House Sitting in Timmerman Airport, 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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
Verified Enhanced Background Check

1. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 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!

Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

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: Heather C.
Verified Enhanced Background Check
Sitter Profile Image: Heather C.
Verified Enhanced Background Check

3. Heather C.

Star Sitter
Caring & loving Pet owner ❤️
Sussex, WI, 53089
8.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Heather took such wonderful care of our sassy, senior husky. He immediately loved her during their meet and greet and, as she put it, she was a part of his "wolf pack" instantly. She kept in contact with us over the duration of our trip and always included photos with her updates. Can't recommend her enough!

Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check

4. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$40
per night

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: Jenn S.
Verified Enhanced Background Check
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check

5. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
10 repeat clients
from
$60
per night

Jenn is a amazing! She is the most kind and compassionate woman. This is the very first time we have ever left our two rescue dogs, so I wasn’t sure what to expect with our two pups and how they would react to anyone other than family watching them. she watched them for two stretches of time periods, one stretch of time was for a few hours while we were at a rehearsal dinner and with a second stretch of time it was for over 12 hours at our daughters wedding. The first stretch of time they barked continuously, and poor Jenn soldiered through like a champ, unscathed. I was afraid she wouldn’t show up the next day, but there she was bright and early the next day, ready to meet the challenge! Within 10 minutes, she texted me with a photo that our two beautiful pups were fast asleep and quiet. She had a wonderful day. It just took a while for them to get used to being with someone other than their owners. She was wonderful, kept us up-to-date throughout our time away. With photos and brief updates. Highly recommend, if I could leave more than five stars, I would!⭐️

Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check

6. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
7.1 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 is amazing! One of our dogs is hesitant with new people, and Rachel deals well with her noise and makes her feel comfortable quickly every time. Our dogs love spending time with Rachel and we love getting regular photos of all the fun they're having :)

Sitter Profile Image: Katie K.
Verified Enhanced Background Check
Sitter Profile Image: Katie K.
Verified Enhanced Background Check

7. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 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: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check

8. Jackie C.

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

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

Sitter Profile Image: Ali M.
Verified Background Check
Sitter Profile Image: Ali M.
Verified Background Check

9. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
17 repeat clients
from
$65
per night

I would absolutely book with Ali again! We did a meet and greet before and my dog absolutely loved Ali. I got text updates and photos while I was away too which was awesome. Ali is great - highly recommend!

Sitter Profile Image: Ariela M.
Verified Background Check
Sitter Profile Image: Ariela M.
Verified Background Check

10. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
1.4 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!

Sitter Profile Image: Sam P.
Verified Background Check
Sitter Profile Image: Sam P.
Verified Background Check

11. Sam P.

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

The mother of dragons! My two boys can be a handful with the attention they crave and Sam was amazing with them. Sent pictures, updates and left our home in the shape she found it. Thank you for everything, Sam!

Sitter Profile Image: Julie M.
Verified Background Check
Sitter Profile Image: Julie M.
Verified Background Check

12. Julie M.

Rover 101
Pet and homes are safe with me!
Wauwatosa, WI, 53226
5.0 mi. away
House Sitting
5.0 out of 5 stars
27 reviews
14 repeat clients
from
$60
per night

Lola, my 6yr old frenchie had the best weekend getaway at Julie’s! I received pictures and videos during her visit. I booked with Julie before in 2018 when Lola was just a puppy and couldn’t have been happier with my experience. I was so excited to see Julie back on rover to re-book again! Lola and Lilly (her Lab) were reunited and had the best time together- full of plenty of play time. I highly recommend Julie and will absolutely be contacting her for future visits for little Lola!!

Sitter Profile Image: Lance C.
Verified Enhanced Background Check
Sitter Profile Image: Lance C.
Verified Enhanced Background Check

13. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
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.

Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check

14. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 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: Athena D.
Verified Enhanced Background Check
Sitter Profile Image: Athena D.
Verified Enhanced Background Check

15. Athena D.

Flexible and personalized care~!
Wauwatosa, WI, 53226
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$31
per night

Athena has taken care of my dog Milo for the last 6 yrs, whether I am busy with my work or away on vacation. She is very trustworthy, dependable, caring and skillful with Milo. Milo loves to take a long walk or play with Athena. She is always our go to person when we need help with Milo.

Sitter Profile Image: Jeremy M.
Verified Background Check
Sitter Profile Image: Jeremy M.
Verified Background Check

16. Jeremy M.

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

Jeremy was extremely professional! You can tell he truly loves animals and spends time getting to know them so that everything goes smoothly. I had just gotten a new dog, and by the time I had gotten back he had taught them all how to go on a walk at the same time! I love that he sends pictures during his stay, so you can check in. I highly recommend him!

Sitter Profile Image: Jeanne S.
Verified Enhanced Background Check
Sitter Profile Image: Jeanne S.
Verified Enhanced Background Check

17. Jeanne S.

Attentive and dependable caregiver
Mount Mary, Milwaukee, WI, 53222
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Jeanne is a responsible, caring and compassionate pet owner. She has always loved animals and taken great care of her own. I am certain Jeanne will take care of yours the same! She has experiance with dogs, cats and horses, and has been surrounded by them her entire life.

Sitter Profile Image: Jenn L.
Verified Enhanced Background Check
Sitter Profile Image: Jenn L.
Verified Enhanced Background Check

18. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$63
per night

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

Sitter Profile Image: Breanna V.
Verified Enhanced Background Check
Sitter Profile Image: Breanna V.
Verified Enhanced Background Check

19. Breanna V.

Fun/safe environment for any dog!!!
Wauwatosa, WI, 53225
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Breanna is great and she has watched my dog a few times now. She is reliable, flexible and easy to get a hold of. Most importantly, my dog loves her!

Sitter Profile Image: Amari I.
Verified Background Check
Sitter Profile Image: Amari I.
Verified Background Check

20. Amari I.

Quality Care Your Pet Deserves!
Silver Swan, Milwaukee, WI, 53225
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
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.

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Timmerman Airport:

Dog owners in Timmerman Airport, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1089 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.

House Sitting