House Sitting in Havenwoods, Milwaukee

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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1. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$50
per night
Profile image

Jeanne is AMAZING. We got home to happy dog, clean house, an awesome day by day journal, and near daily check ins (that we kept requesting and appreciating). Jeanne is an awesome communicator, kept our house in immaculate condition, and all was well during our vacation. We will 100% use her again and knowing we have a great sitter for Winnie makes me even more inclined to book a future vacation. 100% recommend.

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
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
111 reviews
36 repeat clients
from
$59
per night
Profile image

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

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

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$60
per night
Profile image

Lily was a blessing for our family!! This was the very 1st time we have used rover. We ended up adopting a dog 2 weeks before a preplanned vacation. Lily was so patient and understanding with us as we had very little information about our new family member when we booked with her. We were able to leave her with notes on training our new dog had and we gave her the ability to address and immediate concerns with positive training as she saw fit to help her week go smoothly. Lily was able to help bridge the gap with consistent training while we were gone to ensure we didn’t lose precious training time. She was also able to pivot and help address any behavioral issues or quirks that arose that we were unaware of. She even sent us videos and a great description of how she addressed them. She sent updates everyday and didn’t hesitate to reach out with questions. She put away our grocery order before we arrived and made sure to have the house cleaned up and even washed the towels I left out for her. We definitely will be booking with her again.

Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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4. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$35
per night
Profile image

2nd time using Sean and just like the last time he did an amazing job. Had a family emergency across country and he was extremely accommodating last minute. My pups love having him around.

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

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
23 repeat clients
from
$30
per night
Profile image

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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6. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
10 repeat clients
from
$68
per night
Profile image

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

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
24 repeat clients
from
$70
per night
Profile image

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: Jamila M.
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Sitter Profile Image: Jamila M.
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8. Jamila M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
22 repeat clients
from
$55
per night
Profile image

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: Payton R.
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Sitter Profile Image: Payton R.
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9. Payton R.

Star Sitter
making tails wag one walk at a time
Milwaukee, WI, 53206
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$45
per night
Profile image

Payton did a great job with Izzy!

Sitter Profile Image: Katie M.
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Sitter Profile Image: Katie M.
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10. Katie M.

I would love to love your dog
Milwaukee, WI, 53225
4.7 mi. away
Boarding, House Sitting, Drop-In Visits
2 reviews
from
$30
per night

Katie is an amazing pet caregiver! She treats my kittens (they aren't kittens anymore, shh) with so much love, and took the time to get to know their personalities so she can interact with them in the ways they need. She is reliable and conscientious, and I trust her to take care of my cats with the same affection and thoughtfulness as she gives her own pets. You won't regret asking her to help out with yours :)

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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11. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53210
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night
Profile image

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: Keana H.
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Sitter Profile Image: Keana H.
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12. Keana H.

Experienced & loving animal sitter!
Milwaukee, WI, 53222
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$28
per night

Excellent, excellent choice for your loved one! Keana is amazing with our cat, Nala, as well as the neighbors’ pups. She’s attentive to detail and doesn’t skip on things we ask her to do. She’s caring, and I can tell that Nala really likes her. Could not recommend her more!

Sitter Profile Image: Sadie H.
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Sitter Profile Image: Sadie H.
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13. Sadie H.

Cat + dog lover with free time!
Enderis Park, Milwaukee, WI, 53210
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
2 repeat clients
from
$45
per night

Sadie is an incredibly responsible individual, who provides outstanding service and care for my pets when needed. I feel confident to have her watch my pets when I'm away. 10/10 will hire again!

Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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14. Erica L.

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

Our pup loves Erica and had a blast the week we were away. Erica's very responsible and so loving with him. She took great care of our apt too! Can't say enough great things about her! :)

Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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15. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
12 repeat clients
from
$80
per night
Profile image

Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!

Sitter Profile Image: Alyssa B.
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Sitter Profile Image: Alyssa B.
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16. Alyssa B.

Compassionate Pet Sitter
Whitefish Bay, WI, 53217
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$50
per night
Profile image

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

Sitter Profile Image: Alison S.
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Sitter Profile Image: Alison S.
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17. Alison S.

Here for you, and them
Glendale, WI, 53209
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$60
per night
Profile image

Alison stayed at our house to watch our almost 2 year old dog for a long weekend. We really appreciated her communication and responsiveness! She left our house in great shape, and we came home to a well taken care of pup. We will certainly reach out to her next time we need someone to watch Callie.

Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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18. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$68
per night
Profile image

So happy we found Jeff. He not only took care of our little fur angels, but he took packages for us. The girls loved him, he stayed the whole weekend. When we returned the girls were calm and content, and Jeff even left a detailed log of their weekend activities. Happy to say we will book again!

Sitter Profile Image: Reese K.
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Sitter Profile Image: Reese K.
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19. Reese K.

All around animal lover! 🐶🐱🐹🐮
Whitefish Bay, WI, 53217
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$60
per night
Profile image

Reese did a great job of sitting our dog and cats, promptly providing updates and communication throughout reservation—will definitely have her sit again!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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20. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
30 reviews
11 repeat clients
from
$28
per night
Profile image

Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.

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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1089 owners have reviewed sitters in Havenwoods, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Havenwoods, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Havenwoods, 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 Havenwoods 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 Havenwoods, Milwaukee, WI for your dog: people who'll treat him like family.

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