Pet Sitting & Drop Ins in Rolling Green, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1. 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
56 reviews
16 repeat clients
from
$16
per visit
Profile image

Lexi & Aaron did drop-in visits for Louis, our attention needy :) cat. They were dependable and I'm sure if cats could talk, Louis would say 'they were great!' He was a happy guy when we got home & his litter box was so clean. Knowing someone was dropping in to hang out with him (& give him his wet nummy food) made our vacation more enjoyable.

Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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2. Karsyn R.

Rover 101
Star Sitter
Dog Buddy & Reliable Care
Bay View, Milwaukee, WI, 53207
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
182 reviews
57 repeat clients
from
$18
per visit
Profile image

We had Karsyn as our first EVER Rover and she was amazing!! We are stage 5 clingers and hadn’t left our 2 year old puppy overnight before so we were extremely nervous about doing so. Karsyn put all of our concerns at ease with her very first visit. She sent a dozen or more photos/videos and stayed extremely communicative throughout updating us on how our bashful puppy was doing. She continued to do this throughout the next few days, never failing to send tons of photos and videos; we could tell that our pup was having a blast with her! We looked forward to every “Rovercard” she would send on how our puppy was doing. We are so thankful for Karsyn taking extra care of our little puppy and will absolutely be reaching out to her for any future needs. Thank you Karsyn!! Our little furry friend misses you!!

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
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
13 repeat clients
from
$15
per visit
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Alexy & Dylan are sweet! they took great care of my girl’s needs while I was away & sent plenty of pictures. I will contact them for future needs. 💜

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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4. Leandrea R.

Rover 101
Star Sitter
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
119 reviews
41 repeat clients
from
$15
per visit
Profile image

Leandrea did an incredible job caring for my cat, Star!! I would absolutely highly recommend her to anyone and look forward to booking with her again. I recieved amazing summaries each day along with so many cute pictures; I knew Star was in great hands!!! I appreciate all of the communication from Leandrea so much. Thank you for doing such an incredible job caring for Star!! We appreciate it!!

Sitter Profile Image: Allison D.
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Sitter Profile Image: Allison D.
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5. Allison D.

Compassionate pet mom and flexible!
New Berlin, WI, 53151
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$16
per visit
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Allison is amazing! She takes such great care of our puppy. She sends us photos of him and gives him lots of love. She even shoveled a place for him to go potty on a snowy day. Highly recommend!

Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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6. Michele M.

Star Sitter
15+ yr pet owner & dog foster
Milwaukee, WI, 53221
3.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$20
per visit
Profile image

Michele is so kind and so helpful and Samson is always so happy to have had a visitor in the middle of my long days at work! Thanks Michele :)

Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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7. Katie N.

Star Sitter
Here kitty kitty (and doggies too!)
Greendale, WI, 53129
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
11 repeat clients
from
$20
per visit
Profile image

Katie is wonderful. She took great care of our shy kitty. Sat and played with her. She noted that she drank much water and put out another bowl for her. Pictures and updates put us at ease. Will definitely use Katie again.

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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8. 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
120 reviews
36 repeat clients
from
$14
per visit
Profile image

Our first experience with a pet sitter was flawless. Amanda understood our concerns about leaving our cats to her care and went above and beyond to put us at ease. We will be requesting her services in the near future.

Sitter Profile Image: Ashley Y.
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Sitter Profile Image: Ashley Y.
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9. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$18
per visit
Profile image

Ashley was flexible, thorough and when I came home my critters were just as relaxed and comfy as can be! She is a great pet sitter, anyone would be lucky to have her!

Sitter Profile Image: Danielle S.
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Sitter Profile Image: Danielle S.
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10. Danielle S.

Star Sitter
Puppy-lover and kitty-cuddler.
West Allis, WI, 53227
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
13 repeat clients
from
$20
per visit
Profile image

Danielle watched our two small dogs in our home recently and she was fantastic. I received updates on how they were doing and eating as well as a few photos. Danielle is very caring and made us feel so much better about going on vacation and leaving our pups at home.

Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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11. Sarah J.

Star Sitter
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
149 reviews
47 repeat clients
from
$25
per visit
Profile image

Sarah did it again! We have a whole herd at our house between resident and foster dogs and she gave great care to everyone. We just feel so much better having her stop by when we are gone for a long day.

Sitter Profile Image: Allie S.
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Sitter Profile Image: Allie S.
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12. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$20
per visit
Profile image

Allie was fantastic! We booked her last minute and she was super accommodating to us. As nervous pup parents we were super unsure about leaving him, but she was so sweet, took extra good care of him, sent us tons of report cards and photos and made us feel as though he was in great hands! We will definitely book with her again in the future. He misses you already!

Sitter Profile Image: Kelly M.
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Sitter Profile Image: Kelly M.
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13. Kelly M.

Rover 101
Star Sitter
I love dogs and being outside!
Greenfield, WI, 53227
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$20
per visit
Profile image

It was a pleasure having Kelly watch after my puppy Stormi. I received many updates, pictures and videos during her time visiting Stormi. I will definitely be booking with her in the near future. Thank you Kelly!

Sitter Profile Image: Jessica E.
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Sitter Profile Image: Jessica E.
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14. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit
Profile image

Jessica did an incredible job with my furry baby :) Thank you for everything!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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15. Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
17 repeat clients
from
$18
per visit
Profile image

Mary is wonderful. I am so glad to have come across her service and connected. Her service is exactly what I needed. Also, she is very prompt with communication which I really appreciate.

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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16. 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
23 reviews
9 repeat clients
from
$25
per visit
Profile image

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

Sitter Profile Image: Julie T.
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Sitter Profile Image: Julie T.
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17. Julie T.

We walk the walk, and bark the bark
Greendale, WI, 53129
1.8 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$19
per visit
Profile image

Gave my dog a lot of attention . Was good with him

Sitter Profile Image: Anna G.
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Sitter Profile Image: Anna G.
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18. Anna G.

Trusted Lifelong Animal Lover
Greendale, WI, 53129
1.7 mi. away
House Sitting, Drop-In Visits
1 review
from
$13
per visit

Anna is the best pet-sitter I have ever used. I have very particular dogs (when it comes to food, playing, walking, etc.) and Anna handled them beautifully. She does more than is expected of her always. Anna makes sure to include plenty of enrichment time and snuggles for any pets you have!

Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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19. Emily Z.

Animal-lover here to help!
West Allis, WI, 53219
1.1 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$14
per visit

I am thrilled to recommend Emily as an exceptional pet caregiver. Emily is not only responsible and reliable but also incredibly loving and compassionate, particularly when it comes to cats. Her special bond with felines is truly remarkable. Emily has a natural talent for understanding and attending to the needs of pets. She is patient, attentive, and genuinely cares about their well-being. Whether it's providing daily care, administering medication, or engaging in playtime, Emily goes above and beyond to ensure every pet feels loved and comfortable. Having witnessed Emily's dedication and passion for animal care, I can confidently say that she treats every pet as if they were her own. Her warm and nurturing nature, combined with her professionalism, makes her the ideal choice for anyone seeking a trustworthy and loving pet sitter. If you are looking for someone who will treat your furry friends with the utmost care and affection, Emily is the perfect choice. Your pets will be in excellent hands with her, and you'll have peace of mind knowing they are receiving the best care possible.

Sitter Profile Image: Gabriela P.
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Sitter Profile Image: Gabriela P.
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20. Gabriela P.

Love is a 4 legged word ♥️
Alcott Park, Milwaukee, WI, 53228
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$14
per visit
Profile image

Gabriela responded super quick and was available to watch my cats on short notice. She left lots of photos, and I came home to happy cats. Thank you!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Rolling Green:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1089 owners have reviewed sitters in Rolling Green, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Rolling Green, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Rolling Green, Milwaukee who can provide the care your pet needs, when they need it.

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