House Sitting in Greentree, Madison, WI

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

Search

More resources

A focus on safety

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check.Learn more about RoverProtect

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check

1. Kaitlyn B.

Star Sitter
Your Go-To Sitter
Madison, WI, 53719
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

Kaitlyn was patient with my anxious dog and gave him the time and space he needed to warm up to her. It put me at ease knowing he and my two cats were in good hands while I was out of town. She also left my house spotless! Highly recommend.

Availability updated 2 days ago
Sitter Profile Image: Julie A.
Verified Enhanced Background Check
Sitter Profile Image: Julie A.
Verified Enhanced Background Check

2. Julie A.

Mature, skilled and flexible
Verona, WI, 53593
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$34
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Julie was fantastic with our dog. She took him to dog parks, cleaned him when he found mud puddles and left our house in perfect condition. She is a very good communicator, and send multiple pictures and videos every day which was appreciated. Our dog was in good hands!

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Katie T.
Verified Enhanced Background Check
Sitter Profile Image: Katie T.
Verified Enhanced Background Check

3. Katie T.

Star Sitter
ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.9 stars
19 reviews
2 repeat clients
Profile image

Katie is amazing!! We have 2 very energetic dogs and she made sure to take them on a good walk and play in the backyard multiple times to get their energy out! Our one dog even had some tummy issues and she made him chicken and rice 🥹 we trust Katie with our pups and will definitely utilize her again!

Availability updated today
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check

4. Louisa M.

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

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

Availability updated 2 days ago
Sitter Profile Image: Hannah I.
Verified Background Check
Sitter Profile Image: Hannah I.
Verified Background Check

5. Hannah I.

Rover 101
Star Sitter
Dogs love to run and play with me!
Madison, WI, 53719
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
96 reviews
31 repeat clients
Profile image

Hannah was awesome with our 11 year old rescue dog. She was great with walks and an overnight stay. She sent pictures to us and also left our home spotless. We highly recommend Hannah and will definitely request her in the future! We are so fortunate to have someone so reliable!!!

Availability updated yesterday
Sitter Profile Image: Terry K.
Verified Enhanced Background Check
Sitter Profile Image: Terry K.
Verified Enhanced Background Check

6. Terry K.

Rover 101
Grandma love is on the way !!
Middleton, WI, 53562
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
27 reviews
9 repeat clients
Profile image

Terry was absolutely great! Not only did she take great care of my precious doggie, she sent daily texts and pictures, but she also left my house spotless! Great communicator and very pleasant to work with. I highly recommend Terry and plan to book her whenever I’m away.

Availability updated 3 days ago
Sitter Profile Image: Erika K.
Verified Enhanced Background Check
Sitter Profile Image: Erika K.
Verified Enhanced Background Check

7. Erika K.

Loving care for your furry family
Middleton, WI, 53562
3.1 mi. away
House Sitting
from
$45
per night
5 out of 5.0 stars
7 reviews
Profile image

Erika was amazing! We plan to use her again. It was our first time using Erika and one thing that really impressed me was that she contacted me because she noticed Remi was shaking her head a lot. Erika was clearly closely watching Remi. She also left our house perfect. I think she mopped because the floors were too clean for a week of dog prints. Thank you Erika!

Availability updated today
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Sitter Profile Image: Ann A.
Verified Enhanced Background Check

8. Ann A.

Star Sitter
Attentive and reliable pet sitter
Madison, WI, 53719
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$74
per night
5 out of 5.0 stars
43 reviews
18 repeat clients
Profile image

Great experience with Ann watching our dogs and house for two nights. Very responsible, shared updates with photos, would hire again without hesitation.

Availability updated today
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check

9. Sidney R.

Star Sitter
They call me “The Pal Gal”!
Middleton, WI, 53562
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
49 reviews
14 repeat clients
Profile image

She did a wonderful job. Sent daily updates and respected the house. Even delt with my nosy neighbor. Will be using her for future dog sitting!

Availability updated 11 days ago
Sitter Profile Image: Sophie H.
Verified Enhanced Background Check
Sitter Profile Image: Sophie H.
Verified Enhanced Background Check

10. Sophie H.

I would love to love your pets!
Regent, Madison, WI, 53726
3.8 mi. away
House Sitting
from
$60
per night
5 out of 5.0 stars
51 reviews
15 repeat clients
Profile image

Sophie jumped in and helped us so last minute & she was great! Gave our dog time to warm up, sent pics and gave her lots of love. Thanks Sophie!

Availability updated 2 days ago
Sitter Profile Image: Alexandria P.
Verified Enhanced Background Check
Sitter Profile Image: Alexandria P.
Verified Enhanced Background Check

11. Alexandria P.

Star Sitter
G.O.A.T. pet-sitter!
Regent, Madison, WI, 53726
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$39
per night
5 out of 5.0 stars
16 reviews
5 repeat clients
Profile image

I cannot recommend Alexandria highly enough for her outstanding care of my dog, Topi. I needed help on very short notice, and Alexandria stepped in without hesitation. She was absolutely wonderful with Topi, showing great affection and attentiveness. Topi was happy and well-cared for during my absence, and it was such a relief to know she was in such capable hands. Thank you, Alexandria, for your exceptional care and kindness!

Availability updated 5 days ago
Sitter Profile Image: McKenna B.
Verified Enhanced Background Check
Sitter Profile Image: McKenna B.
Verified Enhanced Background Check

12. McKenna B.

Reliable, Responsible, and Fun!
Madison, WI, 53711
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
3 reviews

McKenna has been the best sitter I could ask for and I couldn’t recommend her enough! I have 2 cats, a dog and fish tanks. She always follows my instructions exactly and sends plenty of pictures and updates. My pets love her and we are so grateful for her!

Availability updated today
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Sitter Profile Image: Robert N.
Verified Enhanced Background Check

13. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$58
per night
5 out of 5.0 stars
108 reviews
35 repeat clients
Profile image

Robert was so great to work with! Our 3 dogs can be a handful but he handled them well and sent lots of pictures each day. I felt completely at ease having him take care of our dogs and plan on booking with him in the future.

Availability updated 21 days ago
Sitter Profile Image: Grace H.
Verified Enhanced Background Check
Sitter Profile Image: Grace H.
Verified Enhanced Background Check

14. Grace H.

Dogs are a girl’s best friend!
Madison, WI, 53711
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
21 reviews
3 repeat clients
Profile image

Grace is an awesome dog sitter! She is very communicative, respectful, and most importantly, loves dogs. She stayed at our house to watch our dog, Scout, and I came home to a very happy dog even though he usually has separation anxiety. Couldn't recommend Grace enough!

Availability updated yesterday
Sitter Profile Image: Briana L.
Verified Enhanced Background Check
Sitter Profile Image: Briana L.
Verified Enhanced Background Check

15. Briana L.

Love to cuddle and spoil your pets
Meadowood, Madison, WI, 53711
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 4.8 stars
21 reviews
6 repeat clients
Profile image

Thanks again! Briana stepped in at the last minute when we needed to leave town for a funeral. She took good care of Frankie. We’re grateful.

Availability updated 2 days ago
Sitter Profile Image: Ashley E.
Verified Background Check
Sitter Profile Image: Ashley E.
Verified Background Check

16. Ashley E.

Star Sitter
Treating Your Furbabies Like My Own
Madison, WI, 53705
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
455 reviews
119 repeat clients
Profile image

Ashley house-sat for our 2 dogs for a week. It was a great experience from initial meeting to end of sit. Our dogs liked her right away. Her communication was clear and included photos and quick responses to our questions. Highly recommended!

Availability updated 2 days ago
Sitter Profile Image: Sarah T.
Verified Enhanced Background Check
Sitter Profile Image: Sarah T.
Verified Enhanced Background Check

17. Sarah T.

Trustworthy, available pet lover!
Madison, WI, 53719
1.9 mi. away
House Sitting, Drop-In Visits
from
$45
per night
5 out of 5.0 stars
7 reviews
5 repeat clients
Profile image

We had a last minute need and Sarah came through for us. She even adjusted her own schedule to make it work! Would definitely have her come again!

Availability updated over 1 year ago
Sitter Profile Image: Emma W.
Verified Enhanced Background Check
Sitter Profile Image: Emma W.
Verified Enhanced Background Check

18. Emma W.

Love animals of all kinds!
Madison, WI, 53719
1.6 mi. away
House Sitting, Drop-In Visits
from
$85
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

Emma was fantastic! She took incredible care of our sweet little girl. Her communication was excellent. We have already booked with her again!

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Carlie R.
Verified Enhanced Background Check
Sitter Profile Image: Carlie R.
Verified Enhanced Background Check

19. Carlie R.

Red Rover (x2) Send Carlie On Over!
Midvale Heights Community, Madison, WI, 53711
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

We had the best experience with Carlie! Her and Ani (her pup) stayed at our house for the week while we were on a family trip. Our boy Leo is a Great Dane and she was amazing with him. Not everyone can handle big dogs. I felt at ease with Carlie at our home. I got frequent updates and pictures too! The house was well maintained and in the condition we left it in. 5+ ⭐⭐⭐⭐⭐✨

Availability updated 5 days ago
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Sitter Profile Image: Jess B.
Verified Enhanced Background Check

20. Jess B.

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

Jess was great! She took such good care of our animals while she stayed the weekend at our house. She was in regular contact with us, sent pictures and updates, and our house was just as we left it when we got back. We would definitely book Jess again to house sit and watch our pets!

Availability updated 3 days ago

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

    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 house 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.

House Sitting FAQs

Frequently asked questions about Rover

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge