Pet Sitting & Drop Ins in Greentree, Madison, WI

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

Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Greentree pet sitters

1 / 1
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
Seán & Leticia W.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
97 reviews
24 repeat clients
20 years of experience
Maple-Prairie, Madison, WI, 53719

Absolutely fantastic, easy to work with and were flexible with last minute scheduling issue on our end. Ellie seemed super relaxed the whole time. We’re so glad we found you to take care of her!

Profile image
August H.
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check
Melinda N.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
122 reviews
20 repeat clients
25 years of experience
Leopold, Madison, WI, 53713

Melinda was a great help and took great care of our pup during her check-ins. She was timely and is a great communicator. We’ll definitely ask her for help in the future!

Profile image
Michelle S.
Sitter Profile Image: Kim M.
Verified Background Check
Kim M.
from
$17
per visit
5 out of 5.0 stars
98 reviews
40 repeat clients
8 years of experience
Middleton, WI, 53562

Once again, so satisfied with Kim and the care she provides my little girl! She goes above and beyond to take care of Maple and I will always be so grateful!

Profile image
Alison B.
Sitter Profile Image: Maiya W.
Verified Background Check
Maiya W.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
97 reviews
31 repeat clients
5 years of experience
Middleton, WI, 53562

She did a great job taking my cat to the vet and bringing him home. She communicated super fast and sent pictures. I will for sure use her again!

Profile image
Jaida G.
Sitter Profile Image: Ann V.
Verified Enhanced Background Check
Ann V.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
79 reviews
23 repeat clients
10 years of experience
Madison, WI, 53711

Ann was great with my shy cat and let him warm up to her at his own pace. Ann was responsive to messages and I was comfortable knowing she was taking care of my loved one.

Profile image
Jacob R.
Sitter Profile Image: kylie l.
Verified Enhanced Background Check
kylie l.
from
$18
per visit
5 out of 5.0 stars
73 reviews
21 repeat clients
1 year of experience
Madison, WI, 53719

Kylie did a great job of taking care of our kitty. Our kitty loved her and she kept us informed about how he was doing and sent lovely pictures of him!! Would definitely recommend!

Profile image
Amber O.
Sitter Profile Image: Yvonne L.
Verified Enhanced Background Check
Yvonne L.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
16 reviews
5 repeat clients
16 years of experience
Madison, WI, 53705

Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!

Profile image
Charmaine F.
Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Laura D.
Star Sitter
from
$17
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
15 years of experience
Madison, WI, 53719

Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)

Profile image
Janay B.
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Allegra R.
Star Sitter
from
$25
per visit
5 out of 4.9 stars
73 reviews
33 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!

Profile image
Francesca C.
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sarah S.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
119 reviews
35 repeat clients
7 years of experience
Sunset Village, Madison, WI, 53705

Sarah is the best! Thorough and kind, she always makes sure your pet(s) get their basic needs met, and even some pets and loving along the way. We've booked with her multiple times and has our trust :)

Profile image
Becky M.
Sitter Profile Image: Cleda W.
Verified Background Check
Cleda W.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
192 reviews
78 repeat clients
11 years of experience
Madison, WI, 53705

Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of

Profile image
Bailey S.
Sitter Profile Image: Taylor B.
Verified Enhanced Background Check
Taylor B.
Star Sitter
from
$15
per visit
5 out of 4.8 stars
23 reviews
5 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗

Profile image
Emily B.
Sitter Profile Image: Anna O.
Verified Enhanced Background Check
Anna O.
from
$18
per visit
5 out of 5.0 stars
15 reviews
4 repeat clients
23 years of experience
Madison, WI, 53711

Anna does such a good job! She sends a ton of pictures of all the girls and they all look happy and are having fun. She makes sure they have food, water, and receive a treat! Best dog sitter we've ever had!

Profile image
Ashley T.
Sitter Profile Image: Jennifer L.
Verified Background Check
Jennifer L.
Star Sitter
from
$21
per visit
5 out of 5.0 stars
417 reviews
136 repeat clients
30 years of experience
Madison, WI, 53705

Thank you for taking such good care of our fur baby! This was our first time using Rover and traveling away from our pup after recently moving. Jennifer was an excellent sitter with great communication and great patience with our sensitive pup. Highly recommend!

Profile image
David N.
Sitter Profile Image: Ashley K.
Verified Enhanced Background Check
Ashley K.
from
$20
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
7 years of experience
Allied Community, Madison, WI, 53711

Ashley was great! Super responsive and respectful of our space. I can tell our cat Todd was kept very happy and healthy during our time away.

Profile image
Madeleine R.
Sitter Profile Image: Annie J.
Verified Enhanced Background Check
Annie J.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
48 reviews
17 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Annie was great, super flexible, and helped us out when we needed to make a last minute change! The cats are healthy, happy, and seem well-played with ☺️

Profile image
Jordan S.
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check
Kaitlyn B.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
14 reviews
5 repeat clients
20 years of experience
Madison, WI, 53719

About: Hi, I’m Kaitlyn and I’ve lived with dogs for almost 20 years! I’ve helped family, neighbors and friends with pets of all ages, sizes and personalities. My experience has provided insight into how to comfortably care for most pets! I’m currently working at a dental clinic in the Madison area from Monday - Thursday. While work days can be busy, I can be readily available for drop-ins and walks over the lunch hour if needed. There is a large open field behind my apartment that is used by many dog owners to let their fur babies have some freedom throughout the day

Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Robert N.
Star Sitter
from
$24
per visit
5 out of 5.0 stars
114 reviews
37 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Completely amazing and super professional. He was a hero with our youngest rescue who bit him 👀 (unbelievably sorry) Great updates and photos.

Profile image
Anna L.
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Jess B.
Star Sitter
from
$24
per visit
5 out of 5.0 stars
36 reviews
10 repeat clients
10 years of experience
Madison, WI, 53719

Return customer here!! Jess was so great with my cat. My cat isn’t a fan of new people (she still hides from people she’s known for months) YET Jess was able to get her to warm up enough for some pets. I really appreciated her pictures and descriptions for each visit. My cat was well taken care of and I plan to use Jess as my petsitter the next time I’m away.

Profile image
Kaitlyn K.
Sitter Profile Image: Ryan & Jocelyn R.
Verified Background Check
Ryan & Jocelyn R.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
71 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 7 and 3. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.

1 / 1
View more sitters

Loving pet sitters in your neighborhood

Search Results

Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check

1. Seán & Leticia W.

Rover 101
Star Sitter
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
97 reviews
24 repeat clients
Profile image

Absolutely fantastic, easy to work with and were flexible with last minute scheduling issue on our end. Ellie seemed super relaxed the whole time. We’re so glad we found you to take care of her!

Availability updated today
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check

2. Melinda N.

Star Sitter
Sorry, I was late. I saw a dog!
Leopold, Madison, WI, 53713
3.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
122 reviews
20 repeat clients
Profile image

Melinda was a great help and took great care of our pup during her check-ins. She was timely and is a great communicator. We’ll definitely ask her for help in the future!

Availability updated yesterday
Sitter Profile Image: Kim M.
Verified Background Check
Sitter Profile Image: Kim M.
Verified Background Check

3. Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
3.7 mi. away
Boarding, Drop-In Visits
from
$17
per visit
5 out of 5.0 stars
98 reviews
40 repeat clients
Profile image

Once again, so satisfied with Kim and the care she provides my little girl! She goes above and beyond to take care of Maple and I will always be so grateful!

Availability updated 9 months ago
Sitter Profile Image: Maiya W.
Verified Background Check
Sitter Profile Image: Maiya W.
Verified Background Check

4. Maiya W.

Star Sitter
I'll love them like you love them!
Middleton, WI, 53562
4.2 mi. away
Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
97 reviews
31 repeat clients
Profile image

She did a great job taking my cat to the vet and bringing him home. She communicated super fast and sent pictures. I will for sure use her again!

Availability updated 4 days ago
Sitter Profile Image: Ann V.
Verified Enhanced Background Check
Sitter Profile Image: Ann V.
Verified Enhanced Background Check

5. Ann V.

Star Sitter
Animal Lover and Law Student
Madison, WI, 53711
3.1 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
79 reviews
23 repeat clients
Profile image

Ann was great with my shy cat and let him warm up to her at his own pace. Ann was responsive to messages and I was comfortable knowing she was taking care of my loved one.

Availability updated today
Sitter Profile Image: kylie l.
Verified Enhanced Background Check
Sitter Profile Image: kylie l.
Verified Enhanced Background Check

6. kylie l.

can’t wait to meet your dogs!
Madison, WI, 53719
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
73 reviews
21 repeat clients
Profile image

Kylie did a great job of taking care of our kitty. Our kitty loved her and she kept us informed about how he was doing and sent lovely pictures of him!! Would definitely recommend!

Availability updated 3 days ago
Sitter Profile Image: Yvonne L.
Verified Enhanced Background Check
Sitter Profile Image: Yvonne L.
Verified Enhanced Background Check

7. Yvonne L.

Star Sitter
I take pet care very seriously!
Madison, WI, 53705
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

Evee took excellent care of our kitties (and fish)! She sent daily communication and texted if she had any questions. We will definitely be asking her to pet sit for us again!

Availability updated 5 days ago
Sitter Profile Image: Laura D.
Verified Enhanced Background Check
Sitter Profile Image: Laura D.
Verified Enhanced Background Check

8. Laura D.

Star Sitter
Pet lover of both dogs and cats
Madison, WI, 53719
1.0 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)

Availability updated 2 days ago
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check

9. Allegra R.

Rover 101
Star Sitter
Dog person for life.
Faircrest, Madison, WI, 53705
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
73 reviews
33 repeat clients
Profile image

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!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check
Sitter Profile Image: Sarah S.
Verified Enhanced Background Check

10. Sarah S.

Star Sitter
Hoping I can meet your fur babies!
Sunset Village, Madison, WI, 53705
2.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
119 reviews
35 repeat clients
Profile image

Sarah is the best! Thorough and kind, she always makes sure your pet(s) get their basic needs met, and even some pets and loving along the way. We've booked with her multiple times and has our trust :)

Availability updated 7 days ago
Sitter Profile Image: Cleda W.
Verified Background Check
Sitter Profile Image: Cleda W.
Verified Background Check

11. Cleda W.

Rover 101
Star Sitter
Dogs & Cats LOVE me!
Madison, WI, 53705
2.6 mi. away
Boarding, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
192 reviews
78 repeat clients
Profile image

Always super reliable! We know we can count on Cleda to do great drop ins with our cats when out of town. Very communicative and goes beyond to make sure the cats are taken care of

Availability updated today
Sitter Profile Image: Taylor B.
Verified Enhanced Background Check
Sitter Profile Image: Taylor B.
Verified Enhanced Background Check

12. Taylor B.

Star Sitter
Affectionate & Energetic Caretaker
Prairie Hills, Madison, WI, 53711
0.6 mi. away
Drop-In Visits
from
$15
per visit
5 out of 4.8 stars
23 reviews
5 repeat clients
Profile image

Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Anna O.
Verified Enhanced Background Check
Sitter Profile Image: Anna O.
Verified Enhanced Background Check

13. Anna O.

Will treat your sweet pet as my own
Madison, WI, 53711
0.5 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
15 reviews
4 repeat clients
Profile image

Anna does such a good job! She sends a ton of pictures of all the girls and they all look happy and are having fun. She makes sure they have food, water, and receive a treat! Best dog sitter we've ever had!

Availability updated 3 days ago
Sitter Profile Image: Jennifer L.
Verified Background Check
Sitter Profile Image: Jennifer L.
Verified Background Check

14. Jennifer L.

Rover 101
Star Sitter
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53705
1.8 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit
5 out of 5.0 stars
417 reviews
136 repeat clients
Profile image

Thank you for taking such good care of our fur baby! This was our first time using Rover and traveling away from our pup after recently moving. Jennifer was an excellent sitter with great communication and great patience with our sensitive pup. Highly recommend!

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Ashley K.
Verified Enhanced Background Check
Sitter Profile Image: Ashley K.
Verified Enhanced Background Check

15. Ashley K.

I ❤️ animals!
Allied Community, Madison, WI, 53711
2.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Ashley was great! Super responsive and respectful of our space. I can tell our cat Todd was kept very happy and healthy during our time away.

Availability updated 3 days ago
Sitter Profile Image: Annie J.
Verified Enhanced Background Check
Sitter Profile Image: Annie J.
Verified Enhanced Background Check

16. Annie J.

Rover 101
Star Sitter
Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
48 reviews
17 repeat clients
Profile image

Annie was great, super flexible, and helped us out when we needed to make a last minute change! The cats are healthy, happy, and seem well-played with ☺️

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check

17. Kaitlyn B.

Star Sitter
Your Go-To Sitter
Madison, WI, 53719
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
14 reviews
5 repeat clients

Kaitlyn is very responsible and always takes great care of my two cattle dog mixes! They’re very high energy, but Kaitlyn always does a great job keeping up with them. Each time they stay with her, regardless of the amount of time, I get great pictures and updates, keeping me up to date on what they are up to!

Availability updated today
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Sitter Profile Image: Robert N.
Verified Enhanced Background Check

18. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per visit
5 out of 5.0 stars
114 reviews
37 repeat clients
Profile image

Completely amazing and super professional. He was a hero with our youngest rescue who bit him 👀 (unbelievably sorry) Great updates and photos.

Availability updated today
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Sitter Profile Image: Jess B.
Verified Enhanced Background Check

19. Jess B.

Star Sitter
Your weekend/evening needs covered!
Madison, WI, 53719
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$24
per visit
5 out of 5.0 stars
36 reviews
10 repeat clients
Profile image

Return customer here!! Jess was so great with my cat. My cat isn’t a fan of new people (she still hides from people she’s known for months) YET Jess was able to get her to warm up enough for some pets. I really appreciated her pictures and descriptions for each visit. My cat was well taken care of and I plan to use Jess as my petsitter the next time I’m away.

Availability updated 10 days ago
Sitter Profile Image: Ryan & Jocelyn R.
Verified Background Check
Sitter Profile Image: Ryan & Jocelyn R.
Verified Background Check

20. Ryan & Jocelyn R.

Star Sitter
Small Dog Loving Family
Greentree, Madison, WI, 53711
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
71 reviews
21 repeat clients

Ryan and his family members are great dog lovers and have lived with dogs their entire lives. Ryan grew up with 3 dogs and learned the responsibility of dog care with them. Our dogs love visiting and staying with them.

Availability updated today

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

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge