House Sitting in Madison

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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check

1. Louisa M.

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

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.

Calendar Recently Updated
Sitter Profile Image: Andrew L.
Verified Background Check
Sitter Profile Image: Andrew L.
Verified Background Check

2. Andrew L.

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

“Uncle” Drew loved our girl while we were away. She went on walks, car rides, puppy play dates, cuddled on couches and got treats. Drew sent us pictures every day of special outings, and cuddles. We missed her so much but we knew she was being cared for and loved while we were away. Through text exchange, drew told us things about our girl that only someone who was invested in her would pick up on. We feel so grateful to have found Drew and will definitely ask him to take care of her again!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Robert L.
Verified Background Check
Sitter Profile Image: Robert L.
Verified Background Check

3. Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
221 reviews
42 repeat clients
from
$40
per night
Profile image

Robert housesat with our 2 dogs and was fantastic with the pups and as a houseguest. He worked so well with our pups and their personalities. Robert's communication is very helpful and reassuring. I was "at peace" during our entire trip away because he sent regular updates and stayed in touch during our travel days. Robert is very professional, communicative, and so good with animals. You can tell he really does this for the joy he gets taking care of your pets. You will not be sorry if you book Robert!

Calendar Recently Updated
Sitter Profile Image: Aurora R.
Verified Enhanced Background Check
Sitter Profile Image: Aurora R.
Verified Enhanced Background Check

4. Aurora R.

Your Dog's Best Friend
Madison, WI, 53705
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$45
per night

Scott has watched my void Arnold a few times for me. Always been super respectful of his needs and hanging out with him some when I've been on vacation or out of town for whatever reason. One of the few people I trust to take care of my little guy. Would highly recommend.

Sitter Profile Image: Chris S.
Verified Enhanced Background Check
Sitter Profile Image: Chris S.
Verified Enhanced Background Check

5. Chris S.

Experienced dog and cat caregiver.
Regent, Madison, WI, 53705
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$50
per night
Profile image

Chris was incredibly professional, attentive and caring. From our first communication via text, to updates while he cared for our two Great Danes—I always felt comfortable that he knew what he was doing and genuinely cared for our dogs. I would highly recommend him to care for anyone’s pets in the future!

Calendar Recently Updated
Sitter Profile Image: Eva G.
Verified Enhanced Background Check
Sitter Profile Image: Eva G.
Verified Enhanced Background Check

6. Eva G.

Positive reinforcement & passion!
Madison, WI, 53703
1.8 mi. away
House Sitting
5.0 out of 5 stars
3 reviews
1 repeat client
from
$28
per night
Profile image

Eva is the absolute best!!! This was our second experience with her! My dogs had the best time with her! Eva is a beautiful person and my dogs loved her! Buddy even gave her his "I love you" howl, which he only reserves for special people that he loves!! (Sadly. He doesn't do this for me.) I loved the video she shared! It is so nice to know I don't have to worry about my babies when they have such great care! We will definitely reach out to Eva again!

Sitter Profile Image: Nicole O.
Verified Enhanced Background Check
Sitter Profile Image: Nicole O.
Verified Enhanced Background Check

7. Nicole O.

Pet (and people!) person
Madison, WI, 53704
1.8 mi. away
House Sitting
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$18
per night
Profile image

Nicole did a great job taking care our cat, chickens and house! Everything was as we'd left it, the cat was fed and content. We very appreciated having someone at home for a longer trip to make sure our cat wasn't lonely! We would/hopefully will book again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Joel F.
Verified Enhanced Background Check
Sitter Profile Image: Joel F.
Verified Enhanced Background Check

8. Joel F.

Reliable Pet Care! Discount in Bio!
Moorland-Rimrock, Madison, WI, 53713
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$40
per night

Over the past few years, Joel has been my go-to guy for taking care of my cat Molly whenever I have to travel. She just adores him and loves being around him, and the gentle care, love and attention that I know he gives her provides me with real peace of mind when I’m away, knowing that she is in good hands. He has been and continues to be a great resource for me.

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

9. Alba R.

Pet Whisperer For Hire!
Fitchburg, WI, 53713
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
25 repeat clients
from
$40
per night
Profile image

Alba is wonderful. I was nervous about leaving my energetic rescue dog because she is not always good with strangers but Alba handled everything beautifully. She put my mind at ease with her. Communication was fantastic. I appreciated the pictures and the updates. Knowing that things were going well let us relax and enjoy our vacation. Our dog clearly adored her and was very happy with her during our absence. We will definitely ask her to take care of our pets again!

Sitter Profile Image: Bailey U.
Verified Enhanced Background Check
Sitter Profile Image: Bailey U.
Verified Enhanced Background Check

10. Bailey U.

Experienced Pup Lover 🐶 😊
Capitol, Madison, WI, 53703
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$35
per night
Profile image

Bailey was amazing! She watched my pup in-home for about 2 weeks. Even prior to her stay, she was very responsive in setting up a meet and greet which I appreciated and sent updates and photos while I was away. She left my house cleaner than it was before and I can tell my Brighton was well cared for during the visit. Thank you, Bailey!

Calendar Recently Updated
Sitter Profile Image: Genevieve H.
Verified Enhanced Background Check
Sitter Profile Image: Genevieve H.
Verified Enhanced Background Check

11. Genevieve H.

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

Genevieve was absolutely amazing with our finicky old Pomeranian. He definitely takes some time to warm up but Genevieve was patient and loving with him. She provided detailed and frequent updates with wonderful photos. We felt so comfortable knowing that he was so well taken care of.

Calendar Recently Updated
Sitter Profile Image: April M.
Verified Enhanced Background Check
Sitter Profile Image: April M.
Verified Enhanced Background Check

12. April M.

Paw-fect pet care
Regent, Madison, WI, 53726
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$55
per night
Profile image

April was fabulous with the boys and kept us in the loop when we were away.

Calendar Recently Updated
Sitter Profile Image: Vivian H.
Verified Enhanced Background Check
Sitter Profile Image: Vivian H.
Verified Enhanced Background Check

13. Vivian H.

Graduate student here for pet love!
Vilas, Madison, WI, 53711
0.8 mi. away
House Sitting
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$55
per night
Profile image

Vivian was amazing with our two dogs. She did a home stay and took amazing care of them! She was great at communicating and sending pics. We felt so comfortable knowing they were in good hands. Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Maureen H.
Verified Enhanced Background Check
Sitter Profile Image: Maureen H.
Verified Enhanced Background Check

14. Maureen H.

When Pets are Happy, We're Happy!
Madison, WI, 53705
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$55
per night
Profile image

Maureen took great care of our dog Andy, taking him on multiple walks and being super proactive about sending updates. Thanks Maureen!

Calendar Recently Updated
Sitter Profile Image: Avery C.
Verified Background Check
Sitter Profile Image: Avery C.
Verified Background Check

15. Avery C.

Rover 101
Animal Whisperer Filling The Void
Tenney-Lapham, Madison, WI, 53703
1.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
51 reviews
14 repeat clients
from
$100
per night
Profile image

Avery was an excellent sitter! She watched our dog at our house for a long weekend and was great - she communicated well, the house was clean and our dog was happy. We really liked working wth Avery and would definitely hire her again. Thank you, Avery!

Calendar Recently Updated
Sitter Profile Image: Maria D.
Verified Enhanced Background Check
Sitter Profile Image: Maria D.
Verified Enhanced Background Check

16. Maria D.

Experienced animal caregiver!
Tenney-Lapham, Madison, WI, 53597
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$50
per night

I have personally known Maria for many many years and I know her to be a loyal, loving, caring, and responsible person and friend. Maria has experience in handling dogs and does so with care and kindness, but also the firmness to command their attention and maintain proper training. She makes a point to make meaningful connections and has a deep love of animals. I don't know of anyone more trustworthy to care for a dog.

Calendar Recently Updated
Sitter Profile Image: Tommy M.
Verified Enhanced Background Check
Sitter Profile Image: Tommy M.
Verified Enhanced Background Check

17. Tommy M.

I will treat your pet as my own!
Madison, WI, 53703
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$65
per night
Profile image

Tommy took care of my dog with lots of care and respect, and we would definitely recommend him to other pet parents looking for sitting services in his area! :)

Calendar Recently Updated
Sitter Profile Image: Olivia M.
Verified Enhanced Background Check
Sitter Profile Image: Olivia M.
Verified Enhanced Background Check

18. Olivia M.

Student looking for puppy love!
Madison, WI, 53706
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$35
per night

About: I have taken care of my childhood pup for nearly 15 years now and have watched all the dogs in my neighborhood over the years. I have completed countless walks, feedings, and overnight stays. In that time, I have been able to keep all the dogs happy as well as teach them some new fun tricks (my all-time favorite is high fives). I am currently a full-time remote worker and am able to take various breaks throughout the day. This opens up my schedule to fit what works best for you and your pup! The comfort of the dog is the most important thing to me and plays into my work. I will ensure that your pup feels safe with me and is in an environment that does not have any unnecessary stressors. I will care for your dog like it is my own.

Sitter Profile Image: Robert C.
Verified Background Check
Sitter Profile Image: Robert C.
Verified Background Check

19. Robert C.

Home is where the bark is
Madison, WI, 53711
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
116 reviews
47 repeat clients
from
$28
per night
Profile image

Robert is a great communicator and genuinely loves dog. I cannot recommend him enough! He was punctual, thoughtful and did such a great job watching Eevee while we were away from home. Eevee loved Robert and look forward to seeing him again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Denae B.
Verified Enhanced Background Check
Sitter Profile Image: Denae B.
Verified Enhanced Background Check

20. Denae B.

We're walkin, talkin, soakin up sun
Madison, WI, 53703
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$50
per night
Profile image

Denae was the perfect sitter! My dog can be unsure around new people, but she took to Denae immediately. Denae kept me updated with pictures, followed my instructions, and I came home to a happy pup and clean house. I definitely will book with Denae again!

Search Map

Madison House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Madison are rated on average 4.9 out of 5 stars based on 2,388 reviews.

Check out the House Sitting in your neighborhood:

Rover also offers House Sitting in:

Rover also offers other services in Madison:


Rover.com is the simple, savvy way to find and book Summit Woods, Madison 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 Summit Woods 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 the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a 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 Summit Woods, Madison, WI house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

House Sitting