House Sitting in Fernwood, 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

Calendar Recently Updated
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
0.8 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
Profile image

I booked house sitting with Blythe because pet hotels stress my senior baby out. Blythe went above and beyond taking care of my senior baby. She did everything I asked and more. She updated me with pictures and my baby looked very comfy and happy. The whole process was very smooth and stress free. I will definitely be booking with Blythe again and recommend you do as well!

Calendar Recently Updated
Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Sitter Profile Image: Lily S.
Verified Enhanced Background Check

2. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per night
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!

Calendar Recently Updated
Sitter Profile Image: Markita H.
Verified Background Check
Sitter Profile Image: Markita H.
Verified Background Check

3. Markita H.

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

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!

Calendar Recently Updated
Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check

4. Rachel H.

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

Rachel is SO great! Excellent communication, took care of the special needs of our dog and his meds. Came back to happy pets and a spotless house!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

5. Jessica Z.

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

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: 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
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
6 repeat clients
from
$28
per night
Profile image

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.

Calendar Recently Updated
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
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$28
per night
Profile image

Megan is definitely the first rover sitter I reach out to, to see if she can come house sit for my pup. She's very respectful of my home and I feel very comfortable having her take care of Frankie when I'm away.

Calendar Recently Updated
Sitter Profile Image: Elba M.
Verified Enhanced Background Check
Sitter Profile Image: Elba M.
Verified Enhanced Background Check

8. Elba M.

Rover 101
Star Sitter
Wiggle waggle and roll!
Cudahy, WI, 53110
3.7 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
Profile image

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!

Calendar Recently Updated
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
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night
Profile image

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!!

Calendar Recently Updated
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Sitter Profile Image: Emily R.
Verified Enhanced Background Check

10. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 reviews
17 repeat clients
from
$72
per night
Profile image

Emily is incredible with my senior dog, Bernie. She's gentle and patient and is understanding of the unfortunate accident or 2 requiring clean up on some visits. I have peace of mind knowing she will be there for Bernie!

Calendar Recently Updated
Sitter Profile Image: Carolina G.
Verified Enhanced Background Check
Sitter Profile Image: Carolina G.
Verified Enhanced Background Check

11. Carolina G.

I enjoy pets company!
Cudahy, WI, 53110
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$40
per night
Profile image

This was our second time with Carolina dog sitting in our home and we couldn't be happier. Our dog seemed very comfortable with her and her family. She sent us many photos, videos, and updates. And she took our dog on hikes and walks regularly. We will absolutely be booking Carolina again!

Calendar Recently Updated
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
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$55
per night
Profile image

We left our 2 dogs and 2 cats in Bret’s care while we were on vacation in Hawaii. I can’t begin to tell you what a wonderful and caring person Bret is. He instantly bonded with our fur babies (even our boy who has high anxiety) and took such good care of them and our home while we were gone. He sent pics and updates often and left me feeling so calm and assured that everything was fine at home. We would love to have Bret back again any time.

Calendar Recently Updated
Sitter Profile Image: Adelle W.
Verified Enhanced Background Check
Sitter Profile Image: Adelle W.
Verified Enhanced Background Check

13. Adelle W.

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

Adelle took great care of our pups while we were out of town. She was very communicative, sent lots of pictures and we have already booked her again :)

Calendar Recently Updated
Sitter Profile Image: Liz N.
Verified Background Check
Sitter Profile Image: Liz N.
Verified Background Check

14. Liz N.

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

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!

Calendar Recently Updated
Sitter Profile Image: Becca S.
Verified Background Check
Sitter Profile Image: Becca S.
Verified Background Check

15. Becca S.

Rover 101
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$60
per night
Profile image

Becca was super nice,sent updates her whole stay with my puppy Abril. I highly recommend her. I will keep using her services. Thanks Becca for being understanding of my puppy with separation anxiety and made her happy until I got home.

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

16. Leandrea R.

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

Leandrea mananged to even get through trustful my shy cat. She sent many pictures and updates throughout they stay. I was even a little worried my dog and cat were going to like her more than me. Haha.

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

17. Kelli H.

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

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.

Calendar Recently Updated
Sitter Profile Image: Megan S.
Verified Background Check
Sitter Profile Image: Megan S.
Verified Background Check

18. Megan S.

Teacher iso pet cuddles and walks!
Bay View, Milwaukee, WI, 53207
1.6 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!

Calendar Recently Updated
Sitter Profile Image: Izzy A.
Verified Enhanced Background Check
Sitter Profile Image: Izzy A.
Verified Enhanced Background Check

19. Izzy A.

All animals have my heart
St.Francis, WI, 53235
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$28
per night

About: I’ve had animals since I was young. I’ve always loved taking care of them and showing them love. I am very patient and gentle with all animals. I am available at all times!! I have a very flexible schedule, so that means I will tend to your furry friends whenever it is needed! I currently have 3 dogs and I see them as family, nothing less. I will take care of other peoples animals as they are my own.

Calendar Recently Updated
Sitter Profile Image: Linsey C.
Verified Enhanced Background Check
Sitter Profile Image: Linsey C.
Verified Enhanced Background Check

20. Linsey C.

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

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.

Search Map

Connect anywhere with the Rover app

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Fernwood:

Dog owners in Fernwood, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Fernwood 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 Fernwood, 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 Fernwood house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

House Sitting