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
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.

Star Sitter
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
147 reviews
65 repeat clients
from
$55
per night
Profile image

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$60
per night
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Lily was a blessing for our family!! This was the very 1st time we have used rover. We ended up adopting a dog 2 weeks before a preplanned vacation. Lily was so patient and understanding with us as we had very little information about our new family member when we booked with her. We were able to leave her with notes on training our new dog had and we gave her the ability to address and immediate concerns with positive training as she saw fit to help her week go smoothly. Lily was able to help bridge the gap with consistent training while we were gone to ensure we didn’t lose precious training time. She was also able to pivot and help address any behavioral issues or quirks that arose that we were unaware of. She even sent us videos and a great description of how she addressed them. She sent updates everyday and didn’t hesitate to reach out with questions. She put away our grocery order before we arrived and made sure to have the house cleaned up and even washed the towels I left out for her. We definitely will be booking with her again.

Sitter Profile Image: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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3. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
13 repeat clients
from
$28
per night
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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.

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

Star Sitter
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
66 reviews
24 repeat clients
from
$75
per night
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This was a very first time I used Rover for a housesitting job so I was a little nervous because my dogs are my children and Carole made me feel comfortable, she was on time, always updating me through the day and sending me photos. She was amazing!!!

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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5. Lexi K.

Star Sitter
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
58 reviews
16 repeat clients
from
$35
per night
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Lexi was delightful, and took great care of our babies. She was clearly an animal lover, and displayed a curiosity and interest in our pets (a dog and three cats). I am happy to have found her!

Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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6. Jessica Z.

Star Sitter
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
111 reviews
36 repeat clients
from
$59
per night
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Jessica was great! Super communicative and sent lots of pictures! My boys are a handful and don't like strangers, so if she can handle them she can handle any high maintenance pups!

Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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7. Marie H.

Star Sitter
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
15 reviews
4 repeat clients
from
$45
per night
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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.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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8. Rachel H.

Star Sitter
** 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
84 reviews
23 repeat clients
from
$30
per night
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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.

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
34 reviews
10 repeat clients
from
$68
per night
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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

Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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10. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$35
per night
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2nd time using Sean and just like the last time he did an amazing job. Had a family emergency across country and he was extremely accommodating last minute. My pups love having him around.

Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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11. Jackie C.

Star Sitter
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
80 reviews
24 repeat clients
from
$70
per night
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Jackie was great. This was our first time having someone come to our house to watch our (almost) 11 year old chocolate lab. He can be finicky and has pretty strong anxiety, but Jackie was great with updates, and when we came home, Otis seemed in great shape...much better than taking him somewhere else. Would highly recommend Jackie, especially to anyone who is new to Rover and unsure of whether or not to book.

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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12. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53210
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$60
per night
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Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

Sitter Profile Image: Becca S.
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Sitter Profile Image: Becca S.
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13. Becca S.

Rover 101
Star Sitter
Walkies in Milwaukees!
Historic Third Ward, Milwaukee, WI, 53202
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
9 repeat clients
from
$60
per night
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Becca was super nice,sent updates her whole stay with my puppy Abril. I highly recommend her. I will keep using her services. Thanks Becca for being understanding of my puppy with separation anxiety and made her happy until I got home.

Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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14. Jamila M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
22 repeat clients
from
$55
per night
Profile image

Jeremy was amazing. He was prompt, insanely responsive, and went above and beyond when we forgot to leave our son’s soccer stuff out for pick up. He even ran to purchase new shin guards when he couldn’t find them for us. This man is truly amazing and we appreciate him watching our three puppies. Our shepherd is usually super depressed when we are away and he looks so happy in all the pictures we received.

Sitter Profile Image: Ashlee J.
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Sitter Profile Image: Ashlee J.
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15. Ashlee J.

Lover of all animals 🐕
Milwaukee, WI, 53214
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$45
per night

I've known Ashlee for quite a few years now and she loves and cares for every pet and animal. She's always had such a love for Dogs and takes amazing care of every pet she's sitted especially mine. My dog Jesse is a 90 pound Chesapeake Bay Restreiver and is 4 years old. She has always treated him like a pup of her own and follows all directions given about the dogs needs. She goes above and beyond to make sure my dog is taken good care of.

Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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16. 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
124 reviews
59 repeat clients
from
$80
per night
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Sam recently stayed at our house caring for our deaf pit bull and cat for four nights. We are very happy with her service and will call on her again. She sent photos and updates, and our kids seemed very happy. I can tell she spends a lot of time playing and giving plenty of attention. I would recommend her without hesitation.

Sitter Profile Image: Kiara F.
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Sitter Profile Image: Kiara F.
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17. Kiara F.

yogi / animal lover
Milwaukee, WI, 53211
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$57
per night

Kiara has stayed at my home on several occasions while my family has been away. We have 4 cats, 2 dogs and 3 chickens and she kept them all happy. I

Sitter Profile Image: Nikki G.
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Sitter Profile Image: Nikki G.
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18. Nikki G.

Teacher/Traveler/Trusted Pet Sitter
Milwaukee, WI, 53208
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$63
per night

Nikki is my daughter. I have entrusted her with many responsibilities for many years , in the caring for our 3 dogs and turtle . They adore her , and are always very excited to see her ! She had many pet Guinea pigs , and pet bunnies growing up that she was solely in charge of . Not only does Nikki care for our pets indoors, but outdoors as well . She’s diligent about cleaning up after their yard waste . We have a fish pond outside , in which she enjoys watching them during feeding time too . She was raised with the pleasure of watching her goats give birth and caring for them . She also had chickens to feed . Nikki is very loved by her sisters and her roommates cats . She’s always ready to step in and take charge when someone needs her to help out . All of these fur babies, feathered friends and even the turtle , have spent so much time in her arms feeling her warmth and compassion towards them. I need to also mention that she has a green thumb ! Her house plants thrive, and she’s spent a lot of time watering and weeding the garden . If you want an all around trustworthy , warmhearted and attentive person to rely on while you’re away , then Nikki is your gal !

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
32 reviews
15 repeat clients
from
$65
per night
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Molly did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

Sitter Profile Image: Caitlin D.
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Sitter Profile Image: Caitlin D.
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20. 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
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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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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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