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

“Julie was great! Communication was easy and timely, and she was very attentive and thorough in caring for our kitty and our place. She went above and beyond and we’ll be contacting her again for sure! Highly recommended.”


“Ann was a lifesaver for my cat and I! I had a sitter cancel last minute and was able to book with Ann the day before my trip within 15 minutes of my request. Everyday she sent a long update and lots of photos. Highly recommend!”


“I cannot express enough how lovely Kim has been with my cat, Maple. She follows through on everything I requested, even going above and beyond to adjust lights and blinds in my apartment depending on the time of day. Her updates on Maple are always very detailed and display how much she cares for pets. I am so pleased with her work that I already have her booked for my next trip!”


“My usually super shy cat was comfortable with Krista. Krista was good about asking questions and following medication instructions. She was thorough in her notes for the check ins, which was nice while I was away. I can tell that she my cat got enough attention because she didn’t seem attention starved when I came home. I definitely plan on rebooking again”


“I had an excellent experience with Kylie! She was professional, communicative, and provided top-notch care for my cat while I was on a weekend trip. The cute pictures and updates she sent put me at ease, especially since this was my first time using Rover. I would definitely book her again for future needs.”


“Anna did a great job with our girls! We received photos and a quick update on how they were doing during her check in. Couldn't have asked for a better experience.”



“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!”


“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!! :)”


“Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.”


“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.”


“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! 🤗”


“She was great about check ins, which was nice as I was nervous about using rover for the first time. I have 2 cats and she was good at giving attention when they would let her, but also respecting boundaries of my scaredy cat. She is quick to respond, and was flexible when I needed help at the last minute due to unforeseen circumstances. Thanks Annie!!”


“Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!”


About: I am a dog mom of two very anxious and reactive rescue pups (both under two year olds). I have experience administering oral medication and handling severe dog anxiety. I am patient and cautious, and overall want your pet to have the best experience. I am a real estate agent, so my schedule is extremely flexible and I happy to spend 15-30 mins checking in and walking your furry friend during the day or evenings. I just ask for a 48 hour heads up so that I can coordinate my schedule. If you live nearby, and would like your pet to have some off-leash enrichment time, I have a fenced in yard with plenty of sniff spots!


“Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times earlier in the week. Needless to say, I was nervous to leave him. But Whitney was so responsive to all of my concerns and requests, and took really good care of him. Luckily there were no issues, but Whitney’s notes and care really helped put all my concerns at ease. Will definitely be requesting her services again!”


“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.”



“Even when you have spare travel plans. Jennifer will definitely remember you. She’s awesome. She loves the animals and makes me feel 10x better about going somewhere when I need to. Thank you so much again Jennifer ! 🤗🤗🤗”


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


About: I've taken care of my small fluffy Shih Tzu, Ginger, since I was ten years old. I have always loved taking him on walks, running around outside, and playing together. I also have experience pet-sitting my neighbors two medium sized Golden Doodles over the past few summers! In addition, my boyfriend's family has adopted multiple rescue dogs that I have had the opportunity to care for and help them get adjusted to a new space. I am a recent graduate from Emory University looking to spend some time with dogs. I have lots of free time to give lots of attention and love to any dog! I am currently only offering services in client homes only right now, as I live in a smaller apartment. I can definitely adjust to whatever you are comfortable with!
Loving pet sitters in your neighborhood
Search Results


Julie A.Star Sitter

“Julie was great! Communication was easy and timely, and she was very attentive and thorough in caring for our kitty and our place. She went above and beyond and we’ll be contacting her again for sure! Highly recommended.”


Ann V.Star Sitter

“Ann was a lifesaver for my cat and I! I had a sitter cancel last minute and was able to book with Ann the day before my trip within 15 minutes of my request. Everyday she sent a long update and lots of photos. Highly recommend!”


Kim M.

“I cannot express enough how lovely Kim has been with my cat, Maple. She follows through on everything I requested, even going above and beyond to adjust lights and blinds in my apartment depending on the time of day. Her updates on Maple are always very detailed and display how much she cares for pets. I am so pleased with her work that I already have her booked for my next trip!”


Krista C.Star Sitter

“My usually super shy cat was comfortable with Krista. Krista was good about asking questions and following medication instructions. She was thorough in her notes for the check ins, which was nice while I was away. I can tell that she my cat got enough attention because she didn’t seem attention starved when I came home. I definitely plan on rebooking again”


kylie l.

“I had an excellent experience with Kylie! She was professional, communicative, and provided top-notch care for my cat while I was on a weekend trip. The cute pictures and updates she sent put me at ease, especially since this was my first time using Rover. I would definitely book her again for future needs.”


Anna O.Star Sitter

“Anna did a great job with our girls! We received photos and a quick update on how they were doing during her check in. Couldn't have asked for a better experience.”




Allegra R.
Star Sitter


“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!”


Laura D.Star Sitter

“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!! :)”


Cleda W.
Star Sitter


“Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.”


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.”


Taylor B.Star Sitter

“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! 🤗”


Annie J.
Star Sitter


“She was great about check ins, which was nice as I was nervous about using rover for the first time. I have 2 cats and she was good at giving attention when they would let her, but also respecting boundaries of my scaredy cat. She is quick to respond, and was flexible when I needed help at the last minute due to unforeseen circumstances. Thanks Annie!!”


Ava H.

“Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!”


Amaya B.
“Amaya is extremely caring and kind towards everyone, pets and humans all around. She is always eager to support your pets the best she can, through walking, enrichment, playing, or whatever else may be needed. I always appreciate her transparency and reliability, always using such clear communication. I’ve had the pleasure of seeing Amaya not only with her own cats and dogs, but with my deaf dog and other animals as well. She is a wonderful person and a great companion to help out when needed.”




Whitney H.


“Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times earlier in the week. Needless to say, I was nervous to leave him. But Whitney was so responsive to all of my concerns and requests, and took really good care of him. Luckily there were no issues, but Whitney’s notes and care really helped put all my concerns at ease. Will definitely be requesting her services again!”


Devon G.

“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.”




Jennifer L.
Star Sitter


“Even when you have spare travel plans. Jennifer will definitely remember you. She’s awesome. She loves the animals and makes me feel 10x better about going somewhere when I need to. Thank you so much again Jennifer ! 🤗🤗🤗”


Robert N.Star Sitter

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


Natalia F.
“Natalia is a responsible, caring, and compassionate caretaker for our elderly shih tzu who has special needs after the loss of his vision and hearing.”


Maryrose A.

“Maryrose did a great job, communication was excellent, and our pets loved her!”
Greentree pet parents share their Rover experiences
We are planning to do multiple visits every week and needed a responsible person whom we could trust. Ava has been wonderful so far and we are looking forward to many more visits with her

Chenghao was absolutely amazing with my two boys while I went on vacation and kept me up to date on how they were doing. One of my boys typically does not like new people and he warmed up nearly instantly. Would absolutely love to work with chenghao again!

Kira was so attentive in caring for our cat for 3 days! She offered peace of mind and understood just what he needed in his visits. Your expertise is so appreciated ❤️

Shatoria bonds well with our cats. They enjoy their time with her. She is very informative about how they are doing and provides lots of pictures. We know our cats are in good hands when Shatoria is doing drop in visits!

Natalie was communicative, friendly, and quick to respond. She sent great pictures and notes to update us!

We're so happy we could rebook with Michelle and so are our bunnies, fish and frogs :) Thank you Michelle!

Amanda was great with my two older dogs. She was receptive to my instruction and the girls were happy when I returned. Thanks Amanda!

The dogs had a grand time with Allegra. I appreciated the impressive action photos Allegra captured and her detailed visit summaries!

Thank you for the personal attention you gave while caring for Marshie and Navi. We appreciate your attention to detail and all the love!☺️♥️

Katie did a wonderful job with Mocha! She was timely and prepared and sent us lots of photos and videos. We could tell Mocha had a great weekend and got lots of love and attention :)

Kaine has helped with my dog for months and months and has always been flexible to offer assistance if he could. I highly recommend him. Also, my dogs love him.

Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.

Shy Kitty getting comfortable enough to let Nikki see her! Always appreciate N8kki,'s communications and photos!

Attentive, follows suggestions for what works best for our puppy, playful and caring! Will book again 10/10 recommend!

Dietrich has been a wonderful caretaker for my dog Coco. For the last year and a half he would visit her at lunch during the week and feed her plus take her on a nice little walk. His daily reports and funny stories made me smile while I was at work! He would let me know if he had a schedule conflict well in advance. I appreciate that Coco and I could work with him!

Kaelena did a great job watching my cat, She was reliable, trustworthy, very communicative and a pleasure to work with.

I got a recommendation for Fanny from a friend and it’s been wonderful to have her take care of my cat Roxy! She was a great communicator, diligent about Roxy’s needs, and made sure to snap some cute photos each visit. I look forward to asking her to visit Roxy again!

Austin did a great job walking and taking care of our two pups - and both can be a handful in their own way! Austin was patient, attentive, a great communicator - would definitely recommend

Popular requests near you
Select a filter and find qualifying Greentree sitters!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
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.
