House Sitting in Tippecanoe, 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: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check

1. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
143 reviews
64 repeat clients
from
$55
per night

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

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

2. Markita H.

Star Sitter
Friendly/Compassionate/Responsible
Saint Francis, WI, 53235
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
6 repeat clients
from
$57
per night

Markita is an excellent dog sitter. She is my go to gal for staying the weekend at my house. She communicates well and gives adorable updates. Her love for animals is obvious!

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

3. Jessica Z.

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

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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

4. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
6.7 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 amazing!! I have 2 cats and an anxious dog. She treated them all with so much love and cared for them while I was out of town.Updates and pictures every day!!

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

5. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 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: Alexy & Dylan G.
Verified Enhanced Background Check
Sitter Profile Image: Alexy & Dylan G.
Verified Enhanced Background Check

6. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$28
per night

Alexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.

Sitter Profile Image: Megan M.
Verified Enhanced Background Check
Sitter Profile Image: Megan M.
Verified Enhanced Background Check

7. Megan M.

Star Sitter
Passionate pet sitter
Milwaukee, WI, 53215
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$28
per night

Megan came over for the most part of our vacation to catsit our fur baby. She was reliable, caring and punctual. She was able to form a beautiful bond with our cat in the time she took care of him. She sent us pictures everyday and maintained constant communication with us while we were so far away. We would highly recommend her for anyone who is looking for a caring companion to look after their baby.

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
5.3 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 was great with our two crazy dogs and her ability to watch them in our home was priceless. Our beagle has anxiety and does best in her own environment. Rachel kept us informed with texts and pictures and really provided peace of mind that our pups were in good hands.

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

9. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
5.5 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: Elba M.
Verified Enhanced Background Check
Sitter Profile Image: Elba M.
Verified Enhanced Background Check

10. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
129 reviews
51 repeat clients
from
$45
per night

Elba was amazing. She took great care of our boys, and kept us in the loop of everything they were doing. A ton of pictures were taken, and I think our boys are excited to be watched by her again. Thank you!

Sitter Profile Image: Adelle W.
Verified Enhanced Background Check
Sitter Profile Image: Adelle W.
Verified Enhanced Background Check

11. Adelle W.

Star Sitter
Will play fetch!
Bay View, Milwaukee, WI, 53207
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$75
per night

Adelle went the extra mile when caring for both Tito and Daisy in our home for an entire week! While out of country, she eased our stress of being away from our dogs tenfold. She was very informative without becoming too overbearing while we were on vacation. Overall, I would recommend her to anyone that cares about their pets like we do—she’ll definitely be hearing from us again!

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

12. Bret H.

Star Sitter
Work from home and reliable
Bay View, Milwaukee, WI, 53207
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$55
per night

Our usual dog sitter was unable to stay at our house so I decided to check Rover. It's a leap of faith to have someone who you don't know staying in your house with your dogs, so I spent a lot of time searching Rover and Bret ended up being our #1 choice. I am thrilled that we chose Bret - he was fantastic! He was great with communication, sent photos, and took impeccable care of our house and dogs. I highly recommend Bret!

Sitter Profile Image: Liz N.
Verified Background Check
Sitter Profile Image: Liz N.
Verified Background Check

13. Liz N.

Fun, energetic animal lover!
Fernwood, Milwaukee, WI, 53207
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$40
per night

Liz was great with my two pups. I was a little nervous about leaving them. I had just adopted a senior pup about 10 months prior and my other pup is pretty attached to me. This was my first time leaving them for such a long time. They were happy and well taken care of. I got pictures and updates through out my trip. It definitely made my trip easier knowing Liz was there loving on them!

Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

14. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 reviews
37 repeat clients
from
$60
per night

Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

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

15. Kelli H.

Dog and exercise lover!
Bay View, Milwaukee, WI, 53207
1.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
16 reviews
3 repeat clients
from
$45
per night

Kelli was awesome house sitting for us. She was an awesome house guest and got along great with our dog. He was in high spirits while we were away. We appreciated all the photos Kelli sent and she was very responsive to our messages. 10 stars.

Sitter Profile Image: Megan S.
Verified Background Check
Sitter Profile Image: Megan S.
Verified Background Check

16. Megan S.

Teacher iso pet cuddles and walks!
Bay View, Milwaukee, WI, 53207
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$47
per night

About: Proud dog and cat owner with a knack for puppet whispering. Recently, my cat of over 10 years passed away and am in need of some puppy snuggles. Let me love your dog!? Haha! In all seriousness, I had a German Sheppard before I moved to Milwaukee. Raised him as a puppy until he passed on. My family also had two labs when I was growing up and a Doberman now. I have the most experience with larger breeds but am not apposed to watching smaller breeds either. I am open to kittens, puppy’s and cats too. I am available for over night stays, early am walks and day time play. Weekend are pretty free for drop ins or overnight stays as well. Any questions, just ask! Thank you, Megan I work from home during the day and like to get out on walks. I will always be home to watch over your pooch and cat care needs. I am a caregiver and naturally very nurturing. I would treat your pet as my own. I am the go to sitter for my friend group, including 4 golden doodles and one husky!

Sitter Profile Image: Andie Z.
Verified Background Check
Sitter Profile Image: Andie Z.
Verified Background Check

17. Andie Z.

Loving, Active Care Provider
Milwaukee, WI, 53207
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$56
per night

Andie was such a great sitter! Took my dog on many fun adventures, and sent me multiple pictures. I came home from my trip to a happy and tired pup! Definitely using her again!

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

18. Jessica H.

Star Sitter
The best care in Bay View!
Bay View, Milwaukee, WI, 53207
1.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
43 reviews
12 repeat clients
from
$75
per night

Jessica was fantastic! She stayed with our pup, Bruin and cared for him and his many quirks/needs perfectly. Made our weekend away relaxing, knowing he was in great hands!

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

19. Linsey C.

Passionate about Pet Happiness ❤️
Bay View, Milwaukee, WI, 53207
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$28
per night

We’re so happy Nico was in good hands while we were on vacation. Linsey sent videos and pictures everyday and was very communicative with us and understanding of our concerns. It was a great relief to see Nico and our home were taken care of.

Sitter Profile Image: Felicity W.
Verified Enhanced Background Check
Sitter Profile Image: Felicity W.
Verified Enhanced Background Check

20. Felicity W.

Animals are my full time passion 🤍
St Francis, WI, 53235
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
12 repeat clients
from
$50
per night

Felicity was great! My pup loved her and was well taken care of while we were away. She has watched her twice now and we would definitely book again! She stayed at our home and the house was in great shape when we got home.

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Tippecanoe:

Pet parents in Tippecanoe, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Tippecanoe house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Tippecanoe, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Tippecanoe house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

House Sitting