House Sitting in Brewer's Hill, Milwaukee

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Top rated Brewer's Hill house sitters

These prices are per night. Pricing may change based on the options you select. A booking fee of 11% and taxes will apply. Learn more

1 / 1
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
22 reviews
10 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

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Erica O.
Sitter Profile Image: Addoris D.
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Addoris D.
from
$50
per night
5 out of 5.0 stars
9 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
14 reviews
5 repeat clients
10 years of experience
Washington Heights, Milwaukee, WI, 53208

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

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Graham B.
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
130 reviews
34 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!

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Catie W.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$63
per night
5 out of 5.0 stars
34 reviews
10 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: Maiah D.
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Maiah D.
Star Sitter
from
$75
per night
5 out of 5.0 stars
22 reviews
3 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: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
46 reviews
7 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: Melissa H.
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Melissa H.
Star Sitter
from
$60
per night
5 out of 5.0 stars
32 reviews
8 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: Madelyn C.
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Madelyn C.
from
$52
per night
5 out of 5.0 stars
3 reviews
10 years of experience
Milwaukee, WI, 53211

Did such a great job taking care of Izzy and the house as well.

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Madeline J.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5 out of 5.0 stars
161 reviews
49 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

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Toni P.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5 out of 5.0 stars
53 reviews
15 repeat clients
20 years of experience
Shorewood, WI, 53211

Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!

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Angela M.
Sitter Profile Image: Michaela S.
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Michaela S.
from
$30
per night
5 out of 5.0 stars
4 reviews
5 years of experience
Milwaukee, WI, 53212

Michaela did a great job showing up for my pups. I hardly ever leave them for a week but Michaela handled it like a champ!

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Ashley Z.
Sitter Profile Image: Ali M.
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Ali M.
from
$65
per night
5 out of 5.0 stars
52 reviews
20 repeat clients
10 years of experience
Milwaukee, WI, 53211

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really didn’t know what to expect. She was very professional, friendly, and helpful with the entire process. She sent me photo updates of my cat when she stopped in and she took such good care of everything I asked her to do. I will definitely be using her again.

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Emily V.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$28
per night
5 out of 5.0 stars
7 reviews
1 repeat client
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: Travis H.
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Travis H.
from
$62
per night
5 out of 5.0 stars
263 reviews
94 repeat clients
35 years of experience
Riverwest, Milwaukee, WI, 53212

Travis was great to work with. He really bonded with my dog, Lucy. She was sorry to see him go. I highly recommend Travis. He’s kind, prompt, and great with dogs. Very trustworthy. Best dog sitter in Milwaukee , and maybe the whole Midwest!

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Alison D.
Sitter Profile Image: Sonia E.
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Sonia E.
from
$35
per night
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: Jackie C.
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Jackie C.
Star Sitter
from
$75
per night
5 out of 5.0 stars
109 reviews
35 repeat clients
10 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

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Kristen R.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$55
per night
5 out of 5.0 stars
32 reviews
7 repeat clients
10 years of experience
Milwaukee, WI, 53202

We couldn’t be happier with Jenna! Our pup has separation anxiety and Jenna navigates that with compassion and care. Highly recommend!

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Bethany P.
Sitter Profile Image: Kelly N.
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Kelly N.
from
$40
per night
5 years of experience
Riverwest, Milwaukee, WI, 53212

About: I've taken care of multiple friends' dogs for 5 years for them to enjoy trips. I have become the trusted source for them to have less stress on trips knowing their dogs got to stay home and be loved on. My job is very flexible during the day so I can come & go as I need to check in on your dog & then at night be there for snuggles and more walks. I don't prefer pets in my home as it is smaller but at your home I treat it like my own. I aim to make the place look as good, or better than I found it. I will treat your dog how you request whether that's 10 pages of notes or a few simple things. I want your dog to feel like y'all never left but got a new friend instead.

Sitter Profile Image: Lily S.
Verified Enhanced Background Check
Lily S.
Star Sitter
from
$125
per night
5 out of 5.0 stars
43 reviews
13 repeat clients
25 years of experience
Milwaukee, WI, 53212

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!

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Eric M.
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These prices are per night. Pricing may change based on the options you select. A booking fee of 11% and taxes will apply. Learn more
Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
Verified Enhanced Background Check

Keisha P.
Star Sitter

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

10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️

Availability updated 2 days ago
Sitter Profile Image: Addoris D.
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Sitter Profile Image: Addoris D.
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Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 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 2 days ago
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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Ashley W.

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

Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!

Availability updated 18 days ago
Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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Carole & Shannon C.
Star Sitter

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

We were so happy to have Carole staying at our house and taking care of our puppy! We were sent many updates and assured that our dog had been well taken care of. Thank you!

Availability updated 7 days ago
Sitter Profile Image: Megan D.
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Sitter Profile Image: Megan D.
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Megan D.
Star Sitter

Please pick me!
Milwaukee, WI, 53204
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
34 reviews
10 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 10 days ago
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
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
22 reviews
3 repeat clients
Profile image

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

Availability updated today
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
0.8 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
7 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 today
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
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
32 reviews
8 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: Madelyn C.
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Sitter Profile Image: Madelyn C.
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Madelyn C.

Treats, Tail Wags & Lots of Love!
Milwaukee, WI, 53211
2.5 mi. away
House Sitting, Dog Walking
from
$52
per night
5 out of 5.0 stars
3 reviews
Profile image

Did such a great job taking care of Izzy and the house as well.

Availability updated 3 days ago
Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

Jessica Z.
Star Sitter

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5 out of 5.0 stars
161 reviews
49 repeat clients
Profile image

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

Availability updated today
Sitter Profile Image: Carrianne L.
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Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter

Caring for Critters of all Kinds!
Shorewood, WI, 53211
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
53 reviews
15 repeat clients
Profile image

Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!

Availability updated 4 days ago
Sitter Profile Image: Michaela S.
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Sitter Profile Image: Michaela S.
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Michaela S.

Dogs! Cats! & Walks! Oh My!
Milwaukee, WI, 53212
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
4 reviews
Profile image

Michaela did a great job showing up for my pups. I hardly ever leave them for a week but Michaela handled it like a champ!

Availability updated 2 days ago
Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
52 reviews
20 repeat clients
Profile image

Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really didn’t know what to expect. She was very professional, friendly, and helpful with the entire process. She sent me photo updates of my cat when she stopped in and she took such good care of everything I asked her to do. I will definitely be using her again.

Availability updated 3 days ago
Sitter Profile Image: Elizabeth J.
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Sitter Profile Image: Elizabeth J.
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Elizabeth J.

I love every dog like it’s my own!
Lower East Side, Milwaukee, WI, 53202
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
7 reviews
1 repeat client
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 3 days ago
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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Travis H.
Rover 101

Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$62
per night
5 out of 5.0 stars
263 reviews
94 repeat clients
Profile image

Travis was great to work with. He really bonded with my dog, Lucy. She was sorry to see him go. I highly recommend Travis. He’s kind, prompt, and great with dogs. Very trustworthy. Best dog sitter in Milwaukee , and maybe the whole Midwest!

Availability updated 3 days ago
Sitter Profile Image: Sonia E.
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Sitter Profile Image: Sonia E.
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Sonia E.

Reliable Dog Care, Rain or Shine
Northpoint, Milwaukee, WI, 53211
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
4 reviews

Sonia is a highly passionate caretaker for animals. She has been helping me take care of my cats for years, in New York, New Jersey and now Wisconsin. She once transported my oldest cat, Stormy, a 10 year old female, from North Carolina to Wisconsin by plane. It was a major move and journey that could have been traumatizing for my cat, but Sonia successfully kept her calm the entire plane ride and helped her transition into a new home. More recently she has also been taking care of my new cat, Ori Oshun, a young kitten. Sonia is very attentive to my cats' needs; she listens to them when they are hungry and feeds them just enough that they need for the time of day. She also makes sure to do play time with my cats, to give them some exercise and so they can have some fun. She makes sure to calm Stormy when she starts fighting with the kitten, and makes sure both cats feel safe around each other. Sonia has even started taking Ori Oshun on short walks in the woods with a backpack carrier, something my kitten really enjoys. I would highly recommend Sonia to any other pet owner as a competent and responsible caretaker who goes the extra step.

Availability updated 2 days ago
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter

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

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

Availability updated today
Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
32 reviews
7 repeat clients
Profile image

We couldn’t be happier with Jenna! Our pup has separation anxiety and Jenna navigates that with compassion and care. Highly recommend!

Availability updated 10 days ago
Sitter Profile Image: Kelly N.
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Sitter Profile Image: Kelly N.
Verified Enhanced Background Check

Kelly N.

Your dog's new bestie!
Riverwest, Milwaukee, WI, 53212
0.6 mi. away
House Sitting, Drop-In Visits
from
$40
per night
4 reviews

Kelly has always taken wonderful care of our German Shepherd. For being an anxious dog, he loves spending time with Kelly. She pays attention to detail in giving him the correct amount of food, medication if/when is needed, and always gives him lots of love and play time to ensure he is well taken care of! We never have to worry when Kelly takes care of our pup, we know he's in the best of hands and loves his time with Kelly!

Availability updated 14 days ago
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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Lily S.
Star Sitter

Certified Sitter!
Milwaukee, WI, 53212
0.5 mi. away
House Sitting, Drop-In Visits
from
$125
per night
5 out of 5.0 stars
43 reviews
13 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 29 days ago

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