House Sitting in Shorewood Hills

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

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Top rated Shorewood Hills 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: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

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Seb A.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
125 reviews
50 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra is a blessing to all dogs everywhere. If you and your dog have the opportunity to meet Allegra...do it. We left Arya overnight for the first time ever and couldn't have had a more pleasant experience. I hope that next time we go out of town Allegra is available.

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Jordan W.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
71 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Absolutely wonderful experience! Our pups were happy and calm when we returned home from a long afternoon/evening away. Tatyana definitely understands how to handle large, rambunctious (and love and adorable) dogs. She sent me pics throughout the evening as well, which was so lovely to receive.

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Tamara M.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
268 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Bob treated our cat like his own family member. Very kind, attentive, punctual, and provided consistent updates regarding our cat. Thankful to have a reliable house-sitter!

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Jenny B.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$30
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Capitol, Madison, WI, 53703

About: I have always loved animals. I was the kid that would bring stray animals home asking my parents if I could keep them. I have always had dogs in my family homes. I graduated from Iowa State University with an Animal Science degree in May of 2016. I have dog sat for other families in the Waterloo/Cedar Falls area. I honestly love dog sitting and I have even taken care of some turtles and tortoises. I don’t really think of pet sitting as a job, but rather an opportunity to provide a safe and loving environment for your family pets while you are on vacation or if you have other obligations. I know how difficult it is to find someone who cares for your animals as you do, and I would truly love to be that person.

Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 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: Anna H.
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Anna H.
from
$75
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
7 years of experience
Middleton, WI, 53562

Anna did a great job with our dog Oscar! Anna took him on multiple walks and was excellent with updates and sending photos. We will most definitely use Anna again!

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Don W.
Sitter Profile Image: Sidney M.
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Sidney M.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Madison, WI, 53711

Sidney was amazing! She sent me pics and updates of my pup and took great care of him while I was away, I would 100% recommend her!!

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Hannah M.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
88 reviews
24 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

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.

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Jessie A.
Sitter Profile Image: Maureen H.
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Maureen H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Madison, WI, 53705

Maureen left our pup and house better than when we headed off for vacation. Great communication — responsive, but also gave us space to focus on our trip. I recommend her.

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Raphaella F.
Sitter Profile Image: Sophie S.
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Sophie S.
from
$40
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Madison, WI, 53705

Sophie was great with our Brittany and Lab. We had to book something last minute and she responded right away with her availability. Showed up on time and gave good updates with pictures of how the night was going with the dogs. We have a Brittany that has horrible separation anxiety. She did very well with Sophie after only meeting her for 5 minutes before we had to leave. I would recommend her to anyone needing a good dog sitter.

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David P.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
30 years of experience
Regent, Madison, WI, 53726

It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!

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Beth R.
Sitter Profile Image: Raymar F.
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Raymar F.
from
$40
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Madison, WI, 53705

Ray is amazing! Any fur baby would be lucky to have her as a sitter. Our senior pup, Ralphie, fell in love with her! She lovingly cared for him and even sent us updates and photos while we were away. She was very professional and we would never hesitate leaving our dog with her again!

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Colleen Q.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$60
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was very accommodating for some last minute schedule changes that occurred on my end for a weekend away! My dog and I appreciate her so much!

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Alex S.
Sitter Profile Image: Nate G.
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Nate G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
215 reviews
75 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Nate did an excellent job watching our pup while we were gone for a week. He was patient and affectionate with her and took her with him when he went out and about. He even was cool with starting super early in the morning and finishing late at night! We’ll definitely be calling on him again.

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Ravelle R.
Sitter Profile Image: Nicole W.
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Nicole W.
from
$35
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Madison, WI, 53705

We (and our dogs) loved having Nicole sit for us. She is an excellent communicator and took care of our pups like they were her own. I’d absolutely have her stay with our dogs again—and based on their lukewarm reaction to us coming home, I think they’d like to see her again too. 🤣

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Kim B.
Sitter Profile Image: Katie T.
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Katie T.
from
$60
per night
5.0 out of 5 stars
42 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

Katie took excellent care of our dogs and our home. We felt very comfortable with her and the dogs took to her right away. She took them for walks and sent pictures too! Thank you Katie!

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Dawn S.
Sitter Profile Image: Alina G.
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Alina G.
from
$50
per night
5.0 out of 5 stars
4 reviews
4 years of experience
Madison, WI, 53726

About: Hi all, my name is Alina and I’m new to Rover :). I have been a reliable dog/cat sitter for family, friends, and co-workers for a few years. I am a respectful, friendly, animal-loving soul that is free all summer to care for pets and make them feel safe and happy! I am starting medical school in the fall so I am excited to get some time with furry friends this summer. I love getting animals outside for walks and playtime. I am happy to work with pets of all ages. I am not working any particular job this summer other than pet-sitting. With this, my schedule is very flexible and I’m available just about any day of the week/weekends except a few select dates. I’m happy to work early mornings and late nights too if needed. At my client’s home, I care for pets by following their feeding routine, brushing their fur, and incorporating lots of playtime and exercise. While I haven’t been previously asked, I would also be happy to bathe pets if requested!

Sitter Profile Image: Julia M.
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Julia M.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
University Apartments, Madison, WI, 53705

Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!

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Aisha B.
Sitter Profile Image: Mia S.
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Mia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Regent, Madison, WI, 53705

Mia was wonderful house sitting with my dog - he was happy and well cared for, she was great about communication, and the house looked wonderful when I returned. Will definitely book Mia again!

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Caroline G.
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Shorewood Hills pet parents share their Rover experiences

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5.0 out of 5 stars

We just got back from a trip and Brenda was our house and animal sitter. She always takes such great care of our pets (1 dog and 2 cats) and our home. I cannot say enough good things about her. We have already reserved her for our next trip. Thanks so much, Brenda!

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Diann B.
House Sitting
5.0 out of 5 stars

Ray did a great job with both our dogs, but especially with our older thunder-phobic dog during a week in which many storms were predicted and a few happened. Her willingness to communicate, and her good questions made her a great choice for our dogs. And our dogs were clearly happy, comfortable and well-cared for in our absence. We would definitely book her again.

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Karen L.
House Sitting
5.0 out of 5 stars

Josie was awesome taking care of our sweet little Brella and she even watered plants and changed sheets for us! We will definitely be booking her again in the future!!!

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Kelly R.
House Sitting
5.0 out of 5 stars

The pets were well taken care of and happy when we got home! Thank you so much for looking after the babies!

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Brianne M.
House Sitting
5.0 out of 5 stars

Julia is the best! She watched our pup while we were out of town and was so good with her! She was super communicative and took such great care of our dog!

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Elise F.
House Sitting
5.0 out of 5 stars

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

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Scott K.
House Sitting
5.0 out of 5 stars

We've never had anyone watch our cats except for family. I was extremely nervous, but after reading Abigail's profile, and watching her interact with our cats at the initial meeting, I knew I had found the right person! Abigail took lots of notes and asked tons of questions to make sure she had all the information to not only cat sit, but stay in our house for 12 days. Both cats immediately took to her like they were long lost besties. We were out of the country, but I received multiple photo's and video's every day so we never felt like we were so far away. The people we were traveling with were impressed with the number of pictures, updates and video's we received. Somehow she even got the picky eater cats to eat more than they do during a normal day. If I ever need someone to care for our pets in the future, Abigail will be the first person I look for!

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Erinn P.
House Sitting
5.0 out of 5 stars

Allegra is fantastic! We are able to go on a vacation for 7 days and know that our two girls were taken care of. Allegra is responsive, super communicative, wonderful with sending pictures and the pups were sad when their time with her was over. Additionally, our house was cleaner when we got home than when we left it!! Wowza!

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Anne T.
House Sitting
5.0 out of 5 stars

Had Sophia chill with our velcro kiddos at our hotel while we went to dinner. She updated us and was patient with their anxiety about us leaving. Will be booking with her again next time we are in town.

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Kaylyn R.
House Sitting
5.0 out of 5 stars

Julia did a great job caring for my dog, Louie, and cat, Callie! They both have health issues that require medication and Julie reviewed everything and gave them everything they needed. She also sent daily updates and pictures. I came home to healthy and happy pets and a clean home. I would definitely book with Julia again!

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Hailey L.
House Sitting
5.0 out of 5 stars

We have entrusted Alaina with the care of our two high-energy Labrador puppies on numerous occasions, and she consistently provides excellent service. During her most recent visit, she spent quality time engaging them in outdoor play in the yard, their favorite activity, and ensured they received the special treats we had provided. We returned home to two happy, well-cared-for, and content puppies. Alaina is dependable, attentive, and demonstrates genuine care for the animals in her charge. We highly recommend her to anyone seeking a trustworthy and responsible pet sitter.

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Ben D.
House Sitting
5.0 out of 5 stars

Thanks to Helen for taking wonderful care of Keon while we were gone! Helen did a great job communicating, shared tons of photos of Keon, and it was obvious that Keon was feeling happy and relaxed.

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Brandon F.
House Sitting
5.0 out of 5 stars

Hannah met our Ziggy on short notice and provided excellent care of him and our home while we were away. We highly recommend Hannah and hope she will house sit for us in the future.😁

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John H.
House Sitting
5.0 out of 5 stars

Meghan did an amazing job house sitting for our beagle Augie. She gave great updates and obviously paid a lot of attention to him. She even handled an unforeseen minor emergency with grace. 10/10

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Jenna M.
House Sitting
5.0 out of 5 stars

Sophie was great with our Brittany and Lab. We had to book something last minute and she responded right away with her availability. Showed up on time and gave good updates with pictures of how the night was going with the dogs. We have a Brittany that has horrible separation anxiety. She did very well with Sophie after only meeting her for 5 minutes before we had to leave. I would recommend her to anyone needing a good dog sitter.

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David P.
House Sitting
5.0 out of 5 stars

Corinne was wonderful - great updates, pictures, and came home to a happy pup. Love that she was with him during the work day too.

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Kelsey T.
House Sitting
5.0 out of 5 stars

Our home & animals were well cared for and the place was left in better shape than we left it. Daily pics and happy animals. We’re sad Kaitlyn isn’t staying in the area for long because we’d definitely book her again.

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Forrest D.
House Sitting
5.0 out of 5 stars

Natalie was wonderful! Monty loved spending time with her and we are looking forward to working with her again!

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Will R.
House Sitting
5.0 out of 5 stars

Maureen left our pup and house better than when we headed off for vacation. Great communication — responsive, but also gave us space to focus on our trip. I recommend her.

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Raphaella F.
House Sitting
5.0 out of 5 stars

Isabel did a great job with our somewhat challenging dog. She was positive when giving us updates and sent lots of pics while we were gone. We would definitely use her again.

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Jenifer R.
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!

The median cost per night for house sitting in Shorewood Hills is $50

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.

Sitters in Shorewood Hills average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Shorewood Hills on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Shorewood Hills 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.

As of Jun 2026, there are 765 house sitters in Shorewood Hills. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Shorewood Hills house sitters respond in under an hour.

House sitters in Shorewood Hills have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Shorewood Hills.

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. Shorewood Hills 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.