Pet Sitting & Drop Ins in Clayton Crest, 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: Michele M.
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Sitter Profile Image: Michele M.
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1.

Michele M.

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

Michelle is a saint! Every time we leave our biggest girl gets sick and Michelle is a trooper and makes sure she is taken care of and cleans up the messes. 🤢 Both our girls love her and would always check her availability first when in need.

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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
49 reviews
24 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!

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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
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
84 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: Elba M.
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Sitter Profile Image: Elba M.
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4.

Elba M.

Rover 101
Wiggle waggle and roll!
Cudahy, WI, 53110
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
110 reviews
42 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!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Deanna S.
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Sitter Profile Image: Deanna S.
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5.

Deanna S.

I will provide unconditional love.
Greendale, WI, 53130
Drop-In Visits, Dog Walking
5.0
13 reviews
7 repeat clients
from
$18
per visit

Deanna does such an excellent job! She truly loved on my puppy and took such great care. I will be keeping her on as a regular dog sitter. She makes sure my little girl ate and made it outside. She sent me the cutest pictures too.

Sitter Profile Image: Stephanie R.
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Sitter Profile Image: Stephanie R.
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6.

Stephanie R.

Lots of freetime=More time with dog
South Milwaukee, WI, 53172
House Sitting, Drop-In Visits, Dog Walking
5.0
42 reviews
17 repeat clients
from
$13
per visit

Stephanie did a great job taking care of our three cats while we were gone for two weeks. She is very friendly and the kitties and fish were very well taken care of. This was the longest we’ve been away from the pets which made me nervous, but she did an amazing job and sent pics of them/gave updates. Will definitely book with her again!

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Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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7.

Mary C.

Will care for pet your like my own!
GREENFIELD, WI, 53220
Drop-In Visits, Dog Walking
5.0
39 reviews
13 repeat clients
from
$15
per visit

Mary took excellent care of our girls while we were away for 10 days. She kept us updated and it was clear that she really cared about the well-being of our dogs. It was great to have peace of mind that the girls were in good hands during our first real vacation in several years. We would highly recommend her to anybody and will gladly ask for her help again in the future.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Elaine P.
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Sitter Profile Image: Elaine P.
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8.

Elaine P.

Experienced & loving pet owner!
Milwaukee, WI, 53207
Drop-In Visits, Dog Walking
5.0
15 reviews
6 repeat clients
from
$17
per visit

Once again Elaine was a cherished guest in my home while I was away. My cat Hamlet adores her and my very shy cat Dumpling has warmed up to her, which is VERY rare with strangers. Elaine was reliable and provided very detailed updates each visit. Thank you Elaine for being a dependable, trustworthy, animal lover!

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Sitter Profile Image: Lisa W.
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Sitter Profile Image: Lisa W.
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9.

Lisa W.

Here to be kind to your pets!
Bay View, MILWAUKEE, WI, 53207
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
6 repeat clients
from
$12
per visit

Lisa was great! She was very sweet, communicative, and punctual! Also doesn’t hurt that she took the cutest photos of my kitty! Thanks again Lisa!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Connie A.
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Sitter Profile Image: Connie A.
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10.

Connie A.

I will treat your's like my own
Cudahy, WI, 53110
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
5 repeat clients
from
$15
per visit

Super awesome with our dog. He seemed so happy when I went home to take him out later!

Sitter Profile Image: Julia R.
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Sitter Profile Image: Julia R.
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11.

Julia R.

I have experience for dogs
Cudahy, WI, 53110
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
3 reviews
2 repeat clients
from
$14
per visit

Julia has been SUCH a huge help to me with my dog Payton. She’s very responsive, reliable, kind, sends the cutest pics while I’m away at work and takes amazing care of P. I would recommend her for any service you may need :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Berenice B.
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Sitter Profile Image: Berenice B.
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12.

Berenice B.

I walk to keep their tails waggin’
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
16 reviews
9 repeat clients
from
$19
per visit

Berenice takes an interactive approach with our dog. She loves playing with and taking the dog around the neighborhood. We loved having her take him for the weekend.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Katie N.
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Sitter Profile Image: Katie N.
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13.

Katie N.

Here kitty kitty (and doggies too!)
Greendale, WI, 53129
Drop-In Visits, Dog Walking
5.0
34 reviews
10 repeat clients
from
$22
per visit

Katie is absolutely wonderful!! Super reliable and trustworthy, sends photos and updates. My 10 week old Boxer loves her ! So grateful to have found her .

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Sitter Profile Image: Jennifer F.
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Sitter Profile Image: Jennifer F.
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14.

Jennifer F.

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

Jennifer is super organized and very patient. She walked and talked with Charlotte. All good stuff.

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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15.

Amanda B.

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

Amanda came to our rescue to care for our sweet kitty Lola when we unexpectedly needed to go out of town & we didn't know any nearby sitters since moving. Seeing Amanda's daily reports that Lola felt comfortable & happy with her, made us feel confident with our choice & we will gladly use her services again.

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

Hillary S.

Rover 101
Experienced and loving pet sitter!
Town Of Lake, Milwaukee, WI, 53207
House Sitting, Drop-In Visits, Dog Walking
5.0
50 reviews
18 repeat clients
from
$23
per visit

Hillary is a very reliable and communicative sitter. We have rebooked her several times and it makes travel less stressful to know our cats are being well-cared for!

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Sitter Profile Image: Taylor K.
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Sitter Profile Image: Taylor K.
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17.

Taylor K.

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

Taylor went above and beyond taking care of our dog. We wanted her to stop by in the late afternoon. She had a wedding to attend, so she stopped by early, then came late to make sure our dog was good.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Nicole D.
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Sitter Profile Image: Nicole D.
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18.

Nicole D.

Your dog will be loved!
Greenfield, WI, 53221
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
5 reviews
from
$20
per visit

Nicole is a fantastic & kind person. Reliable, precise, careful, attentive and professional. She stayed with our precious Rover, while we were travelling & made us feel completely at ease, sending photos & updates. Would definitely use her again and again. Highly recommend! Thank you Nicole :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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19.

Elizabeth K.

Mom care for your fur babies!
Greendale, WI, 53129
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$20
per visit

About: I am a mom of 3 children and 3 pets. We have a black lab and two cats. I don't have any training for injections but experience with giving medications. We just love animals and will love yours!! I am currently working from home and have availability to care for your pets when you need it. We have cared for our neighbors cat several times and our friends' dogs. We decided this would be fun for our other neighbors too!! Happy to play in your home and take your dog for walks. If we get to know your puppy, we will do a dog park too!!

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Sitter Profile Image: Vanessa D.
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Sitter Profile Image: Vanessa D.
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20.

Vanessa D.

A tired dog is a happy dog!
Milwaukee, WI, 53221
Drop-In Visits, Dog Walking
5 reviews
from
$19
per visit

Vanessa has 2 dogs of her own and they are both incredibly reliable and well behaved. Down to the last detail the dogs don’t beg or even sit in the same room as food, they will wait until a command is called to eat treats, and they overall are just really well trained. I firmly believe Vanessa would be an amazing pick for dog walking or training as she has proven that she can do it with ease.

Search Map

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Clayton Crest, 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.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Clayton Crest pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Clayton Crest, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Clayton Crest, 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