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

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Sitter Profile Image: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1. Karsyn R.

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
154 reviews
51 repeat clients
from
$18
per visit

Karsyn was quick to respond to my last minute request and did a perfect job looking after Ozzie while we were away. Looking forward to working with Karsyn again in the future. Thank you!

Sitter Profile Image: Danielle S.
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Sitter Profile Image: Danielle S.
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2. Danielle S.

Puppy-lover and kitty-cuddler.
West Allis, WI, 53227
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
13 repeat clients
from
$18
per visit

Danielle is amazing and really saved the day watching my 3 cats! I will definitely use her in the future and recommend her for your animals needs!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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3. Leandrea R.

Rover 101
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
104 reviews
37 repeat clients
from
$15
per visit

Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessi C.
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Sitter Profile Image: Jessi C.
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4. Jessi C.

I love animals! They like me too!
New Berlin, WI, 53151
5.1 mi. away
Drop-In Visits
5.0 out of 5 stars
121 reviews
43 repeat clients
from
$16
per visit

I knew my cats would be shy as this was their first visit with Jessi. But she was able to bring them out of hiding by talking to them, which they love.

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

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
42 reviews
12 repeat clients
from
$16
per visit

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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6. 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
115 reviews
38 repeat clients
from
$13
per visit

Sarah has been an absolute life saver! I can go to work without worrying about my little guy. After a couple of false starts with Rover I was able to fi d Sarah! She is responsive, reliable, and flexible. And she takes the BEST pictures of my sweet guy on his walks. Thank you Sarah!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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7. Michele M.

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

Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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8. Katie N.

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

Katie was so nice to our dog Maggie who is very protective but loved Katie right a way. Katie was great and we would highly recommend her and will definitely use her again.

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Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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9. Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
3.2 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$20
per visit

Came on short notice and did a great job!

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Sitter Profile Image: Kelly M.
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Sitter Profile Image: Kelly M.
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10. Kelly M.

Rover 101
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

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!

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Sitter Profile Image: Jessica E.
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Sitter Profile Image: Jessica E.
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11. 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

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

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Sitter Profile Image: Deanna S.
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Sitter Profile Image: Deanna S.
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12. Deanna S.

I will provide unconditional love.
Greendale, WI, 53130
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$18
per visit

Deanna did a great job taking care of our dog and cat while we were away for a weekend. She always provided updates and photos and my dog and cat absolutely adore her! Will hire her again when we are in need of her services.

Sitter Profile Image: Megan C.
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Sitter Profile Image: Megan C.
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13. Megan C.

Tell your dog I said Hey! ❤
west allis, WI, 53214
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$15
per visit

Megan has been nothing but fantastic with our dogs for drop-ins. They can be a little rambunctious and crazy but they always seem to enjoy her company....and trust me that's hard to find with our dogs. We will be using Megan for a very long time! Thanks Megan for always being so wonderful to our crazy loving dogs ❤️ 🐕

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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14. Katherine B.

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
$25
per visit

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.

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Sitter Profile Image: Kevin H.
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Sitter Profile Image: Kevin H.
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15. Kevin H.

Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$19
per visit

Kevin did a great job walking my not-so-easy to walk dog. He took some photos of my dog and updated me on how their walk and play time went. I really appreciated Kevin's thoroughness about the walk! I have already booked Kevin again for my fluffy boy!

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
105 reviews
36 repeat clients
from
$14
per visit

Amanda is a natural with animals. My cat Chico warmed up to her immediately. She provided play time and administered eye drops while taking care of my cat’s routine needs. I would not hesitate to book her services again! Thank you for taking wonderful care of my furry baby.

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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17. 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
47 reviews
15 repeat clients
from
$15
per visit

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.

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Sitter Profile Image: Gabriela P.
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Sitter Profile Image: Gabriela P.
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18. 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

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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Sitter Profile Image: Angie B.
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Sitter Profile Image: Angie B.
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19. Angie B.

Rover 101
Loving Family to Care for your Dog
West Allis, WI, 53219
0.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
7 repeat clients
from
$20
per visit

Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica R.
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Sitter Profile Image: Jessica R.
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20. 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
7 reviews
from
$20
per visit

My Penny girl, LOVES Jessica! She’s always excited to see Jess when she petsits or takes her for walks. I know my fur baby is in good hands & fully taken care of when I’m gone. She goes above & beyond to make sure Penny is safe & comfortable! I 100% recommend her for your pet needs!

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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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