House Sitting in Kennedy Heights, Madison, WI

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

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Top rated Kennedy Heights house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Tina B.
Verified Background Check
Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 73 reviews
21 repeat clients
38 years of experience
Waunakee, WI, 53597

“Great to have Tina in our home! She was flexible and sent pics often. I had no qualms leaving for a month over two holidays with Tina in the house! I already left a tip for her from the girls!”

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Karla S.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 20 reviews
4 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Elizabeth was wonderful with Ollie! He took to her right away. She sent lots of pics which I appreciated! She also took great care of my home. Would highly recommend!!”

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Angi K.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
15 years of experience
Madison, WI, 53705

“Kaitlyn was great with the dogs right from the meet and greet. She handled their different personalities and medical needs perfectly. She did all that was asked and more. Thank you for allowing me the peace of mind to enjoy this week with friends!!”

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Sharon S.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 258 reviews
48 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

“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!”

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Kathryn (Kate) H.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
4.8 out of 5 stars
• 23 reviews
6 repeat clients
9 years of experience
Waunakee, WI, 53597

“⭐️⭐️⭐️⭐️⭐️ Brenda was absolutely wonderful! Her communication was great from start to finish, and she sent us pictures of our pups while we were away, which we really appreciated since we missed them so much. It gave us such peace of mind knowing they were happy and in good hands. Honestly, they weren’t even overly excited to see us when we got home — which tells me they were very well cared for and totally comfortable with Brenda! Our dogs are pretty rambunctious and full of energy, so I know she had her hands full, and we’re so grateful for the patience and care she showed them. We would 100% book with Brenda again and highly recommend her to anyone looking for a trustworthy, attentive sitter!”

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Melissa W.
Sitter Profile Image: Scott S.
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Scott S.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
15 years of experience
Marquette, Madison, WI, 53704

“Scott was our first introduction to Rover. We really appreciated that he could come on short notice to sit with our 22-week old puppy. We loved Scott's relaxed and gentle way with our dog who is so excited to meet someone new, but is still in manners training in how to greet people. Scott quickly picked up on what we were trying to teach and went along with that routine. Scott arrived on the dot of our agreed time and we plan to ask him to come again!”

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Maree E.
Sitter Profile Image: Jessica & Andrew B.
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Jessica & Andrew B.
from
$60
per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
15 years of experience
Waunakee, WI, 53597

“Jessica was wonderful! She went out of her way to make my dog comfortable! Her communication was outstanding, she really went above and beyond. I felt very comfortable leaving my dog with her and would highly recommend her to anyone.”

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Molly M.
Sitter Profile Image: Shobhali T.
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Shobhali T.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
14 years of experience
Middleton, WI, 53562

“Shobhali did and amazing job caring for our 3 rather high-maintenance animals. We were so grateful to have such a competent sitter staying in our home over the holidays which can be a stressful time to be away. Shobhali sent tons of videos and pictures and was extremely communicative with us so we almost felt as if we were there. I could see our fur babies were happy and engaged. We came back to a spotless home with 3 content pets. I would book her again without hesitation any time I have to go away!!”

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Dori B.
Sitter Profile Image: Isabel S.
Verified Enhanced Background Check
Isabel S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

“Isabel was absolutely amazing. Attentive, great communicator and best of all my dog was very happy 😃”

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Christine S.
Sitter Profile Image: Samantha M.
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Samantha M.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Madison, WI, 53704

“Samantha was phenomenal! She provided great communication and provided good updates with my dog. She took amazing care of him. I had her housesitting for me and she was extremely respectful of my apartment as well. I would absolutely have Samantha help me out again!”

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Daria D.
Sitter Profile Image: Chelsea G.
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Chelsea G.
from
$38
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Madison, WI, 53715

“Chelsea was so great with Ollie! He just loved her. She sent pictures throughout the stay and took wonderful care of my pup and my place. Highly recommend!”

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Angi K.
Sitter Profile Image: Tiana B.
Verified Enhanced Background Check
Tiana B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 25 reviews
10 repeat clients
5 years of experience
DeForest, WI, 53532

“Tiana was amazing with our dog and the house was well cared for while gone for an extended period of time. She provided regular updates with pictures that were much appreciated when we started to miss our baby girl.”

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Sylvia L.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$60
per night
5.0 out of 5 stars
• 62 reviews
17 repeat clients
3 years of experience
Madison, WI, 53704

“Sophie was amazing with my dog, Skye, who is a rescue husky (and is therefore VERY anxious)! Sophie made her feel at ease really quickly and I could tell how happy Skye was from the pictures she sent! I missed her a lot but knew she was having fun and making a new friend in Sophie! I will absolutely book her again and recommend her VERY highly!”

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Kelly H.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$60
per night
5.0 out of 5 stars
• 25 reviews
4 repeat clients
20 years of experience
Deforest, WI, 53532

“Becca does such a great job with my senior lab. She takes care of all my dog’s needs and she is always excited to see Becca. She also does a wonderful job communicating and keeping me informed about how the days are going.”

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Angela S.
Sitter Profile Image: Amanda S.
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Amanda S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
11 repeat clients
12 years of experience
Madison, WI, 53713

“Good communication and appropriate check ins. Handled being accidentally locked out very well when the battery to my keypad lock died. Would book again.”

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Amanda M.
Sitter Profile Image: Katie T.
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Katie T.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 42 reviews
9 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

“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!”

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Kaitlyn J.
Sitter Profile Image: Joel F.
Verified Enhanced Background Check
Joel F.
from
$60
per night
4.9 out of 5 stars
• 43 reviews
17 repeat clients
10 years of experience
Monona, WI, 53716

“Joel was very accommodating and agreed to watch my boys on pretty short notice. My kittens took to Joel right away and in the photos I was sent during the visit, looked to be having a great time! I came home to happy kittens and Joel was respectful of my home. I would recommend Joel and would happily book him again in the future!”

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Lauren H.
Sitter Profile Image: Autumn J.
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Autumn J.
from
$65
per night
5.0 out of 5 stars
• 8 reviews
4 years of experience
Madison, WI, 53704

“Autumn took great care of my dogs. She was prompt, communicative and tidy. The dogs were relaxed and happy when I got home.”

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Heidi S.
Sitter Profile Image: Leah B.
Verified Enhanced Background Check
Leah B.
from
$55
per night
4.7 out of 5 stars
• 85 reviews
32 repeat clients
6 years of experience
Monona, WI, 53716

“Leah was fantastic! Puffin is really picky about people and doesn’t warm up to anyone quickly but she was comfortable with Leah within minutes! It is obvious that Leah know dogs and can sense how they want to be treated. I felt very confident with her watching my little girl. Leah was very timely, polite and sweet.”

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Tricia O.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$65
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

“Anna is great. This is the second time we’ve used her and once again our dogs were happy and well taken care of. She leaves the place spotless as well.”

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Karen B.
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Over 52
pet parents in Kennedy Heights have booked house sitting

Kennedy Heights pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Mallory did a great job, she texted me almost everyday with updates, she kept the house clean and tidy and most of all gave our fur babies lots of love.

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Julie G.
House Sitting
5.0 out of 5 stars

We felt so secure leaving our pets in Sarah’s care. She cared for them in our home and went above and beyond to ensure each creature received special attention and treats.

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Anne B.
House Sitting
5.0 out of 5 stars

Indy has a great weekend with Lizzie!! She kept us updated, and was able to give her the ear meds she’s on too! Great weekend for our puppy while we were away!

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Celia P.
House Sitting
5.0 out of 5 stars

My cat was well taken care of while Julia’s was house sitting. I received pix and everything was kept tidy and clean. Would definitely call on her to watch my guy again!

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Stacy K.
House Sitting
5.0 out of 5 stars

Katie did a fantastic job dog sitting for me while I was on a work trip! She went above and beyond and provided the cutest updates so I had total peace of mind while out of town.

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Bethany R.
House Sitting
5.0 out of 5 stars

Ou boys loved Sammie and she was great with our boys! Very communicative and friendly to work with. Would definitely recommend and book again.

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Amanda U.
House Sitting
5.0 out of 5 stars

Nicholas and Lauren were wonderful.. My dogs were happy and healthy when I returned , and everything was in great shape.

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Mary Ann M.
House Sitting
5.0 out of 5 stars

Sophie took great care of our pets and our home! She communicated well and we will rebook her when we need a house sitter!

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Dannie J.
House Sitting
5.0 out of 5 stars

Lily is a go-to pet sitter for us! She takes the best care of our cat, Henny and our space, and we love all of the pictures. She is responsive, kind and respectful. Oh, and Henny loves her!

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Kate D.
House Sitting
5.0 out of 5 stars

Vanessa was flexible and understanding with my schedule changes and was dedicated to caring for my fur baby! She sent pictures daily and was great about communicating, including when my kitty began to have some GI issues. Though it wasn't in the plan, she was able to find and administer medication successfully. I was glad to come home to a clean apartment and a contented fur baby. Vanessa has become my kitty's favorite person besides me. I definitely recommend her for your fur baby! :)

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Sarah G.
House Sitting
5.0 out of 5 stars

Salem was wonderful! She was so attentive to Clementine and she communicated very smoothly and easily.

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Shana H.
House Sitting
5.0 out of 5 stars

hayley was great with my 2 giant newfs. she came early on my departure day & even dropped/picked them up for a grooming appointment i forgot about until i was gone. highly recommend!

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Susan F.
House Sitting
5.0 out of 5 stars

Sabrina is incredible. She stepped into a complex situation on zero notice — taking over care of a timid, recently rescued dog while also managing my home during a medical emergency. From the very first meeting, her calm energy and deep compassion for animals stood out. She was flexible, responsive, and completely trustworthy. I would highly recommend her.

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Mitch R.
House Sitting
5.0 out of 5 stars

Brea was amazing with my dog! I got daily updates and could tell my pup was happy and well cared for. It gave me total peace of mind while I was away. Highly recommend and will definitely book again! If you’re looking for someone who truly loves what they do and treats your pet like family, Brea is the one!

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Rachell U.
House Sitting
5.0 out of 5 stars

We appreciated having Cori care for our dog while we were away on an extended vacation. She was responsive, and kept us informed. Our dog and home were well cared for. We definitely recommend Cori.

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Maureen K M.
House Sitting
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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

If you’re searching for a Kennedy Heights house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Kennedy Heights.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Kennedy Heights house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.