House Sitting in Greentree, Madison, WI

Find a loving house sitter to watch over your pets and your home.

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Top rated Greentree house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel is definitely a 5-star sitter. Sent pictures daily of our dog, followed all directions left for her. She went above and beyond caring for our dog who needed daily medication. Great communication. Sadie was somewhat shy at first but it didn’t take long to warm up to Isabel. Definitely recommend and will rebook her as needed.

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Linda H.
Sitter Profile Image: Katie T.
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Katie T.
from
$60
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

I sang my praises of Katie last week as she has watched my dog- 2 weekends in a row. And this was another very successful time! She is great with my dog and even made treats for him!

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Micha M.
Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$45
per night
4.9 out of 5 stars
118 reviews
63 repeat clients
32 years of experience
Prairie Hills, madison, WI, 53711

For anyone looking for a trusting and loving person to care for their family, there is no need to look any further. Christine is an exceptional pet sitter who truly goes above and beyond in her care for our dogs and cats. We recently entrusted her with our furry family members for several days, and she exceeded all our expectations. Our dogs (two large unruly huskies), who can be quite a handful, were handled with such love and care, that they are happier to see her than they are when they see us returning home. It actually makes me a little jealous of how much they like her. Every day, Jessie sent us delightful photos and videos of our pets, keeping us updated and reassured. It was such a joy to see our pets happy and well cared for while we were away. Her communication was consistent and thoughtful, ensuring we never had to worry about their well-being. When we returned home, we were amazed to find the house even cleaner than when we left it. Her attention to detail and dedication to her work are truly commendable. Our pets were not only well-fed and exercised but also showered with affection and care. We genuinely appreciate Christine for the outstanding job she does. It’s such a relief to have someone we can trust completely with our beloved pets and our home. We highly recommend her to anyone looking for a reliable, caring, and professional pet sitter. She is a true gem and an invaluable part of our life. Thank you Christine, you're the best!!!

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Nood
Sitter Profile Image: Hannah H.
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Hannah H.
Star Sitter
from
$28
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
12 years of experience
Marbella, Madison, WI, 53705

Hannah took great care of our dog, Cedar over the holidays. Hannah sent daily updates and left the house tidy and nice. No worries while we were away. Thanks so much!

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leah k.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$82
per night
5.0 out of 5 stars
115 reviews
38 repeat clients
10 years of experience
Madison, WI, 53719

Ann is always great about communicating and asking questions if she needs to find something to improve her stay for Gabby. I also really enjoyed the photo she shares with me while I’m gone.

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Kelly H.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
86 reviews
24 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and Sammy are a great team! They are very caring and conscientious pet sitters. They give our 6 month old puppy lots of love, attention and playtime. Our pup just loves them! Thank you for the great care and peace of mind it gives us while we are away!

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Ben D.
Sitter Profile Image: Annie J.
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Annie J.
from
$55
per night
5.0 out of 5 stars
86 reviews
27 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!

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Genevieve H.
Sitter Profile Image: Anna H.
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Anna H.
from
$65
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Smooth meet-up & sitting experience, and great level of communication! She was reliable and trustworthy in taking care of our pups and the house. Would definitely work with you again and looking forward to it!

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Hanna E.
Sitter Profile Image: Justine D.
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Justine D.
from
$43
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Meadowood, Madison, WI, 53711

Justine was so great with my pups! One of my dogs has special needs and the other is anxious and shy around new people, and Justine won them both over and made sure they were well cared for while I was away. I plan on being a repeat customer!

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Erick S.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
30 years of experience
Regent, Madison, WI, 53726

It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!

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Beth R.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
15 years of experience
Madison, WI, 53705

Kaitlyn was great with the dogs right from the meet and greet. She handled their different personalities and medical needs perfectly. She did all that was asked and more. Thank you for allowing me the peace of mind to enjoy this week with friends!!

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Sharon S.
Sitter Profile Image: Jess B.
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Jess B.
Star Sitter
from
$74
per night
5.0 out of 5 stars
49 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

I felt so comfortable leaving my dog with Jess! My dog is always on my mind when I’m away for her, and I knew she was in great hands and I didn’t have to worry! Jess sends pictures and great descriptions of activities and keeps you informed a few times a day. Incredibly professional, and will definitely be booking her in the future! Thanks so much, Jess!

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Jinda K.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
12 repeat clients
12 years of experience
Madison, WI, 53713

Good communication and appropriate check ins. Handled being accidentally locked out very well when the battery to my keypad lock died. Would book again.

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Amanda M.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$65
per night
5.0 out of 5 stars
173 reviews
61 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

He and one of my girls hit it off! Good communication throughout the stay. He took great care of my girls including administering meds and wrapping a foot too!

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Cassandra H.
Sitter Profile Image: Nathan S.
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Nathan S.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Westhaven Trails, Madison, WI, 53719

Nathan was the best! Quick to respond and very accommodating, he took great care of our dog while we were out of town for the weekend. Look forward to working with him again.

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Ben B.
Sitter Profile Image: Erika K.
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Erika K.
from
$45
per night
5.0 out of 5 stars
12 reviews
1 repeat client
12 years of experience
Middleton, WI, 53562

Erika was great! Curly, my dog, was well taken care of and so was my apartment! She did a great job following all my care instructions for my senior dog and she did a great job keeping everything very tidy. I would certainly recommend her to others and will use her again!

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Micha M.
Sitter Profile Image: Kaelena K.
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Kaelena K.
Star Sitter
from
$43
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
15 years of experience
Fitchburg, WI, 53711

Kaelena came over every day to stay with Odara while we were away, she was very attentive and kind with our baby, who now loves her! She followed the instructions I left and I found a happy and calm dog when I got back 🥰

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Izabela S.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
131 reviews
53 repeat clients
4 years of experience
Madison, WI, 53719

Michelle stayed at our home for 7 days and was really fabulous! We met ahead of time and she reviewed all of our dogs needs, medical conditions, and routines. She is exceptionally professional and has attention to detail. Was very comfortable administrating medications and taking care of any special needs We will most definitely use her for future dog sitting! Our dogs missed her when we returned!

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Dawn C.
Sitter Profile Image: Megan B.
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Megan B.
from
$65
per night
5.0 out of 5 stars
6 reviews
8 years of experience
Madison, WI, 53719

Megan was great! She sent very detailed updates, photos, and asked thoughtful questions to ensure my furbabies' wellbeing. Thank you, Megan!

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Rachel S.
Sitter Profile Image: Briana L.
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Briana L.
from
$40
per night
4.9 out of 5 stars
28 reviews
6 repeat clients
10 years of experience
Madison, WI, 53711

Briana took great care of our cats and our house! When we arrived back from our trip, things were clean and our boys were in good spirits. We know they were comfortable with Briana.

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William M.
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Greentree pet parents share their Rover experiences

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5.0 out of 5 stars

Jesse took great care of our two cats. We felt assured that she is caring for them in a loving way and would make sure they don't miss our company. She communicates well and upon returning we found our kitties doing very well and everything in our house was in good order. When traveling leaving the cats behind is always challenging but Jesse gave us peace of mind. We hope to have her back again.

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Barbara F.
House Sitting
5.0 out of 5 stars

Great experience with Louisa! She was communicative, responsive, asked great questions. Our furr family was in wonderful and caring hands.

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Christopher G.
House Sitting
5.0 out of 5 stars

Ann was so great! Haze LOVES her. She accommodated to Hazel’s separation anxiety and other quirks so well and sent plenty of updates and pictures. My flight was delayed and Ann was able to stay an extra night, we really appreciate her flexibility!

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Paige H.
House Sitting
5.0 out of 5 stars

Michelle took great care of our dog. She is clearly experienced with animals and knows what questions to ask to be sure she is providing the best care. She was very communicative and we felt our dog was in good hands throughout her stay.

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Gary B.
House Sitting
5.0 out of 5 stars

Amanda was wonderful with my dogs and extremely helpful to a first time rover user. She took detailed notes of my dogs daily schedules and made sure my dogs were well cared for.

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Rachel F.
House Sitting
5.0 out of 5 stars

Nicole did an exceptional job caring for my dog and my cat (last minute!) while I was away. She gave them each their daily meds and sent me daily updates. She also took care with the house, checking in about finding a towel to protect the hardwood floors from snow tracked in when it snowed unexpectedly and even laundering the guest bed sheets before she left. I'd leave six stars if I could :)

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Chloe H.
House Sitting
5.0 out of 5 stars

Robert was great! Attended to details we wouldn’t have thought of! He’s a must book for all your doggie needs!

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Elaina M.
House Sitting
5.0 out of 5 stars

Our pets had a great stay with Hannah. We appreciated getting photo updates and animals all seemed happy

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Gordon C.
House Sitting
5.0 out of 5 stars

Alex was awesome! She sent constant updates and pictures and went above and beyond in everything! We have four pets, with four very different needs and she handled it seamlessly!

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Diksha A.
House Sitting
5.0 out of 5 stars

Isabel is definitely a 5-star sitter. Sent pictures daily of our dog, followed all directions left for her. She went above and beyond caring for our dog who needed daily medication. Great communication. Sadie was somewhat shy at first but it didn’t take long to warm up to Isabel. Definitely recommend and will rebook her as needed.

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Linda H.
House Sitting
5.0 out of 5 stars

Kaelena did a wonderful job caring for our 1-year-old and 5-month-old Labs! She made sure they were happy and active, playing with them in the snow and keeping them engaged. She gave them special treats and put our little one to bed. It was clear our pups were well taken care of and loved while we were away. We appreciate her thoughtful and attentive care! 🐾

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Ben D.
House Sitting
5.0 out of 5 stars

Nathan was the best! Quick to respond and very accommodating, he took great care of our dog while we were out of town for the weekend. Look forward to working with him again.

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Ben B.
House Sitting
5.0 out of 5 stars

Hannah was the best dog sitter we've ever had! She took wonderful care of our two wild dogs and sent daily updates and pics. She also left the house completely spotless, took out the garbage and brought in the mail! She even made us some delicious cookie bars to welcome us home! Hannah went absolutely above and beyond and I would highly recommend her to anyone!

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Lindsay N.
House Sitting
5.0 out of 5 stars

Ashley is always so reliable and my pup loves her. Very communicative and sends great updates throughout the sitting. We very much trust her overnight in our home- we always come back to everything as we left it. We’ve been a client of hers for a few years now and will continue as long as she’s available!

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Sofia S.
House Sitting
5.0 out of 5 stars

Sidney is a fantastic sitter! Knowing that our pets are in great hands when we travel gives us peace of mind.

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Sara W.
House Sitting
5.0 out of 5 stars

Christine was an absolutely exceptional sitter for our three big German Shepherds. Christine took them out for walks and even when it was really cold because she could recognize when they needed it. Our dogs also wake up very early and she made sure to get them outside to potty on their normal schedule. She sent us a ton of great pictures of them playing & cuddling and let us know they were eating well. We quickly became completely confident with her knowledge and abilty to care for and handle them. We were able to relax on our vacation and not worry because she was sharing their activities and we knew our three boys were in great hands, staying on routine and happy in our absence. We would definitely reach out to Christine the next time we need someone to watch our boys again. She is wonderful! A+

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Kathleen H.
House Sitting
5.0 out of 5 stars

Justine did a nice job with our 2 labrador puppies and played with them out in the snow. We came home to very happy girls! Thanks Justine!

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Ben D.
House Sitting
5.0 out of 5 stars

Kaitlin was super responsive, especially with a last minute request! She did a great job watching our elderly pup. Would definitely use her again in the future.

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Sarah D.
House Sitting
5.0 out of 5 stars

Sara was great! She was very responsive and took great care of my two pups!! She sent updates with photos which I greatly appreciate!

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Gwen K.
House Sitting
5.0 out of 5 stars

We’re so grateful to Shaina for housesitting over a long (and unexpectedly extended) vacation! We returned to a well-kept home and three happy and healthy pets. Throughout, Shaina was helpful, communicative, flexible, and brimming with cute pictures of our babies. 🙏🏻🙏🏻

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Mike K.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house 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 house and pets while you’re away
  3. 3. Book & Pay

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    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Greentree house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house 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 house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Greentree.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Greentree house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.