Pet Sitting & Drop Ins in Havenwoods, 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
97 reviews
33 repeat clients
from
$20
per visit

Jessica is reliable and responsive, and takes great care of my kitty. I will continue to ask her to take care of Rocco every time I go out of town. Thank you Jessica!

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

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

Kim has great communication and attention to detail. She clearly cares for animals dearly so I felt very comfortable having her check in on my cats. She gave nice updates and pictures.

Sitter Profile Image: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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3. HeidyNoelle W.

Star Sitter
Your next Pawesome pet-sitter!
Mequon, WI, 53092
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
6 repeat clients
from
$22
per visit

I booked a reoccurring daily drop in and have been very happy with the service. My dog Duke is a bit of a jerk to new people but they have been getting along great. Heidy always gives me great notes on their visits and gives plenty of heads up if something with our schedules needs to change. Highly recommend.

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

Star Sitter
Your best friends new best friend!
Wauwatosa, WI, 53213
4.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 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.

Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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5. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$18
per visit

Katie was great with my kitty. She put a lot of effort into making my cat feel safe and entertained while visiting. The pictures she shared were adorable, my cat was obviously having a great time with Katie!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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6. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$18
per visit

Tegra was lovely with my babies (dog and cat) while I was out of town. They were safe and well cared for. Thank you!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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7. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$15
per visit

Kiki did a terrific job with my dog. She showed up on time, did what I had asked of her, and sent me reassuring reports of her visits. I am very pleased.

Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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8. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$22
per visit

Marilia has looked after my kitty several times now, and she always does a great job. I appreciate that she patiently tries hard to make friends with her, even though those overtures are typically rebuffed by the aloof kitty!

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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9. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$15
per visit

Rhonda saved the day with a last minute service. She solved problems (getting in to our place) and went above and beyond to care for our two pups. We are very grateful for her flexibility and good care. Will definitely ask for her again!

Sitter Profile Image: Kathy B.
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Sitter Profile Image: Kathy B.
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10. Kathy B.

Love love love every doggo.
Golden Valley, Milwaukee, WI, 53222
4.2 mi. away
Drop-In Visits
5.0 out of 5 stars
4 reviews
3 repeat clients
from
$16
per visit

Kathy did a great job earning our dog’s trust when she came for check-ins. She provided comfort and lots of exercise and play time- just what we needed!

Sitter Profile Image: Heidi N.
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Sitter Profile Image: Heidi N.
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11. Heidi N.

Pet loving medical student
Washington Heights, Milwaukee, WI, 53208
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 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: Hannah E.
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Sitter Profile Image: Hannah E.
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12. Hannah E.

Star Sitter
Animal Lover Pet Sitter/Walker!
Wauwatosa, WI, 53225
4.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per visit

Hired Hannah for my cats. She was always on time and left my house with clean dishes. My cats were also happy :) would love to recommend her.

Sitter Profile Image: Daniel F.
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Sitter Profile Image: Daniel F.
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13. Daniel F.

Star Sitter
Happy to visit furry best friends
Fox Point, WI, 53217
3.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
21 repeat clients
from
$20
per visit

We had a great experience with Danny. He was patient with our rescue cats and very communicative throughout. Lots of photos and video which we really appreciated. We would gladly use his services again!

Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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14. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$14
per visit

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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15. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
3.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 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.

Sitter Profile Image: Elizabeth M.
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Sitter Profile Image: Elizabeth M.
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16. Elizabeth M.

Dietitian by day Animal lover 24/7!
Fox Point, WI, 53217
4.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$15
per visit

Elizabeth is the best cat sitter I ever had. She was always in time. Sent very detailed notes. She went above and beyond aging care of my two cats. I will definitely hire her again.

Sitter Profile Image: Kaylee K.
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Sitter Profile Image: Kaylee K.
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17. Kaylee K.

I'll treat them as my own.
Glendale, WI, 53217
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
56 reviews
23 repeat clients
from
$18
per visit

Kaylee was professional, polite, and attentive. A job well done. I am happy to recommend her and Rover. Overall a very positive and satisfying experience.

Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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18. Lizzy B.

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

Lizzy did a great job taking care of all three of our pups while we were out of town. Her communication was top notch and she went above and beyond during her visits. We loved seeing how happy the dogs looked in her updates and will definitely reach out to her the next time we need someone to care for our dogs!

Sitter Profile Image: Angie L.
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Sitter Profile Image: Angie L.
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19. Angie L.

They won't even realize you're gone
Glendale, WI, 53209
2.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$25
per visit

Our cats loved her

Sitter Profile Image: Lillian R.
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Sitter Profile Image: Lillian R.
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20. Lillian R.

Owner away? I walk, sit and stay!
Lincoln Park, Milwaukee, WI, 53209
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$20
per visit

About: Growing up with animals has given me a lifetimes worth of pet care experience! Determined to care for your furry family as if they are my own. I currently have an open schedule to assist with whatever your pet family may need. Walks, check ins, overnights, I can accommodate them all for you! I have experience taking care of my own dog and cats, all rescues from different backgrounds. I am able to adapt my care style to fit the needs of your pets.

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In Havenwoods, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 1089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Havenwoods can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Havenwoods 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 Havenwoods, 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 Havenwoods pet sitters and avoid the kennel.

Drop-In Visits