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.

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Randii B.
1.
Randii 
Verified Enhanced Background Check
For the love of pets 🐶🐱West Allis, WI, 53227
Drop-In Visits, Dog Walking
1 repeat client
2 reviews

“Thank you, you’re amazing!!” (more)

from
$14
per visit
Calendar Recently Updated
Lisandra V.
2.
Lisandra 
Verified Enhanced Background Check
Your pet's are family 🐶❤West Allis, WI, 53227
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
7 repeat clients
9 reviews

“Lisandra got along very well with Maggie! And Maggie took to her right away. We will definitely use Lisandra I’m the future.” (more)

from
$15
per visit
Confirmed availability: Memorial Day
Peter A.
3.
Peter 
Verified Background Check
I ❤️ ANIMALS and ANIMALS ❤️ Me!Franklin, WI, 53132
House Sitting, Drop-In Visits, Dog Walking
13 repeat clients
31 reviews

“Peter did a great job and was very responsive, shared photos of our pets and allowed us to have peace of mind while we were gone. Thank you, Peter!” (more)

from
$16
per visit
Danielle D.
4.
Danielle 
Verified Enhanced Background Check
Animals Over AnythingMilwaukee, WI, 53214
Drop-In Visits, Dog Walking
4 repeat clients
4 reviews

“Danielle and I first met for an initial discussion about my dog. We went through expectations and outlined what was needed, which i liked a lot to make sure we …” (more)

from
$14
per visit
Calendar Recently Updated
Alison W.
5.
Alison 
Verified Enhanced Background Check
I love all fluff ballsNew Berlin, WI, 53151
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews

“Alison is someone I'd feel comfortable leaving anything with. She is compassionate, loving, caring, and thoughful. Her personality and constant smiling face put…” (more)

from
$30
per visit
Confirmed availability: Memorial Day
6.
Carissa 
Verified Enhanced Background Check
Just an animal lover❤️Hales Corners, WI, 53130
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
7 years of experience

About: Hello! I’ve lived with all types of dogs (Ex.: German shepherds, Golden retrievers, Labs, Yorkies, Mini Australian Shepards) and cats my whole life! … (more)

from
$15
per visit
Calendar Recently Updated
7.
Melissa 
Verified Background Check
I will love your pet like my own!New Berlin, WI, 53151
Drop-In Visits, Dog Walking
10 repeat clients
33 reviews

“Melissa was super responsive and did a great job caring for my cats while I was gone. I would definitely Melissa and will book her again in the future.” (more)

from
$14
per visit
Confirmed availability: Memorial Day
8.
Sully 
Verified Enhanced Background Check
Caring for animals is my passion💖West Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
18 years of experience

About: Ever since I was a kid, I’ve always been the family member to stay home with the pet we had. And well, I was also very good at taking care of them. I… (more)

from
$15
per visit
Calendar Recently Updated
9.
Rebecca 
Verified Background Check
Long time pet owner! Walk for fun!Highwood Estates, Milwaukee, WI, 53219
House Sitting, Drop-In Visits, Dog Walking
13 repeat clients
23 reviews

“Rebecca did a great job with our puppy, Randall! She watched him for multiple hours a day the first week we had him and did an awesome job at playing with him, …” (more)

from
$16
per visit
Confirmed availability: Memorial Day
10.
Lizzy 
Verified Background Check
Dog lover !!Lyons Park, Milwaukee, WI, 53219
Drop-In Visits, Dog Walking
1 review

“Lizzy is a wonderful, caring, and thoughtful person. She is very passionate about dogs and certainly loves being with them. She is very responsible and continue…” (more)

from
$14
per visit
Calendar Recently Updated
11.
Monica 
Verified Background Check
Energetic Pet Sitter! Cats & Dogs!West View, Milwaukee, WI, 53227
Drop-In Visits, Dog Walking
8 reviews

“I could not recommend anyone more to walk and care for your dogs! I had a last minute work trip that came up and Monica responded immediately to accommodate min…” (more)

from
$18
per visit
Calendar Recently Updated
12.
Katie 
Verified Background Check
Here kitty kitty (and doggies too!)Greendale, WI, 53129
Drop-In Visits, Dog Walking
4 repeat clients
9 reviews

“Katie was fantastic! She was responsive, prompt, and attentive with our kitty. We really appreciated the photos and comments she sent and the cat/house were in …” (more)

from
$16
per visit
Confirmed availability: Memorial Day
13.
Holly 
Verified Enhanced Background Check
Rover 101
Responsible-Trustworthy-Fur BestieGreenfield, WI, 53219
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
25 repeat clients
82 reviews

“Holly is thorough, communicative, reliable, and amazing with animals. She reliably sent updates with pictures every day and went above and beyond with the care …” (more)

from
$22
per visit
Calendar Recently Updated
14.
Megan 
Verified Enhanced Background Check
Dog and cat loverWest Allis, WI, 53219
Drop-In Visits, Dog Walking
3 repeat clients
15 reviews

“Megan took really great pictures and made me feel like my cats we safe and comfortable! She responded quickly and her communication was amazing. I highly recomm…” (more)

from
$18
per visit
Calendar Recently Updated
15.
Hannah 
Verified Enhanced Background Check
Dog & cat lover, I am a law studentGreendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking
5 years of experience

About: I've taken care of dogs and cats since I was a little kid: my own dogs, family, friends, etc. The cute puppy in my profile photo is my sister's puppy… (more)

from
$14
per visit
Calendar Recently Updated
16.
Kari 
Verified Enhanced Background Check
Flexible, dedicated, animal loverWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
2 reviews

“Kari helped care for my three dogs, aged 14, 10, and 8. She paid particular attention to our second dog's dietary restrictions (kidney issues). Kari also took e…” (more)

from
$14
per visit
Calendar Recently Updated
17.
Bethany 
Verified Enhanced Background Check
Animal Lover Looking to Help OtherMilwaukee, WI, 53220
House Sitting, Drop-In Visits, Dog Walking
2 reviews

“Bethany is a reliable, thoughtful, and responsible person who I have had the pleasure of entrusting to look after my own pup. She excels at communication and ha…” (more)

from
$15
per visit
Confirmed availability: Memorial Day
18.
Jennie 
Verified Background Check
You’re busy, let me help!Milwaukee, WI, 53220
House Sitting, Drop-In Visits, Dog Walking
2 repeat clients
2 reviews

“Being friends with Jennie, she has always treated my animals like her own… literally.. if I wasn’t home, she’d constantly be sending me pictures updating me on …” (more)

from
$15
per visit
19.
Amanda 
Verified Enhanced Background Check
Have loved animals since birth.Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking
2 repeat clients
11 reviews

“Amanda is Super Nice and She kept me updated on everything with Shana (14) and Simba (15) She Really Cares About My Furbabies. I Will Definitely Ask Amanda to t…” (more)

from
$14
per visit
Calendar Recently Updated
20.
Angie 
Verified Background Check
Rover 101
Loving Family to Care for your DogWest Allis, WI, 53219
Dog Boarding, Drop-In Visits, Dog Walking
6 repeat clients
23 reviews

“Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!” (more)

from
$15
per visit

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: