Pet Sitting & Drop Ins in Maitland 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: Karsyn R.
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Sitter Profile Image: Karsyn R.
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1.

Karsyn R.

Rover 101
Dog Buddy & Reliable Care
Milwaukee, WI, 53207
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
122 reviews
46 repeat clients
from
$18
per visit

Karsyn was a great sitter for my cat. She spent quality time with him, played with him, brushed him, and made sure to provide regular updates. It brought great peace of mind since this was the first weekend my cat was left at home. Thank you Karsyn for being so professional and compassionate!

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Sitter Profile Image: Kailey S.
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Sitter Profile Image: Kailey S.
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2.

Kailey S.

Committed to making your pet happy
Oak creek, WI, 53154
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
11 repeat clients
from
$17
per visit

Kailey did a great job attending to my cats needs. He was happy and healthy when I returned. I received detailed updates and lots of pictures.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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3.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
99 reviews
36 repeat clients
from
$15
per visit

Leandrea did an absolute wonderful job with my kitty! It was the second time I hired her and I have nothing negative to say about the experience! Thank you for everything :’)

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Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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4.

Michele M.

15+ yr pet owner & dog foster
Milwaukee, WI, 53221
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$20
per visit

Michele did an AMAZING JOB, she took care of my dogs at the last minute while I underwent a minor emergency procedure at the hospital. She fed them, played with them and took them out 3 times a day. I am so appreciative of her help and look forward to rebooking her, I definitely recommend her!

Confirmed availability: Easter Weekend
Sitter Profile Image: Elba M.
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Sitter Profile Image: Elba M.
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5.

Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
121 reviews
46 repeat clients
from
$20
per visit

Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and hangs out at the dog park! Elba is very flexible with her schedule and always sends updates to let me know how Bella is doing. I would highly recommend Elba!

Sitter Profile Image: Alexy G.
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Sitter Profile Image: Alexy G.
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6.

Alexy G.

Animals are my passion and joy!
Milwaukee, WI, 53207
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$11
per visit

Our puppy loves having her visit each day, which makes us happy.

Confirmed availability: Easter Weekend
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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7.

Berenice B.

Rover 101
I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
44 reviews
17 repeat clients
from
$20
per visit

Took good care of Loki!

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Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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8.

Julia R.

I have experience for dogs
Cudahy, WI, 53110
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$20
per visit

Julia was a great pet sitter who followed instructions, sent video of my pup eating and even helped teach ronnie a few tricks. I'd recommend her to anyone. She's an animal lover and trustworthy.

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Sitter Profile Image: Victoria H.
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Sitter Profile Image: Victoria H.
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9.

Victoria H.

Experienced Pet Professional 🐶
Greenfield, WI, 53220
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$23
per visit

Victoria is amazing! She has been so sweet with our baby dog Buttercup and she was very thorough at our meet and greet to make sure that she understood her schedule etc. I can’t wait to keep working with her and would recommend her services to others!

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Sitter Profile Image: Julie T.
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Sitter Profile Image: Julie T.
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10.

Julie T.

We walk the walk, and bark the bark
Greendale, WI, 53129
4.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$19
per visit

Gave my dog a lot of attention . Was good with him

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Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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11.

Jennifer F.

Lots of Love & Care from Jenn
Jackson Park, Milwaukee, WI, 53215
3.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$15
per visit

Jennifer was amazing. My dogs were very well taken care of and she was patient with them and their accidents/separation anxiety. I really appreciated her help over the holidays and highly recommend.

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Sitter Profile Image: Hannah K.
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Sitter Profile Image: Hannah K.
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12.

Hannah K.

Rover 101
I will treat your dogs like my own!
Cudahy, WI, 53110
3.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
380 reviews
183 repeat clients
from
$25
per visit

Hannah was absolutely incredible! We were a little nervous about having someone come to our house while we weren't there and with our baby but Hannah kept us so informed including tons of pictures each visit. Our puppy was in great hands and we would definitely use Hannah again!

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Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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13.

Stephanie R.

Lots of freetime=More time with dog
South Milwaukee, WI, 53172
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
18 repeat clients
from
$13
per visit

Stephanie did such a great job watching my boys! She sent tons of pictures and updates that make being away from your pet easier. My pups were well taken care of while I was away ?

Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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14.

Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
3.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
45 reviews
14 repeat clients
from
$15
per visit

Mary is a great communicator - she let me know when she was at my house and sent pics during her visit. Overall, she was a caring, attentive friend to my furries! I would absolutely partner with Mary again. 😊

Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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15.

Elaine P.

Experienced & loving pet owner!
Milwaukee, WI, 53207
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$17
per visit

As always, very dependable and my girls love her! Kaia and Pepper were well taken care of and I looked forward to reading the check in notes and seeing their pictures. I can appreciate the thoughtfulness and care Elaine provides. I will continue to use Elaine whenever she is available. 😊

Sitter Profile Image: Nanette L.
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Sitter Profile Image: Nanette L.
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16.

Nanette L.

Your Dog’s(& Cat’s) New Best Friend
Franklin, WI, 53132
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$16
per visit

Nanette demonstrates the qualities and characteristics of an outstanding pet sitter. Nanette has worked with many different dog and cat breeds, providing the necessary experience to care for all types of animals. She has a natural ability to befriend cats and dogs, as she has weaved her way into the hearts of the many foster kitties who have entrusted her with their care. Beyond her personal experience caring for a variety of dogs and cats, Nanette is personable, loving, and kind-hearted. As a veteran Rover sitter of seven years, I know the importance of choosing someone you can trust with the care of your 4-legged family member while you're away. I would have no hesitation placing my kitty’s care in Nanette’s compassionate and capable hands!

Confirmed availability: Easter Weekend
Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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17.

Nicole D.

Your dog will be loved!
Greenfield, WI, 53221
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per visit

Nicole and her family are amazing when it comes to pet sitting! They love your pet as if it’s their own and are attentive to their needs as well as the owners by keeping you updated on your fur babies day and providing answers on any questions or concerns you may have. She accommodates her home to make your fur baby feel at home. You will not be disappointed reaching out to her for any of your pet sitting needs.

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Sitter Profile Image: Courtney W.
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Sitter Profile Image: Courtney W.
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18.

Courtney W.

Caring and skilled and loves pets!
Morgandale, Milwaukee, WI, 53221
3.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
11 repeat clients
from
$20
per visit

Courtney was absolutely wonderful! She watched my cat Blue while I was gone and sent loads of adorable pictures and videos daily and kept me updated on how Blue was doing. She took the extra time to play with him and brush him, and handled giving him his ear drops and medication fantastically!! I definitely recommend Courtney and look forward to continuing to work with her for all my pet sitting needs :)

Confirmed availability: Easter Weekend
Sitter Profile Image: Christine H.
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Sitter Profile Image: Christine H.
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19.

Christine H.

Experienced Dog Foster
Greenfield, WI, 53221
1.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
28 reviews
8 repeat clients
from
$20
per visit

Came on short notice and did a great job!

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Sitter Profile Image: Anya B.
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Sitter Profile Image: Anya B.
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20.

Anya B.

Rover 101
Experienced with flexible schedule!
Milwaukee, WI, 53221
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5 out of 5 stars
7 reviews
5 repeat clients
from
$18
per visit

Anya took such good care of our cat while away on our trip. Stella felt so comfortable to come out and play and got her socialization and exercise. ❤️ ?

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Maitland Park:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1089 owners have reviewed sitters in Maitland Park, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Maitland Park 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 Maitland Park, 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 Maitland Park 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 Maitland 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