House Sitting in Timmerman Airport, 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
House Sitting, Drop-In Visits, Dog Walking
5.0
78 reviews
25 repeat clients
from
$55
per night

Happy to refer Jessica as a fantastic pet sitter. Communication was on point and we felt confident leaving Bowie in her capable care. Will definitely be working with Jessica again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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2.

Jenn S.

Animal lover & cat mom of 3 ❤️
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
9 repeat clients
from
$60
per night

Jenn is a caring and an accommodating sitter. We appreciated her flexibility and daily communication. Jenn, thank you for taking such good care of Manny.

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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3.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
2 repeat clients
from
$55
per night

Cindy did a fantastic job taking care of my furbabies. Great communication and lots of pictures. No doubt Prema went on more walks than she does when I'm home with her and even an exciting day out on a hike and visiting her mom so there were definitely smiles all around. Thank you so much Cindy for helping to qualm my nerves while I was away and sending extra pictures!

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Sitter Profile Image: Heidi F.
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Sitter Profile Image: Heidi F.
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4.

Heidi F.

Sit Stay Dog Care
Wauwatosa, WI, 53226
House Sitting, Dog Walking
5.0
4 reviews
from
$50
per night

House sat for me while I was away and watched my dog Hadley. Checked in frequently and communicated with me with any questions she had. Was a great guest and would have her watch my dog again.

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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
House Sitting, Drop-In Visits, Dog Walking
5.0
75 reviews
37 repeat clients
from
$37
per night

Erica was great. She even went above and beyond to help with a schedule change. Maddie seemed to go with the flow, and when I got home it was business as usual. She is a great sitter.

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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6.

Riley N.

Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$60
per night

Riley was great overnight watching our dogs and cats. They all seemed happy and healthy when we got home, and the updates while we were gone was so appreciated.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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7.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
22 repeat clients
from
$27
per night

Rachel was wonderful! She kept us updated the whole time and our boy was so happy! She took him to the dog park every day and made sure she had a great time while we were gone. We’ll use her every time we can if she’s free!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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8.

Jeff G.

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

Would highly recommend Jeff! We needed someone to watch our two pups last minute as one had ACL surgery, and we couldn’t leave the dogs alone for as long as we needed to be out. Jeff was super responsive and accommodating. He jumped on a call with me to walk through everything and made sure I felt very comfortable. He went above and beyond - brought treats to greet the dogs, wrote notes about his time with the pups, sent me pictures throughout the night, and he even gave my dog with ACL issues a leg massage to help her with the healing process. He made sure that we could enjoy our time without a worry. Jeff treated our dogs with the upmost respect, love and kindness. Thank you, thank you!!!! We are so grateful for you!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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9.

Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
House Sitting, Drop-In Visits
5.0
70 reviews
25 repeat clients
from
$79
per night

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! :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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10.

Jeanee S.

Your dogs new best friend!
Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$28
per night

Amazing! Amazing! Amazing! Jeanne is just absolutely incredible. She cared for our pups as if they were her own: snuggling them, walking them, and taking good care of our house. We received frequent updates and pics/ videos. Jeanee is one of a kind and we will def rebook with her.

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Sitter Profile Image: Kira W.
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Sitter Profile Image: Kira W.
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11.

Kira W.

Flexible Scheduling, Cats and Dogs
Lenox Heights, Milwaukee, WI, 53210
House Sitting
5.0
3 reviews
1 repeat client
from
$35
per night

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

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Giovanni M.
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Sitter Profile Image: Giovanni M.
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12.

Giovanni M.

Your Pup's Home Away from Home
Wauwatosa, WI, 53226
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
from
$33
per night

Giovanni has watched several of my foster dogs from the local shelter here. He is great with meeting new dogs and is very reliable. I always felt comfortable leaving Giovanni in charge of my dogs and felt confident in his ability. I always returned to happy pups and would 100% recommend him to anyone considering!!

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Sitter Profile Image: Joan P.
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Sitter Profile Image: Joan P.
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13.

Joan P.

Dogs are my BFF!
Grantosa, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$25
per night

I’m so pleased to have Joan take care of my Bella. You certainly can tell she loves animals. I felt very comfortable having Joan watch my dog overnight. I would recommend her to my family and friends. So, if you need a reliable and caring sitter, I suggest you book with her. I will be booking with her again.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Erin K.
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Sitter Profile Image: Erin K.
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14.

Erin K.

Small furry groups, full time care
Cooper Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
40 reviews
14 repeat clients
from
$62
per night

Erin was spectacular and I would use her again in a heartbeat. Our animals loved her and were well cared for while we were gone - she also was great about sending pictures and letting us know how they were faring while we were away.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Margit B.
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Sitter Profile Image: Margit B.
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15.

Margit B.

"Wag More, Bark Less"
Milwaukee, WI, 53222
House Sitting, Drop-In Visits
5.0
27 reviews
6 repeat clients
from
$40
per night

Margit is a superhero when it comes to dog sitting!! My dog Jackson unfortunately suffers from separation anxiety and she was exceptional in her care for Jackson. She sent lots of pictures and he looked happy in all of them!! When we got home he was relaxed and happy. Margit did a great job!! I would give her a hundred stars if I could!! Thanks again Margit for lovingly taking care of Jackson!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amari I.
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Sitter Profile Image: Amari I.
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16.

Amari I.

🐾💛 The Pawfect Pal 💛🐾
Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
2 repeat clients
from
$55
per night

I needed a dog sitter last minute and contacted Amari about taking care of my 70 lb Belgian Malinois rescue. I do not know how many times my dog has been re-homed so I was very anxious about leaving her with a stranger. When I got home after being away for 3 days my dog was happy as a clam and all of the signs of emotional distress she showed after previous trips -- not eating, not defecating, etc. -- were absent. Amari did a wonderful job! I will definitely employ her in the future.

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Sitter Profile Image: Madeline M.
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Sitter Profile Image: Madeline M.
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17.

Madeline M.

Evry tail needs a PawPurfect sitter
Milwaukee, WI, 53225
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

Madeline is wonderful with caring for my dog Honey. Honey loves her! I have a set walking schedule for Honey and Madeline was nice enough to walk her 3x a day. She is reliable and trustworthy. What I appreciate most are the updates to reassure me that Honey is doing well. I have built a relationship with Madeline and feel comfortable leaving Honey overnight. She cared for Honey for two weeks while I was overseas. Highly recommend!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Drew & Jacki R.
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Sitter Profile Image: Drew & Jacki R.
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18.

Drew & Jacki R.

Animal Friendly Home- very spacious
Wauwatosa, WI, 53225
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$66
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: Mary Kate E.
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Sitter Profile Image: Mary Kate E.
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19.

Mary Kate E.

Cat & chicken mama, and dog lover!
Wauwatosa, WI, 53222
House Sitting, Drop-In Visits
5.0
2 reviews
1 repeat client
from
$50
per night

About: I'm the person who will be petting a friend's cat under the bed, finding a stranger's dog's "special" scratching spot, and connecting with most pet types in general. I grew up with labs, I've had a cat for six years, and I also have chickens (and have had parakeets and fish and a hamster in the past). I'm happy to cuddle on the couch, go for a jog with your pup, or do whatever best fits your pet's needs. And I don't mind cleaning up messes or giving medication! I work part time remote and am able to adjust my schedule as need be for potty breaks, food, medicine, or whatever else your pet(s) needs. In your home, I will follow whatever rules and preferences you have. In my own home, my cat has free range, and my family's dog that I sometimes care for is limited to certain areas of the home. I’m mildly obsessed with walking and feel a lot of personal satisfaction from tiring a dog out after a good work out.

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Sitter Profile Image: Cindy F.
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Sitter Profile Image: Cindy F.
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20.

Cindy F.

Loving Care For Your Fur Baby
Wauwatosa, WI, 53222
Boarding, House Sitting
5.0
7 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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Dog owners in Timmerman Airport, Milwaukee, WI love booking house sitting 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 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Timmerman Airport.

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

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 Timmerman Airport, 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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