House Sitting in Cherokee Park, Madison, WI

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

Search

More resources

RoverProtect

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

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Aurora R.
Verified Enhanced Background Check
Sitter Profile Image: Aurora R.
Verified Enhanced Background Check

1. Aurora R.

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

Aurora arrived on time, was very positive and friendly, and hit it off right away with our greyhound, Doc. After we left our hotel room, Doc -- being a typical greyhound -- pretty much slept till we got back from dinner. We definitely would hire Aurora again.

Availability updated 3 days ago
Sitter Profile Image: Alexandria P.
Verified Enhanced Background Check
Sitter Profile Image: Alexandria P.
Verified Enhanced Background Check

2. Alexandria P.

Star Sitter
G.O.A.T. pet-sitter!
Regent, Madison, WI, 53726
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$46
per night
5.0 out of 5 stars
15 reviews
3 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 11 days ago
Sitter Profile Image: Terry K.
Verified Enhanced Background Check
Sitter Profile Image: Terry K.
Verified Enhanced Background Check

3. Terry K.

Rover 101
Star Sitter
Grandma love is on the way !!
Middleton, WI, 53562
8.0 mi. away
House Sitting
from
$60
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
Profile image

Terry was amazing with my dogs. She sent cute pictures, kept me updated, and took them for a couple walks a day. When I came home, I was surprised that my bed had new sheets on it and she had washed the ones that were on the bed. She also made sure the house was clean. Counters were washed off, dishes were in the dishwasher and more. I would definitely recommend booking with Terry.

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

4. Kim K.

CVT looking to watch your fur babie
Marquette, Madison, WI, 53704
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
Profile image

Awesome with all the dogs. Kim did a wonderful job looking after our 3 babies, took them for a nice walk and fed them in the morning before leaving for work.

Availability updated 7 days ago
Sitter Profile Image: Salem E.
Verified Enhanced Background Check
Sitter Profile Image: Salem E.
Verified Enhanced Background Check

5. Salem E.

Star Sitter
I'm Salem, the gecko dad!
Sherman Village, Madison, WI, 53704
0.6 mi. away
House Sitting, Drop-In Visits
from
$25
per night
4.5 out of 5 stars
12 reviews
5 repeat clients
Profile image

Salem took fantastic care of our dog while we were gone. They sent us regular photos and updates and my dog looked like she was having a great time. Our house was in great shape, too!

Availability updated 2 days ago
Sitter Profile Image: Mary M.
Verified Enhanced Background Check
Sitter Profile Image: Mary M.
Verified Enhanced Background Check

6. Mary M.

Passionate animal advocate
Madison, WI, 53718
8.2 mi. away
House Sitting, Drop-In Visits
from
$28
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
Profile image

Very impressed with Mary. Gave us good updates and pictures while we were away and gave written details of her time with Hobbes. Excellent job!

Availability updated 4 days ago
Sitter Profile Image: Travis M.
Verified Enhanced Background Check
Sitter Profile Image: Travis M.
Verified Enhanced Background Check

7. Travis M.

Reliable, caring dog-lover
MONONA, WI, 53713
7.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
Profile image

Travis is truly remarkable! We arranged a meet and greet where he invested time in getting to know our dog. He made sure to understand Remy's needs and ensured a perfect match. Travis went above and beyond by agreeing to house and Dog sit for 8 days. During his stay, Remy not only had the pleasure of regular walks but also relished the companionship at home. It's evident that Travis provided a level of care that exceeded our expectations. Our home was left in pristine condition, and to top it off, our neighbors were quick to compliment Travis on his friendly demeanor. Remy, our Husky German Shepherd Rescue, is eagerly anticipating his next stay with Travis. It's heartening to see such a positive connection between them. Travis has proven to be more than just a sitter; he's become a trusted companion for Remy. We're grateful to have found such a reliable and caring individual for our beloved pet.

Availability updated 2 days ago
Sitter Profile Image: Tina B.
Verified Background Check
Sitter Profile Image: Tina B.
Verified Background Check

8. Tina B.

Animal lover doing what I enjoy
Windsor, WI, 53598
4.7 mi. away
House Sitting, Drop-In Visits
from
$35
per night
5.0 out of 5 stars
58 reviews
20 repeat clients
Profile image

We were a little anxious leaving our girl with "a stranger" for the first time since she adopted us. Tina made the experience so much easier. She was calm and patient and kept us informed while we were away about how our girl was doing. Our house was kept clean and nothing was out of place. We will use Tina's comforting services again!

Availability updated 6 days ago
Sitter Profile Image: Caoylin C.
Verified Enhanced Background Check
Sitter Profile Image: Caoylin C.
Verified Enhanced Background Check

9. Caoylin C.

Top tier dog care!
DeForest, WI, 53532
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Carolyn was great! She checked in keeping me posted on how Ellie was doing, and was open to staying with her longer while it was storming. Will definitely use her again.

Availability updated 29 days ago
Sitter Profile Image: Stephany D.
Verified Background Check
Sitter Profile Image: Stephany D.
Verified Background Check

10. Stephany D.

I'll be your dog's other bestie!
madison, WI, 53705
7.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
Profile image

Steph did an amazing job taking care of our large dog and cat. She sent photos throughout the week, asked questions, and generally helped us feel confident she would do right by our pets! We also returned to a very clean home and just feel such relief that we had Steph stay with our pets the first time we left them!!

Availability updated 4 days ago
Sitter Profile Image: Kooy B.
Verified Background Check
Sitter Profile Image: Kooy B.
Verified Background Check

11. Kooy B.

Home a lot - will run with your dog
Eken Park, Madison, WI, 53704
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Kooy did an amazing job watching my dog Mac while I was out of town for work. Mac isn't used to being left behind and sometimes has issues with separation anxiety, but he absolutely loved hanging out with Kooy. Never seen him so happy with a sitter :) Kooy will definitely be my first choice next time I need a sitter, and I'd highly recommend him for house sitting or whatever other pet care you're looking for.

Availability updated over 1 year ago
Sitter Profile Image: Katie T.
Verified Enhanced Background Check
Sitter Profile Image: Katie T.
Verified Enhanced Background Check

12. Katie T.

ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
Profile image

Katie was wonderful with my dog and a great communicator. She sent lots of updates and I could tell she was taking great care of him. She went above and beyond! I would definitely utilize her again.

Availability updated yesterday
Sitter Profile Image: Leah B.
Verified Background Check
Sitter Profile Image: Leah B.
Verified Background Check

13. Leah B.

I absolutely love to love dogs
Marquette, Madison, WI, 53703
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5.0 out of 5 stars
55 reviews
23 repeat clients
Profile image

Leah was great with my 2 dogs and 2 kitties. They liked her and wanted to nap on her and play with her. She sent a couple pictures while we were gone which is nice for my kids to see. The house was neat and tidy when we got home, which I love, as I left it that way.

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

14. Kendall B.

Home is where the pets are.
Madison, WI, 53715
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
Profile image

Kendall did a great job with our dogs! She was very responsive, sent plenty of updates, and left the house in great shape. Would definitely hire her again!

Availability updated 16 days ago
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check

15. Stephanie H.

Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5.0 out of 5 stars
4 reviews
1 repeat client
Profile image

Stephanie took excellent care of our 4 year old poodle, bonding with him immediately and taking him on nice walks and keeping him happy while we were gone. She even brought her own long leash so he could run around at the park while she made sure he couldn’t take off. Very kind, conscientious sitter!

Availability updated 4 days ago
Sitter Profile Image: Alicia D.
Verified Enhanced Background Check
Sitter Profile Image: Alicia D.
Verified Enhanced Background Check

16. Alicia D.

Dog lover happy to care for pups!
Worthington Park, Madison, WI, 53714
4.0 mi. away
Boarding, House Sitting
from
$50
per night
5.0 out of 5 stars
62 reviews
16 repeat clients
Profile image

Alicia is amazing!! We never worry about our 2 little needy Chihuahuas!! Thank you so much staying with them! It makes a huge difference when they can stay in their home!

Availability updated 6 days ago
Sitter Profile Image: Megan B.
Verified Background Check
Sitter Profile Image: Megan B.
Verified Background Check

17. Megan B.

Vet tech & pet photographer
Tenney-Lapham, Madison, WI, 53703
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5.0 out of 5 stars
59 reviews
26 repeat clients
Profile image

Megan is a super pet sitter. She helped us out on short notice and did a wonderful job. She took great care of our dog and our house, communicated promptly, and gave us complete confidence that everything was fine during our out of town travel.

Availability updated 44 days ago
Sitter Profile Image: Nathan K.
Verified Enhanced Background Check
Sitter Profile Image: Nathan K.
Verified Enhanced Background Check

18. Nathan K.

Compassion, Experience, & Integrity
Madison, WI, 53704
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
Profile image

Nathan did a great job with our dog and taking care of the house when we were away. Our dog is sometimes slow to warm up to new people, but Nathan was a new friend right away. Highly recommended!

Availability updated 3 days ago
Sitter Profile Image: Zachary S.
Verified Enhanced Background Check
Sitter Profile Image: Zachary S.
Verified Enhanced Background Check

19. Zachary S.

Recent grad and animal lover
Carpenter-Ridgeway, Madison, WI, 53704
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5.0 out of 5 stars
5 reviews
Profile image

Zachary went above and beyond from organizing a meet and greet before pet sitting to ensuring my house was clean when I came home. He took great care of my dog and I wouldn’t hesitate to leave him with Zachary again.

Availability updated 5 days ago
Sitter Profile Image: Kendall S.
Verified Background Check
Sitter Profile Image: Kendall S.
Verified Background Check

20. Kendall S.

Animal Welfare Professional
Madison, WI, 53704
1.1 mi. away
Boarding, House Sitting, Drop-In Visits
from
$65
per night
5.0 out of 5 stars
23 reviews
4 repeat clients
Profile image

Kendall was so sweet and attentive to all three of our dogs. Our littlest in particular is pretty nervous around new people, and Kendall was so patient with her.

Availability updated 30 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