Pet Sitting & Drop Ins in Woodland Court, 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: Danielle S.
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Sitter Profile Image: Danielle S.
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1.

Danielle S.

Puppy-lover and kitty-cuddler.
West Allis, WI, 53227
Drop-In Visits, Dog Walking
5.0
50 reviews
10 repeat clients
from
$15
per visit

Danielle was awesome. She came to take care of my puppy when I wasn't able to on such short notice and took great care of him. I will definitely be using her again.

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Sitter Profile Image: Sarah J.
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Sitter Profile Image: Sarah J.
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2.

Sarah J.

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

Sarah did a great job! She was quick to respond and communicate, really flexible, and very respectful of our space. Our kitty was well taken care of!

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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3.

Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking
5.0
80 reviews
26 repeat clients
from
$14
per visit

Our first experience with a pet sitter was flawless. Amanda understood our concerns about leaving our cats to her care and went above and beyond to put us at ease. We will be requesting her services in the near future.

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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4.

Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
Drop-In Visits, Dog Walking
5.0
35 reviews
13 repeat clients
from
$14
per visit

This was the first time we have used a drop in person for our dog. I am so glad we found Mary, we will continue working with her as needs pop up.

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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5.

Amanda J.

True love exists because animals do
Highwood Estates, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$15
per visit

Thank you for giving our boy the extra attention, sorry it took a bit for him to warm up to you. We will certainly let you know when we plan our next trip.

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Sitter Profile Image: Stephen & Wipawee D.
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Sitter Profile Image: Stephen & Wipawee D.
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6.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
16 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!

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Sitter Profile Image: Jessi C.
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Sitter Profile Image: Jessi C.
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7.

Jessi C.

I love animals! They like me too!
New Berlin, WI, 53151
Drop-In Visits
5.0
66 reviews
31 repeat clients
from
$14
per visit

Jessi did a fantastic job watching our cats. One is older so it took her a few visits to warm up but Jessi won her over with attention and treats! Jessi even came on her birthday to make sure our kitties were fed and always stayed a little longer to play with them and make sure they got some human interaction.

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Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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8.

Michele M.

15+ yr pet owner & dog foster
Milwaukee, WI, 53221
Drop-In Visits, Dog Walking
5.0
19 reviews
9 repeat clients
from
$20
per visit

Michele was awesome and very accommodating! She was able to help out with my kitties at the last minute and even stopped by beforehand for a meet and greet. Thank you!!

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Sitter Profile Image: Julie T.
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Sitter Profile Image: Julie T.
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9.

Julie T.

We walk the walk, and bark the bark
Greendale, WI, 53129
Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$19
per visit

Julie has been excellent with my Kleiner. She is on time, and has excellent communication. When searching for a dog walker, you always want your fur baby in the best care of someone compassionate. Julie is awesome! Would recommend again and again!

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Sitter Profile Image: Kelle B.
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Sitter Profile Image: Kelle B.
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10.

Kelle B.

Trustworthy, dependable, caring
Honey Creek Parkway, Milwaukee, WI, 53214
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
30 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

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Sitter Profile Image: Kelsey G.
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Sitter Profile Image: Kelsey G.
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11.

Kelsey G.

flexible schedule for walks/sitting
West Allis, WI, 53214
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
36 reviews
11 repeat clients
from
$17
per visit

Kelsey took great care of our injured dog! She was attentive to details in our instructions. Then she also had great communication with us about how he was doing when she stopped by to check on him. Couldn't have asked for better care for our dog!

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Sitter Profile Image: Samantha W.
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Sitter Profile Image: Samantha W.
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12.

Samantha W.

Will treat any animal as my own!
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$22
per visit

Prompt, professional & great with Astro!

Sitter Profile Image: Tom G.
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Sitter Profile Image: Tom G.
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13.

Tom G.

Retired guy loves dogs! :-)
West Allis, WI, 53227
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$14
per visit

My friend Tom is an awesome pet owner to his dog, Tripper – they're practically inseparable! Tom's the kind of guy who goes the extra mile to make sure Tripper is happy, healthy, and well-loved. I have no doubt that Tom would provide the same level of care to any pet he looks after as a dog-walker and pet-sitter. His natural knack for understanding animals and his responsible attitude make him a perfect fit. Plus, he's super friendly and reliable, so I'm sure your pets would be in great hands. If you're looking for someone who genuinely cares about animals and can provide top-notch customer service, Tom is your guy!

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Sitter Profile Image: Taylor W.
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Sitter Profile Image: Taylor W.
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14.

Taylor W.

A Dog's best friend!
Greenfield, WI, 53221
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
4 repeat clients
from
$20
per visit

About: I've taken care of animals for years and would always take care of my family and friend's dogs. I have worked with a wide variety of dogs and love each and every one like it's my own dog. I try to go above and beyond to meet their needs. I have a very flexible work schedule, enough time to stop and give potty breaks, walks and care for your dog! I am available fully on weekends and evenings! I have a friendly sheltie who welcomes everyone into his home! Our home is dog friendly with a great outdoor area for walks and indoor space to play!

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Sitter Profile Image: Terri E.
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Sitter Profile Image: Terri E.
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15.

Terri E.

I miss having my own dog!
New Berlin, WI, 53151
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
87 reviews
22 repeat clients
from
$25
per visit

Terri did a great job with are little Puppy Gracie. We felt comfortable and confident with her care. We will use her again. Thanks!

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Sitter Profile Image: Caelan D.
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Sitter Profile Image: Caelan D.
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16.

Caelan D.

I’ll love them like my own!
Mount Mary, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Caelan has been walking my dogs and house sitting for a few years! She is reliable, trustworthy, and responsive. She sends great updates so I am never worried about my fur babies! You should definitely book her for all of your pet needs!

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Sitter Profile Image: Ana Charlene R.
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Sitter Profile Image: Ana Charlene R.
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17.

Ana Charlene R.

I'll be your dog's caring friend
Franklin, WI, 53132
Boarding, Drop-In Visits, Dog Walking
5 reviews
from
$20
per visit

Ana is great! She is nice and careful. I trust her to come to my house to take care of my dogs as well to take them to a walk. She is always in a good mood!

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Sitter Profile Image: Danielle M.
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Sitter Profile Image: Danielle M.
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18.

Danielle M.

Love animals & getting outside! ☀️
Greenfield, WI, 53220
Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$15
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!

Sitter Profile Image: Briar L.
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Sitter Profile Image: Briar L.
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19.

Briar L.

Ready for any type of pet
Jackson Park, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
2 repeat clients
from
$20
per visit

Briar is a wonderful pet sitter because she has a deep appreciation for animals. She is flexible, trustworthy, and super loving to any furry friend that she meets! She watched my puppy Nellie and did such an awesome job caring for her and giving her all the love and attention that she could ever need and want! I will be using her services again in the near future! Anyone would be lucky to have Briar as their pet sitter.

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Sitter Profile Image: Casey V.
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Sitter Profile Image: Casey V.
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20.

Casey V.

I love animals more than humans! :)
Mount Mary, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$10
per visit

Casey is extremely caring and trustworthy toward animals. She treated my animals like they were her own and she provided fun and cute updates while I was gone and she was caring for them! She’s extremely reliable and went above and beyond to care for my pets.

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When it comes to pet sitting, dog owners in Woodland Court, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of pet sitting in Woodland Court may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start 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 Woodland Court 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 Woodland Court, 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 Woodland Court pet sitters and avoid the kennel.

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 Woodland Court, 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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