House Sitting Shorewood Hills

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

End
Search

Over 593
pet parents in Shorewood Hills have booked house sitting

Shorewood Hills, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Brenda S.
Verified Enhanced Background Check
Brenda S.
from
$40
per night
4.9 out of 5 stars
33 reviews
12 repeat clients
9 years of experience
Waunakee, WI, 53597

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

Profile image
Alicia S.
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
91 reviews
25 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and Sammy did an excellent job of taking care of our 7 month old puppy! They spent time playing with her and working with her on training so she is prepared for her puppy class tomorrow! Thank you!

Profile image
Ben D.
Sitter Profile Image: Alexandra B.
Verified Background Check
Alexandra B.
from
$38
per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Capitol, Madison, WI, 53703

Alex was awesome! She was very nice and attentive to detail. We really appreciated her good communication and updates about our cat throughout our trip. We would definitely recommend her and use her again!

Profile image
Genna L.
Sitter Profile Image: Amy U.
Verified Enhanced Background Check
Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
5 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!

Profile image
Beth R.
Sitter Profile Image: Robert L.
Verified Background Check
Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
270 reviews
53 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert couldn’t have been better! He took great care of my high-needs pup and she made it through our longest getaway just fine. She was given multiple walks per day and plenty of outside time. We also received at least one picture per day to show the kids (which made them very comfortable. I’ll definitely be booking him for my next trip.

Profile image
Elliott Y.
Sitter Profile Image: Katie T.
Verified Enhanced Background Check
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 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!

Profile image
Kaitlyn J.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$75
per night
5.0 out of 5 stars
35 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!

Profile image
Don W.
Sitter Profile Image: Samantha M.
Verified Enhanced Background Check
Samantha M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.

Profile image
Sonia M.
Sitter Profile Image: Julia M.
Verified Background Check
Julia M.
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Madison, WI, 53706

Julia was great in every way possible. Very responsive, flexible and communicative. Chip and Beau loved her. She sent many pictures of them enjoying her visit.

Profile image
Adam D.
Sitter Profile Image: Mia S.
Verified Enhanced Background Check
Mia S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
14 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!

Profile image
Caroline G.
Sitter Profile Image: Mara S.
Verified Enhanced Background Check
Mara S.
from
$50
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
7 years of experience
Madison, WI, 53711

Mara stayed at our home while we were on a weeklong trip. She did an exceptional job taking care of our two dogs and cat. She was communicative, and left the house spotless. Would not hesitate to hire her again, as I know our brood was extremely well taken care of by her!

Profile image
Joy R.
Sitter Profile Image: Annika S.
Verified Enhanced Background Check
Annika S.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Regent, Madison, WI, 53705

Wow! Annika was an amazing and attentive pet sitter to our two very active dogs! She had no issues with giving our older dog his seizure medication and was keen on following our recommended guidelines for walking and training that we’ve been working on. Our dogs were well taken care of. We got many picture updates of our pups which also made us feel good! We will definitely be booking Annika next time we are out of town!

Profile image
Karin S.
Sitter Profile Image: Madalyn M.
Verified Enhanced Background Check
Madalyn M.
from
$50
per night
5 years of experience
Middleton, WI, 53562

About: I enjoy caring for energetic dogs and love keeping them active through games like fetch and tug-of-war. I am a dependable and attentive pet sitter who is comfortable administering medications and providing any additional care your pet may need. I strive to build trust with every pet I care for, and I’m proud that many of my clients have chosen me as their recurring pet sitter. My goal is to ensure every pet feels safe, comfortable, and well cared for while their owners are away. I am currently available through the beginning of August and am happy to discuss scheduling to find a time that works for you. Please feel free to message me with any questions about my availability. I typically provide care in your home to help keep your pets comfortable in their familiar environment. I can also welcome your furry family members into my home for stays of up to two days, if needed. While I do not have a fenced yard, I make sure every dog gets plenty of exercise through long walks and trips to local parks. If your dog enjoys socializing with other dogs and you approve, I’d be happy to take them to a dog park for additional play and enrichment. Your pet’s safety is always my top priority. I carefully follow your care instructions and make sure every dog in my care receives plenty of love, attention, exercise, and responsible supervision. My goal is for every pet to feel safe, happy, and well cared for while you’re away.

Sitter Profile Image: Tucker S.
Verified Enhanced Background Check
Tucker S.
from
$42
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!

Profile image
Sarah G.
Sitter Profile Image: Dustin K.
Verified Enhanced Background Check
Dustin K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
10 years of experience
Greenbush, Madison, WI, 53715

Dustin was an old acquaintance of mine so I already knew that he’s a kind and wonderful person. I did NOT know that he’s also a puppy whisperer (though not surprised!). Dustin took care of our energetic 4 month-old great pyr/retriever puppy while we were away for a week. He kept her company within his flexible work schedule. She was happy and engaged, safe and healthy. He also kept her space tidy, vacuumed before we got back, and did our mail and trash. He communicated daily over text with pics and updates on how she was doing, which helped us to miss her a little less. :) Dustin is 100% reliable and a stand-up guy. Highly recommend!

Profile image
kristen k.
Sitter Profile Image: Ruby K.
Verified Enhanced Background Check
Ruby K.
from
$62
per night
4.9 out of 5 stars
24 reviews
6 repeat clients
6 years of experience
Madison, WI, 53704

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.

Profile image
Scott K.
Sitter Profile Image: Tatyana K.
Verified Enhanced Background Check
Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
77 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana was great with my pups! She provided the perfect amount of updates and even left me flowers and a note congratulating me on my first home purchase ☺️

Profile image
Samantha K.
Sitter Profile Image: Chris S.
Verified Enhanced Background Check
Chris S.
from
$50
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Regent, Madison, WI, 53705

Chris was friendly and professional and gave us many updates on our pup while we were out of town. She and the house were in great shape when we returned. We will definitely ask to work with Chris again! Thank you!

Profile image
Julie B.
Sitter Profile Image: Jesse T.
Verified Enhanced Background Check
Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
27 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!

Profile image
Seb A.
Sitter Profile Image: Briana L.
Verified Enhanced Background Check
Briana L.
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Madison, WI, 53711

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 !

Profile image
Amy K.
1 / 1
View more

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

Pet parents share their Rover experiences - Shorewood Hills

1 / 1
5.0 out of 5 stars

McKenna was wonderful once again! Our dogs love when she comes and stays with them. She is very responsive and gives quite a few updates. Would definitely book her again.

Profile image
Ashley B.
House Sitting
5.0 out of 5 stars

Lucia was a wonderful sitter for our dog Tru! He's an older guy (11) and he got anxious and barky while we were gone. She was a great human pal to him, was creative and tolerant, communicated with us and sent pics, got him out on nice walks, and more. She's kind and very responsible; I wholeheartedly recommend her for your pets!

Profile image
Dana M.
House Sitting
5.0 out of 5 stars

Tucker was great and very communicative. He was always sending pictures and asked us all the right questions at our meet and greet!

Profile image
Colin H.
House Sitting
5.0 out of 5 stars

Kaitlyn was great with our older dog and kitten, sent us updates regularly! We returned to happy pets and a tidy house!

Profile image
Jessica C.
House Sitting
5.0 out of 5 stars

It was so nice to see all the photos Autumn sent of Greyson. She went above and beyond and provided great care for him while I was away.

Profile image
Pamela R.
House Sitting
5.0 out of 5 stars

Louisa did a great job watching our Great Dane while we had an overnight trip. She provided frequent updates, and you can tell from talking to her how passionate she is about taking great care of the pets she watches. We came back to a clean and well taken care of home. We will definitely be having her watch Gracie again. Thanks Louisa!

Profile image
Isaac W.
House Sitting
5.0 out of 5 stars

Julia is a fantastic find! She was so wonderful with our very elderly, blind and deaf Newfoundland, and lived up our cat (and fish!) as well. We found her last minute and she was amazingly responsive. We’ll be calling her again!

Profile image
Lolly M.
House Sitting
5.0 out of 5 stars

Ruby again took great care of our boys and our home while we were on a 5 day trip. Everything went well.

Profile image
Larry S.
House Sitting
5.0 out of 5 stars

My pets had a great time with Devon, who was communicative with any questions and reported on how they were doing. When I returned, all 3 pets were happy and rested. I am definitely contacting him again.

Profile image
Wendy B.
House Sitting
5.0 out of 5 stars

Shaina is simply amazing. The best pet sitter we have ever had and I’ll never book anyone else if I can help it! My animals all adore her, even my shy cat, and she is fully self sufficient and impeccable at handling all the house responsibilities

Profile image
Grace K.
House Sitting
5.0 out of 5 stars

Allegra gave us so many updates and photos while we were away. She made our pets be so safe and comfortable while we were away on vacation.

Profile image
Holly F.
House Sitting
5.0 out of 5 stars

Cal was great! She really seemed to understand Baxters demeanor and needs. She is very communicative and sent some awesome pics which made me feel a lot better about leaving for the weekend. Can't wait to book her again!

Profile image
Bryton H.
House Sitting
5.0 out of 5 stars

Mia is wonderful! We feel so comfortable with her watching our pets and know they are well taken care of when we are gone. She’s great with both the cat and dog and she sends plenty of updates. Highly recommend her!

Profile image
Gillian D.
House Sitting
5.0 out of 5 stars

Isabel was wonderful! She sent a lot of great pictures to keep us up to date on how the cats were doing. She also took wonderful care of the house. Don't hesitate to book Isabel!

Profile image
Amy W.
House Sitting
5.0 out of 5 stars

Joel was excellent with our dogs and even made them a pillow fort when they were scared of the fireworks. We will definitely book with him again!

Profile image
Travis T.
House Sitting
5.0 out of 5 stars

Abigail was a great sitter for our dog. She sent messages with pictures and video every day and multiple times a day. Our pup seemed very cared for our entire trip. We would definitely book her again!!

Profile image
Sydney A.
House Sitting
5.0 out of 5 stars

Julia did an amazing job watching my dogs and I would highly recommend her. Her communication was great and she even sent me pictures of my happy dogs throughout the week.

Profile image
Sara S.
House Sitting
5.0 out of 5 stars

Helen stayed at our home and took wonderful care of our pets. She was a great communicator before, during and after her stay. We received regular updates and photos of our pets, which was really comforting. Helen was conscientious and careful about following the instructions we provided. She left our house and animals in great condition! We'd love to have her back to sit again!

Profile image
Susie M.
House Sitting
5.0 out of 5 stars

River did a great job watching over my dog and my home while I was out of town. He is a very responsible and trustworthy sitter and I recommend booking him!

Profile image
Itzel A.
House Sitting
5.0 out of 5 stars

Yvonne - she was very responsive friendly on-time and our dog and her got along good. She keep us Informed. She was flexible and cheerful. I do highly recommend her.

Profile image
Paula and Russell N.
House Sitting
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Shorewood Hills

Select a filter and find qualifying sitters offering house sitting.

Sitters in Shorewood Hills average 4
repeat house sitting clients

FAQs for House Sitting - Shorewood Hills

Frequently asked questions about Rover

The average cost for House Sitting in Shorewood Hills on Rover is $55.5 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 827 sitters on Rover offering House Sitting across Shorewood Hills. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Shorewood Hills walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Shorewood Hills maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Shorewood Hills choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Shorewood Hills. On Rover:

  • 96% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge