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
“Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!”
“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.”
“Kira was amazing! She was very responsive and left detailed notes after each visit. She took great care of my older dog and he loved her! I will definitely be asking her for help again in the future. I highly recommend Kira!”
“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 was wonderful. She sent reassuring updates on my dog’s demeanor and activities (I’m retired and my dog and I are rarely separated) and the photos she sent showed a contented, happy pup. When I arrived home, my dog was very happy, but not frantic, to see me. I will definitely hire Krista again.”
“Ann is a phenomenal sitter! She took amazing care of our kitties and made them feel loved while we were away on our trip. She is an excellent communicator and incredibly reliable. And most importantly, our fur babies warmed up to her instantly! We highly recommend Ann for your sitting needs!”
“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!”
“Kylie was a lifesaver - she accepted my request on very short notice after I was left scrambling. She was quick to respond and was easy to communicate with. She did everything as asked and provided an update w/ a picture. Would definitely recommend and will utilize her again in the future.”
“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”
“Sarah was very easy to communicate with while she had multiple check ins for my cat. Her responses were timely and met expectations. I feel comfortable having her watch my pet in the future.”
“Annie was great with Maggie! She was very responsive and gave updates on Maggie whenever I asked. I am really appreciative of her care of Maggie.”
“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!”
“Lovely personality and great attention to detail. She did an awesome job with my sassy cats and kept me informed of things that were going on. I only would've loved more pictures and details but we didn't discuss this beforehand so it's still 5 stars!”
“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.”
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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Laura D.Star Sitter
“Laura was great with our new puppy! She was easy to get in touch with on the app and was such a joy to work with. We definitely hope to use her services again in the future!”
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.”
Kira F.Star Sitter
“Kira was amazing! She was very responsive and left detailed notes after each visit. She took great care of my older dog and he loved her! I will definitely be asking her for help again in the future. I highly recommend Kira!”
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
“Krista was wonderful. She sent reassuring updates on my dog’s demeanor and activities (I’m retired and my dog and I are rarely separated) and the photos she sent showed a contented, happy pup. When I arrived home, my dog was very happy, but not frantic, to see me. I will definitely hire Krista again.”
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! 🤗”
Ann V.Star Sitter
“Ann is a phenomenal sitter! She took amazing care of our kitties and made them feel loved while we were away on our trip. She is an excellent communicator and incredibly reliable. And most importantly, our fur babies warmed up to her instantly! We highly recommend Ann for your sitting 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!”
kylie l.
“Kylie was a lifesaver - she accepted my request on very short notice after I was left scrambling. She was quick to respond and was easy to communicate with. She did everything as asked and provided an update w/ a picture. Would definitely recommend and will utilize her again in the future.”
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.”
Cleda W.Star Sitter
“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”
Sarah S.Star Sitter
“Sarah was very easy to communicate with while she had multiple check ins for my cat. Her responses were timely and met expectations. I feel comfortable having her watch my pet in the future.”
Annie J.Star Sitter
“Annie was great with Maggie! She was very responsive and gave updates on Maggie whenever I asked. I am really appreciative of her care of Maggie.”
Austin C.Star Sitter
“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!”
Amaya B.
“Lovely personality and great attention to detail. She did an awesome job with my sassy cats and kept me informed of things that were going on. I only would've loved more pictures and details but we didn't discuss this beforehand so it's still 5 stars!”
Grace R.
“Grace clearly loves animals and took great care of my cat! She went above and beyond in chronicling her time with him and sent great pictures and videos. Will be hiring 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.”
Maryrose A.
“Maryrose did a great job, communication was excellent, and our pets loved her!”
Ryan & Jocelyn R.Star Sitter
“Ryan wanted a dog since he was four years old. His parents honored his request after his kindergarten year and adopted a small white terrier from the Humane Society. He grew up in a family with multiple dogs as well as his parents babysitting dogs for friends. He has taken responsibility for dogs at various levels since he was five years old. He loves them immediately which involves a lot of hugging and petting! He loves to play whatever game they are into especially fetch and tug-of-war. He has a comfy family home and a safe fenced in backyard with plenty of room for the dogs to play. Since Ryan is a teacher he gets home early and usually goes for a walk with his daughter so a dog or two to take on the walk would be great and fit right into his routine. And take note.... He has the summers off work so you can trust him to be around and give your dogs lots of attention during the summer months while you are on vacation! Ryan and his family will give your dog a comfortable and safe place to stay when they need a second home.”
Greentree pet parents share their Rover experiences
Ann continues to be a top choice for me when it comes to finding a sitter for my 13 year old cat who has several medical needs. She has always left my home better than she found it, going as far as washing dishes in the sink that I left behind. She provides the most through, heartwarming updates, and is extremely punctual and reliable. As someone who feels immense guilt leaving my pet(s) behind, I feel much more at ease knowing Ann will take excellent care of him. Thank you so much, Ann!
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!
Popular requests near you
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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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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.
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.
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