Pet Sitting & Drop Ins in Fair 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

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Sitter Profile Image: Lexi K.
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Sitter Profile Image: Lexi K.
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1.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
7 repeat clients
from
$16
per visit

She did so good with my evil cat and even brought in a package and put my robot camera back on the charger. We met up before my vacation and did a quick review of what was needed. I felt comfortable knowing she was there for my cat :)

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Sitter Profile Image: Kathy S.
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Sitter Profile Image: Kathy S.
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2.

Kathy S.

Rover 101
Patient walker and caregiver.
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
31 reviews
12 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! :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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3.

Sarah J.

I’m awkward with humans.
West allis, WI, 53219
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
61 reviews
25 repeat clients
from
$13
per visit

Sarah, was fantastic. Our dog was very well taken care of. Sarah took care of Odie as if he was her own dog, she played with and sent picture of the interactions between them.. she went way past our expectations. We will be calling on her again.

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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
Drop-In Visits, Dog Walking
5.0
17 reviews
2 repeat clients
from
$15
per visit

❤️❤️❤️

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Liz H.
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Sitter Profile Image: Liz H.
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5.

Liz H.

Winter Availability 🐾❄️
Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking
5.0
94 reviews
41 repeat clients
from
$19
per visit

Liz is a very considerate and attentive sitter. She checked in on my pet while I was out of town and made me feel reassured he was taken care of. I would recommend Liz to anyone with a pet. Thank you Liz!

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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6.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
85 reviews
32 repeat clients
from
$15
per visit

Leandrea did a superb job with my kitty Sunny! I was anxious about leaving him due to him just having surgery a couple of days prior, but I was immediately put at ease with her quality of care! I would recommend her to anyone looking for care for their pet! I will definitely be booking for all my pet needs in the future! Thank you for being so wonderful!

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Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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7.

Rachel F.

Crazy Cat Mom🐱
Wauwatosa, WI, 53213
Drop-In Visits
5.0
50 reviews
17 repeat clients
from
$20
per visit

Rachel did a great job caring for Teddy while I was away for the weekend. Teddy seemed so happy in the pictures she sent during her updates. Her arrivals were timely and her report outs were thorough. Rachel was very easy to communicate with via text message! I would definitely use Rachel again to watch Teddy!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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8.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
76 reviews
37 repeat clients
from
$15
per visit

Was prompt and continuously kept me updated about my fur babies. Excellent communication and loving care. 5 ? we will be using Erica in the future.

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Sitter Profile Image: Christina J.
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Sitter Profile Image: Christina J.
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9.

Christina J.

Experienced and attentive!
Wauwatosa, WI, 53226
Drop-In Visits, Dog Walking
5.0
41 reviews
16 repeat clients
from
$20
per visit

Thanks! We really enjoyed and appreciated having Christina come and get to know our two kitties. She is timely on arrival, followed all of our needs and desires to the letter, and the cats enjoyed having her play with them and make that human connection when we were gone.

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Sitter Profile Image: Julie N.
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Sitter Profile Image: Julie N.
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10.

Julie N.

Large fenced yard and a 1yr old lab
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
73 reviews
32 repeat clients
from
$16
per visit

So thankful to have found Julie! She looks after our cats with such love, sending photos each visit! We will never use anyone else for our cat care.

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Sitter Profile Image: Sarah C.
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Sitter Profile Image: Sarah C.
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11.

Sarah C.

Just keep walking just keep walking
West Allis, WI, 53214
Drop-In Visits, Dog Walking
5.0
1 review
3 repeat clients
from
$20
per visit

About: Dogs and I tend to become fast friends. As a result, I am asked by neighbors and friends to walk, feed and play with their dogs. I’ve been taking care of dogs off and on for many years since I was quite young. I am available to care for dogs during the day on weekdays, though I can be flexible with my schedule if your pet needs care. I would love to learn what your pet enjoys. Whether that is playing with them, taking them on long walks, or petting them; My goal is to make sure that they are well taken care of and have a good time. I also love taking and sending pictures of your pets to you on the Rover card, and hope it brings a smile to your day.

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Sitter Profile Image: Natalie F.
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Sitter Profile Image: Natalie F.
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12.

Natalie F.

Lover of all animals big or small!
Wauwatosa, WI, 53226
Boarding, Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$18
per visit

Thank you! I will definitely keep you in mind for future visits. ?

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Sitter Profile Image: Kevin F.
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Sitter Profile Image: Kevin F.
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13.

Kevin F.

Rover 101
I’d swipe right on your dog
Wauwatosa, WI, 53213
Drop-In Visits, Dog Walking
5.0
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!

Sitter Profile Image: Amy D.
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Sitter Profile Image: Amy D.
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14.

Amy D.

Reliable & Conscientious Caretaker
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
14 repeat clients
from
$18
per visit

Amy was absolutely wonderful!! Our daughter was getting married in Elkhart Lake about an hour away from our home. There were some changes in the planning and schedule and Amy just rolled with it, including adding a second dog into the mix! Thank you for taking such good care of Riley!?❤️

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Sitter Profile Image: Lisa L.
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Sitter Profile Image: Lisa L.
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15.

Lisa L.

Lots of puppy love in this house!
Wauwatosa, WI, 53213
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
8 reviews
4 repeat clients
from
$20
per visit

About: I grew up with puppies and all kinds of animals. My father is a man who just loves all animals. We recently got a Golden Doodle puppy after I bought my home this summer. I have 2 golden doodles and just love them to pieces I have been pet sitting for family and friends when they needed the last couple years. I would care for your fur baby and love them as much as we have love our own. My back yard is fenced in and i do have a large back yard. All outside activities are supervised. I work from home so can accommodate most routines that are needed with some grace. There are times I may need to leave and run errands or appointments but the pups will never be home alone too long. I can do doggy day care for the most part until 5pm (later would be on occasion with prior approval). I have 2 friendly dogs and a fenced in yard so to keep your puppy safe. I can also crate if needed. I have a teenage daughter that also helps and plays too!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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16.

Jenn S.

Dog lover and cat mom of 3❤️
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
9 repeat clients
from
$25
per visit

This is Sadie’s first visit with Jenn and everything went so well. She was prompt, had quality time with Sadie and accomplished everything discussed. Jenn is very reliable and I would highly recommend her.

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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17.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
42 reviews
6 repeat clients
from
$23
per visit

Kelle did a great job and Ruby was all smiles. Ruby is a big girl and can be stubborn but all went well. Thanks much

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amiey E.
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Sitter Profile Image: Amiey E.
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18.

Amiey E.

Graduate student paying for school
Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$20
per visit

Amiey is a great furbaby sitter. She truly loves and cares for the pets in her care. She has watched our Tucker multiple times in our home. He is not the most people friendly and within a day or so he was so excited when she would come to the house. I would highly recommend her to watch your beloved pet.

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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19.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
41 reviews
17 repeat clients
from
$22
per visit

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Danielle M.
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Sitter Profile Image: Danielle M.
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20.

Danielle M.

Love animals & getting outside! ☀️
West Allis, WI, 53214
Drop-In Visits, Dog Walking
5.0
5 reviews
3 repeat clients
from
$18
per visit

Danielle is amazing! She showed up on time and cared for my dogs like they were her own. She met with me before hand and asked questions to make sure she would treat them the way I wanted. I highly recommend her to her to walk your dogs or drop in for a visit!

Search Map

Pet parents in Fair Park, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Fair Park, 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 Fair Park, 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Fair Park, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

Drop-In Visits