Pet Sitting & Drop Ins in Wedgewood, 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
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Search Results

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

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

Great communication and takes good care of our dog during drop-ins. Follows instructions for taking our dog out, and engages with our dog for fun playtime and training during the visit.

Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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2. Leandrea R.

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

Great communication always on time if there were any questions she asked. Very friendly and very good with the dog. Would highly recommend her for taking care of your dogs. Always sent pictures and an update on what was going on.

Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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3. Lexi K.

Star Sitter
Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
12 repeat clients
from
$16
per visit
Profile image

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 :)

Sitter Profile Image: Ashley Y.
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Sitter Profile Image: Ashley Y.
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4. Ashley Y.

Star Sitter
English Bulldog/Catahoula Mom
West Allis, WI, 53214
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 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: Michele M.
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Sitter Profile Image: Michele M.
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5. Michele M.

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

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!

Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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6. Katie N.

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

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.

Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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7. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
123 reviews
41 repeat clients
from
$13
per visit
Profile image

Sarah is a great communicator and like family to us. My dog and I think the world of her! I have a very excitable dog and Sarah handle him just fine.

Sitter Profile Image: Hillery F.
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Sitter Profile Image: Hillery F.
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8. Hillery F.

Happy to help!
West Allis, WI, 53214
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$19
per visit
Profile image

Hillery is fantastic! I cannot stay how much I appreciate her services. She has helped put our minds at ease while we are are away knowing that someone so dedicated to the well being of furry family members is there to make sure they are cared for. We are so thankful and blessed to have found Hillery.

Sitter Profile Image: April & Brad R.
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Sitter Profile Image: April & Brad R.
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9. April & Brad R.

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$20
per visit

April is a great person to take care of your dog! She has a love and passion for animals. I know that I can trust her with my pets because she is reliable and has experience taking care of them. Any dog would be lucky to have her as their watcher!!

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

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

Danielle was great. She kept in touch and let me know if she had questions. The girls were happy and were very well taken care of and I was relieved to know I could stay at work and not worry about them. I will definitely ask her to help with the girls again when I need it. Thanks to you, Danielle and your son! ?

Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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11. Christine H.

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

This was my first time using Rover. I had 6 amazing drop in visits for my two energetic boxers. Christine was wonderful taking care of them and helping them burn off some energy! She was amazing and I'd use her services again without a doubt. She provided great update pictures every day and she even brought in packages that were delivered while I was away.

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
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$18
per visit
Profile image

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: Amanda B.
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Sitter Profile Image: Amanda B.
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13. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
110 reviews
36 repeat clients
from
$14
per visit
Profile image

Amanda does a great job! She came over last minute and took great care of our senior and puppy. Everything went smoothly and she stayed in contact throughout the visit.

Sitter Profile Image: Allie S.
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Sitter Profile Image: Allie S.
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14. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$18
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: 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
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$22
per visit
Profile image

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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16. Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
16 repeat clients
from
$15
per visit
Profile image

Mary is our go-to for animal care when we travel, and we couldn’t feel more comfortable leaving our two dogs in her care. She’s so sweet and treats them like her own, gives individualized attention and truly cares about their experience -and ours- while we are away. Tanner and Wrigley can’t wait to see you again!

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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17. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
1.6 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
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: Kevin H.
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Sitter Profile Image: Kevin H.
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18. Kevin H.

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

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: Jessica E.
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Sitter Profile Image: Jessica E.
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19. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
1.6 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: Angie B.
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Sitter Profile Image: Angie B.
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20. Angie B.

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

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

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Pet parents in Wedgewood, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Wedgewood pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Wedgewood, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits