Pet Sitting & Drop Ins In Woodland Hills

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Woodland Hills pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Maiya W.
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Maiya W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
107 reviews
32 repeat clients
5 years of experience
Middleton, WI, 53562

Maiya did a great job with our cats; she sent pictures every day, the cats loved her, and the house was very clean when we came back from vacation. (She watered the plants and got the mail in as well).

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Luke R.
Sitter Profile Image: Kim M.
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Kim M.
from
$17
per visit
5.0 out of 5 stars
99 reviews
41 repeat clients
8 years of experience
Middleton, WI, 53562

Kim did a great job taking care of our cat for two weeks. I'm always nervous to leave our cat with someone new, but Kim was trustworthy, reliable, and provided nice updates for every drop-in visit. Our cat sometimes gets anxious when we're away, but I was so pleased to find that she seemed very happy when we got home. I did not see any signs of anxiety, so Kim must have made her feel very comfortable! I would definitely recommend Kim to anyone else looking for a pet sitter!

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Kayci H.
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
226 reviews
75 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie took great care of our cats, kept us updated, and was just overall wonderful to work with. We would definitely ask her to watch them again in the future.

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Lisa W.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
218 reviews
87 repeat clients
11 years of experience
Madison, WI, 53705

She did such a good job with my cats. I had one who recently had teeth pulled, so both of my cats were getting fed largely different diets. She was able to manage them both. Also my very shy cat was even comfortable coming out to see her every day. Highly recommend

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Ashley A.
Sitter Profile Image: Hannah I.
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Hannah I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
111 reviews
36 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Hannah was awesome with our 11 yo rescue dog, very caring and spent quality time with her. Hannah is very responsible, showed up promptly, and Luna was very happy with her visit (we were too)!

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Kathleen M.
Sitter Profile Image: Ryan H.
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Ryan H.
from
$15
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

Ryan arrived on time and did a drop in visit with our pup as expected. He has a professional demeanor and seems genuinely to enjoy spending time with our pet.

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Tim S.
Sitter Profile Image: Sabrina S.
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Sabrina S.
from
$20
per visit
5.0 out of 5 stars
29 reviews
7 repeat clients
20 years of experience
Madison, WI, 53705

I needed someone very last minute to watch my cats while I was away and Sabrina came through! She saved my trip! She took great care of my cats, giving me thorough updates and made me feel at ease leaving them for a week, will definitely book again 😊

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Marina S.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Spring Harbor, Madison, WI, 53705

Kaitlyn was wonderful! She took care of our cat while we were out of town and she did the job well and sent photos. We were happy with the service Kaitlyn provided, would highly recommend and we will book again with her in the future.

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Liz T.
Sitter Profile Image: Steve J.
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Steve J.
from
$16
per visit
4.9 out of 5 stars
24 reviews
5 repeat clients
4 years of experience
Madison, WI, 53717

Steve has amazing personality and my cat warmed up to him automatically. I feel safe leaving my meowies with him and looking forward to how he’ll develop his bonding with the rest of when I am gone.

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Richard N.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
60 reviews
17 repeat clients
12 years of experience
Middleton, WI, 53562

We were grateful that Stephanie could help us out over the holidays. She was so gracious to pick up the keys and meet Layla on Christmas Day. Layla loved her. Everything went very smoothly. We highly recommend Stephanie!

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Brian K.
Sitter Profile Image: Mandy C.
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Mandy C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
4 years of experience
Verona, WI, 53593

Mandy is amazing! I would definitely trust her to take care of my cat again. She provides very detailed and funny reports and takes lots of pictures and videos too. Thanks Mandy!

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Alessandra Nicolette B.
Sitter Profile Image: Anna H.
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Anna H.
from
$20
per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
123 reviews
50 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra was absolutely wonderful with our two senior dogs! She gave them the extra care and attention they needed, and her beautifully written, detailed report cards gave us such peace of mind while we were away. It’s clear she truly cares about the pets she looks after — we couldn’t have asked for a better sitter. Highly recommend!

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Kate K.
Sitter Profile Image: Jennifer B.
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Jennifer B.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Junction Ridge, Madison, WI, 53717

Jennifer was such an amazing sitter for my furry babies. She took her time to ask questions and understand well how to care for them. The updates and pictures always were on point and left me feeling that my babies were in very caring and capable hands. Next time I will look for someone to look after my babies I will go for Jennifer.

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Franklin R.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
32 reviews
9 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel is extremely reliable and patient with our new puppy. She comes over when she says she’ll come, and she takes lots of pictures and notes during her visit, which we really appreciate. She plays with our dog inside and outside and makes sure he gets some good attention while we’re away at work. Would highly recommend her!

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Jennifer V.
Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per visit
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Would absolutely recommend Alisyn!! She has been wonderful with our older dog, Indy, over the last year. When we added a second dog (a young rescue with heartworm disease), I knew I could trust Alisyn to take great care of Eeva and keep her safe during treatment, too. We are so grateful to have such a dependable, experienced, and compassionate person watching and walking our pups!

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Mariya T.
Sitter Profile Image: Raymar F.
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Raymar F.
from
$18
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Madison, WI, 53705

Such a well dog sitter! Came to meet my dog and asked a lot of good questions on how to provide and care for my dog! She came did her thing just like how I told her and she went beyond! Gave me a lot of photos during the care and a lot of note taking on how my dog was! Definitely will book again and recommend her!

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Choua Y.
Sitter Profile Image: Jennifer L.
Verified Background Check
Jennifer L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
553 reviews
169 repeat clients
30 years of experience
Madison, WI, 53719

Jennifer did a great job watching our cat. We appreciated that she took the time to spend a large part of the day with her considering we were on a long trip. She even gave our kitty mouse toys as a gift which was very sweet.

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Danielle H.
Sitter Profile Image: Elizaveta F.
Verified Enhanced Background Check
Elizaveta F.
from
$15
per visit
5 years of experience
Wisconsin Co-Op Housing, Madison, WI, 53705

About: I have grown up with a variety of animals from cats/dogs to small animals like rats, hamsters and reptiles and even chickens! I'll make sure your pet gets the attention they deserve and the care that they need. I'm very welcoming of detailed instructions so all the furry friends are satisfied and ready for your return. As someone who works from home I'm able to adjust my schedule to meet your pets needs. All my meetings are pre scheduled so I will be able to give full care to your furry friends. My home is cat proofed for my cats as one is extremely smart. Every cat gets cuddled, brushed and fed on time. My own animals are spoiled and yours will be too.

Sitter Profile Image: Amy U.
Verified Enhanced Background Check
Amy U.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
30 years of experience
Regent, Madison, WI, 53726

Amy was great! I could tell see really cared about the cats. She did an amazing job catering for my more shy cat, making sure she got food even though she was hiding.

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Stephen G.
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Woodland Hills pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Ryan was kind and communicative! All went well with drop ins to care for our cat while we were on vacation. Would definitely recommend!

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Camryn V.
Drop-In Visits
5.0 out of 5 stars

Jesse was amazing! She’s so kind and very helpful. I knew my cat was in safe hands. I for sure will be working with her again :)

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Kaitlyn O.
Drop-In Visits
5.0 out of 5 stars

Julia was an absolute godsend for us. My dog had quite a few issues while we were out of town, and Julia was amazing. She gave me constant updates, came to check on him regularly outside of what was originally booked, and made sure that my dog was safe and cared for. She helped ease my worries, and I would definitely rebook her, no questions asked. Our cat also loved hanging out with her!

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Galilea B.
Drop-In Visits
5.0 out of 5 stars

Great sitter. Tended to my cats needs extremely well. Received daily reports with pictures. Would recommend!

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Jessima805
Drop-In Visits
5.0 out of 5 stars

We love Taylor! We always ask her to care for our two kitties when we go out of town. She is very thorough and the cats love her. We have used her services many times now and have had no complaints!

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Annie B.
Drop-In Visits
5.0 out of 5 stars

Lydia is awesome! We were super worried about leaving our dog but both times we have booked Lydia, our dog didn’t even bark when we left.

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Holly A.
Drop-In Visits
5.0 out of 5 stars

Jennifer was such an amazing sitter for my furry babies. She took her time to ask questions and understand well how to care for them. The updates and pictures always were on point and left me feeling that my babies were in very caring and capable hands. Next time I will look for someone to look after my babies I will go for Jennifer.

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Franklin R.
Drop-In Visits
5.0 out of 5 stars

Such a well dog sitter! Came to meet my dog and asked a lot of good questions on how to provide and care for my dog! She came did her thing just like how I told her and she went beyond! Gave me a lot of photos during the care and a lot of note taking on how my dog was! Definitely will book again and recommend her!

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Choua Y.
Drop-In Visits
5.0 out of 5 stars

My little cat Michael just loves his pet sitter ! Michelle takes great care of him and sends me awesome pics 🤗

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Gail S.
Drop-In Visits
5.0 out of 5 stars

We had a great experience with Kaitlyn! We needed a pet sitter last minute. She got back to us right away, and took great care of our two cats.

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Elizabeth K.
Drop-In Visits
5.0 out of 5 stars

Awesome experience with Michelle. Excellent communication, plenty of photos and good care of our animals. We give Michelle a 10 star. Highly recommend. We will contract her again. Thank you!

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Jessica K.
Drop-In Visits
5.0 out of 5 stars

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Drop-In Visits
5.0 out of 5 stars

Meeka was amazing with my 2 kitties while I was away on vacation. Sent lots of photos and gave detailed updates on how they were doing. Was really great knowing they were being well taken care of and entertained as they're still very young and I haven't had to leave them often.

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Courtney S.
Drop-In Visits
5.0 out of 5 stars

Cloey was great with our two cats. She kept us well informed while we were away and the cats seemed to enjoy her company. We would definitely book with Cloey again in the future.

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Beth R.
Drop-In Visits
5.0 out of 5 stars

Cleda did a great job checking in on our cat while we were on vacation. Amazing communication! Will continue to rebook with her for our future trips :)

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Stephanie K.
Drop-In Visits
5.0 out of 5 stars

Natalie is amazing with my dog! She’s very reliable and a fantastic pet sitter! I cannot recommend her enough!

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Madison S.
Drop-In Visits
5.0 out of 5 stars

Great cat sitter. Austin gave detailed updates on our two cats and took lots of pictures. Highly recommend!

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Steve J.
Drop-In Visits
5.0 out of 5 stars

Isabel is a great communicator, reliable, and takes lots of pictures. We will definitely use her services again!

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Karly C.
Drop-In Visits
5.0 out of 5 stars

Evan is an excellent pet sitter and our cat loves him! Evan alerted us and called when he discovered our electricity was off. We really appreciated his help.

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Luanne B.
Drop-In Visits
5.0 out of 5 stars

This was my first time using a cat sitter and Rover, but Jennifer was a lovely option for my 9 month old cat. She offered a meet and greet to meet me and my cat, which made me comfortable to confirm my booking with her! During my vacation, she was attentive, communicative, and went the extra mile. I’ll be booking with her again in the future!

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Kelsie G.
Drop-In Visits
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

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Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

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Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Woodland Hills pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Woodland Hills.

Rover makes it easy to find Woodland Hills pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.