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

Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check
Sitter Profile Image: Karsyn R.
Verified Enhanced Background Check

1. Karsyn R.

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

We had Karsyn as our first EVER Rover and she was amazing!! We are stage 5 clingers and hadn’t left our 2 year old puppy overnight before so we were extremely nervous about doing so. Karsyn put all of our concerns at ease with her very first visit. She sent a dozen or more photos/videos and stayed extremely communicative throughout updating us on how our bashful puppy was doing. She continued to do this throughout the next few days, never failing to send tons of photos and videos; we could tell that our pup was having a blast with her! We looked forward to every “Rovercard” she would send on how our puppy was doing. We are so thankful for Karsyn taking extra care of our little puppy and will absolutely be reaching out to her for any future needs. Thank you Karsyn!! Our little furry friend misses you!!

Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check

2. Leandrea R.

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

Leandrea did an incredible job caring for my cat, Star!! I would absolutely highly recommend her to anyone and look forward to booking with her again. I recieved amazing summaries each day along with so many cute pictures; I knew Star was in great hands!!! I appreciate all of the communication from Leandrea so much. Thank you for doing such an incredible job caring for Star!! We appreciate it!!

Sitter Profile Image: Jessi C.
Verified Enhanced Background Check
Sitter Profile Image: Jessi C.
Verified Enhanced Background Check

3. Jessi C.

Star Sitter
I love animals! They like me too!
New Berlin, WI, 53151
5.2 mi. away
Drop-In Visits
5.0 out of 5 stars
124 reviews
43 repeat clients
from
$16
per visit

I'm very happy with Jessi's communication and care of my fur baby. I would definitely have Jessi take care of Ra the next time I have to travel.

Sitter Profile Image: Michele M.
Verified Background Check
Sitter Profile Image: Michele M.
Verified Background Check

4. Michele M.

Star Sitter
15+ yr pet owner & dog foster
Milwaukee, WI, 53221
3.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 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!

Sitter Profile Image: Hillery F.
Verified Enhanced Background Check
Sitter Profile Image: Hillery F.
Verified Enhanced Background Check

5. Hillery F.

Happy to help!
West Allis, WI, 53214
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
84 reviews
35 repeat clients
from
$19
per visit

Hillery is fantastic! I cannot stay how much I appreciate her services. She has helped put our minds at ease while we are are away knowing that someone so dedicated to the well being of furry family members is there to make sure they are cared for. We are so thankful and blessed to have found Hillery.

Sitter Profile Image: Sarah J.
Verified Enhanced Background Check
Sitter Profile Image: Sarah J.
Verified Enhanced Background Check

6. Sarah J.

I’m awkward with humans.
West allis, WI, 53219
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
115 reviews
38 repeat clients
from
$13
per visit

Sarah, was fantastic. Our dog was very well taken care of. Sarah took care of Odie as if he was her own dog, she played with and sent picture of the interactions between them.. she went way past our expectations. We will be calling on her again.

Sitter Profile Image: Katie N.
Verified Background Check
Sitter Profile Image: Katie N.
Verified Background Check

7. Katie N.

Star Sitter
Here kitty kitty (and doggies too!)
Greendale, WI, 53129
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$20
per visit

Katie is wonderful. She took great care of our shy kitty. Sat and played with her. She noted that she drank much water and put out another bowl for her. Pictures and updates put us at ease. Will definitely use Katie again.

Sitter Profile Image: Allie S.
Verified Background Check
Sitter Profile Image: Allie S.
Verified Background Check

8. Allie S.

Teacher with a fenced-in yard here!
West Allis, WI, 53219
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$18
per visit

Allie was fantastic! We booked her last minute and she was super accommodating to us. As nervous pup parents we were super unsure about leaving him, but she was so sweet, took extra good care of him, sent us tons of report cards and photos and made us feel as though he was in great hands! We will definitely book with her again in the future. He misses you already!

Sitter Profile Image: April & Brad R.
Verified Enhanced Background Check
Sitter Profile Image: April & Brad R.
Verified Enhanced Background Check

9. April & Brad R.

Star Sitter
Opening home after losing pet
West Allis, WI, 53214
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$20
per visit

April is a great person to take care of your dog! She has a love and passion for animals. I know that I can trust her with my pets because she is reliable and has experience taking care of them. Any dog would be lucky to have her as their watcher!!

Sitter Profile Image: Katherine B.
Verified Enhanced Background Check
Sitter Profile Image: Katherine B.
Verified Enhanced Background Check

10. Katherine B.

Star Sitter
Dogs are happiness 😊
West Allis, WI, 53219
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
9 repeat clients
from
$25
per visit

I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.

Sitter Profile Image: Jessica E.
Verified Enhanced Background Check
Sitter Profile Image: Jessica E.
Verified Enhanced Background Check

11. Jessica E.

Loving Sitter With a Fenced In Yard
West Allis, WI, 53227
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$14
per visit

Jessica did an incredible job with my furry baby :) Thank you for everything!

Sitter Profile Image: Danielle S.
Verified Background Check
Sitter Profile Image: Danielle S.
Verified Background Check

12. Danielle S.

Puppy-lover and kitty-cuddler.
West Allis, WI, 53227
2.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
13 repeat clients
from
$18
per visit

Danielle is amazing and really saved the day watching my 3 cats! I will definitely use her in the future and recommend her for your animals needs!

Sitter Profile Image: Christine H.
Verified Enhanced Background Check
Sitter Profile Image: Christine H.
Verified Enhanced Background Check

13. Christine H.

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

Came on short notice and did a great job!

Sitter Profile Image: Deanna S.
Verified Background Check
Sitter Profile Image: Deanna S.
Verified Background Check

14. Deanna S.

I will provide unconditional love.
Greendale, WI, 53130
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$18
per visit

Deanna did a great job taking care of our dog and cat while we were away for a weekend. She always provided updates and photos and my dog and cat absolutely adore her! Will hire her again when we are in need of her services.

Sitter Profile Image: Kelly M.
Verified Enhanced Background Check
Sitter Profile Image: Kelly M.
Verified Enhanced Background Check

15. Kelly M.

Rover 101
Star Sitter
I love dogs and being outside!
Greenfield, WI, 53227
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$20
per visit

It was a pleasure having Kelly watch after my puppy Stormi. I received many updates, pictures and videos during her time visiting Stormi. I will definitely be booking with her in the near future. Thank you Kelly!

Sitter Profile Image: Kevin H.
Verified Enhanced Background Check
Sitter Profile Image: Kevin H.
Verified Enhanced Background Check

16. Kevin H.

Star Sitter
Your best friend's new best friend
Fairview, Milwaukee, WI, 53219
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$19
per visit

Kevin did a great job walking my not-so-easy to walk dog. He took some photos of my dog and updated me on how their walk and play time went. I really appreciated Kevin's thoroughness about the walk! I have already booked Kevin again for my fluffy boy!

Sitter Profile Image: Lacie G.
Verified Enhanced Background Check
Sitter Profile Image: Lacie G.
Verified Enhanced Background Check

17. Lacie G.

Nurse and Dog Mom! 💕
Greenfield, WI, 53228
1.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$14
per visit

Amazing per usual!! We love Lacie and our dogs do too! She is so attentitive and follows everything needed to care for our fur babies 🩷 would 10/10 recommend! We have used her 3+ times now

Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check

18. Amanda B.

Have loved animals since birth.
Greenfield, WI, 53220
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
109 reviews
36 repeat clients
from
$14
per visit

Amanda is our go-to pet care person when we go away from home. We have had many great experiences with her caring for our two very challenging cats. Well, maybe just one is a challenge. Thanks again, Amanda!

Sitter Profile Image: Mary C.
Verified Enhanced Background Check
Sitter Profile Image: Mary C.
Verified Enhanced Background Check

19. Mary C.

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

Mary is amazing! My pup is my everything and he is in the best care with Mary. She gives a great update with how the visits go! We are beyond lucky to have her in our life!!

Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Sitter Profile Image: Amanda S.
Verified Enhanced Background Check

20. Amanda S.

I’ll love them like my own!
West Allis, WI, 53219
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$10
per visit

Amanda is so great the neighbors come over and ask us who our dog walker is. She's very conscientious of things we do with our dogs and they love her so much. Vey responsible and has great availability. We recommend her to all our friends and their friends.

Search Map

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

Rover also offers other services in Woodland Court:

When it comes to pet sitting, dog owners in Woodland Court, Milwaukee, WI love Rover.com. Over 1089 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.

Drop-In Visits