House Sitting in Triangle, Milwaukee

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Top rated Triangle house sitters

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Sitter Profile Image: Addoris D.
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Addoris D.
from
$50
per night
5 out of 5.0 stars
10 reviews
1 repeat client
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

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Nikki C.
Sitter Profile Image: Ashley W.
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Ashley W.
from
$45
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
10 years of experience
Washington Heights, Milwaukee, WI, 53208

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

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Kristina S.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
23 reviews
12 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

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Jordyn
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$60
per night
5 out of 5.0 stars
37 reviews
10 repeat clients
40 years of experience
Milwaukee, WI, 53211

Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.

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Claire L.
Sitter Profile Image: Rachel H.
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Rachel H.
from
$30
per night
5 out of 5.0 stars
92 reviews
23 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel was great with our pup and cats, as always! While away we can feel confident the house and pets are being cared for and they all get lots of snuggles!

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Todd S.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
46 reviews
8 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53214

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

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Lexi M.
Sitter Profile Image: Carole & Shannon C.
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Carole & Shannon C.
Star Sitter
from
$75
per night
5 out of 5.0 stars
133 reviews
35 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole and Max are amazing. The last time she sat for me, I had two dogs. Sadly, I had to put one of them down and Carole and Max left me a framed photo on my beloved Sequoia. Their thoughtfulness meant the world to me and I know my dog Miley was well cared for.

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Robin F.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$75
per night
5 out of 5.0 stars
34 reviews
11 repeat clients
11 years of experience
Milwaukee, WI, 53204

Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!

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Stella F.
Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$57
per night
5 out of 4.9 stars
82 reviews
24 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Awesome job! Would highly recommend. Expert care of our needy, elderly Great Pyrenees, and pure wizardry with our little shepherd who can be tricky unless you’re in her pack.

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Jon G.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$75
per night
5 out of 5.0 stars
27 reviews
5 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

Maiah is great and my dogs love her! Rebooking her again!

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Matthew P.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$28
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

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Emma L.
Sitter Profile Image: Emily M.
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Emily M.
from
$45
per night
5 out of 5.0 stars
5 reviews
1 repeat client
30 years of experience
Milwaukee, WI, 53213

Did amazing

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Justin F.
Sitter Profile Image: Sonia E.
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Sonia E.
from
$45
per night
5 out of 5.0 stars
5 reviews
18 years of experience
Northpoint, Milwaukee, WI, 53211

About: I LOVE DOGS. Their lives are short, and I want to help them enjoy those years with comfort, care, and fun. I have had a dog companion in my life since I was five years old. I especially enjoy caring for high-energy dogs who need regular exercise—I’m always up for long walks, playtime, or outdoor adventures. I also have experience with senior dogs, and I understand the importance of patience, gentle handling, and keeping routines consistent. I’ve successfully trained dogs to potty outside, sit on command, and even walk off-leash. Whether your pup is young and active or older and needs a slower pace, I’ll make sure they’re well cared for while you’re away. I function better with a dog at my side. Dogs help me start my day with purpose—there’s nothing like a good morning walk to get us both moving and ready for breakfast and whatever the day brings. I love building routines that keep dogs active, happy, and well cared for. I work remotely, so my schedule is very flexible and allows me to be fully present for pet care throughout the day. With cats, I understand how much they value consistency. I’m attentive to their morning and evening routines—feeding, cleaning the litter box, and giving them space or affection depending on their mood. I also make time for play and interaction throughout the day, based on each cat’s personality. Communication is everything. I try to make sure I understand each animal's boundaries and needs before providing care, this includes list of allergies and medications.

Sitter Profile Image: Amanda C.
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Amanda C.
from
$65
per night
5 out of 5.0 stars
13 reviews
1 repeat client
8 years of experience
Milwaukee, WI, 53213

Amanda was great to work with! She was prompt to respond and set up a meet and greet. She had a questionnaire for me to fill out covering all bases about Theo’s care and house sitting which I thought was really helpful! Theo seemed to like her a lot and was quite relaxed when I returned from my trip. I got daily updates with pictures. Would definitely like to work with her again :)

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krupa s.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$75
per night
5 out of 5.0 stars
113 reviews
36 repeat clients
10 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie stayed in our house with our dog for the weekend and she was great. Our husky Zero is our baby and a bit particular sometimes but she took it all in stride. She sent pictures throughout the weekend and reached out when she had questions. We also tried to make the house nice and neat for her time here and when she left we were wondering if she actually touched anything it was still so clean! We highly recommend Jackie and plan on booking her in the future when we're away for any extended amount of time.

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Brandon C.
Sitter Profile Image: Tishara M.
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Tishara M.
from
$35
per night
5 out of 5.0 stars
3 reviews
1 repeat client
5 years of experience
Midtown, Milwaukee, WI, 53208

Tishara was a wonderful and caring pet sitter. She stayed at our home and ensured our pups were loved on while we were gone. She was quick to communicate with us when needed and shared great photos. One of our dogs requires medicine 2x daily so Tishara made sure she understood how to administer it as well as any emergency contacts she might need while we’re gone. It is so reassuring to know someone is looking after your pets with that much care and concern.

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Megan T.
Sitter Profile Image: Lily S.
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Lily S.
Star Sitter
from
$125
per night
5 out of 5.0 stars
46 reviews
13 repeat clients
25 years of experience
Milwaukee, WI, 53212

Lily is so invested in my dogs and did a particularly fantastic job with the puppy. She’s a great communicator and an outstanding photographer to boot.

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Eric M.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5 out of 5.0 stars
19 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

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Josie H.
Sitter Profile Image: Claire V.
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Claire V.
from
$60
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53208

Absolutely wonderful!!! Claire is very reliable, communicative and sends the best photos. Most importantly, Charlie adores her and she adores him right back!!! I am so happy and feel extremely confident leaving him in her care. Will book her again without hesitation!🩷

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Mary Elizabeth W.
Sitter Profile Image: Meghan E.
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Meghan E.
from
$60
per night
5 out of 5.0 stars
5 reviews
1 repeat client
8 years of experience
Avenues West, Milwaukee, WI, 53233

Meghan was amazing! Our dog loved her and she made sure he is comfortable and happy while we were gone. She sent us multiple updates with pictures of our sweet little pup. She followed all his feeding and walking routines to the t and communication was stellar. We couldn’t be happier. Our Shurik definitely found a new friend.

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Lidia S.
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Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
Verified Enhanced Background Check

Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!

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

Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.

Availability updated 39 days ago
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter

Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
2.4 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
23 reviews
12 repeat clients
Profile image

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

Availability updated 2 days ago
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter

Their Favorite Pawsome Auntie 🐾
Milwaukee, WI, 53211
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
37 reviews
10 repeat clients
Profile image

Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.

Availability updated 3 days ago
Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
Verified Background Check

Rachel H.

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

Rachel was great with our pup and cats, as always! While away we can feel confident the house and pets are being cared for and they all get lots of snuggles!

Availability updated 2 days ago
Sitter Profile Image: Adrienne N.
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Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter

WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
46 reviews
8 repeat clients
Profile image

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

Availability updated 3 days ago
Sitter Profile Image: Carole & Shannon C.
Verified Background Check
Sitter Profile Image: Carole & Shannon C.
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Carole & Shannon C.
Star Sitter

east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
2.7 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
133 reviews
35 repeat clients
Profile image

Carole and Max are amazing. The last time she sat for me, I had two dogs. Sadly, I had to put one of them down and Carole and Max left me a framed photo on my beloved Sequoia. Their thoughtfulness meant the world to me and I know my dog Miley was well cared for.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Megan D.
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Sitter Profile Image: Megan D.
Verified Enhanced Background Check

Megan D.
Star Sitter

Please pick me!
Milwaukee, WI, 53204
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
34 reviews
11 repeat clients
Profile image

Megan was so lovely! She was so great with my (big) dog and I felt really confident leaving my pup with her. She kept me updated the whole time and sent a lot of pics. I came home to my apartment the same way I left it and Megan even left a sweet card. Highly recommend Megan!

Availability updated yesterday
Sitter Profile Image: Jamila M.
Verified Background Check
Sitter Profile Image: Jamila M.
Verified Background Check

Jamila M.
Rover 101
Star Sitter

Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 4.9 stars
82 reviews
24 repeat clients
Profile image

Awesome job! Would highly recommend. Expert care of our needy, elderly Great Pyrenees, and pure wizardry with our little shepherd who can be tricky unless you’re in her pack.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Maiah D.
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Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter

Let me be your pet’s 2nd bestie!
Juneau Town, Milwaukee, WI, 53963
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
27 reviews
5 repeat clients
Profile image

Maiah is great and my dogs love her! Rebooking her again!

Availability updated yesterday
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check

Elizabeth J.

I love every dog like it’s my own!
Lower East Side, Milwaukee, WI, 53202
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Emily M.
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Sitter Profile Image: Emily M.
Verified Enhanced Background Check

Emily M.

Raised on urban farm, pet sitter
Milwaukee, WI, 53213
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Did amazing

Availability updated today
Sitter Profile Image: Sonia E.
Verified Enhanced Background Check
Sitter Profile Image: Sonia E.
Verified Enhanced Background Check

Sonia E.

Reliable Dog Care, Rain or Shine
Northpoint, Milwaukee, WI, 53211
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
5 reviews

Sonia is amazing! She took care of my dog Conan for many years. He is a large mixed pup, weighs about 110 pounds and is high energy. Sonia has the stamina to take him on the long walks/runs that he needs. Conan is always excited to see Sonia, I recommend her services to anyone who needs quality care for their pup.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Amanda C.
Verified Enhanced Background Check
Sitter Profile Image: Amanda C.
Verified Enhanced Background Check

Amanda C.
Rover 101

Trusted, Loving Care for Your Pets!
Milwaukee, WI, 53213
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
13 reviews
1 repeat client
Profile image

Amanda was great to work with! She was prompt to respond and set up a meet and greet. She had a questionnaire for me to fill out covering all bases about Theo’s care and house sitting which I thought was really helpful! Theo seemed to like her a lot and was quite relaxed when I returned from my trip. I got daily updates with pictures. Would definitely like to work with her again :)

Availability updated 4 days ago
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check

Jackie C.
Star Sitter

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
113 reviews
36 repeat clients
Profile image

Jackie stayed in our house with our dog for the weekend and she was great. Our husky Zero is our baby and a bit particular sometimes but she took it all in stride. She sent pictures throughout the weekend and reached out when she had questions. We also tried to make the house nice and neat for her time here and when she left we were wondering if she actually touched anything it was still so clean! We highly recommend Jackie and plan on booking her in the future when we're away for any extended amount of time.

Availability updated today
Sitter Profile Image: Tishara M.
Verified Enhanced Background Check
Sitter Profile Image: Tishara M.
Verified Enhanced Background Check

Tishara M.

IHeartPets
Midtown, Milwaukee, WI, 53208
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

Tishara was a wonderful and caring pet sitter. She stayed at our home and ensured our pups were loved on while we were gone. She was quick to communicate with us when needed and shared great photos. One of our dogs requires medicine 2x daily so Tishara made sure she understood how to administer it as well as any emergency contacts she might need while we’re gone. It is so reassuring to know someone is looking after your pets with that much care and concern.

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

Lily S.
Star Sitter

Certified Sitter!
Milwaukee, WI, 53212
0.8 mi. away
House Sitting, Drop-In Visits
from
$125
per night
5 out of 5.0 stars
46 reviews
13 repeat clients
Profile image

Lily is so invested in my dogs and did a particularly fantastic job with the puppy. She’s a great communicator and an outstanding photographer to boot.

Availability updated 51 days ago
Sitter Profile Image: Riley N.
Verified Enhanced Background Check
Sitter Profile Image: Riley N.
Verified Enhanced Background Check

Riley N.

Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
19 reviews
4 repeat clients
Profile image

Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

Availability updated today
Sitter Profile Image: Claire V.
Verified Enhanced Background Check
Sitter Profile Image: Claire V.
Verified Enhanced Background Check

Claire V.

Claire's Got your Pet care covered!
Milwaukee, WI, 53208
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

Absolutely wonderful!!! Claire is very reliable, communicative and sends the best photos. Most importantly, Charlie adores her and she adores him right back!!! I am so happy and feel extremely confident leaving him in her care. Will book her again without hesitation!🩷

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Meghan E.
Verified Enhanced Background Check
Sitter Profile Image: Meghan E.
Verified Enhanced Background Check

Meghan E.

Love your dogs like they are my own
Avenues West, Milwaukee, WI, 53233
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Meghan was amazing! Our dog loved her and she made sure he is comfortable and happy while we were gone. She sent us multiple updates with pictures of our sweet little pup. She followed all his feeding and walking routines to the t and communication was stellar. We couldn’t be happier. Our Shurik definitely found a new friend.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend

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?

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  • 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.

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

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