House Sitting in Greentree, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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1. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$28
per night

I appreciated Devon letting me know how everything was going a couple of times throughout her time with my pups. She played with them everyday and kindly helped them through a thunderstorm.

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Sitter Profile Image: Kyle S.
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Sitter Profile Image: Kyle S.
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2. Kyle S.

Long walks and tummy rubs.
Stone Meadows, Madison, WI, 53719
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
9 repeat clients
from
$50
per night

Kyle is so awesome! It’s so hard for us to leave our dogs, and Kyle was so great. We have a psycho crazy one year old springer and he was great with him, I would absolutely work with him again! I would recommend Kyle to any one of my friends with dogs!

Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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3. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$60
per night

Louis and her family took good care of my dog. He seemed very happy the entire time and enjoyed their company. She made sure to send lots of pictures and check in too.

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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4. Ben P.

Where Pets are Treated like Family
Madison, WI, 53719
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
21 repeat clients
from
$36
per night

We have so much appreciation for Ben for letting us feel at ease while we were away for 5 days! He had excellent communication and our dog Rosie seemed to love him! We’ll be using him again our next trip!

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Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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5. Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$70
per night

Genevieve was so sweet and patient with my very nervous rescue dog. She was communicative and left my house in great shape. I would absolutely rebook with her

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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6. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53715
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
116 reviews
50 repeat clients
from
$89
per night

Drew is terrific. Or flight home was delayed and caused us to miss our connection… would’ve been sick with worry but Drew cared for our pup and stayed an extra night. Returned to a happy dog and clean home. So happy!

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Sitter Profile Image: Corinne B.
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Sitter Profile Image: Corinne B.
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7. Corinne B.

Animal Lover
Madison, WI, 53719
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$60
per night

Corinne is amazing!! She watched over our two "boys" (greyhounds) and took such thoughtful care of them! We got lots of pictures and updates while we were away and the peace of mind that offers to know that your loved ones are cared for while you are away is truly priceless! Not to mention that she is very respectful of our home and had everything cleaned and tidied as if we were never gone! Gosh, thanks so much!!!

Sitter Profile Image: Sierra M.
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Sitter Profile Image: Sierra M.
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8. Sierra M.

Rover 101
Trust me, I'm an engineer
Madison, WI, 53593
3.4 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$54
per night

The boys loved Sierra and cannot was to have her back. I appreciated how sweet she was with them and it was nice just being able to relax on my trip and not have to worry!! Thank you Sierra!!

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Sitter Profile Image: Heidi K.
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Sitter Profile Image: Heidi K.
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9. Heidi K.

Four legs are better than two!!
Fitchburg, WI, 53711
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$42
per night

Heidi did a great job with my Great Dane & fish tanks. Everything seemed well taken care off and I came back to my home being exactly as I left it.

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Sitter Profile Image: Erma D.
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Sitter Profile Image: Erma D.
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10. Erma D.

Gentle care for your furry friend!
Fitchburg, WI, 53711
3.5 mi. away
House Sitting
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per night

Erma was amazing with our dog Millie on a recent week long vacation. Millie can sometimes be a challenge during rainy weather, which of course we had in Madison while away. Erma handled this without a problem. She also checked in with us numerous times throughout our trip to set my anxiety at ease. Millie can't wait to hang out with her new friend again!

Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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11. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$50
per night

Kaylee housesat for our dog Lacey while we were away, and did a phenomenal job. She was quick to respond to messages, sent regular updates on how our fur baby was doing, and left our house just as clean as when we left. Will 100% rebook next time we need a sitter if she’s available!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Devin C.
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Sitter Profile Image: Devin C.
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12. Devin C.

Enriching + fun bestie for your pet
Fitchburg, WI, 53711
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night

Devin has shown more than care and attention while taking care of my dogs when I couldn’t. She provided several updates, photos, and energy draining walks for the care of my two dogs. It makes me feel at ease anytime I go to hire Devin to watch over my babies.

Sitter Profile Image: Cory D.
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Sitter Profile Image: Cory D.
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13. Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$60
per night

Cory did an amazing job watching our dog while we were away! He made sure to follow all instructions for care and had questions when I forgot to mention some things. I appreciate that he sent us daily updates as well! Lastly, he is such a thoughtful and considerate house guest. I thought I did a decent job cleaning before we left but we came back to a cleaner house! 10/10 would definitely book with him again!

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Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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14. Stephany D.

I'll be your dog's other bestie!
madison, WI, 53705
2.4 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
34 reviews
12 repeat clients
from
$38
per night

Stephany is fantastic! She did amazing staying with our senior kitty and sent plenty of pics. It didn’t even look like he missed us! She also took great care of our home. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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15. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$40
per night

Sean is an exceptional caregiver for any four-legged friend. I've known Sean for more than 10 years and in that time I've known him he's shown every dog and cat he's met the same amount of warmth and care that you would expect meeting another human. Sean has owned both big and small dogs, as well as a cat, and has a lot of knowledge on how to properly take care of each. Your furry friends will be in great care with Sean!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chun Hei C.
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Sitter Profile Image: Chun Hei C.
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16. Chun Hei C.

Sharing my love with your pet
Madison, WI, 53705
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

Billy did an AMAZING job watching our Frenchies! He was very communicative throughout the stay and sent many photos and videos. He asked thoughtful questions about our pups and their behaviors and spent lots of quality time with them! We came home to a spotless house and happy pups - we look forward to having him stay with our dogs again! Thank you so much!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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17. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
4 repeat clients
from
$70
per night

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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18. Elissa S.

Lover of all animals!
Madison, WI, 53719
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$60
per night

Elissa did a great job taking care of our two dogs and kitty. She communicated well and gave great updates. We would definitely hire her again.

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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19. Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$85
per night

Our pup and kitty absolutely loved Jess and so did we! Jess was very communicative, sent multiple pictures, and took such good care of our fur babies. I contacted Jess with very last minute notice because our sitter canceled, but I am so happy things worked out as they did. We will definitely book with Jess in the future and would recommend her to anyone needing pet sitting.

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Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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20. Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$75
per night

My dog is very wary of strangers and it takes some serious prodding to get him out for a walk. Shaina was AMAZING! 10/10 would hire again.

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When it comes to house sitting, dog owners in Greentree, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of house sitting in Greentree may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Greentree house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Greentree, Madison, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Greentree house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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