House Sitting in Martin Drive, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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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
141 reviews
63 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. 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
94 reviews
32 repeat clients
from
$59
per night

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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4. 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

I can't say enough about how great Rachel is! Bunnies are very hard to care for, and she does it at an all-star level. We came home to clean, happy bunnies and a beautifully cared for home. She sent great updates every day that made us smile! We will have her back every time we need a sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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5. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
68 reviews
22 repeat clients
from
$65
per night

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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6. 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
282 reviews
160 repeat clients
from
$65
per night

Daniela is wonderful and such a doting dogsitter. Our great dane loves it when she comes and is always sad when she leaves! She's attentive to his special diet and is highly communicative. Cannot recommend her enough!

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Sitter Profile Image: Danica V.
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Sitter Profile Image: Danica V.
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7. Danica V.

PAWsitively reliable med student!
Wauwatosa, WI, 53226
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$46
per night

Danica is consistent and professional throught the Rover experience. I've been burned before with previous dog sitters that have been inconsistent and unresponsive, but Danica is always punctual and quick to respond to any concerns/needs. I trust her to be with my pups when they are most stressed and take care of them when I'm away. That peace of mind is priceless and I love having Danica over to watch my pups.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Gabriella I.
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Sitter Profile Image: Gabriella I.
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8. Gabriella I.

Part-time RN, full-time pet lover!
Wauwatosa, WI, 53213
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$60
per night

Gabriella was absolutely awesome! We had one phone call initially to get things going, then that was it! She improvised when she needed too to take proper care of my gal and that was impressive! Also I had to book her last second, so it was awesome how I could get set up with her at such short notice! HIGHLY RECOMMEND this gal 👊😉🍻

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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9. 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
30 reviews
8 repeat clients
from
$70
per night

Cindy never fails to please! I was able to leave my dog Daisy with her while we attended a wedding. Cindy sent lots of pictures, and it was clear that Daisy was getting along well with her little pups! Daisy is an older dog, and easily becomes stressed and anxious. At home, she becomes distressed if she awakes and I am not in the room. When I went to pick her up at Cindy's, she looked as though she was feeling totally safe and secure right where she was! It warms my heart to see her so content.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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10. 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
83 reviews
29 repeat clients
from
$75
per night

Erica is very professional and clearly has a passion for dogs and their happiness. Erica dog sat for our 13 week old puppy who was not fully potty trained and also hadn't had all his shots so wasn't "allowed" outside. She was very responsive to our new puppy-parent demands and requests, sent us daily updates through photos and videos and clearly had everything under control -- she had the initiative to continue what we'd already trained our pup as well as promote positive behaviors around walking on the leash and barking. We appreciated Erica's apparent experience with dealing with puppies and her friendly and relaxed demeanor. Our puppy loved her upon their first meeting! Thank you Erica :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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11. Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
1.0 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
120 reviews
58 repeat clients
from
$80
per night

Sam was amazing. She was able to take our Whippet Blu for a last minute over night stay. She even picked him up super early so that we could get on the road for our trip. We loved seeing the photos that she posted and updates while we were gone. I love that she has pups for Blu to play with during his stay. Thanks Sam, we will see you again.

Sitter Profile Image: Samantha A.
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Sitter Profile Image: Samantha A.
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12. 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
6 reviews
1 repeat client
from
$40
per night

I've known Samantha for nearly 10 years and have seen her work with numerous animals! She is very loving, attentive, and has genuine compassion for animals and their human companions! She has watched my sweet (yet strong-willed... dare I say stubborn) german shepherd, Dante, and he loves spending time with her. I'd highly recommend trusting Sam with your beloved pets as she is reliable, caring, and fun! Dante can't wait to see her again soon!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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13. 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
188 reviews
77 repeat clients
from
$62
per night

Travis stayed with our two dogs for 3½ days. During that time he was incredibly responsive, reporting about what he and the dogs were doing and how they were doing. He is very responsible, affable, and easy-going. Our dogs definitely loved him. We plan to contact him again!

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Sitter Profile Image: Andi D.
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Sitter Profile Image: Andi D.
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14. Andi D.

I love animals!
Midtown, Milwaukee, WI, 53205
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$40
per night

Andi is great! She took great care of my two dogs and kept in communication throughout her stay. She also kept my place near and tidy, which is appreciated so much. No one likes to come home to a mess after a few days away!

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Sitter Profile Image: Casandra E.
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Sitter Profile Image: Casandra E.
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15. Casandra E.

Dog mom dog lover
Milwaukee, WI, 53208
0.2 mi. away
House Sitting
5.0 out of 5 stars
5 reviews
from
$33
per night

Casey was WONDERFUL dogsitting and housesitting when I was traveling. She took such great care to follow the instructions I left, and she checked in with me frequently with pictures and messages that made me feel way more secure leaving my pup. My house was very clean when I came home, and she even left some amazing little poloroids! I'll absolutely be booking her again!

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Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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16. 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!

Confirmed availability: Memorial Day Weekend
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

Marie is a great sitter and I plan to use her for any future dog sitting needs. I have an elderly dog and it always makes me nervous to leave her, so it’s great to find someone I feel comfortable leaving her with. She gives many updates and pictures too which I love! I highly recommend her.

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Sitter Profile Image: Caitlin D.
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Sitter Profile Image: Caitlin D.
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18. Caitlin D.

Lover of all pets— large and small!
Martin Drive, Milwaukee, WI, 53208
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$85
per night

Caitlin took great care of our puppies and our home while we were away. Very responsive and easy to work with. We will definitely use Caitlin again in the future!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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19. 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
27 reviews
13 repeat clients
from
$65
per night

Molly absolutely crushed it- I can’t say enough good things. Our dogs have huge personalities, some bizarre behaviors, and special needs (and so does our weird old rental house) and she handled all of it with aplomb. Our resident canine klutz tore his paw pad the night before we left, and even though we totally sprung this development on Molly at the last minute, pro that she is, she jumped in and changed his dressings, kept the area clean, AND kept the dog calm to prevent further injury. He was basically fully healed upon our return. Thanks, Molly! We will be back if you’ll have us- with fewer surprises next time, we hope!

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
4 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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