House Sitting in Whispering Hills, 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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Search Results

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Sitter Profile Image: Debbi O.
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Sitter Profile Image: Debbi O.
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1.

Debbi O.

Rover 101
Care for Your Furry Family Member!
THIENSVILLE, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
12 repeat clients
from
$54
per night

Oh my gosh! Debbi O came through... We had three standard poodles at different stages of life including one with a recent surgery and she figured it out and provided cared for them like they were her own... Highly recommended... nothing to worry about with Debbie O!

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Sitter Profile Image: Delaney R.
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Sitter Profile Image: Delaney R.
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2.

Delaney R.

Lots of pet sitting experience!
Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$30
per night

Delaney was an amazing sitter for our dog and 2 cats. I felt like they were in such great hands that I could fully relax the whole weekend I was away. She really cared for them like they were her own. I got plenty of updates and when I got back our dog was exhausted from all the fun he had over the weekend.

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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3.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
10 repeat clients
from
$69
per night

Jeff was a fantastic pet sitter in my home. My dogs loved him! When I returned home from my trip, I had the opportunity to observe Jeff interact with the dogs. They listened to him, behaved for him and willingly went to him even though their momma was home! They had many tail and full body wags while interacting with him! He stayed in my home, it was neat and tidy upon my return. I will definitely hire Jeff again for “in my home” pet sitting. My endorsement for Jeff’s pet care services is 100%!

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Sitter Profile Image: Yacob B.
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Sitter Profile Image: Yacob B.
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4.

Yacob B.

Dog Lover in Shorewood
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$30
per night

Yacob is a responsive, responsible guy and I have trusted him with my best friend on multiple occasions and have come home to a clean house and a happy dog.

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Sitter Profile Image: Skyler S.
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Sitter Profile Image: Skyler S.
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5.

Skyler S.

You got it I can walk it
Cedarburg, WI, 53012
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
11 repeat clients
from
$35
per night

When it comes to Skyler she goes above and beyond for animals. She is always trying to give them the time of their life. And is very passionate about animals.

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Sitter Profile Image: Marina M.
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Sitter Profile Image: Marina M.
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6.

Marina M.

Rover 101
You deserve a worry free getaway!
Arlington Gardens, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
84 reviews
17 repeat clients
from
$65
per night

Marina is absolutely great! She took excellent care of my pet and me. I received photos, videos and notes letting me know how things were going. She was clearly taking great care of my little pup. When I came home my house was spotless. I could not recommend her more. Next time I go out of town she is the person I will go to. Marina is the best!

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Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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7.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
25 reviews
9 repeat clients
from
$75
per night

We had the best house sitting experience with Danielle! I was nervous as this is the first time we’ve used a Rover for our dog, but she exceeded our expectations in every way. Danielle is attentive, compassionate, responsible, communicative, and really went the extra mile for us. Can’t thank her enough for giving us peace of mind during our trip knowing our boy was well looked after!!

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Sitter Profile Image: Cassie & Ben O.
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Sitter Profile Image: Cassie & Ben O.
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8.

Cassie & Ben O.

Rover 101
Animal Loving Full Time Pet Sitter
Milwaukee, WI, 53224
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
21 reviews
7 repeat clients
from
$75
per night

Cassie did a awesome job with my dog Jack. She stopped by 3 times a day for a week. She sent pictures every day of Jack as they were going for walks etc. which made me feel at ease. Jack was very happy when I got home. She was very flexible with Jack’s schedule which I really liked as well. On top of that she left some treats for him in a goodie bag. I could tell she was really good with him in the short time we met before I went on vacation. I wouldn’t want anyone else to watch Jack. Worry free and top notch pet care!

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Sitter Profile Image: Mikaella S.
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Sitter Profile Image: Mikaella S.
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9.

Mikaella S.

Grew up with huskies!
Mequon, WI, 53092
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$33
per night

About: I grew up with husky dogs my whole life. I just recently moved out, but still take care of my big, all white, very fluffy husky boy, named Polar every Wednesday and some weekends. I am an active person and can handle taking care of and walking large, strong dogs. I am a full-time dentist but love dogs, cats and animals of all kinds. I am flexible on Wednesday during the week and most weekends. I love to play with pets and be attentive with them. I know most dogs need to be active and walked; I like to spend time with dogs outdoors no matter the weather and make sure they get their exercise!

Sitter Profile Image: Mackenzie M.
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Sitter Profile Image: Mackenzie M.
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10.

Mackenzie M.

Best Friends with your Best Friends
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$35
per night

Mackenzie was great!! She house-sat for our dog for a last-minute weekend getaway. She is very flexible, accommodating, and responsible. Our dog and home were both well taken care of!

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Sitter Profile Image: Samantha W.
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Sitter Profile Image: Samantha W.
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11.

Samantha W.

Will treat any animal as my own!
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$30
per night

We had Samantha stay at our house to watch our dogs, cats and chickens for 4 days while we were on vacation and she was fantastic! She kept in contact with us if she had any questions and sent us pictures periodically as well. They received great care while we were gone! We had 100% peace of mind having her take care of our pets and would highly recommend her to anyone looking for a pet sitter!

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Sitter Profile Image: Abbie A.
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Sitter Profile Image: Abbie A.
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12.

Abbie A.

Will love your pet when you’re gone
Wauwatosa, WI, 53226
House Sitting
3 reviews
from
$38
per night

Abbie is fantastic! She is genuine and reliable and just a really great person. I wouldn’t hesitate to recommend her and will absolutely be having her stay with Skeeter again. It’s great to feel free to travel and know that your pet and your home are well cared for. My dog loves everybody, but he really took a shine to Abbie, probably because of her calm and kind manner with him.”

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Sitter Profile Image: Sara V.
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Sitter Profile Image: Sara V.
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13.

Sara V.

Available 13 hours a day!
Germantown, WI, 53022
House Sitting, Drop-In Visits, Dog Walking
2 repeat clients
from
$38
per night

About: I've grown up with dogs my whole life! First a Bichon Frise, then a German Shorthaired Pointer puppy who was like my little brother. I also grew up around friends/family dogs whom ranged from small to medium of different breeds. My boyfriend and I have 3 cats and 2 of them I raised since they were kittens. I love fuzzy animals in general (4 legged)! I am a full-time Rover sitter so my days are wide open! I am available anytime from 8 in the morning until 9 at night. As long as they let me, any fur baby I come across will be spoiled with love and cuddles. At home I brush my cats regularly along with cleaning their ears and eye boogies. I vacuum/fur remove the furniture, cat trees (3) and I carpet clean the litter matts. I am an organizational clean freak.

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Sitter Profile Image: Caelan D.
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Sitter Profile Image: Caelan D.
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14.

Caelan D.

I’ll love them like my own!
Mount Mary, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

Caelan has been walking my dogs and house sitting for a few years! She is reliable, trustworthy, and responsive. She sends great updates so I am never worried about my fur babies! You should definitely book her for all of your pet needs!

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Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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15.

Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
Boarding, House Sitting, Drop-In Visits
1 review
from
$28
per night

Drew is a very caring and attentive pet caregiver! He has watched our family/friends dogs and cats in the past and is the true pet whisperer. From constantly playing with them and giving them all the attention they need, Drew always loves getting to be around dogs & cats. He also has a great backyard space for dogs to run around and stay active! You would be in great hands with him as your pet caregiver.

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Sitter Profile Image: Cindy F.
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Sitter Profile Image: Cindy F.
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16.

Cindy F.

Loving Care For Your Fur Baby
Wauwatosa, WI, 53222
Boarding, House Sitting
5.0
5 reviews
from
$40
per night

Cindy is amazing! She is a wonderful and sweet human being and a genuine dog lover. She took great care of our beloved Cleo for long periods. She sent frequent updates and pictures and always went beyond to make Cleo feel happy and keep her healthy. She would even buy her favorite food when they run out of it! I completely trust Cindy and I absolutely recommend her! Any pet would love being with her and you will have peace of mind because she is awesome! Thank you, Cindy! Will definitely ask for your help again!

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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
House Sitting, Drop-In Visits
5.0
20 reviews
7 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. ❤️✨

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Sitter Profile Image: Isabella G.
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Sitter Profile Image: Isabella G.
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18.

Isabella G.

Responsible & Active dog lover!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
from
$27
per night

About: I have been a dog owner since I was little, and have much experience with both big & small dogs of friends/family members! I've previously owned a German Shepherd and Labs, but I have pet-sat & had experience with many smaller breeds as well! I also have much experience with puppies, and can assure their safety, and also sustain high-energy activity to assure they're being well-cared for! I love being around all types of animals, and would provide 100% effort into making sure they are comfortable and cared for! I'm currently a student, but I have much weekend availability to dedicate 100% into caring for your animals properly! As a ballet dancer, I am very active, and can provide quality one-on-one time, from long energetic walks, to a more relaxed environment as well! On weekdays I have free-time usually after 4-5pm, but can dedicate all day to their care on weekends! As a responsible and detail-oriented person, I can ensure your pet will be cared for if they have any specific needs or preferences! In caring for your pet, depending on their specific energy-needs, I am equipped for a day of energetic play, or a calm day of cuddling and care! I can be trusted to keep them safe and well cared for, upon years of experience with dogs. My top priority is assuring the best care for your 4-legged family members!!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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19.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
10 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.

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Sitter Profile Image: Kristina K.
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Sitter Profile Image: Kristina K.
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20.

Kristina K.

Animals make me smile most!
Brown Deer, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
6 repeat clients
from
$75
per night

Kristina helped us when we had a last minute weekend trip. She is very responsible

Search Map

When it comes to pet care and house sitting, pet owners in Whispering Hills, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 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.

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 Whispering Hills 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 Whispering Hills, 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Whispering Hills, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

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