Pet Sitting & Drop Ins in Arlington Heights, 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: Kim S.
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Sitter Profile Image: Kim S.
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1.

Kim S.

Never lived a day without a pet
Glendale, WI, 53217
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
13 repeat clients
from
$20
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.

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Sitter Profile Image: Rachel F.
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Sitter Profile Image: Rachel F.
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2.

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: Kennedy K.
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Sitter Profile Image: Kennedy K.
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3.

Kennedy K.

Ready to be your pet’s assistant!
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
8 repeat clients
from
$20
per visit

Kennedy is a lovely human and a great sitter— very responsive, communicative, kind, and dependable. I’ve rebooked once and will plan to again :) Highly recommend!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Abigail L.
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Sitter Profile Image: Abigail L.
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4.

Abigail L.

Rover 101
Now booking December holidays! ⭐️
Riverwest, Milwaukee, WI, 53212
Drop-In Visits, Dog Walking
5.0
201 reviews
72 repeat clients
from
$20
per visit

We have such amazing communication from Abigail while we are away. She sends the most detailed updates and we know our cat is getting the best care. The pictures and updates make us feel so at ease while we know traveling and having someone different in our home is stressful for our cat. Abigail is 100% our go-to person when we travel now - we’ve booked with her more than once and will continue to go with her instead of anyone else. We can’t give her enough praise!

Sitter Profile Image: Emily Z.
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Sitter Profile Image: Emily Z.
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5.

Emily Z.

Help me help you help your pet
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
25 reviews
12 repeat clients
from
$20
per visit

Emily did a great job and always sent me such cute pictures! I will definitely be requesting her services again.

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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6.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
78 reviews
26 repeat clients
from
$20
per visit

Can't thank Jessica enough for all her help! She was quick with her responses and took great care for my cat while I was away! Thank so much Jessica!

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

Liz P.

Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
19 reviews
8 repeat clients
from
$14
per visit

Junior had a great time playing with Liz! Liz was also flexible when I asked to switch the time for a day. The feedback on how Junior was doing was also helpful!

Sitter Profile Image: Olivia G.
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Sitter Profile Image: Olivia G.
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8.

Olivia G.

I will love your pet like my own :)
Lower East Side, Milwaukee, WI, 53202
Drop-In Visits, Dog Walking
5.0
29 reviews
10 repeat clients
from
$18
per visit

Olivia is a great cat sitter, she takes great pictures and communicates how each check in goes. It’s a relief when out of town knowing your pet is being care of properly! Would recommend and will request her again for our next vacation, thank you Olivia!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Abby C.
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Sitter Profile Image: Abby C.
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9.

Abby C.

Obsessed cat mom & foster cat mom
Lower East Side, Milwaukee, WI, 53202
Drop-In Visits
3 reviews
from
$13
per visit

Abby has taken care of my dog and cats on numerous occasions. She was responsible and gave my pets extra attention. I always knew they were well cared for when Abby was the pet sitter. Her love for cats is apparent and she will treat yours like her own.

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Sitter Profile Image: Morgan C.
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Sitter Profile Image: Morgan C.
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10.

Morgan C.

Loves all kinds of fur babies!
Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
3 repeat clients
from
$15
per visit

Morgan is great and my dogs love her. Thank you Morgan!

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Sitter Profile Image: Greg B.
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Sitter Profile Image: Greg B.
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11.

Greg B.

Around Here Cats Is King
Milwaukee, WI, 53216
Drop-In Visits
5.0
3 reviews
from
$14
per visit

Greg was the perfect person to take care of my 3 cats while I was gone for the holiday! He communicated well and sent plenty of pictures. He definitely eased my anxiety about using Rover for the first time.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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12.

Danielle A.

Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
9 repeat clients
from
$25
per visit

Danielle was very quick to respond, both when I was booking my drop in and during the visit. She asked if my cat needed anything special and fit me into her schedule with short notice. She kept me informed during her visit. I will absolutely ask her to watch my cat again.

Sitter Profile Image: Hannah S.
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Sitter Profile Image: Hannah S.
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13.

Hannah S.

From Cats to Bats - I got you!
Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
1 repeat client
from
$13
per visit

Hannah was absolutely wonderful! She made sure my cat was well fed and well loved when she visited, and she provided nice, detailed updates every day I was gone on my trip. Would highly recommend!

Sitter Profile Image: Sophia B.
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Sitter Profile Image: Sophia B.
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14.

Sophia B.

Life-long pet lover.
Milwaukee, WI, 53211
Drop-In Visits, Dog Walking
5.0
5 reviews
3 repeat clients
from
$18
per visit

Did great with my scared dogs. Would recommend!

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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
Boarding, Drop-In Visits, Dog Walking
5.0
17 reviews
5 repeat clients
from
$20
per visit

Our cats loved her

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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16.

Riley N.

Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
1 repeat client
from
$20
per visit

Riley's exceptional compassion and genuine love for animals makes her an outstanding pet caregiver. She is dedicated to providing safe, loving care to ensure pets thrive emotionally. Moreover, Riley's empathetic nature and commitment to excellent customer service create a trustworthy environment for pet owners. Her kindness, patience, and reliability makes her an awesome human being, guaranteeing both pets and their owners receive exceptional care and support.

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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17.

Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Payton is such an amazing dog sitter! She stayed at our house for a weekend while we were out of town and she watched my 3 y.o Aussie as well as my parents 1 y.o Border Collie. She did a great job following our routine with the dogs & took them on lots of walks. Even when my dog got sick overnight she communicated with me & did what was best to clean my house & help my dog feel safe and comforted. Payton is a very trustworthy person and does her best to give dogs the care they deserve! Thanks P :-)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Quinesha F.
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Sitter Profile Image: Quinesha F.
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18.

Quinesha F.

Dogs are the best friends, EVER! 🐾
Riverwest, Milwaukee, WI, 53212
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
3 repeat clients
from
$19
per visit

Quinn was great! She was thorough, thoughtful and communicative.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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19.

Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
22 reviews
5 repeat clients
from
$26
per visit

Marilla did a great job taking care of my kitty when I was away for a week. She did her best to make friends with a very shy cat, which I greatly appreciated!

Sitter Profile Image: Duncan T.
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Sitter Profile Image: Duncan T.
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20.

Duncan T.

Friend to Dogs & Cats in Riverwest!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
6 repeat clients
from
$18
per visit

Duncan was very professional and and great to work with. He was also so caring towards my cat that even after a week away my cat showed no signs of aggression or anxiety upon my return. Thank you Duncan!

Search Map

Pet parents in Arlington Heights, 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 Arlington Heights, 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 Arlington Heights, 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 pet sitter or dog walker. 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 Arlington Heights, 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:

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