House Sitting in Tippecanoe, Milwaukee

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Top rated Tippecanoe house sitters

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Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$31
per night
5 out of 5.0 stars
15 reviews
8 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: Emily S.
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Emily S.
Star Sitter
from
$40
per night
5 out of 4.9 stars
26 reviews
19 repeat clients
6 years of experience
West Allis, WI, 53227

Highly recommend Emily’s services!! She made our senior dog so comfortable during her 4 day in home pet sitting. We received daily updates & pictures, and we could tell how much our dog enjoyed spending time with her! It can be nerve wracking leaving a senior dog at home, but we were never worried about our dogs care and safety while we were gone and Emily was with him.

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Ellie C.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5 out of 5.0 stars
173 reviews
66 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.

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Megan S.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
5 out of 4.9 stars
289 reviews
165 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Daniela is the perfect pet sitter and can handle our great dane! Our dog was on medications while we were away and she did a great job with his extra needs. We will keep booking wjth Daniela!

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Steve C.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
41 reviews
6 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53214

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

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Therease T.
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
7 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53203

Joanne and Becky were great for watching shlomo and we highly recommend! He was able to keep his usual routine while she worked from home and we got tons of communication! Shlomo seemed very happy and we would absolutely book again

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Elliot&Noor B.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$30
per night
5 out of 5.0 stars
90 reviews
23 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

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Andrea G.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5 out of 5.0 stars
155 reviews
48 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: Berenice B.
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Berenice B.
Star Sitter
from
$75
per night
5 out of 4.9 stars
165 reviews
70 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice was an excellent sitter. My first time working with her was for an extended period of time and I came home to a clean house and happy, healthy dogs. My two pitties are not trained well on a leash and she did well walking them despite that. She left me at ease while on my trip with daily communication and pictures. We already have our next stay booked with her! Thank you Berenice! 💕

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Amy N.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$55
per night
5 out of 4.9 stars
16 reviews
5 repeat clients
9 years of experience
Milwaukee, WI, 53207

Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!

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Lauren E.
Sitter Profile Image: Lanaya O.
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Lanaya O.
from
$30
per night
5 out of 5.0 stars
5 reviews
4 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: Carolina G.
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Carolina G.
Star Sitter
from
$40
per night
5 out of 5.0 stars
22 reviews
5 repeat clients
9 years of experience
Cudahy, WI, 53110

This is our third time booking Carolina for dog and house sitting; she takes great care of our pup and home, is very communicative, and we plan on booking her again!

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Shelly C.
Sitter Profile Image: Alexy & Christian G.
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Alexy & Christian G.
from
$40
per night
5 out of 4.9 stars
66 reviews
18 repeat clients
9 years of experience
Bay View, Milwaukee, WI, 53207

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.

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Courtney R.
Sitter Profile Image: Leandrea R.
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Leandrea R.
Star Sitter
from
$60
per night
5 out of 5.0 stars
167 reviews
56 repeat clients
4 years of experience
Milwaukee, WI, 53220

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.

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Laura B.
Sitter Profile Image: Devon W.
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Devon W.
Star Sitter
from
$55
per night
5 out of 5.0 stars
95 reviews
40 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

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stephanie j.
Sitter Profile Image: Sarah Y.
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Sarah Y.
from
$65
per night
5 out of 5.0 stars
23 reviews
4 repeat clients
26 years of experience
St Francis, WI, 53235

Sarah was super responsive and did a great job watching our dog. Our plans changed a bit and she was very flexible and accommodating. We would definitely have her watch our dog in the future and would recommend to anyone.

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Jonathan R.
Sitter Profile Image: Reilly R.
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Reilly R.
Star Sitter
from
$75
per night
5 out of 5.0 stars
36 reviews
10 repeat clients
27 years of experience
Bay View, milwaukee, WI, 53207

Reilly has watched our dogs, one of which is very energetic, and cat, multiple times and always does great. She provides regular updates and loves our crazy boys for us while we’re away

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Nicole C.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$100
per night
5 out of 5.0 stars
44 reviews
13 repeat clients
10 years of experience
Town Of Lake, Milwaukee, WI, 53207

Amazing care for our pets! It was bitterly cold, so our dog wasn’t super interested in long walks but Kim brought out some puzzles and toys for additional brain stimulation. Our dog is now hooked on puzzles 😂

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Nicole D.
Sitter Profile Image: Tania D.
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Tania D.
from
$45
per night
5 out of 5.0 stars
4 reviews
1 repeat client
15 years of experience
Morgandale, Milwaukee, WI, 53215

took very good care of my dog Teddy. Constantly got pictures and videos as well very good communicator always replied very fast. Definitely will book again :)

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Jackie O.
Sitter Profile Image: Elaine P.
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Elaine P.
from
$75
per night
5 out of 5.0 stars
20 reviews
6 repeat clients
25 years of experience
Town Of Lake, Milwaukee, WI, 53207

About: I’ve taken care of dogs, cats and birds for over 25 years. I have experience w/ senior dogs and medications too. I was a vet assistant many years ago. I am a teacher so am fairly flexible in the summer months. Ps: I’ve also hired Rover pet sitters so fully understand how important loving care is for my own pets. I am a teacher. During the school year I’m available from 4-9pm. During the summer, I’m available most days/tomes. Thank you for looking at my profile and photos☀️

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Sitter Profile Image: Keisha P.
Verified Enhanced Background Check
Sitter Profile Image: Keisha P.
Verified Enhanced Background Check

1. Keisha P.

Star Sitter
Your Furbabies will Love Me
Clarke Square, Milwaukee, WI, 53204
3.9 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
15 reviews
8 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 yesterday
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Sitter Profile Image: Emily S.
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2. Emily S.

Star Sitter
Enjoy making pets happy and loved
West Allis, WI, 53227
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
26 reviews
19 repeat clients
Profile image

Highly recommend Emily’s services!! She made our senior dog so comfortable during her 4 day in home pet sitting. We received daily updates & pictures, and we could tell how much our dog enjoyed spending time with her! It can be nerve wracking leaving a senior dog at home, but we were never worried about our dogs care and safety while we were gone and Emily was with him.

Availability updated yesterday
Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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3. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
173 reviews
66 repeat clients
Profile image

Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.

Availability updated 4 days ago
Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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4. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Bay View, Milwaukee, WI, 53207
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 4.9 stars
289 reviews
165 repeat clients
Profile image

Daniela is the perfect pet sitter and can handle our great dane! Our dog was on medications while we were away and she did a great job with his extra needs. We will keep booking wjth Daniela!

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

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

Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!

Availability updated yesterday
Sitter Profile Image: Joanne & Becky J.
Verified Enhanced Background Check
Sitter Profile Image: Joanne & Becky J.
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6. Joanne & Becky J.

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

Joanne and Becky were great for watching shlomo and we highly recommend! He was able to keep his usual routine while she worked from home and we got tons of communication! Shlomo seemed very happy and we would absolutely book again

Availability updated 4 days ago
Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
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7. Rachel H.

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

Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!

Availability updated 11 days ago
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

8. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$64
per night
5 out of 5.0 stars
155 reviews
48 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: Berenice B.
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Sitter Profile Image: Berenice B.
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9. Berenice B.

Rover 101
Star Sitter
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 4.9 stars
165 reviews
70 repeat clients
Profile image

Berenice was an excellent sitter. My first time working with her was for an extended period of time and I came home to a clean house and happy, healthy dogs. My two pitties are not trained well on a leash and she did well walking them despite that. She left me at ease while on my trip with daily communication and pictures. We already have our next stay booked with her! Thank you Berenice! 💕

Availability updated today
Sitter Profile Image: Lynette F.
Verified Enhanced Background Check
Sitter Profile Image: Lynette F.
Verified Enhanced Background Check

10. Lynette F.

Star Sitter
Experienced vet tech
Milwaukee, WI, 53207
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.9 stars
16 reviews
5 repeat clients
Profile image

Lynette was responsible, reliable, and so sweet to our pups. She made sure they had food and plenty of attention. She’s sent great photos and we would absolutely trust her with our dogs again!

Availability updated 3 days ago
Sitter Profile Image: Lanaya O.
Verified Enhanced Background Check
Sitter Profile Image: Lanaya O.
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11. Lanaya O.

Animal lover here to help out
Yankee Hill, Milwaukee, WI, 53202
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
5 reviews
4 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 7 days ago
Sitter Profile Image: Carolina G.
Verified Enhanced Background Check
Sitter Profile Image: Carolina G.
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12. Carolina G.

Star Sitter
Where Pets Feel Right at Home!
Cudahy, WI, 53110
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
22 reviews
5 repeat clients
Profile image

This is our third time booking Carolina for dog and house sitting; she takes great care of our pup and home, is very communicative, and we plan on booking her again!

Availability updated 2 days ago
Sitter Profile Image: Alexy & Christian G.
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Sitter Profile Image: Alexy & Christian G.
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13. Alexy & Christian G.

Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
66 reviews
18 repeat clients
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.

Availability updated yesterday
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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14. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Milwaukee, WI, 53220
3.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
167 reviews
56 repeat clients
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.

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

15. Devon W.

Rover 101
Star Sitter
Lover of all creatures!
Fernwood, Milwaukee, WI, 53207
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
95 reviews
40 repeat clients
Profile image

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sarah Y.
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Sitter Profile Image: Sarah Y.
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16. Sarah Y.

Rover 101
🐕 Walks, Wagging Tails & TLC!
St Francis, WI, 53235
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
23 reviews
4 repeat clients
Profile image

Sarah was super responsive and did a great job watching our dog. Our plans changed a bit and she was very flexible and accommodating. We would definitely have her watch our dog in the future and would recommend to anyone.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Reilly R.
Verified Enhanced Background Check
Sitter Profile Image: Reilly R.
Verified Enhanced Background Check

17. Reilly R.

Star Sitter
A dog’s home away from home
Bay View, milwaukee, WI, 53207
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
36 reviews
10 repeat clients
Profile image

Reilly has watched our dogs, one of which is very energetic, and cat, multiple times and always does great. She provides regular updates and loves our crazy boys for us while we’re away

Availability updated 5 days ago
Sitter Profile Image: Kim S.
Verified Background Check
Sitter Profile Image: Kim S.
Verified Background Check

18. Kim S.

Star Sitter
Tons of pet experience and love
Town Of Lake, Milwaukee, WI, 53207
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$100
per night
5 out of 5.0 stars
44 reviews
13 repeat clients
Profile image

Amazing care for our pets! It was bitterly cold, so our dog wasn’t super interested in long walks but Kim brought out some puzzles and toys for additional brain stimulation. Our dog is now hooked on puzzles 😂

Availability updated 80 days ago
Sitter Profile Image: Tania D.
Verified Enhanced Background Check
Sitter Profile Image: Tania D.
Verified Enhanced Background Check

19. Tania D.

You doggos new best friend!
Morgandale, Milwaukee, WI, 53215
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

took very good care of my dog Teddy. Constantly got pictures and videos as well very good communicator always replied very fast. Definitely will book again :)

Availability updated 6 months ago
Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
Verified Enhanced Background Check

20. Elaine P.

☀️Experienced & loving pet owner
Town Of Lake, Milwaukee, WI, 53207
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
20 reviews
6 repeat clients

Elaine has been a dog, cat, and bird owner for quite awhile. She is nothing but loving to all the animals in her life. She has also adopted pets from rescues in most cases.

Availability updated 10 days ago

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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

  • World-class support

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

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