Pet Sitting & Drop Ins In Greentree

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

Taylor did great checking on our cats for a few days. Super fast to respond to messages and very kind, we really appreciated knowing our cats were in good hands.

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

Kylee is so wonderful! My cat absolutely loved her and she always sent detailed notes on how everything was going and tons of pictures. I will rebook her in a heartbeat! ♥️

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Kennedy P.
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: 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 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: 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: 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: 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: 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: 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: 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: 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: 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: Austin C.
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Austin C.
from
$18
per visit
5.0 out of 5 stars
58 reviews
19 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: 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: Nathan S.
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Nathan S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
9 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: 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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Greentree 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

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

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

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

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

Lauri always takes great care of our pets and is very responsive! We always look to book her when going out of town!

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

Fantastic service! My dog was so comfortable and safe with Amanda! Would definitely recommend and would love to work with again.

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Isabel O.
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

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
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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
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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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    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 Greentree 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 Greentree.

Rover makes it easy to find Greentree 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.