House Sitting in Whispering Hills, Milwaukee

Find a loving house sitter to watch over your pets and your home.

Search

RoverProtect

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more

Loving house sitters in your neighborhood

Search Results

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

1. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
9.0 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
Profile image

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

Availability updated 3 days ago
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check
Sitter Profile Image: Jeanee S.
Verified Enhanced Background Check

2. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
Profile image

Jeanee is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

Availability updated 7 days ago
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check

3. Samantha L.

caring for animals is my calling !
Ridgeview, Milwaukee, WI, 53538
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
Profile image

Everything worked out great. Highly recommended if need a over night in-house sitter. Will definitely use again when needed. Thank You!!!

Availability updated today
Sitter Profile Image: Cody C.
Verified Enhanced Background Check
Sitter Profile Image: Cody C.
Verified Enhanced Background Check

4. Cody C.

Star Sitter
Great Pyrenees lover
Cedarburg, WI, 53012
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$47
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
Profile image

Cody is amazing! We needed someone last minute for an overnight stay and she was able to come and do a meet and greet right away. She was amazing with our pets and our home. Will definitely be booking again the next time we need a pet sitter. Our dog can be a little shy and needs some time to warm up and Cody was so patient and loving with her. Great experience!

Availability updated 25 days ago
Sitter Profile Image: Jamila M.
Verified Background Check
Sitter Profile Image: Jamila M.
Verified Background Check

5. Jamila M.

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

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!

Availability updated 2 days ago
Sitter Profile Image: Sarah S.
Verified Background Check
Sitter Profile Image: Sarah S.
Verified Background Check

6. Sarah S.

Experienced, Affectionate Sitter!
Shorewood, WI, 53211
8.5 mi. away
House Sitting
from
$55
per night
5.0 out of 5 stars
5 reviews
Profile image

Was very happy with Sarah

Availability updated 3 days ago
Sitter Profile Image: Tasia P.
Verified Enhanced Background Check
Sitter Profile Image: Tasia P.
Verified Enhanced Background Check

7. Tasia P.

Star Sitter
Excited to provide safe & fun care!
Mequon, WI, 53097
8.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
Profile image

Tasia is great with our dogs, they love her

Availability updated 5 days ago
Sitter Profile Image: Katie M.
Verified Enhanced Background Check
Sitter Profile Image: Katie M.
Verified Enhanced Background Check

8. Katie M.

Happy Pets, Self-Insured Care!
Milwaukee, WI, 53225
4.9 mi. away
Boarding, House Sitting, Drop-In Visits
from
$30
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
Profile image

From the moment Katie came for the Meet and Greet I knew she was awesome! I have 3 rescue dogs and a psycho cat, and they all took to her immediately. Just finished up our first sit with Katie and it went great. I want to tell you it was horrible so I can keep her to myself, but that would be a lie! She will love your babies like her own - my super anxious boy whined at the window when she left. She is LEGIT!!

Availability updated 3 days ago
Sitter Profile Image: Katelyn A.
Verified Enhanced Background Check
Sitter Profile Image: Katelyn A.
Verified Enhanced Background Check

9. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
4.2 mi. away
House Sitting, Dog Walking
from
$65
per night
5.0 out of 5 stars
11 reviews
8 repeat clients
Profile image

Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incredibly anxious and wary of strangers, and Katelyn's calm demeanor won her over! We already booked Katelyn for the near future.

Availability updated 3 months ago
Sitter Profile Image: Debbi O.
Verified Enhanced Background Check
Sitter Profile Image: Debbi O.
Verified Enhanced Background Check

10. Debbi O.

Rover 101
Star Sitter
Care for Your Furry Family Member!
THIENSVILLE, WI, 53092
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$68
per night
5.0 out of 5 stars
144 reviews
47 repeat clients
Profile image

Debbi was amazing. She was so attentive to Stuart. She took such good care of him. Took him on walks, played games with him, and made him feel relaxed at home while we were gone. We were at ease while we were gone. She would send pictures to us which was much appreciated. I would highly recommend her to watch your fur babies. We will for sure use her again. 💙

Availability updated today
Sitter Profile Image: Sean N.
Verified Enhanced Background Check
Sitter Profile Image: Sean N.
Verified Enhanced Background Check

11. Sean N.

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

Sean was our first time using rover since we moved across the country and he was AMAZING. We recently got a rescue Great Dane who is not the easiest when trusting others & with Sean’s patience and expertise my dog got comfortable with me rather quickly! He sent pictures through out the night & even a video. Looking forward to use Sean’s service again.

Availability updated today
Sitter Profile Image: Monsserath C.
Verified Enhanced Background Check
Sitter Profile Image: Monsserath C.
Verified Enhanced Background Check

12. Monsserath C.

star of love
Enderis Park, Milwaukee, WI, 53210
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
2 reviews

Karla was awesome! Our little fur baby loved spending time with her. She’s kind, communicates often and responds quickly. We’re so happy we found Karla! Shes the best! Karla es lo Maximo! Nuestro perrito encantó su tiempo con Karla! Ella es muy cariñosa, su comunicación es excelente y siempre se responde muy rápido a nuestros preguntas y solicitudes. Estamos muy emocionados encontrar alguien con quien podemos tener 100 confianza aquí cerca de l casa. Sabemos que cuando estamos de viaje nuestro perrito está en buenos manos.

Availability updated today
Sitter Profile Image: Amber S.
Verified Enhanced Background Check
Sitter Profile Image: Amber S.
Verified Enhanced Background Check

13. Amber S.

Experienced Sitter & Animal Lover
Mequon, WI, 53092
5.9 mi. away
House Sitting, Dog Walking
from
$50
per night
5.0 out of 5 stars
12 reviews
1 repeat client
Profile image

Everything went great and Amber was very great with communicating with us. Arrived home to all 4 pets happy and healthy and our house in the same condition we left it:)

Availability updated 9 days ago
Sitter Profile Image: Alyssa B.
Verified Enhanced Background Check
Sitter Profile Image: Alyssa B.
Verified Enhanced Background Check

14. Alyssa B.

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

Availability updated 3 days ago
Sitter Profile Image: Jeff G.
Verified Enhanced Background Check
Sitter Profile Image: Jeff G.
Verified Enhanced Background Check

15. Jeff G.

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

Availability updated 10 days ago
Sitter Profile Image: Mackenzie M.
Verified Enhanced Background Check
Sitter Profile Image: Mackenzie M.
Verified Enhanced Background Check

16. Mackenzie M.

Best Friends with your Best Friends
Menomonee Falls, WI, 53051
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
10 reviews
1 repeat client
Profile image

Mackenzie did a great job with Lambeau over the weekend. We were lucky enough to get her to stay at our house so we didn’t have to board our dog again. She played with Lamb, fed him and gave him all the cuddles. 5 stars, will book again, thank you!

Availability updated today
Sitter Profile Image: Candace W.
Verified Background Check
Sitter Profile Image: Candace W.
Verified Background Check

17. Candace W.

Rover 101
Above and Beyond Pet Care
Mequon, WI, 53092
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
Profile image

Candace is an amazing pet sitter . My two dogs love her. But most importantly when I leave I don’t have to worry one second. Truly a blessing for my family!

Availability updated today
Sitter Profile Image: Mollie G.
Verified Enhanced Background Check
Sitter Profile Image: Mollie G.
Verified Enhanced Background Check

18. Mollie G.

Dog lover
Milwaukee, WI, 53209
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
1 review

Mollie is a true dog lover and dogs LOVE her back. Her interest in and care for a dogs well being is immediately evident and our dog immediately felt that and was comfortable with her when she can be skittish with new people. She taught our dog so many incredible skills such as how to close the door! Mollie is reliable, dependable, responsible and professional. Our dog is difficult to walk with strong hearding instincts and some reactivity towards other dogs and Mollie remains calm and doesn't get rattled walking her which in turn helps our high energy Australian Shepard stay more relaxed. She is comfortable giving our dog medication for her anxiety and she's very good at suggesting resources. Mollie keeps up with dog training techniques and offers helpful suggestions to keep our dog's busy mind engaged. She's a wealth of information about dog behavior and psychology and your fur baby will be in excellent hands under her care. I highly recommend Mollie!

Availability updated 9 days ago
Sitter Profile Image: Alison S.
Verified Enhanced Background Check
Sitter Profile Image: Alison S.
Verified Enhanced Background Check

19. Alison S.

Here for you, and them
Glendale, WI, 53209
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
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.

Availability updated 11 days ago
Sitter Profile Image: Jessica s.
Verified Enhanced Background Check
Sitter Profile Image: Jessica s.
Verified Enhanced Background Check

20. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5.0 out of 5 stars
15 reviews
2 repeat clients

Jessica is an excellent pet caregiver. Any breed of Dogs love her. Flexibility was huge for us knowing we needed someone to come to our home where we know our dogs are the most comfortable. She gives them lots of attention and walks. Highly recommend!

Availability updated 24 days ago

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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

  • World-class support

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

House Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Find a loving house sitter in your neighborhood.
Add dates for the most accurate results
Search now