House Sitting in Rolling Green, 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.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
6.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
144 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!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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2. Erica L.

I'll love them like my own
West Allis, WI, 53227
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
82 reviews
44 repeat clients
from
$37
per night
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Erica was great! She kept me updated and sent pictures and videos and my dog looked happy and well cared for. Would not hesitate to book her again!

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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3. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per night
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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!

Confirmed availability: Juneteenth
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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4. Jenn S.

Star Sitter
Animal lover and cat mom of 3 🐈
West Allis, WI, 53227
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
12 repeat clients
from
$60
per night
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Jenn was reliable and consistent, she did a great job staying with our 2 cats and sent lots of updates! I felt at ease knowing she was at our house when we were gone, look forward to booking with her again!

Confirmed availability: Juneteenth
Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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5. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$50
per night
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I could not say enough great things about katie! As a new dog mom to a puppy, she was so patient and so attentive to my boy. Katie sent tons of pictures, videos and kept me updated routinely on anything that had changed. She was a respectful house guest and provided excellent care to my dog while I was working very long hours for three consecutive days. My mama heart was at ease knowing I had such an excellent person taking the best care of my dog!!

Confirmed availability: Juneteenth
Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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6. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
13 repeat clients
from
$35
per night
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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: Alexy & Dylan G.
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Sitter Profile Image: Alexy & Dylan G.
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7. Alexy & Dylan G.

Star Sitter
Animals are my passion and joy!
Bay View, Milwaukee, WI, 53207
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
7 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.

Confirmed availability: Juneteenth
Sitter Profile Image: Kelsey S.
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Sitter Profile Image: Kelsey S.
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8. Kelsey S.

Dogs over People
Mitchell West, Milwaukee, WI, 53221
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$45
per night

I was excited to hear that Kelsey wanted to be part of the rover.com community. She is a lover of animals and and would be a great addition to the group. She has a lot of experience with caring for dogs, from her own pets to friends and family dogs as well.

Confirmed availability: Juneteenth
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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9. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
125 reviews
41 repeat clients
from
$35
per night
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Sarah was awesome with my puppies and they both seems to love her. She gave them medications and hugged then as they need too. Thank u for your attention and for being patient with their needs, Sarah! I recommend Sarah for every pets and pet parents.

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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10. 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
80 reviews
23 repeat clients
from
$30
per night
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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 :)

Confirmed availability: Juneteenth
Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
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11. Patricia N.

Star Sitter
Love them all!
Franklin, WI, 53132
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
14 repeat clients
from
$30
per night
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Patricia does a great job with our crazy cat! Would highly recommend if you need someone who provides special care for your pet. We don’t worry if Patricia is there.

Confirmed availability: Juneteenth
Sitter Profile Image: Giovanni M.
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Sitter Profile Image: Giovanni M.
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12. Giovanni M.

Rover 101
Bringing the Love to Your Home
West Allis, WI, 53214
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$45
per night
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I am so thankful for Giovanni! I was new to the Rover App and honestly didn’t expect to find someone who would be willing to take care of two nine week old energetic puppies that were not even potty trained. Giovanni agreed to puppy sit in my home for three days! He was extremely patient, gentle, and kind with Cedar and Ivy. From day one I was confident that Gio would care for the puppies the same way I do. He was communicative with me regarding his arrival time and during the day he provided me with an update on the puppies. It was a pleasure getting to know him. My only regret is that I didn’t get a picture of Gio with the puppies! Next time, Gio! 😊

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Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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13. Amanda S.

I’ll love them like my own!
West Allis, WI, 53219
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$30
per night

Amanda is so great the neighbors come over and ask us who our dog walker is. She's very conscientious of things we do with our dogs and they love her so much. Vey responsible and has great availability. We recommend her to all our friends and their friends.

Confirmed availability: Juneteenth
Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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14. Hillery F.

Happy to help!
West Allis, WI, 53214
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
85 reviews
35 repeat clients
from
$80
per night
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Hillery was wonderful with our two high energy terrier mixes and our two cats. She was super patient with them and took excellent care of them while we were away. She was accommodating and very friendly (not to mention very knowledgeable about all things dogs and cats!!) We didn't have to worry one bit with her in charge of our babies. ? The daily updates were wonderful and overall experience was amazing.

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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15. Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$95
per night
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Amelie and Stephen sat for our dog, Dexter, and our cat, Lucy, while we were out of town for a weekend. We felt incredibly assured during our time away that our pets were being well cared for and provided with lots of love. We were given consistent updates on how the stay was going and what our animals were up to. They graciously provided many pictures during the stay that continued to provide us with a sense of calm knowing our fur babies were in very good hands. We have already rebooked with them for a future trip, and will continue to do so! We cannot recommend them enough!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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16. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
36 repeat clients
from
$28
per night
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Amanda was awesome! She stayed at our house for almost a week and took amazing care of our little man Oliver. She sent updates every day with pictures and took very good care of our house. We will be using her again.

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Sitter Profile Image: Emily B.
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Sitter Profile Image: Emily B.
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17. Emily B.

Long walks with belly rubs
West Allis, WI, 53214
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$50
per night

I've been friends with Emily for almost ten years now and can testify that she is the ultimate animal lover and perfect pet sitter! She dogsat for me for a week in college and took great care of my pup. She is willing to work with whatever walking and feeding schedules come her way, and she loves giving doggos all the love and snuggles. I highly recommend her, not only because she treats animals well, but because she is also communicative and cooperative with owners. 10/10 would recommend!

Confirmed availability: Juneteenth
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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18. Jessica R.

All dogs are good babies
Woodland Court, Milwaukee, WI, 53220
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
from
$30
per night
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Jessica was great with our lab! Also sent pictures and spent quality time with her! Would definitely book with her again.

Sitter Profile Image: Holly H.
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Sitter Profile Image: Holly H.
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19. Holly H.

Animal lover since 1994!
West Allis, WI, 53219
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
1 repeat client
from
$60
per night
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This was our first time working with Holly, and she was fantastic! I'm so thankful we met her, and she was willing to work with us. She is an excellent communiator, connected easily with our pups, and helped us feel confident that our dogs were in good hands while we were away. She stayed at our house and we felt at ease with her in our home. We would definitely like to work with Holly again in the future and I'd confidently recommend her to our friends and family. Thank you Holly!!

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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20. Amanda J.

True love exists because animals do
Highwood Estates, Milwaukee, WI, 53219
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$30
per night
Profile image

Thank you for taking such great care of my 2 crazy girls! 😉🥰

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When it comes to pet care and house sitting, pet owners in Rolling Green, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Rolling Green house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Rolling Green, Milwaukee who can provide the care your dog needs, when they need it.

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