House Sitting in Cannon Park, 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)?

Search Results

Sitter Profile Image: Fiona G.
Verified Background Check
Sitter Profile Image: Fiona G.
Verified Background Check

1. Fiona G.

Patient & trustworthy animal lover
Uptown, Milwaukee, WI, 53210
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
Profile image

Fiona is incredible! We have a very anxious dog, Harper, and this was our first time leaving her with non family. She was so patient and gave Harper space to come around on her own time. It was less than a day and they were already best buds! This is so uncharacteristic for our very shy dog. It allowed us to enjoy our trip knowing Harper was in good hands. Fiona was so communicative with us and sent so many wonderful pictures of their long walks and cuddles. We asked her stay at our home for over a week and she cared for our house as if it was her own. We look forward to having Fiona watch Harper again!

Availability updated 9 days ago
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check

2. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
149 reviews
64 repeat clients
Profile image

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

Availability updated today
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check

3. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
72 reviews
24 repeat clients
Profile image

Lexi is wonderful with our elderly pup Daisy. Daisy becomes stressed when we are not home, but with Lexi there, she was calm as a cucumber when we returned from an evening out! It was clear she felt safe and cared for by Lexi.

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

4. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
5.7 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 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!

Availability updated 16 days ago
Sitter Profile Image: Erica L.
Verified Background Check
Sitter Profile Image: Erica L.
Verified Background Check

5. Erica L.

I'll love them like my own
West Allis, WI, 53227
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5.0 out of 5 stars
95 reviews
46 repeat clients
Profile image

Erica did an amazing job taking care of our two pups. I had never met her before and found her on Rover. Originally we booked her for ten days and when our plans changed she was super flexible. She sent multiple pics and videos throughout the time we were gone. She walked our dogs two times per day and kept our house clean. Trust that she will do an awesome job!!

Availability updated yesterday
Sitter Profile Image: Haydn H.
Verified Enhanced Background Check
Sitter Profile Image: Haydn H.
Verified Enhanced Background Check

6. Haydn H.

Reliable and Fun Pet Care
Brookfield, WI, 53005
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
2 reviews

Haydn is extremely responsible. Her attention to details and protocols is unmatched. She cares for animals in the most loving and nurturing way. Any customer using Rover would be lucky to get her and be beyond satisfied with her work.

Availability updated 2 days ago
Sitter Profile Image: Caitlin B.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin B.
Verified Enhanced Background Check

7. Caitlin B.

Rover 101
Passionate animal lover
West Allis, WI, 53227
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
Profile image

Caitlin was fantastic with our dog, Cooper. She treated him with the same care we would have! We highly recommend her to take care of your pet.

Availability updated 2 days ago
Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check

8. Rachel H.

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

Rachel was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond to care for my dog when she was dealing with anxiety while I was gone by going for more walks and time at the dog park. All in all, she will be my sitter of choice whenever I go out of town.

Availability updated 84 days ago
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

9. Sarah J.

Star Sitter
I’m awkward with humans.
West allis, WI, 53219
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
172 reviews
51 repeat clients
Profile image

Sarah was amazing!!sent updates and pictures during her stay. Came back to a clean house and happy pets! We will definitely be having her watch our girls again :)

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

10. Jenn S.

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

Jenn was absolutely PHENOMENAL with our furbabies, and we have a lot! She sent regular updates and we felt so comfortable knowing that she was okay with both cats and dogs. We would absolutely hire her again.

Availability updated yesterday
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check

11. Amanda S.

Tell your dog I said hi!
West Allis, WI, 53219
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
Profile image

Amanda watched my golden retriever Murphy from Wednesday to Sunday. She was fantastic! Communication was great. She sent multiple updates throughout the day including photos. She left my house in exactly the same condition it was in before I left and even grabbed my mail for me. I highly recommend Amanda. I will be using her again!

Availability updated 4 days ago
Sitter Profile Image: Jamila M.
Verified Background Check
Sitter Profile Image: Jamila M.
Verified Background Check

12. Jamila M.

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

Jamila was responsible, respectful and communicative. She was on time and sent plenty of updates. Our dogs seemed to be very comfortable with her.

Availability updated yesterday
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check
Sitter Profile Image: Hannah B.
Verified Enhanced Background Check

13. Hannah B.

Star Sitter
Lover of ALL animals!!
West Allis, WI, 53214
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5.0 out of 5 stars
31 reviews
7 repeat clients

About: Hey there! My name is Hannah and animals are my best friends! I have always had pets and currently have two kitties of my own named Stella and Pepper! I volunteer part time at an animal shelter, so I know everything that there is to know about what makes animals the happiest and most loved that they can be! My newest addition, Pepper, was actually staying with me as a foster until I fell in love and decided to keep him. I am super outgoing and love having a blast with the fur babies! I work 3 1/2 days a week and have a VERY flexible schedule! I am home by 3 most days and always find any time in my day to spend time with the fur babies! I have a VERY clean apartment. My roommate (sister) works from home so my cats always have someone to play with. We have tons of toys of all sorts followed with an automatic feeder and water fountain. Doors are always open in the apartment to allow the animals to utilize every room. We have a beautiful and big patio perfect for bird watching and sun bathing.

Availability updated yesterday
Sitter Profile Image: Sydney P.
Verified Enhanced Background Check
Sitter Profile Image: Sydney P.
Verified Enhanced Background Check

14. Sydney P.

Happy Dog Happy Syd
Wauwatosa, WI, 53213
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
3 reviews

Sydney is such a caring individual and that directly shows in her love of animals, especially dogs! Whether it’s her own or her friends dogs she immediately connects with a love of making sure those dogs feel comfortable. She loves to take her two dogs for long walks in county and State parks enjoying the hike! I would highly recommend Sydney to take care of any animals!

Availability updated 4 days ago
Sitter Profile Image: Molly O.
Verified Background Check
Sitter Profile Image: Molly O.
Verified Background Check

15. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5.0 out of 5 stars
33 reviews
14 repeat clients
Profile image

Molly is the best! She is very patient and caring with our senior dogs. She takes initiative to engage and enrich our pups with lots of fun and play. Of equal, if not greater, importance is her quick thinking when unforeseen events arise. She’s shrewd, highly responsible, and I trust her in an emergency. She is always our first choice. All around, she’s a stellar human and highly capable sitter!

Availability updated 3 days ago
Sitter Profile Image: Ashlee J.
Verified Enhanced Background Check
Sitter Profile Image: Ashlee J.
Verified Enhanced Background Check

16. Ashlee J.

Lover of all animals 🐕
west allis, WI, 53214
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
Profile image

She was wonderful! Very attentive and took good care of my dogs and house. Highly recommend

Availability updated 11 days ago
Sitter Profile Image: Kia L.
Verified Enhanced Background Check
Sitter Profile Image: Kia L.
Verified Enhanced Background Check

17. Kia L.

Star Sitter
Looking for some company! :)
Bluemound Heights, Milwaukee, WI, 53213
1.7 mi. away
Boarding, House Sitting
from
$50
per night
5.0 out of 5 stars
31 reviews
4 repeat clients
Profile image

Kia took amazing care of our dog Macchi! He bonded with her immediately, and she was curious and conscientious about his unique needs & routine. We came home to a calm and happy pup! She was also very flexible and easy to communicate with, and she left our house clean & tidy. We would love to have her back again sometime - thank you, Kia!

Availability updated 8 days ago
Sitter Profile Image: Natassha D.
Verified Enhanced Background Check
Sitter Profile Image: Natassha D.
Verified Enhanced Background Check

18. Natassha D.

Love them like my own
Johnson's Woods, Milwaukee, WI, 53214
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5.0 out of 5 stars
3 reviews

Natassha is an incredible caregiver, she is kind, patient, gentle and understanding. I would highly recommend her for a safe and fun time with any dog.

Availability updated 8 days ago
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check

19. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5.0 out of 5 stars
47 reviews
18 repeat clients
Profile image

Stepen and Amelie took great care of our 1 year old dog and our home. They took our dog on multiple walks, played with him and made sure he was comfortable. They were great about keeping us up to date with pictures, videos and messages about how our dog was doing. We came home to a detailed list of what our dog did each day, how much he ate, when he used the bathroom and when he slept. We were very impressed and would recommend Stephen and Amelie.

Availability updated 6 days ago
Sitter Profile Image: Kelle B.
Verified Enhanced Background Check
Sitter Profile Image: Kelle B.
Verified Enhanced Background Check

20. Kelle B.

Star Sitter
Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
69 reviews
9 repeat clients
Profile image

Kelle was incredible. She was very attentive to all of the directions we had to take care of our pups. She was timely, responsible & kept us updated. Our home was in pristine condition upon our return. Most importantly- she took such amazing care of our two boys. She kept us updated and sent lots of pictures. In the past we would check in often with our sitter - but didn’t feel the need to this time with Kelle because we knew they were in such great care. We will definitely be asking Kelle to watch our boys again in the future!

Availability updated today

Search Map

House Sitting FAQs

Frequently asked questions about Rover

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Cannon Park:

House Sitting