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.

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Top rated Greentree pet sitters

“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!”


“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!”


“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!”


“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!”


“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.”


“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!”


“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!”


“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!! :)”



“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!”



“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 :)”


“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”


“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! 🤗”


“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!”



“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!”


“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.”


“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 ☺️”


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

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


“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.”


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.
Loving pet sitters in your neighborhood
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1. Seán & Leticia W.


“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!”


2. Melinda N.

“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!”


3. Kim M.

“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!”


4. Maiya W.

“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!”


5. Ann V.

“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.”


6. kylie l.

“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!”


7. Yvonne L.

“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!”


8. Laura D.

“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!! :)”




9. Allegra R.


“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!”




10. Sarah S.

“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 :)”


11. Cleda W.


“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”


12. Taylor B.

“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! 🤗”


13. Anna O.

“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!”




14. Jennifer L.


“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!”


15. Ashley K.

“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.”


16. Annie J.


“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 ☺️”


17. Kaitlyn B.
“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!”


18. Robert N.

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


19. Jess B.

“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.”


20. Ryan & Jocelyn R.
“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.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. 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
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Greentree on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 165 pet sitters in Greentree. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Greentree pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters 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
There are 165 pet sitters in Greentree on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
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.
