Pet Sitting & Drop Ins In Meadowood

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 Meadowood 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: Kylee C.
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Kylee C.
Star Sitter
from
$14
per visit
4.8 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Madison, WI, 53713

I had a great experience with Kylee from the very beginning. Communication was prompt and professional, and she was flexible with key handoffs, which made everything stress-free. She went above and beyond by helping with a cat food delivery that arrived after I had already left, and my home was left clean and tidy. Most importantly, my cats were well cared for. Kylee took excellent care of my two boys (my two orange male kitties). I would absolutely recommend her to care for your pets, and I will gladly book again.

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Kailyn A.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
86 reviews
25 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

I always use Taylor as a sitter when I’m leaving town because I know she is reliable ! She always gives my cat the attention he needs while I’m gone !!

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Sabrina S.
Sitter Profile Image: Carlee M.
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Carlee M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
24 reviews
5 repeat clients
4 years of experience
Verona, WI, 53593

Carlee was very communicative and flexible which in our crazy household I greatly appreciated! Our pup Trudy loved her. To our surprise, even our cat, who is skittish and doesn’t like strangers, warmed up to her immediately!

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Mary W.
Sitter Profile Image: Nathan S.
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Nathan S.
Star Sitter
from
$15
per visit
4.9 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Westhaven Trails, Madison, WI, 53719

About: I have helped care for dogs from their early puppy days all the way through end of life support/care. While my home currently doesn’t have any pets of our own, I am so excited to watch over and love your pets! I live in a very quiet neighborhood with tons of long walk opportunities. The house gets great sunshine and there are tons of spots for naps. I look forward to caring for your fur babies! I work full time from home, and am able to watch your pet easily during the day. I’m able to swing by and pickup/drop off as needed, and have time during the day to take any walks as needed. My neighborhood is very quiet and very dog friendly. Tons of sidewalks and parks, with minimal street traffic. The house is not currently fenced in, but I am planning to put one in during the spring (2026)!

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

Very professional and great with animals!

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Derek G.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
17 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: Kira F.
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Kira F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
83 reviews
23 repeat clients
25 years of experience
Stone Meadows, Madison, WI, 53719

Kira communicates so efficiently and responded to my cat sitting request promptly. She is so reliable and nice!! She also sent me pictures and thoughtful notes after the visit! I highly recommend Kira for anyone with pet sitting needs.

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HUI RU H.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
23 reviews
8 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: Allegra R.
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Allegra R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
113 reviews
49 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: Amanda S.
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Amanda S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
27 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: Fanny M.
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Fanny M.
from
$25
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
35 years of experience
Meadowood, Madison, WI, 53711

Fanny was super kind and did a wonderful job of checking in on my cat! Very communicative, amazing pictures after each visit, and made my trip much more enjoyable knowing my girl was well taken care of. Will definitely book again!

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Julia S.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
20 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, 53719

Steve was a wonderful cat sitter, I felt much better leaving on a trip knowing my cat has a buddy to play with. Great communication, will book again!

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Katherine S.
Sitter Profile Image: Jess B.
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Jess B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
53 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

Jess is so accommodating with us and our “zoos” needs! We had the privilege of booking Jess twice now— once for an overnight and once for a drop in— and she’s been so great! Her detailed updates with pictures come often and are so appreciated! We absolutely recommend Jess and will be lucky to get to book her in the future!

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Kourtney K.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
177 reviews
61 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was wonderful with our pups!! He understands the importance of having someone reliable taking care of your family members while you are away. We will most definitely be using him again.

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Andrew Y.
Sitter Profile Image: Devon G.
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Devon G.
from
$17
per visit
5.0 out of 5 stars
45 reviews
13 repeat clients
1 year of experience
Madison, WI, 53711

Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.

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Sophie S.
Sitter Profile Image: Austin C.
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Austin C.
from
$18
per visit
5.0 out of 5 stars
59 reviews
20 repeat clients
5 years of experience
Madison, WI, 53719

Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!

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Nikita K.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$12
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

About: We've been pet owners for over 20 years. We take care of them as members of the family. We are expirienced with animals that need extracare providing medications and helping them up and down of places as our dogs had artritis and cancer. We have 3 kids that love playing fetch and are hoping to teach new tricks to your pet. We both work from home so there is someone always with the pets. We do walks during the day and are available to feed and provide medicines 24/7 We feed them, give them a bath, walk with them, play with them, and love cuddles (my wife mostly). We try to estimulate their minds and body depending on their level of activity

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 was wonderful and took excellent care of our 2 cats. She immediately befriended them on her initial visit and was very thoughtful throughout the time she took care of them, sending us plenty of pictures and making sure both of them were eating, drinking, and playing while they were together. We would definitely have Whitney take care of our cats again!

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Navin P.
Sitter Profile Image: Keezieng V.
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Keezieng V.
from
$19
per visit
5.0 out of 5 stars
67 reviews
30 repeat clients
3 years of experience
Arbor Hills, Madison, WI, 53713

Keezieng is amazing! He’s available when I need someone to watch our dog in a pinch. He’s reliable and a big help when asked to do things that are above and beyond a drop in visit. We’re so thankful to have him as our Rover!

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Elizabeth M.
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Meadowood pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Natalie is amazing! We had her drop in on our 2 cats while we were gone for a couple of weeks and she went above and beyond to make sure they had everything they needed. We are planning on hiring her whenever we leave town now!

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

We had a wonderful experience and would absolutely book again. She took excellent care of our diabetic dogs while I was out of town, which requires a lot of attention to detail and consistency. She was always prompt and incredibly reliable, and we really appreciated how seriously she took our care instructions. She took the time to thoroughly review her notes to make sure she understood everything correctly, which gave us a lot of peace of mind. It’s clear she genuinely cares about the animals she’s watching.

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Heather G.
Drop-In Visits
5.0 out of 5 stars

Second time having Kylee as my cat sitter! I feel relaxed knowing that she’s taking good care of my babies. She’s now my go-to sitter!

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Kailyn A.
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
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

Ashley clearly loves animals, and she really engages with my two playful young cats. They're always happy and affectionate when she stops by to pick up the keys, and I can leave town knowing they're in good hands.

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

Isabel did an amazing job watching my cat Gio for the week. She was attentive & communicative. I really appreciated the regular photo updates as it gave me peace of mind knowing he was doing well while I was away. She was also very responsive and easy to coordinate with from start to finish. I’d absolutely trust her to watch Gio again and would highly recommend her to anyone looking for a reliable and thoughtful pet sitter. First time using Rover and was super happy with how it all went.

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Antonio
Drop-In Visits
5.0 out of 5 stars

I just recently got a dog and I work night shift as a nurse. I’ve discovered that my doggy has pretty severe separation anxiety. She completely tore through her dog bed, ripped a hole in the carpet, and even started to bend the metal wires of my crate. I was able to watch my dog on my pet camera and knew she was struggling. Jess went ABOVE AND BEYOND with her care. She cleaned up the messes and even came over early one night when I knew my dog was freaking out. I truly couldn’t survive this week at work without Jess. Forever grateful and 100000% recommend.

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Morgan S.
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

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

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

Annalise did a great job taking care of my cat Gus! She was consistent in the time she came to feed him and even added an extra visit when our travel plans changed!

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Vanessa M.
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

We love Ashley. She’s been visiting Todd for a few years now and we book her every time. She feels like family.

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Madeleine R.
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

Kira was the best as always! We messaged her last minute and were so glad she was available. She always goes above and beyond and sends the sweetest updates. Our dog loves hanging out with her!☺️

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Claire B.
Drop-In Visits
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  1. 1. Search

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    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 Meadowood 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 Meadowood.

Rover makes it easy to find Meadowood 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.