House Sitting in Lake Park, Milwaukee

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Top rated Lake Park house sitters

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
13 reviews
7 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

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Amy G.
Sitter Profile Image: Megan D.
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Megan D.
Star Sitter
from
$63
per night
5 out of 5.0 stars
23 reviews
7 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: Melissa H.
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Melissa H.
Star Sitter
from
$60
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
40 years of experience
Milwaukee, WI, 53211

Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!

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payton t.
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

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: Lily S.
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Lily S.
Star Sitter
from
$75
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
25 years of experience
Milwaukee, WI, 53212

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

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Shiloh F.
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
113 reviews
32 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: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5 out of 5.0 stars
152 reviews
46 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was amazing! She communicated with us every day and sent us pictures/videos of the dogs, which my daughters really enjoyed. She took extra special care of our geriatric dog, making and feeding him human food, per our request. We will definitely be hiring Jessica again! Thank you for taking care of our fur babies! Brandy

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Brandy F.
Sitter Profile Image: Joanne & Becky J.
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Joanne & Becky J.
Star Sitter
from
$45
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53203

Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!

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Sarah O.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5 out of 5.0 stars
32 reviews
8 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: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5 out of 5.0 stars
74 reviews
21 repeat clients
20 years of experience
Milwaukee, WI, 53204

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

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Meredith H.
Sitter Profile Image: Kathryn D.
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Kathryn D.
Star Sitter
from
$65
per night
5 out of 5.0 stars
67 reviews
18 repeat clients
14 years of experience
Milwaukee, WI, 53211

Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!

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Emily H.
Sitter Profile Image: Liz P.
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Liz P.
Star Sitter
from
$60
per night
5 out of 5.0 stars
117 reviews
38 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

Liz was great at following instructions and was super receptive to any feedback or request. She took care of my boys and the house. She kept me updated and seemed to really care for the boys.

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Vanessa N.
Sitter Profile Image: Addoris D.
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Addoris D.
from
$25
per night
5 out of 5.0 stars
5 reviews
1 repeat client
5 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I’ve taken care of elderly dogs, as well as new puppies, and know how to meet the needs of every unique pet that I work with in my life. I am always conscious about disrupting their routine as little as possible while their humans are gone, and take care to give them as much kindness and love as possible. I work in theatre in the evenings, but have my mornings and afternoons free. I enjoy dog sitting when I don’t have a show, as well as drop in visits and walks to help folks who work a 9-5 job. I always strive to respect and diligently care for the pets in my care. I always write down any instructions I receive, and make sure to cross check that to provide the highest quality care and service for folks. I treat the pets I care for with the kindness, calmness, and love that I would want someone to take care of my own pets.

Sitter Profile Image: Lanaya O.
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Lanaya O.
from
$25
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
15 years of experience
Yankee Hill, Milwaukee, WI, 53202

Lanaya was great. She could handle our Great Dane with no problems for a whole day, even sending us pictures through the day without us asking for them which was really nice of her. First time using rover for us but it won’t be the last. Thanks Lanaya! We will see you soon.

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Leonardo P.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$62
per night
5 out of 5.0 stars
250 reviews
92 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: Talor G.
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Talor G.
Star Sitter
from
$95
per night
5 out of 5.0 stars
50 reviews
14 repeat clients
20 years of experience
Milwaukee, WI, 53202

I came home a very tired lady from a long day and almost 9 days gone. Besides a few misunderstandings that were figured out right away, Talor was an awesome sitter for my Lola. my Lola is 13 years old and I am a worrying mama. Talor took special care of her and I could see how much Lola loved her too! She was awesome with an older dog. Treated her with a lot of gentleness. I came home to a very straightened out clean house. I have not even finished unpacking and it’s 1:42 AM in the morning and I had to quit and just sit down. I loved the pictures that were sent and I would definitely recommend Talor to anyone that needs an awesome sitter and I will definitely keep her on my list when I need one again. I hope she enjoyed her house sitting experience at my home as much as we both enjoyed her 🩷 Thank you very much, Talor. I appreciate how well you took care of my sweet Lola and made her so happy! Of course she has always been easy to love 🩷

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Catherine F.
Sitter Profile Image: Linnea G.
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Linnea G.
from
$50
per night
5 out of 4.9 stars
47 reviews
14 repeat clients
5 years of experience
Lower East Side, Milwaukee, WI, 53202

Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.

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Courtney R.
Sitter Profile Image: Lilly H.
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Lilly H.
from
$50
per night
5 out of 5.0 stars
21 reviews
7 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

Lilly was attentive and made us feel very comfortable. It’s nice to know your fur child is in good hands and you have nothing to worry about. Will book again.

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Julian C.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
from
$40
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
4 years of experience
Lower East Side, Milwaukee, WI, 53202

About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) As of right now, my schedule is completely open, Monday - Sunday. I am in a transition period, so I would love to prioritize your fur baby. I live in an apartment on the east side, so I’m close to several parks and have access to trails, lakeside, dog parks if these attributes benefit your baby. I’m a very active person, so taking your animal on several walks a day is a treat to me!

Sitter Profile Image: Jenna M.
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Jenna M.
from
$55
per night
5 out of 5.0 stars
31 reviews
6 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.
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Loving house sitters in your neighborhood

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Sitter Profile Image: Keisha P.
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Sitter Profile Image: Keisha P.
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1. Keisha P.

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

We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Megan D.
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Sitter Profile Image: Megan D.
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2. Megan D.

Star Sitter
Please pick me!
Milwaukee, WI, 53204
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
23 reviews
7 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 today
Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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3. Melissa H.

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

Melissa was outstanding!! We for sure could not have asked for anyone better to come stay with our babies. We got daily pictures and updates and you could tell she loved them like her own. We can not wait for her to come back as we already have her booked for more sittings!

Availability updated today
Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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4. Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
14 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 14 days ago
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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5. Lily S.

Star Sitter
Certified Sitter!
Milwaukee, WI, 53212
1.9 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
39 reviews
12 repeat clients
Profile image

This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

Availability updated 6 days ago
Sitter Profile Image: Carole & Shannon C.
Verified Background Check
Sitter Profile Image: Carole & Shannon C.
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6. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits
from
$75
per night
5 out of 5.0 stars
113 reviews
32 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 today
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

7. Jessica Z.

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

Jessica was amazing! She communicated with us every day and sent us pictures/videos of the dogs, which my daughters really enjoyed. She took extra special care of our geriatric dog, making and feeding him human food, per our request. We will definitely be hiring Jessica again! Thank you for taking care of our fur babies! Brandy

Availability updated today
Sitter Profile Image: Joanne & Becky J.
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Sitter Profile Image: Joanne & Becky J.
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8. Joanne & Becky J.

Star Sitter
Wannabe Fur Moms - For Our Fur Fund
Milwaukee, WI, 53203
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!

Availability updated 18 days ago
Sitter Profile Image: Carrianne L.
Verified Enhanced Background Check
Sitter Profile Image: Carrianne L.
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9. Carrianne L.

Star Sitter
Caring for Critters of all Kinds!
Shorewood, WI, 53211
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5 out of 5.0 stars
32 reviews
8 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 22 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Emily R.
Verified Enhanced Background Check
Sitter Profile Image: Emily R.
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10. Emily R.

Rover 101
Star Sitter
Pawsitively excellent pet sitter!
Milwaukee, WI, 53204
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$77
per night
5 out of 5.0 stars
74 reviews
21 repeat clients
Profile image

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

Availability updated 4 days ago
Sitter Profile Image: Kathryn D.
Verified Enhanced Background Check
Sitter Profile Image: Kathryn D.
Verified Enhanced Background Check

11. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
67 reviews
18 repeat clients
Profile image

Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!

Availability updated 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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12. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
117 reviews
38 repeat clients
Profile image

Liz was great at following instructions and was super receptive to any feedback or request. She took care of my boys and the house. She kept me updated and seemed to really care for the boys.

Availability updated yesterday
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check
Sitter Profile Image: Addoris D.
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13. Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
5 reviews
1 repeat client

Adi was an absolute gem. My dog Ruby loved her and we were sad when she moved to Chicago. She takes incredible care and was always prompt when messaging me about any issues (Ruby has to take medication every day and she can sometimes be a nightmare about it). Would highly recommend her, especially for your elderly dogs that need a little bit of extra love and attention.

Availability updated today
Sitter Profile Image: Lanaya O.
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Sitter Profile Image: Lanaya O.
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14. Lanaya O.

Animal lover here to help out
Yankee Hill, Milwaukee, WI, 53202
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

Lanaya was great. She could handle our Great Dane with no problems for a whole day, even sending us pictures through the day without us asking for them which was really nice of her. First time using rover for us but it won’t be the last. Thanks Lanaya! We will see you soon.

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Travis H.
Verified Background Check
Sitter Profile Image: Travis H.
Verified Background Check

15. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$62
per night
5 out of 5.0 stars
250 reviews
92 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 6 days ago
Sitter Profile Image: Talor G.
Verified Background Check
Sitter Profile Image: Talor G.
Verified Background Check

16. Talor G.

Star Sitter
I <3 furry friends & miss my fam’s
Milwaukee, WI, 53202
0.8 mi. away
Boarding, House Sitting
from
$95
per night
5 out of 5.0 stars
50 reviews
14 repeat clients
Profile image

I came home a very tired lady from a long day and almost 9 days gone. Besides a few misunderstandings that were figured out right away, Talor was an awesome sitter for my Lola. my Lola is 13 years old and I am a worrying mama. Talor took special care of her and I could see how much Lola loved her too! She was awesome with an older dog. Treated her with a lot of gentleness. I came home to a very straightened out clean house. I have not even finished unpacking and it’s 1:42 AM in the morning and I had to quit and just sit down. I loved the pictures that were sent and I would definitely recommend Talor to anyone that needs an awesome sitter and I will definitely keep her on my list when I need one again. I hope she enjoyed her house sitting experience at my home as much as we both enjoyed her 🩷 Thank you very much, Talor. I appreciate how well you took care of my sweet Lola and made her so happy! Of course she has always been easy to love 🩷

Availability updated 2 days ago
Sitter Profile Image: Linnea G.
Verified Background Check
Sitter Profile Image: Linnea G.
Verified Background Check

17. Linnea G.

Rover 101
Home Full Time Dog Lover!
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 4.9 stars
47 reviews
14 repeat clients
Profile image

Linnea was absolutely amazing! She went above and beyond to make sure my puppy was well taken care of (which included a vet visit). I could not recommend Linnea enough. She was super communicative and my puppy loved her. She also was a perfect house guest.

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Lilly H.
Verified Enhanced Background Check
Sitter Profile Image: Lilly H.
Verified Enhanced Background Check

18. Lilly H.

Guaranteed walks, attention, & love
Murray Hill, Milwaukee, WI, 53211
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
21 reviews
7 repeat clients
Profile image

Lilly was attentive and made us feel very comfortable. It’s nice to know your fur child is in good hands and you have nothing to worry about. Will book again.

Availability updated 19 days ago
Sitter Profile Image: Mikalanne T.
Verified Enhanced Background Check
Sitter Profile Image: Mikalanne T.
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19. Mikalanne T.

Hi, my name is Mika! (They/them)
Lower East Side, Milwaukee, WI, 53202
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 reviews
2 repeat clients

About: I have grown up with dogs all my life. Every time I get the opportunity to watch a fur baby, I treat them like they are my own. I have done some dog/puppy training as well, and I've always gotten great reviews on what one's pet can do by the time they go home (If interested) As of right now, my schedule is completely open, Monday - Sunday. I am in a transition period, so I would love to prioritize your fur baby. I live in an apartment on the east side, so I’m close to several parks and have access to trails, lakeside, dog parks if these attributes benefit your baby. I’m a very active person, so taking your animal on several walks a day is a treat to me!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check
Sitter Profile Image: Jenna M.
Verified Enhanced Background Check

20. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
31 reviews
6 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 18 days ago

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