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.

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
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
160 repeat clients
from
$65
per night

Daniela & Michael did a fantastic job from start to finish. Talking with Daniela pre-sitting left me feeling confident in having her watch my dog. While she was here, she kept us updated with many photos of Ellie and it was clear Ellie was a huge fan of Daniela. We will definitely be reaching out in the future!

Sitter Profile Image: Samantha A.
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Sitter Profile Image: Samantha A.
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14. Samantha A.

falls in love with any & all dogs
Washington Heights, Milwaukee, WI, 53208
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$40
per night

I've known Samantha for nearly 10 years and have seen her work with numerous animals! She is very loving, attentive, and has genuine compassion for animals and their human companions! She has watched my sweet (yet strong-willed... dare I say stubborn) german shepherd, Dante, and he loves spending time with her. I'd highly recommend trusting Sam with your beloved pets as she is reliable, caring, and fun! Dante can't wait to see her again soon!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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15. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night

I had an amazing experience with Lance as my dog sitter! He was incredibly attentive to my furry friend's needs and went above and beyond to ensure their comfort and happiness while I was away. Lance provided regular updates and even sent adorable photos of my pup enjoying their time together. I felt completely at ease knowing that my dog was in such capable and caring hands. I highly recommend Lance to anyone in need of a reliable and compassionate dog sitter.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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16. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
2.6 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

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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17. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$50
per night

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

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Sitter Profile Image: Brooke L.
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Sitter Profile Image: Brooke L.
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18. Brooke L.

Cat mom
Milwaukee, WI, 53222
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$30
per night

Brooke is wonderful. You can tell she genuinely loves animals. It can be nerve wracking to have someone watch your pet, but I would not hesitate to have Brooke back! She did an overnight with our dog while we were away and it was so comforting knowing our dog was safe and didn’t have to change up his routine. She took him on multiple walks, played with him outside, made sure his medications were given at night, and we loved getting pup-dates (pictures). Prior to watching our dog, she asked great questions to make sure she had the information she needed to ensure success! If you are looking for someone responsible, kind, honest, and helpful, I recommend Brooke.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ariela M.
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Sitter Profile Image: Ariela M.
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19. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$55
per night

Ariela is great! She is super kind and knowledgeable about animals! I felt extremely safe and good about leaving my puppy in her care! I highly recommended her!

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Sitter Profile Image: Jordan J.
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Sitter Profile Image: Jordan J.
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20. Jordan J.

Patient animal lover
Wauwatosa, WI, 53223
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night

Jordan has been an animal lover all her life and would give your pet so much love while you are away. Jordan has been caring for cats and dogs her whole life and she is currently caring for an elderly cat of her own that has a complex regiment including: giving fluids, liquid oral medication and pills and powder. She would do anything for this cat, and knows how much pets weigh in our hearts. She is someone you can trust and know she would communicate any small detail while caring for your fur baby! You bet I would book with her!

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When it comes to pet care and house sitting, pet owners in Dineen 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 Dineen Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Dineen 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 Dineen 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 Dineen Park, Milwaukee, WI for your dog: people who'll treat him like family.

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