House Sitting in Summit Woods, 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: Katie T.
Verified Enhanced Background Check
Sitter Profile Image: Katie T.
Verified Enhanced Background Check

1. Katie T.

ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
17 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 yesterday
Confirmed availability for Easter Weekend
Sitter Profile Image: Terry K.
Verified Enhanced Background Check
Sitter Profile Image: Terry K.
Verified Enhanced Background Check

2. Terry K.

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

We had no worries while Terry was watching our home and pup!! The home was immaculate when we returned, and our dog was in great spirits!! Looking forward to our next experience with Terry🐾

Availability updated yesterday
Sitter Profile Image: Aurora R.
Verified Enhanced Background Check
Sitter Profile Image: Aurora R.
Verified Enhanced Background Check

3. Aurora R.

Star Sitter
Your Dog's Best Friend
Madison, WI, 53705
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.9 stars
67 reviews
21 repeat clients
Profile image

Aurora did a wonderful job with my two beagles and cat! The pets were comfortable and happy and I felt completely at ease knowing they were there at my home!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check

4. Sidney R.

Star Sitter
They call me “The Pal Gal”!
Middleton, WI, 53562
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
35 reviews
12 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 7 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
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
95 reviews
31 repeat clients
Profile image

Hannah did an exceptional job watching our dog over the weekend. She kept us updated with pictures and periodic updates. We’ll be using her next time we are out of town!

Availability updated today
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check

6. Kaitlyn B.

Star Sitter
Your Go-To Sitter
Madison, WI, 53719
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

Kaitlyn stayed at our house with the two dogs while we were out of town. The dogs were well cared for and the house looked great when we got home!

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

7. Louisa M.

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

Louisa and her daughter did a great job of communicating with me, though their stay was short. My cat loved the attention they gave her. Her coat was beautifully soft and clean from all the brushing. I would definitely schedule them again when I am out of town.

Availability updated 26 days ago
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
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$72
per night
5 out of 5.0 stars
37 reviews
17 repeat clients
Profile image

Ann was great. She watched our dog and our house for 11 nights, and took care of a couple other tasks for us. We will definitely try to book her again next time we leave town!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Sitter Profile Image: Robert N.
Verified Enhanced Background Check

9. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$58
per night
5 out of 5.0 stars
99 reviews
34 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 8 days ago
Sitter Profile Image: Courtney E.
Verified Enhanced Background Check
Sitter Profile Image: Courtney E.
Verified Enhanced Background Check

10. Courtney E.

Vet assistant at cat clinic
Leopold, Madison, WI, 53713
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
40 reviews
12 repeat clients
Profile image

Courtney was very communicative, left the house in great condition after staying there, and our dog was very comfortable with Courtney! Will definitely book again :)

Availability updated 7 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Annie J.
Verified Enhanced Background Check
Sitter Profile Image: Annie J.
Verified Enhanced Background Check

11. Annie J.

Rover 101
Star Sitter
Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
45 reviews
17 repeat clients
Profile image

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!!!

Availability updated 5 days ago
Sitter Profile Image: Dustin K.
Verified Enhanced Background Check
Sitter Profile Image: Dustin K.
Verified Enhanced Background Check

12. Dustin K.

PhD biologist; flexible schedule
Greenbush, Madison, WI, 53715
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Dustin came to dog sit for me at a last minute request! He even offered to stay late for me until my next door neighbor could take over, due to her having flight delays. Thanks so much for taking care of my girl, Dustin! 🥰🐾🐕

Availability updated yesterday
Sitter Profile Image: Ashley E.
Verified Background Check
Sitter Profile Image: Ashley E.
Verified Background Check

13. Ashley E.

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

Ashley was so great with our two pups. She shared pictures and updates during our time away and was really patient with our energetic puppy and also made sure to care for our older senior dog individually. So thankful for Ashley so we could take time away from our pets.

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

14. Carlie R.

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

Carlie was great! Super communicative and flexible. Anakin was a sweet guy too-they’re both welcome back anytime!

Availability updated today
Sitter Profile Image: Sophie H.
Verified Enhanced Background Check
Sitter Profile Image: Sophie H.
Verified Enhanced Background Check

15. Sophie H.

I would love to love your pets!
Regent, Madison, WI, 53726
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
49 reviews
15 repeat clients
Profile image

We are always grateful for the loving care that Sophie gives to our dog, Dash. Always reliable, excellent communication and a joy to have at our home while we are away!

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Abby N.
Verified Enhanced Background Check
Sitter Profile Image: Abby N.
Verified Enhanced Background Check

16. Abby N.

Active dog lover w puppy experience
Fitchburg, WI, 53713
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
24 reviews
7 repeat clients
Profile image

Abby did a wonderful job with our dog. Just before we left for vacation our dog got an eye infection and Abby did a wonderful job giving him his eye meds numerous times a day. As we were worried about his health, she kindly texted us updates during our trip. Our dog clearly enjoyed her company and she clearly cares about dogs. I strongly recommend Abby.

Availability updated today
Sitter Profile Image: Analj K.
Verified Enhanced Background Check
Sitter Profile Image: Analj K.
Verified Enhanced Background Check

17. Analj K.

Kind and helpful pet sitter!
Allied Community, Madison, WI, 53711
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
2 reviews
1 repeat client
Profile image

Anali was very caring and professional with my dog for the weekend! We would definitely recommend her services! :)

Availability updated 4 months ago
Sitter Profile Image: Rex E.
Verified Enhanced Background Check
Sitter Profile Image: Rex E.
Verified Enhanced Background Check

18. Rex E.

Looking to make some furry friends!
Midvale Heights Community, Madison, WI, 53711
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
2 reviews
1 repeat client

Rex is a very loving caregiver for my cat and dog. He is conscientious with their medical needs and daily routines. My dog is almost 15 and requires medication along with a special diet. I am confident in Rex's skills and commitment to their care in my absence. It is a relief knowing they are in good hands. I highly recommend Rex a pet sitter and caregiver.

Availability updated 8 days ago
Sitter Profile Image: Teagan R.
Verified Enhanced Background Check
Sitter Profile Image: Teagan R.
Verified Enhanced Background Check

19. Teagan R.

Star Sitter
I'll love your pet like its my own!
Westmorland, Madison, WI, 53711
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 4.9 stars
59 reviews
22 repeat clients
Profile image

This is the second time I’ve had Teagan watch my two golden retrievers for a few days/nights in my home. She takes great care of them (follows my overly detailed notes), provides updates, and always leaves my home just as it was when she got there. Would rebook and would recommend!

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

20. Briana L.

Star Sitter
Love to cuddle and spoil your pets
Meadowood, Madison, WI, 53711
1.4 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

Excellent, kind, considerate dog sitter. Briana sent us pictures daily of our dog, she walked him extensively and also helped to work on some training with him. Briana knew how to handle our dog who has some reactivity and anxiety. She was respectful of our home, prompt and great with communication and care !

Availability updated 7 days ago
Confirmed availability for Easter Weekend

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