Pet Sitting & Drop Ins in Dineen Park, 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

Confirmed availability: Easter Weekend
Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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1. Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
16 repeat clients
from
$16
per visit

I always feel at ease when Kathy checks in on our cats! We were gone for about 5 days and we got daily pictures on the day she was cat sitting. She went above and beyond and figured out how to entertain our cat who likes to have the faucet turned on just a little for droplets to play with the water 😂 I’d definitely recommend her service! :)

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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2. Kim S.

Never lived a day without a pet
Glendale, WI, 53217
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
17 repeat clients
from
$23
per visit

Kim was such a pleasure to work with. We met prior to the booking and found out she lived within walking distance of us! It gave us peace of mind knowing she was so close and got along well with our kitties. She provided daily updates which was so fun to receive as we loved the pictures! We would recommend Kim to anyone and will book with her again!

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

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
11 repeat clients
from
$16
per visit

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.

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Sitter Profile Image: Lindsey F.
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Sitter Profile Image: Lindsey F.
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4. Lindsey F.

Your best friends new best friend!
Wauwatosa, WI, 53213
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
3 repeat clients
from
$15
per visit

I would recommend Lindsey to anyone. We hired her for three drop-in’s over the weekend and she was timely, respectful, had great communication throughout the process. It felt as though a family member was taking care of our dogs.

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Sitter Profile Image: Kevin F.
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Sitter Profile Image: Kevin F.
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5. Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
11 repeat clients
from
$17
per visit

Our dog loves Kevin! He takes excellent care of her and always makes sure she’s well excised, has plenty of water and is safe and sound when he leaves. Would recommend Kevin to our family and friends for pet care!

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Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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6. Christina J.

Experienced and attentive!
Wauwatosa, WI, 53226
3.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
19 repeat clients
from
$20
per visit

Had a great experience with Christina. It was our first time using Rover and we were very happy. She took the worry out of being away. Thank you!

Sitter Profile Image: Lillith L.
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Sitter Profile Image: Lillith L.
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7. Lillith L.

ABC VA Certified and ❤️ all animals
Milwaukee, WI, 53208
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
7 repeat clients
from
$19
per visit

I recently adopted my dog so I was nervous to introduce more humans so soon. But I didn’t have to worry with Lillith. She’s knowledgable and you can tell how much she loves dogs. Maverick can’t wait to see you again!

Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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8. Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
1.3 mi. away
Drop-In Visits
5.0 out of 5 stars
53 reviews
17 repeat clients
from
$20
per visit

Rachel was great! She was communicative and friendly and my kitty really appreciated her attention while I was gone. Will definitely rebook her for future needs.

Confirmed availability: Easter Weekend
Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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9. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$20
per visit

Heidi was really great with our dog, Hazel! Excellent communication and so nice to deal with. She took good care of Hazel during our day away. Will definitely book again!

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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10. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
556 reviews
339 repeat clients
from
$22
per visit

Cindy is great with our dog that is very shy and likes to hide and has really bad separation anxiety. I always feel good when Cindy’s there to take care of them.

Confirmed availability: Easter Weekend
Sitter Profile Image: Kaitlin G.
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Sitter Profile Image: Kaitlin G.
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11. Kaitlin G.

Mom to animals, teacher to humans
Wauwatosa, WI, 53213
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$19
per visit

Thank you for taking care of our kitties! We felt super safe leaving them with Kaitlin over the long weekend and would definitely hire again.

Sitter Profile Image: Paula L.
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Sitter Profile Image: Paula L.
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12. Paula L.

Pet loving registered nurse
Uptown, Milwaukee, WI, 53210
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit

Paula is a wonderful woman who loves animals. She is dedicated to her own dog and loves to help others. She has grown up with dogs and knows how to care for them, going on longs walks and visiting dog parks, as well as knowing what to feed them and when. She is attentive and always making sure everyone is safe and having fun. I absolutely trust her with my pets.

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Sitter Profile Image: Krystal D.
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Sitter Profile Image: Krystal D.
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13. Krystal D.

Pawsitively Reliable Dog Sitter!
Milwaukee, WI, 53210
0.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$14
per visit

Krystal is an amazing Dog Mom and Dog Lover! My dogs are obsessed with her always so happy when she watches them for me !

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Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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14. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$14
per visit

I lived next door to Lizzy for just over a year and we both owned a dog! To start, she was so attentive and great with her own dog, Clover. She was always letting her outside, taking her to the dog park, or going on camping adventures with her! With my dog Oakley, Lizzy was always willing to watch him when I needed a pet sitter, she would take him out to play with clover, and she would always greet Oakley with a smile when he was outside. Overall I would rate Lizzy as 10/10 to be a pet sitter and to care for your pet.

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Sitter Profile Image: Giovanni M.
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Sitter Profile Image: Giovanni M.
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15. Giovanni M.

Rover 101
Your Pup's Home Away from Home
Milwaukee, WI, 53222
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$18
per visit

Giovanni has watched several of my foster dogs from the local shelter here. He is great with meeting new dogs and is very reliable. I always felt comfortable leaving Giovanni in charge of my dogs and felt confident in his ability. I always returned to happy pups and would 100% recommend him to anyone considering!!

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Sitter Profile Image: Valerie C.
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Sitter Profile Image: Valerie C.
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16. Valerie C.

Mutt Mama <3
Nash Park, Milwaukee, WI, 53222
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
7 repeat clients
from
$15
per visit

Val has watched my pup a couple times overnight and he is always so happy when I pick him up! She cares for him as if he is her own, so many snuggles. As a pet owner herself she understands how important our furbabies are to us and takes great care in making sure they are comfortable and happy.

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Sitter Profile Image: Brooke L.
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Sitter Profile Image: Brooke L.
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17. Brooke L.

Cat mom
Milwaukee, WI, 53222
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$25
per visit

Brooke watched my cat Douglas while we were out of town and she did an excellent job!! She provided detailed reports of he was doing and took lots of pictures. She cuddled and played with him every visit and followed the feeding instructions we gave her perfectly. It was such a relief knowing Douglas was in great hands 😊 definitely will be utilizing her services again!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Cassie & Ben O.
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Sitter Profile Image: Cassie & Ben O.
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18. Cassie & Ben O.

Rover 101
Animal Loving Full Time Pet Sitter
Enderis Park, Milwaukee, WI, 53210
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
8 repeat clients
from
$20
per visit

Cassie is an excellent pet sitter. She was clear and timely in her communication and my cat obviously adores her. Will be using her services again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Luis G.
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Sitter Profile Image: Luis G.
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19. Luis G.

Beautiful Family of 3 Loving Pets
Sunset Heights, milwaukee, WI, 53216
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
16 years of experience
from
$18
per visit

About: I am excited to share my life with my two dogs, Tania a beautiful and lovely 7-year-old girl, and Kiki, a handsome and attentive 9-year-old boy. Available weekdays and weekends. Schedule does not represent an issue. I am available for boarding walk out and more. I was born and raised surrounded by loving pets that make my day special. I have a Fenced yard and 2 Friendly Dogs to keep your fur baby company. We are an integrated family that shares its stay with pets that makes our life more special.

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Sitter Profile Image: Rachel G.
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Sitter Profile Image: Rachel G.
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20. Rachel G.

Love all animals like they are mine
Kops Park, Milwaukee, WI, 53222
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
15 repeat clients
from
$20
per visit

We use Rachel whenever we can because she is so reliable and always goes above and beyond with our cats. She sends pictures every day and she genuinely seems to enjoy seeing our pets, which I appreciate!

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

Rover also offers other services in Dineen Park:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1089 owners have reviewed sitters in Dineen Park, 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Dineen Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Dineen Park, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Dineen Park pet sitters and avoid the kennel.

Drop-In Visits