House Sitting in Washington Heights, Milwaukee

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Top rated Washington Heights house sitters

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Sitter Profile Image: Lexi K.
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Lexi K.
Star Sitter
from
$50
per night
5 out of 5.0 stars
107 reviews
33 repeat clients
10 years of experience
Cannon Park, Milwaukee, WI, 53214

Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!

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Mary M.
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

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: 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

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: Emily S.
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Emily S.
Star Sitter
from
$40
per night
5 out of 4.9 stars
30 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: 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

Adrinne was incredible! She took great care of our dog, Rita, taking her on my walks, to dog-friendly coffee shops, and many snuggles. She sent photos and updates every day. We would highly recommend her and look forward to having her back!

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Jessi W.
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 has taken care of our cats, pup, and home while we’re traveling multiple times. She is such a wonderful sitter, and we’re really grateful to have found her. We highly recommend her to anyone looking for someone reliable, communicative, and wonderful to work with!

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Puneet G.
Sitter Profile Image: Claire V.
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Claire V.
from
$60
per night
5 out of 5.0 stars
11 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: Rachel H.
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Rachel H.
Star Sitter
from
$30
per night
5 out of 5.0 stars
92 reviews
23 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel is amazing! One of our dogs is hesitant with new people, and Rachel deals well with her noise and makes her feel comfortable quickly every time. Our dogs love spending time with Rachel and we love getting regular photos of all the fun they're having :)

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

We have a 4 year old terrier mix, a Dachshund and an Boxer who are both 8, and a 12-year old Chihuahua-Dachshund mix who is very nervous and afraid of just about everyone but myself and my husband. We've not been comfortable boarding them for a few years now, so have not really been able to go away overnight unless a close friend or family member was available to sit with them. That's all changed now, thanks to Jeremy! A friend had recommended Rover.com, so we read through hundreds of reviews for dozens of sitters, and Jeremy sounded like the best fit. We booked a couple of house visits and then an overnight house-sitting. He was great in general, and absolutely amazing with our little frightened girl. He was so patient and made extra effort to make her feel comfortable around him, and in no time she had warmed to him more than she has with most of the family members she's had contact with for years! Jeremy sent frequent texts and photos while we were away so we could see just how they were all getting along. We were comfortable we'd left our babies in good hands, and were actually able to relax and enjoy our time away. We will definitely be booking with Jeremy again in the future! Thank you, Jeremy!

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Cheryl C.
Sitter Profile Image: William L.
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William L.
from
$42
per night
5 out of 5.0 stars
11 reviews
18 years of experience
Merrill Park, Milwaukee, WI, 53208

Billy was awesome and responsive. Gave us updates throughout the day, and took great care of Apollo. Billy asked questions and followed instructions as well us took good care of our place. Would definitely recommend and use Billy again.

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natasha v.
Sitter Profile Image: Emily M.
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Emily M.
from
$45
per night
5 out of 5.0 stars
4 reviews
30 years of experience
Milwaukee, WI, 53213

Did amazing

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Justin F.
Sitter Profile Image: Margit B.
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Margit B.
from
$55
per night
5 out of 5.0 stars
36 reviews
7 repeat clients
20 years of experience
Mount Mary, Milwaukee, WI, 53222

Margit did a beautiful job managing two dogs and a puppy for us. She was on time, took good care of our house and our trio, and worked on behaviors and training with the puppy. We appreciated daily updates and pictures and our three really seemed at home with her.

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Marty L.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$65
per night
5 out of 5.0 stars
12 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: Zoey Y.
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Zoey Y.
from
$28
per night
5 out of 5.0 stars
3 reviews
5 years of experience
Milwaukee, WI, 53213

Zoey was amazing with my dogs and had incredible communication. This is the first time I have left my babies alone with someone and she couldn’t have made me feel more comfortable about it. Highly Recommended and I will, without hesitation, book her again!

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Antonino D.
Sitter Profile Image: Julia M.
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Julia M.
from
$45
per night
5 out of 5.0 stars
28 reviews
4 repeat clients
15 years of experience
Enderis Park, Milwaukee, WI, 53210

Julia was awesome!! I felt so comfortable with her being at my home and taking such great care of my puppers. I’m certain they adored her. Such a lovely person.

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Cindy A.
Sitter Profile Image: Riley M.
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Riley M.
from
$50
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
17 years of experience
Wauwatosa, WI, 53213

Riley was great at making sure to hang out with our dog Obie while we were out of town. He was not even quick to whine upon returning from a trip. Great at responding when asking for any updates and we had good communication while trying to meet up to get details down. We would definitely recommend for any pet needs :)

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Kensington N.
Sitter Profile Image: Kat K.
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Kat K.
from
$28
per night
5 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53208

About: Hi! I’m Kat. I have experience looking after animals of all kinds - dogs (big and small), cats, guinea pigs, hamsters, rats, turtles, you name it. I have three cats at home who get lovingly spoiled every day, and I have experience dog walking, dog-sitting (included overnight stays), and cat-sitting for neighbors, friends, and family. I have a genuine love for all types of animals, and I put their well-being, care, and enrichment above all else. I work from home as a jewelry maker, so my schedule during the week is flexible as can be. I can easily make time for morning, midday, and evening visits. I am detail-oriented and will follow any given care instructions to the letter. My goal is to treat your pet just like you would, with the same love and attention you give them every day.

Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Cindy H.
from
$70
per night
5 out of 5.0 stars
43 reviews
12 repeat clients
25 years of experience
wauwatosa, WI, 53213

Cindy was absolutely amazing! She gave plenty of updates of on fur baby photos included which made it so much better. She was super flexible on start and end time to make sure that our lucky was taken care of no matter what . Lucky came home so happy I just know he had a blast hanging with Cindy. Any time we need some one to watch lucky we will be asking Cindy first before any one else

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Sam V.
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Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check

Lexi K.
Star Sitter

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
107 reviews
33 repeat clients
Profile image

Lexi was great with my particular and somewhat shy senior dog. We planned drop-ins prior to the full weekend, which worked great for Lexi and my Coco to get to know each other a little. Lexi is very responsive and gave updates. I will feel more comfortable taking trips and time away with Lexi caring for my girl!

Availability updated 2 days ago
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
2.9 mi. away
House Sitting, Drop-In Visits
from
$31
per night
5 out of 5.0 stars
22 reviews
10 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 yesterday
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check
Sitter Profile Image: Addoris D.
Verified Enhanced Background Check

Addoris D.

Queer Friendly & Energetic Sitter
Lower East Side, Milwaukee, WI, 53202
4.4 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 today
Sitter Profile Image: Ashley W.
Verified Background Check
Sitter Profile Image: Ashley W.
Verified Background Check

Ashley W.

Active person loves active dogs
Washington Heights, Milwaukee, WI, 53208
0.3 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

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 16 days ago
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Sitter Profile Image: Emily S.
Verified Enhanced Background Check

Emily S.
Star Sitter

Enjoy making pets happy and loved
West Allis, WI, 53227
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
30 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 today
Sitter Profile Image: Maiah D.
Verified Enhanced Background Check
Sitter Profile Image: Maiah D.
Verified Enhanced Background Check

Maiah D.
Star Sitter

Let me be your pet’s 2nd bestie!
Juneau Town, Milwaukee, WI, 53963
3.7 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.
Verified Enhanced Background Check

Adrienne N.
Star Sitter

WFH, med experience, and pet lover!
Lower East Side, Milwaukee, WI, 53214
4.1 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

Adrinne was incredible! She took great care of our dog, Rita, taking her on my walks, to dog-friendly coffee shops, and many snuggles. She sent photos and updates every day. We would highly recommend her and look forward to having her back!

Availability updated 9 days ago
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check

Jessica Z.
Star Sitter

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
4.1 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 has taken care of our cats, pup, and home while we’re traveling multiple times. She is such a wonderful sitter, and we’re really grateful to have found her. We highly recommend her to anyone looking for someone reliable, communicative, and wonderful to work with!

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
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
11 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
Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check

Rachel H.
Star Sitter

** Mission: meet ALL the dogs **
West Allis, WI, 53214
3.0 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 is amazing! One of our dogs is hesitant with new people, and Rachel deals well with her noise and makes her feel comfortable quickly every time. Our dogs love spending time with Rachel and we love getting regular photos of all the fun they're having :)

Availability updated 38 days ago
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
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$57
per night
5 out of 4.9 stars
81 reviews
24 repeat clients
Profile image

We have a 4 year old terrier mix, a Dachshund and an Boxer who are both 8, and a 12-year old Chihuahua-Dachshund mix who is very nervous and afraid of just about everyone but myself and my husband. We've not been comfortable boarding them for a few years now, so have not really been able to go away overnight unless a close friend or family member was available to sit with them. That's all changed now, thanks to Jeremy! A friend had recommended Rover.com, so we read through hundreds of reviews for dozens of sitters, and Jeremy sounded like the best fit. We booked a couple of house visits and then an overnight house-sitting. He was great in general, and absolutely amazing with our little frightened girl. He was so patient and made extra effort to make her feel comfortable around him, and in no time she had warmed to him more than she has with most of the family members she's had contact with for years! Jeremy sent frequent texts and photos while we were away so we could see just how they were all getting along. We were comfortable we'd left our babies in good hands, and were actually able to relax and enjoy our time away. We will definitely be booking with Jeremy again in the future! Thank you, Jeremy!

Availability updated 8 days ago
Sitter Profile Image: William L.
Verified Enhanced Background Check
Sitter Profile Image: William L.
Verified Enhanced Background Check

William L.

U.S. Secretary of Dogs
Merrill Park, Milwaukee, WI, 53208
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
11 reviews
Profile image

Billy was awesome and responsive. Gave us updates throughout the day, and took great care of Apollo. Billy asked questions and followed instructions as well us took good care of our place. Would definitely recommend and use Billy again.

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

Emily M.

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

Did amazing

Availability updated today
Sitter Profile Image: Margit B.
Verified Enhanced Background Check
Sitter Profile Image: Margit B.
Verified Enhanced Background Check

Margit B.

"Wag More, Bark Less"
Mount Mary, Milwaukee, WI, 53222
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
36 reviews
7 repeat clients
Profile image

Margit did a beautiful job managing two dogs and a puppy for us. She was on time, took good care of our house and our trio, and worked on behaviors and training with the puppy. We appreciated daily updates and pictures and our three really seemed at home with her.

Availability updated 13 days ago
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
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
12 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 today
Sitter Profile Image: Zoey Y.
Verified Enhanced Background Check
Sitter Profile Image: Zoey Y.
Verified Enhanced Background Check

Zoey Y.

Recent college grad who loves pets!
Milwaukee, WI, 53213
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
3 reviews
Profile image

Zoey was amazing with my dogs and had incredible communication. This is the first time I have left my babies alone with someone and she couldn’t have made me feel more comfortable about it. Highly Recommended and I will, without hesitation, book her again!

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

Julia M.

Wags to Whiskers
Enderis Park, Milwaukee, WI, 53210
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
28 reviews
4 repeat clients
Profile image

Julia was awesome!! I felt so comfortable with her being at my home and taking such great care of my puppers. I’m certain they adored her. Such a lovely person.

Availability updated 10 days ago
Sitter Profile Image: Riley M.
Verified Background Check
Sitter Profile Image: Riley M.
Verified Background Check

Riley M.

Would love to care for your pets
Wauwatosa, WI, 53213
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Riley was great at making sure to hang out with our dog Obie while we were out of town. He was not even quick to whine upon returning from a trip. Great at responding when asking for any updates and we had good communication while trying to meet up to get details down. We would definitely recommend for any pet needs :)

Availability updated 3 days ago
Sitter Profile Image: Kat K.
Verified Enhanced Background Check
Sitter Profile Image: Kat K.
Verified Enhanced Background Check

Kat K.

Ready to care for your fur babies!
Milwaukee, WI, 53208
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
4 reviews
1 repeat client

Kat is super communicative, consistently sticks to our cat's routine, and gives her all the love and pats she deserves. They're one of our go-to pet sitters, from day trips to short-notice family emergencies. Hire them, you won't regret it! ❤️

Availability updated yesterday
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
0.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$70
per night
5 out of 5.0 stars
43 reviews
12 repeat clients
Profile image

Cindy was absolutely amazing! She gave plenty of updates of on fur baby photos included which made it so much better. She was super flexible on start and end time to make sure that our lucky was taken care of no matter what . Lucky came home so happy I just know he had a blast hanging with Cindy. Any time we need some one to watch lucky we will be asking Cindy first before any one else

Availability updated 23 days ago

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  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

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Why Choose Rover?

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