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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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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.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
93 reviews
32 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!

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

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: Tegra R.
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Sitter Profile Image: Tegra R.
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3. Tegra R.

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
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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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4. Marilia D.

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
29 reviews
7 repeat clients
from
$22
per visit

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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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
15 reviews
5 repeat clients
from
$15
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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6. Hannah R.

Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
4.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
17 repeat clients
from
$20
per visit

Hannah was amazing and very flexible! She was very courteous, prompt and caring heart for the fur butts! I plan on using her in the future!!

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

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
5 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.

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Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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8. Rhonda G.

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
86 reviews
40 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!

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Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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9. Cindy T.

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

Cindy did a last minute drop in visit for me on a Saturday night for my 2 huskies. Everything went very well and I would definitely use her services again. Thank you, Cindy!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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10. Liz P.

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
55 reviews
20 repeat clients
from
$18
per visit

Liz is this wonderful. She took excellent care of our dog, provided timely updates, and sent us pictures during the visit. We will definitely ask her back next time we need a pet sitter.

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

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
21 repeat clients
from
$20
per visit

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: Kate D.
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Sitter Profile Image: Kate D.
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12. Kate D.

Student who loves pets
Mequon, WI, 53092
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
19 repeat clients
from
$20
per visit

Kate was wonderful with my pups. They are both older dogs, though they don't act it. She made sure they did their business, gave them treats, and sent me pictures during each visit. I was in a 3-day summit, so knowing they were being cared for meant I could focus on my work without worry. I will definitely use Kate again!

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Sitter Profile Image: Hanna B.
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Sitter Profile Image: Hanna B.
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13. Hanna B.

Lover of all furry friends
Whitefish Bay, WI, 53211
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
6 repeat clients
from
$16
per visit

I've known Hanna for many years - and have been impressed by her love of and care for a variety of animals - including pet rabbits, cats, and dogs. She is not a vet tech or a veterinarian, but with her love of and connection with animaIs, I could easily see her in that role. She is very reliable and I would trust the care of my animals to her with no hesitation.

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Sitter Profile Image: Jessica F.
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Sitter Profile Image: Jessica F.
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14. Jessica F.

Work from home dog mom :)
Shorewood, WI, 53211
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$25
per visit

Jessica was wonderful and we will definitely use her again.

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Sitter Profile Image: Angie L.
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Sitter Profile Image: Angie L.
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15. Angie L.

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

She’s great. Our cats love her.

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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
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
101 reviews
25 repeat clients
from
$23
per visit

Becky is dependable and reliable. She had no problem coming into my home to take care of my 3 very different dogs with very different needs. She shared many pictures of her visit which was great to see while I was away. Definitely booking Becky for my next trip!

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Sitter Profile Image: Lillian R.
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Sitter Profile Image: Lillian R.
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17. Lillian R.

Owner away? I walk, sit and stay!
Lincoln Park, Milwaukee, WI, 53209
2.3 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.

Sitter Profile Image: Rayanne N.
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Sitter Profile Image: Rayanne N.
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18. Rayanne N.

Animal lover! Happy to help!
Glendale, WI, 53209
1.0 mi. away
Drop-In Visits, Dog Walking
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: 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

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.

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Sitter Profile Image: Alison S.
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Sitter Profile Image: Alison S.
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20. Alison S.

Here for you, and them
Glendale, WI, 53209
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$20
per visit

Alison has been a dog owner and lover her entire life. She grew up with three bearded collies over the course of her youth, during which time she took part in walking, feeding and nurturing all three dogs. Alison will most definitely adopt a dog in her adulthood as she enjoys the companionship that a dog offers. Alison has always been a responsible and reliable person. She is currently a graduate student working toward her PHD degree and understands what hard work and determination mean. Alison would be a great addition to any dog’s routine—I would highly recommend her services!

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In Fairfield, 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 Fairfield 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.

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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