Pet Sitting & Drop Ins in Fairfield, 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: Tegra R.
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Sitter Profile Image: Tegra R.
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1. Tegra R.

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

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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Milwaukee, WI, 53202
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
35 repeat clients
from
$20
per visit
Profile image

Jessica took such good care of my cat. She gave me updates each time and took photos. I am happy to have Jessica care for my cat and would book with her again.

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
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
73 reviews
25 repeat clients
from
$23
per visit
Profile image

This is the second time Kim has taken care of our pups - it won't be the last!! She is super quick to respond, very easy to work with, and the dogs love her!!

Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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4. Marilia D.

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

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: Elizabeth M.
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Sitter Profile Image: Elizabeth M.
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5. Elizabeth M.

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

Elizabeth was amazing! She sent extremely detailed updates of her visits with our cat and put us at ease while we were away for over a week. She’s very communicative and took time to understand his quirks. We’ll definitely be using her 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
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$20
per visit
Profile image

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: Liz P.
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Sitter Profile Image: Liz P.
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7. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
66 reviews
22 repeat clients
from
$18
per visit
Profile image

Liz did a great job checking in and playing with Lenny! She was super friendly and easy to communicate with as well. Would absolutely book her again in the future.

Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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8. Travis H.

Rover 101
Star Sitter
Love & Exercise for your dog or cat
Riverwest, Milwaukee, WI, 53212
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
195 reviews
77 repeat clients
from
$25
per visit
Profile image

Travis was wonderful and highly recommend! We kind of booked last minute and he was so accommodating doing a meet and greet before dropping in on our boys. Our boys loved him and we will definitely be using him for future services!

Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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9. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
6 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!

Sitter Profile Image: Laura G.
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Sitter Profile Image: Laura G.
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10. Laura G.

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

I can’t say enough about how special Laura is and how amazing she is with my fragile dog Charlie. Laura is very attentive and I never worry about Charlie when I know he is with her. Her love of fur babies is obvious and I couldn’t be more grateful to her. Charlie hears her name and gets so excited to see her. I can’t thank her enough for caring and loving Charlie when I’m away.

Sitter Profile Image: Daniel F.
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Sitter Profile Image: Daniel F.
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11. Daniel F.

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

Daniel was a wonderful drop in caregiver to our cat, Chewy! My wife and I left Glendale the morning we found out about a family member’s death early that same morning. Daniel was not even in town but flying in that evening. His ability to take care of Chewy in such a caring and seamless way despite our lack of opportunity to meet was amazing. Daniel also took care of our orchids and herbs. Chewy befriended Daniel and have become fast buddies as shown in his daily photos. We have been out of Wisconsin for 20 days.

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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12. Rhonda G.

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

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: Susana P.
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Sitter Profile Image: Susana P.
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13. Susana P.

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

Suzy is great with dogs. She has watched my dogs for extended periods in the past and my dog absolutely loves going back. She loves taking her dogs on long walks through the park, so your dog will fully enjoy themselves. She also has experience training an untrained rescue dog, so she has a lot of experience around dogs. She is a loving dog mom and will provide a great home for your dog while you're away.

Sitter Profile Image: Morgan B.
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Sitter Profile Image: Morgan B.
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14. Morgan B.

Animal lover and owner
Milwaukee, WI, 53223
2.0 mi. away
Drop-In Visits, Dog Walking
11 years of experience
from
$20
per visit

About: I have taken care of household animals between 11 to 13 years. I have always treated my animals with the upmost respect and care. I can guarantee you and safely assure you I will do the same for your animals. I have experience and taking care of senior citizen dogs, dogs, and cats, along with puppies and disabled animals. I have decided to quit my full-time position at my current establishment to proceed my dream with working with animals. My availability will always be Monday through Friday preferably early morning midday, but can take care of your animals at night if need be. When taking care of your pet and or animals, I will treat them with the upmost respect and care as if they are my own.

Sitter Profile Image: Colleen S.
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Sitter Profile Image: Colleen S.
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15. Colleen S.

Rover 101
Snuggles, Walks and Treats
Whitefish Bay, WI, 53217
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
24 repeat clients
from
$25
per visit
Profile image

Colleen was awesome. She worked very close with us to time her visit appropriately. She followed up with very good feedback and some nice pictures. This was the first time we trusted our fur family to anyone outside of family and were very happy to see that our ours were happy and stress free.

Sitter Profile Image: Tiffani H.
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Sitter Profile Image: Tiffani H.
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16. Tiffani H.

Loving pet sitter,flexible schedule
Hampton Heights, Milwaukee, WI, 53218
2.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$13
per visit

She loves that crazy dog lol She"s amazing with dogs and ginuinely loves animal. Also as an individual shes a very responsible young lady. Give her a try

Sitter Profile Image: Becky R.
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Sitter Profile Image: Becky R.
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17. Becky R.

Rover 101
Northshore Dog Walker!
Glendale, WI, 53209
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
102 reviews
25 repeat clients
from
$23
per visit
Profile image

Becky is the most amazing pet sitter! I am so impressed with her professionalism, and it is clear that she is passionate about what she does! She's reliable and great with my cat and dog. I wouldn't hesitate for a minute to trust your pets with Becky!

Sitter Profile Image: Emily F.
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Sitter Profile Image: Emily F.
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18. Emily F.

Passion for taking care of animals
Glendale, WI, 53209
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$16
per visit

Emily is an amazing pet sitter! I occasionally go out of state for work and feel so comfortable leaving my sweet pup with Emily. Even though my pup Honey is a small chiweenie, she is best friends with Emily’s large Aussie. My pup honey always comes home tired out from all the play and walks. I would 100% recommend Emily as a pet sitter!

Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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19. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$25
per visit
Profile image

Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.

Sitter Profile Image: Rayanne N.
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Sitter Profile Image: Rayanne N.
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20. Rayanne N.

Animal lover! Happy to help!
Glendale, WI, 53209
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
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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Rover.com is the simple, savvy way to find and book Fairfield, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Fairfield, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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