House Sitting in Martin Drive, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1. Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
137 reviews
61 repeat clients
from
$55
per night

Blythe was excellent! Gordon was very well taken care of. Blythe went the EXTRA MILE for my guy!! She really gave him extra TLC. He has some leg weaknesses and she was so good with him‼️She’s coming back for another 2 weeks and I know Gordon will be so happy to see her❗️I highly recommend her❤️‼️‼️‼️

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2. Carole & Shannon C.

east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
16 repeat clients
from
$60
per night

Carole was nothing short of amazing! I have 2 senior dogs, one of whom is very “particular” as far as the people she likes. Carole was able to walk her and care for her without any issues. I received photos and updates and felt completely at ease knowing that they were in good hands.

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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3. Erica L.

I'll love them like my own
West Allis, WI, 53227
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
42 repeat clients
from
$37
per night

Erica is easy going and professional. She makes sure to keep you updated with photos of your furry friends which I greatly appreciate! She has watched our dog and cat overnight over two weekends for us, and we have no complaints!

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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!
Milwaukee, WI, 53205
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
281 reviews
160 repeat clients
from
$65
per night

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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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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5. Jenn S.

Dog lover and cat mom of 3 🐈🐈‍⬛🐈
West Allis, WI, 53227
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
10 repeat clients
from
$60
per night

Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn again.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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6. Rachel H.

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

Rachel was great with communication and understanding of our pets with some special needs/instructions. Sent lots of pictures along the way! Thank you Rachel!

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Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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7. Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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8. Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
85 reviews
29 repeat clients
from
$59
per night

I had Jessica stay with my 9 year old hound for three weeks while we were abroad. Daily updates, wonderful communication, great pics of our furry family member, a tidy house upon our return and a happy doggo lead me to give her top marks. I feel very lucky to have found her as a dog sitter and believe you would too! Thanks Jessica!

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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9. Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
11 repeat clients
from
$35
per night

Lexi is wonderful with our elderly pup Daisy. Daisy becomes stressed when we are not home, but with Lexi there, she was calm as a cucumber when we returned from an evening out! It was clear she felt safe and cared for by Lexi.

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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10. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
6 repeat clients
from
$70
per night

Cindy was great with our two dogs. They haven’t ever been watched by anyone other than family, so we were nervous having someone else watch them. Cindy was very communicative and made us feel at ease while being away from them. From the pictures sent, it seems as though they had a great time!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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11. Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
99 reviews
36 repeat clients
from
$60
per night

Leandrea was super awesome when taking care of Diana while we were away. This was the first time we left her alone for longer than a day; my fiancée and I were super worried. Leandrea was extremely patient with our skittish girl and made sure to send us loads of pictures and updates. 10/10 would definitely book her again.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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12. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
13 repeat clients
from
$60
per night

Wonderful! Molly was great again! Took care of Pearl like she was her own, and had great communication. I always feel comfortable leaving Pearl with Molly

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Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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13. Allison S.

Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$30
per night

Allison did a great job taking care of our 2 fur kids while we were on a weekend getaway. And she kept our house in great condition. Thank you!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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14. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
2.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
77 reviews
28 repeat clients
from
$65
per night

Erica was an outstanding sitter. She left the house spotless and updated us several times a day with how our pup was doing. She stuck to our dogs schedule as if we were home and tracked all of our dogs care instructions on an organized spreadsheet. Very pleased overall!

Confirmed availability: Easter Weekend
Sitter Profile Image: Maggie S.
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Sitter Profile Image: Maggie S.
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15. Maggie S.

I'll Treat Your Dog Like My Own
Milwaukee, WI, 53213
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$50
per night

Maggie is the best! She is a true dog lover and she is our automatic go-to whenever we need a dog sitter. She has always given our pup the best care from the puppy days into his senior years. We trust her to stay at our house, and he has also done extended stays at her place. Can’t say enough great things about her!

Sitter Profile Image: Kia L.
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Sitter Profile Image: Kia L.
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16. Kia L.

Looking for some company! :)
Bluemound Heights, Milwaukee, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$44
per night

Kia was AWESOME!! She was so great to our dogs and sent updates every day! We are so grateful that we were able to relax on our vacation because our furbabies were with someone we could trust. Thank you so much Kia! We will definitely be using your services in the future!!!

Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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17. Marie H.

Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$45
per night

We recently adopted a dog and this was our first time using Rover. Marie always communicated quick and kept us updated the whole time she was with our pets. She entertained our pets and took good care of our new dog during the potty training phase. She stayed overnight and we felt like our home was respected. Would recommend Marie!

Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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18. Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
187 reviews
77 repeat clients
from
$62
per night

Travis was amazing and I would highly recommend! He sent daily pictures of the dogs and I know they were very well cared for. He had great communication and was very easy to work with. I was able to actually enjoy my vacation and not have to worry about my dogs being cared for properly as he did an amazing job.

Confirmed availability: Easter Weekend
Sitter Profile Image: Samantha A.
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Sitter Profile Image: Samantha A.
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19. Samantha A.

falls in love with any & all dogs
Washington Heights, Milwaukee, WI, 53208
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Samantha is a dog lover! She has been around dogs her whole life. She was responsible for crate and house training for one of our labs. She is organized and conscientious and will work hard to be sure your dog thrives in her care.

Sitter Profile Image: Mary S.
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Sitter Profile Image: Mary S.
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20. Mary S.

Your pet’s new bestie!
Washington Heights, Milwaukee, WI, 53208
0.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
3 reviews
from
$45
per night

Mary was AWESOME! She stayed with my dog Bailey overnight for a long weekend and Bailey loved her! I highly recommend her.

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Dog owners in Martin Drive, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Martin Drive.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Martin Drive, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Martin Drive, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Martin Drive house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Martin Drive, Milwaukee, WI for your dog: people who'll treat him like family.

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