Pet Sitting & Drop Ins In Wyndemere

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 Wyndemere 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: Amy U.
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Amy U.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
16 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.
Sitter Profile Image: Rachel K.
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Rachel K.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
14 years of experience
Middleton, WI, 53711

Provided top notch care for a last minute request! She communicated so well and we felt so up to date with our cats while on vacation! We would love for her to care for our cats again!

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Matthew S.
Sitter Profile Image: Isabel K.
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Isabel K.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
2 years of experience
Verona, WI, 53593

Isabel is awesome and very consistent. My dog gets a little anxious at times and she established a routine that he absolutely loves. Highly recommend!

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Gracelyn F.
Sitter Profile Image: Ryan H.
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Ryan H.
from
$10
per visit
5.0 out of 5 stars
9 reviews
3 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: Natalie R.
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Natalie R.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Greentree, Madison, WI, 53711

Natalie was amazing! I appreciate the details around every visit.

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

Maiya did a fantastic job looking in on our Havapoo puppy all week while we were away. She was professional, courteous, communicative, and most of all, we could tell our pup had a blast with her!

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Jay P. N.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
18 reviews
7 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: Jennifer L.
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Jennifer L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
533 reviews
166 repeat clients
30 years of experience
Madison, WI, 53705

A few days before we left on our trip, one of our cats started having seizures. We soon learned she was quite sick with end stage cancer. I had originally planned to have her at the vet for the weekend, but with her new prognosis, they suggested we try and keep her at home. Jennifer didn’t even hesitate (even knowing how sick Luna was) and booked very last minute. I felt comfortable knowing she had vet tech experience and even brought our kitties some treats. Would highly recommend Jennifer!

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

Anna has been so great with Peanut and has been so flexible with scheduling! Would definitely recommend to anyone!

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Sabrina M.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
26 reviews
14 repeat clients
12 years of experience
Madison, WI, 53715

Amanda was wonderful! I reached out short notice while I was out of town and my wife had a longer day at work than usual. She did a drop-in visit for our two dogs and everything went smoothly. We’d happily book again!

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Anthony M.
Sitter Profile Image: Rachael M.
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Rachael M.
from
$13
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Madison, WI, 53719

Kind, reliable, trustworthy!

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Ruaidhri B.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
111 reviews
49 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

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Francesca C.
Sitter Profile Image: Meeka M.
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Meeka M.
from
$20
per visit
5.0 out of 5 stars
73 reviews
23 repeat clients
10 years of experience
Madison, WI, 53717

Another great experience with Meeka! I have no worries when she kitty sits! And the cats obviously love her cuz they’re so calm when I return!

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Lisa R.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
43 reviews
13 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: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
19 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: Hannah I.
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Hannah I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
111 reviews
34 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: Jess B.
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Jess B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
51 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

Jess has cared for our dog multiple times now and she always provides detailed notes so we know how our dog did while we were away and cares for our dog like her own!

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

My Frenchie has stayed overnight with Cleda, but this was my first time having Cleda do lunchtime check-ins with Price. Very good service with pictures and reports. Thanks again Cleda!

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Jenna P.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$19
per visit
5.0 out of 5 stars
36 reviews
19 repeat clients
6 years of experience
Madison, WI, 53719

Whitney comes highly recommended. She took excellent care of my pet and even did a few "extra" requests while she performed the drop in visits. Really appreciated that.

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Mary A.
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

The pets are always excited to have Kim come over and we feel confident they are in good hands. She always goes above and beyond and is willing to work with us for last minute requests:)

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Angelina H.
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Wyndemere pet parents share their Rover experiences

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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
5.0 out of 5 stars

Natalie did a great job of taking care of my cat. It made my vacation more pleasant knowing that Lily was in good hands and receiving her care and meds as needed. Natalie was responsive, conscientious and professional. I will definitely hire her again.

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Denise D.
Drop-In Visits
5.0 out of 5 stars

Natalie did a fantastic job of taking care of our cat George! She gave updates and asked questions when needed. I would 100% recommend her!!

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Maegan L.
Drop-In Visits
5.0 out of 5 stars

Krista did an excellent job and it really put our minds at ease that she was taking care of our cats. One of our cats needs medication and Krista handled it like a pro. We highly recommend Krista's services.

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Mike F.
Drop-In Visits
5.0 out of 5 stars

Again Austin was fantastic! Our friends unfortunately did not leave our cat in the best shape (low water, poop on rug) and Austin helped to clean our rug and even manually scooped the poop out of our automatic litter box. Came back to a happy cat and clean home. Thank you so much Austin, you are a lifesaver!

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

Amazing, she went out of her way to pick my dog up and take him home for me when I was out of state.

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

Sidney was reliable, attentive, and followed all care instructions. My cats were well taken care of and everything was handled smoothly. I’d happily book with her again.

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

Great communication and took great care of my little kitties! Flexible and thorough, always remembered to do and check thr little things i asked for and made sure I was receiving messages-also great pictures!

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

Rachel always takes such wonderful care of Mocha! We’re so grateful for her reliable checking in and communication and it always gives us peace of mind while we are away.

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Josie M.
Drop-In Visits
5.0 out of 5 stars

Cloey took wonderful care of my pets while we were traveling. She sent updates and pictures, and helped save one of our chickens lives! We are so grateful for her help.

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Kate F.
Drop-In Visits
5.0 out of 5 stars

No notes! Was reunited with my lil guy and he looks great. Loved getting pics and updates while I was gone.

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Abby P.
Drop-In Visits
5.0 out of 5 stars

Michelle’s been cat sitting for me for 2 years now. My cats love her and she always takes good pictures of them having lots of fun. I feel like they know I’ll come back if Michelle’s taking care of them.

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Annabelle Z.
Drop-In Visits
5.0 out of 5 stars

Sabrina is great. Easy going and Very attentive and responsive. Was very pleased with the experience.

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

It was a wonderful experience having Laura look after my cat Oliver again. She’s watched him before, so it was really nice knowing he was with someone familiar. She was kind, easy to work with, and very communicative while I was away, as always. I loved the thoughtful photos and messages she sent, and Oliver clearly loved her too!

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

We always use Taylor’s services when we go out of town, because she takes such great care of our cats!

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

Sophia is so awesome! My dogs and bearded dragon absolutely love her! I can't wait to book her again for my next vacation.

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Lori W.
Drop-In Visits
5.0 out of 5 stars

Ann does a fantastic job with drop-in visits for our two small dogs. She always sends the most adorable photos and updates. I don’t know what I’d do without her!

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

Amaya is consistent with her check-ins and patient with my cat who needs time to warm up to a new people. I’ve rebooked with Amaya a few times because I’m confident in the care she gives and her reliability gives me peace of mind.

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

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.
Drop-In Visits
5.0 out of 5 stars

Courtney did a wonderful job with my two cats. Both my kitties warmed up quickly to her! She took lots of pictures and videos of them which helped me miss them a little less. I am glad that I chose Courtney to watch over them and I will for sure be choosing her again and recommending her to friends and family!

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Breanna W.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Wyndemere 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 Wyndemere.

Rover makes it easy to find Wyndemere 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.