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
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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
111 reviews
36 repeat clients
from
$20
per visit
Profile image

Jessica did a great job! I would definitely book her again. First, it was so easy to coordinate with her. Next she kept me up to date with what was going on with Lucy during the check-ins. My girl was happy and well taken care of.

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Sitter Profile Image: Julia A.
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Sitter Profile Image: Julia A.
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2. Julia A.

Responsible and caring pet lover :)
Milwaukee, WI, 53226
6.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
14 repeat clients
from
$20
per visit
Profile image

Julia did a fantastic job taking care of our Callie during one weekend. She was attentive to her needs and also flexible for feedings and medication administration. She helped us out last minute and made us feel at ease that she was taken care of. Highly recommend her to take care of your fur baby! They will be in excellent hands!

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Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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3. 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
77 reviews
26 repeat clients
from
$23
per visit
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Kim was great with our puppy! Very communicative with us and flexible as our schedules changed and developed. You can tell she is a animal lover!

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Sitter Profile Image: Jamila M.
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Sitter Profile Image: Jamila M.
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4. Jamila M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
4.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
22 repeat clients
from
$20
per visit
Profile image

Jeremy was an amazing cat sitter! Both my cats were immediately comfortable and really grew to like Jeremy’s daily visits and play time. Super responsive and always sending lots of pics for me to check in on- it’s was such a relief to have them in Jeremy’s care. Highly recommend!!!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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5. 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
30 reviews
11 repeat clients
from
$18
per visit
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Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!

Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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6. 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
27 reviews
12 repeat clients
from
$20
per visit
Profile image

I find it a great comfort to be able to leave my dog at home while I travel and know that he will be cared for as well as if I were doing the caring. That is the way I feel when I leave him in Kiki's care. Her daily reports are affirming and enhance my confidence in her. She does not disappoint. I would highly recommend her to anyone looking for a stop-in sitter, Jim Kearney

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Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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7. 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
39 reviews
12 repeat clients
from
$22
per visit
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Marilia is very responsible and I could tell at our meet and greet she takes caring for pets seriously. I felt really comfortable knowing she’d be helping walk and play with our dog while we were out.

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Sitter Profile Image: Elizabeth M.
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Sitter Profile Image: Elizabeth M.
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8. 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
23 reviews
6 repeat clients
from
$15
per visit
Profile image

Elizabeth was absolutely phenomenal with my complicated, demanding cats. I hadn’t left them with a sitter in years and she was incredibly reassuring, communicative, professional, prompt…everything I could’ve hoped for and more! Elizabeth was so patient and creative in getting my skittish kitty to eat and by the end he totally warmed up to her! She also went above and beyond by feeding my fish and shoveling my front walk. I feel so lucky and grateful to have found Elizabeth and will not hesitate to hire her again!

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Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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9. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$12
per visit

About: I have 9 years of experience with walking dogs and caring for various animals. Most recently, while in the Navy, I was a dog sitter for friends who were on deployments around the world. The experience I have gained over the last 9 years allows me to be comfortable with animals in any environment. I am a full time dad and husband to a military doctor, but have flexibility daily for pet care from walks to checkins to house sitting. We have a Great Dane named Thor and a rescue cat named Vinny that are an integral part of our family. I train them daily to make sure they are comfortable with our child.

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Sitter Profile Image: Kristina K.
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Sitter Profile Image: Kristina K.
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10. Kristina K.

Animals make me smile most!
Brown Deer, WI, 53209
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
11 repeat clients
from
$17
per visit
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Kristina was great! Flexible and easy to communicate with before and during our trip. Our cat was very comfortable with her. We’ll definitely call her for our next trip.

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Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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11. Lizzy B.

Rover 101
Star Sitter
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
4.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
4 repeat clients
from
$20
per visit
Profile image

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: Cindy T.
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Sitter Profile Image: Cindy T.
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12. Cindy T.

Star Sitter
TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
3.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
565 reviews
345 repeat clients
from
$22
per visit
Profile image

Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!

Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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13. Ryan T.

Star Sitter
Work from home Dog Father
Milwaukee, WI, 53217
3.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$20
per visit

Ryan did a fabulous job. My pets were so happy there—from his pics and vids—that they looked like they had found a second home. He watched our two dogs and a cat. He communicated well, was obviously very experienced, and knew how to make our three pets happy. We were gone for over twenty days, and for once, weren’t worried about how our pets were handling our absence. What a great experience they had!

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Sitter Profile Image: Daniel F.
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Sitter Profile Image: Daniel F.
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14. 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
47 reviews
22 repeat clients
from
$20
per visit
Profile image

Danny was great! He came over to meet the cats before I left and sent me updates while I was away. My cats both enjoyed all the chin scratchies they got!

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Sitter Profile Image: Laura G.
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Sitter Profile Image: Laura G.
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15. Laura G.

Professional Dog's best Friend
Whitefish Bay, WI, 53217
3.8 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$15
per visit

I've trusted Laura completely to watch and care for my dog Dari for the past 9 years, and she is the first person I check with to watch my dog any time I need a sitter. Any time my dog is with Laura I know she is in the best possible hands, and will receive all the attention, training, play time, and walks she could want. Laura is one of my dog's favorite people in the world, and the two of them are always overjoyed to see each other. It's very possible my dog actually likes Laura more than me, but I haven't had the heart to ask her directly. But, I do rest easy knowing that any time my dog is with Laura she is receiving every bit of the love, attention, play time, and exercise she would get at home, and I I know she could not possibly be in better hands than Laura's.

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Sitter Profile Image: Becky R.
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Sitter Profile Image: Becky R.
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16. Becky R.

Rover 101
Northshore Dog Walker!
Glendale, WI, 53209
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
25 repeat clients
from
$20
per visit
Profile image

Becky again provided outstanding care for our two kitties! They love her, and so do we! Becky faithfully went to our house when she said she would in the morning and again in the late afternoon for drop in visits. She fed the kitties, changed their water, scooped the litter, played with the playful one, and gave both of them snuggles and pets. Becky also sent us lots of wonderful photos which we loved! While we were gone, we felt so at ease, knowing that our kitties were receiving the best care. We are booking Becky again already for our next out of town plans.

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Sitter Profile Image: natallie b.
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Sitter Profile Image: natallie b.
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17. natallie b.

Your pets new best buddy! 🐾
Glendale, WI, 53217
3.4 mi. away
Boarding, Drop-In Visits, Dog Walking
4 years of experience
from
$13
per visit

About: I just graduated from UW-Whitewater and started working full time down town. As of now I cannot afford to own a dog myself which is why I want to take care of yours! Dogs are my favorite animals/pets! I’ve had a golden doodle for about 5 years now and he is the most precious thing! I currently work full time as a paralegal in downtown Milwaukee so I would be able to do nights Mon-Fri (anytime after 6) and any time on weekends! My apartment complex is full of dogs and has tons of grass area and sidewalks for them to walk around. My apartment is an open concept and very comfortable living space. There’s lots of room for the puppy/ dog to play. My roommate is also an animal lover who is in grad school to be a speech pathologist. She would provide the same love and affection as I will to your furry friend!

Sitter Profile Image: Susana P.
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Sitter Profile Image: Susana P.
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18. Susana P.

Loving pet owner
Fairfield, Mikwaukee, WI, 53209
0.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$18
per visit

Suzy is awesome! She watched my two dogs for a few days while I went across the country for work. She sent me videos and updates of them eating and playing which was great to see. They loved her and I’d totally have her back to pet sit again!

Sitter Profile Image: Rayanne N.
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Sitter Profile Image: Rayanne N.
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19. Rayanne N.

Animal lover! Happy to help!
Glendale, WI, 53209
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per visit

Rayanne is a very caring animal lover! makes sure your animals needs are being met and no messes left behind! If you are looking for someone to put your animal first in every aspect, look no further 🫶🏽

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Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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20. Jennifer L.

Experienced animal caregiver
Glendale, WI, 53209
1.9 mi. away
Drop-In Visits, Dog Walking
1 review
from
$16
per visit

Jen loves animals. There is no simpler way to describe it. She and I exchange pictures, videos, and links of all sorts of cute animals every day, including our own animals. Jen understands the importance of having an animal in your life and home, and how they instantly become part of your family, permanently easing their way into your heart. Jen is my go-to person for anything animal related. I trust her explicitly with taking care of my cats. Over the years she’s had her own pets, they’ve only known a happy and loving home. If you put your pet’s care in Jen’s trust, you will not be disappointed. 🐶🐱

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

Rover also offers other services in Havenwoods:

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.

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