House Sitting Shorewood Hills

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

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Over 565
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: Amy U.
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Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 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!

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Beth R.
Sitter Profile Image: Alexandra B.
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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!

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

Mia was awesome sitting with our 10 month old, frisky puppy. She understood his personality immediately so he felt comfortable with her right away. And so did we. Despite the freezing cold, Mia was on time and took him outside several times. We highly recommend Mia!

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

Louisa was kind, responsive and took extra care to come to our hotel to watch our dog on our wedding day. We could not recommend her more highly 💜

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Angie A.
Sitter Profile Image: Ruby K.
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Ruby K.
from
$62
per night
4.9 out of 5 stars
23 reviews
6 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: Annika S.
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Annika S.
from
$50
per night
5.0 out of 5 stars
4 reviews
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!

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Karin S.
Sitter Profile Image: Julia M.
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Julia M.
from
$60
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: Brenda S.
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Brenda S.
from
$40
per night
4.9 out of 5 stars
32 reviews
11 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!

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

Robert is THE BEST! He managed feedings and meds perfectly and our Rosie loved him! We really appreciated all the updates and pictures. Thank you!!!

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Shan M.
Sitter Profile Image: Dustin K.
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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

Great dog sitter — would definitely use again. Appreciated the communication, great photos, and attention to detail. Misha was happy and content when we came home. Thanks, Dustin!

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Raphaella F.
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 is a fantastic dog sitter who goes above and beyond for her clients. Before having Anna sit for us for the first time, she made the effort to come by and visit our pup. This was so important for there reasons: 1. Gave our pup the opportunity to become friends with Anna; 2. Allowed our dog to feel comfortable in her home with this new friend; and 3. Gave us the opportunity to show Anna where the important things for our dog are in the house. Anna is prompt and communicative. She gave us photo and text updates throughout her visit. She is clearly a kind and respectful person and dogs seem to love her immediately. I will most definitely reach out to Anna again for any dog sitting/house sitting occasions.

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Lesli M.
Sitter Profile Image: Raymar F.
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Raymar F.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
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: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
133 reviews
53 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

I interact with you very well, and vice versa. You are our go-to sitter of all time, now with Teddy as with Cindy. You are so tender and wise with our dogs.

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Dietrich G.
Sitter Profile Image: Justine D.
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Justine D.
from
$43
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Madison, WI, 53711

Justine was so great with my pups! One of my dogs has special needs and the other is anxious and shy around new people, and Justine won them both over and made sure they were well cared for while I was away. I plan on being a repeat customer!

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

Our most trusted sitter. Our pup loves him! He gives him lots of exercise and attention. Whenever I'm out of town, Nate is the first person I think of to watch my dog. Can't recommend him enough

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Anaelys B.
Sitter Profile Image: Tucker S.
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Tucker S.
from
$42
per night
5.0 out of 5 stars
7 reviews
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!

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Sarah G.
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: Grace H.
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Grace H.
from
$50
per night
5.0 out of 5 stars
41 reviews
5 repeat clients
6 years of experience
Madison, WI, 53711

Grace was very responsible and responsive from the meet and greet to wrapping up the stay. Grace stayed with our two pups and cat for a weekend and everything went smoothly. Our one dog was recovering from an IVDD flareup with some special care needs and Grace handled everything perfectly.

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

Tatyana did a great job with our three dogs who range in size from a 90 lb German shepherd down to a 25 lb mutt. She sent pictures and videos, and with it being the first time she watched our dogs, it made me feel 100x more comfortable. We also had one dog who needed to take medication that she ensured was administered.

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Paige S.
Sitter Profile Image: River P.
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River P.
from
$35
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Madison, WI, 53711

River did a great job with our three dogs. He was prompt with replies, arrival, and giving exceptional care to them all. We look forward to future pet sitting from River and highly recommend him to anyone who needs the best care for their pets!! Thanks River!!

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Diane B.
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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

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!

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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!

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Travis T.
House Sitting
5.0 out of 5 stars

It was so nice knowing that Autumn was with Greyson while I was away. She took care of things and was thoughtful in sending pictures of Greyson. He appeared to be acting normal and not hiding away like I thought he might. So glad to have Autumn’s care.

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Pamela R.
House Sitting
5.0 out of 5 stars

Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.

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Eric L.
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!!

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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.

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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!

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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!

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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.

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Paula and Russell N.
House Sitting
5.0 out of 5 stars

Brooke did an amazing job taking care of my dog and house sitting for me! This is the first time I have used Rover. My dog is an 11 year old "only dog" and can be a finicky around new people in the home. When I returned after 3.5 days away my flat was in great condition and Jordy was in great spirits! Not nervous, fearful, overly panting or any of the other signs that he had experienced any kind of distress. This is what I wanted. Someone I could trust with my dog and my home. Also loved the pics she sent of their walks! 10/10 would recommend Brooke to anyone looking for someone trustworthy, animal-friendly with a calm and happy energy for your pet/s.

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Annie H.
House Sitting
5.0 out of 5 stars

We are so glad to have met Sophie! In addition to being a strong communicator, Sophie has a genuine desire to ensure your fur baby is well taken care of. She asks great questions, is detail-oriented, and is great about sending updates while you're away. I highly recommend Sophie and would definitely book her again!

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Aisha B.
House Sitting
5.0 out of 5 stars

Zachary was an incredibly great fit for our high energy 8-month-old-puppy and open to jumping in last minute after boarding plans feel through. We could not have asked for a better housesitter! Incredibly communicative, respectful, easy-going, and open to taking care of our young dog’s needs. Thank you so much for easing our minds and taking care of our boy. Highly recommend!

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Layla C.
House Sitting
5.0 out of 5 stars

Ruby house say for our 2 boys for a little over a week. She took great care of our dogs and our home, I have already booked her for another trip we have planned. I would highly recommend her services.

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Larry S.
House Sitting
5.0 out of 5 stars

Louisa did a wonderful job taking care of our two Labrador pups. She let them play in the yard, took them for a walk, gave them their evening treats, and shared some great photos for us to enjoy. It was another excellent experience, and we appreciated the care and attention she gave our dogs. We would be happy to book with Louisa again!

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Ben D.
House Sitting
5.0 out of 5 stars

Annamaria was great with my dog Porota. She was very easy to communicate with, and sent daily pictures while I was away from home.

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Fernanda R.
House Sitting
5.0 out of 5 stars

Brenda was great to work with! She took time to get to know our dog and gave great updates and pics when she was taking care of our dog. Would work with Brenda again!

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Kait B.
House Sitting
5.0 out of 5 stars

Aislinn was absolutely wonderful!!! She is great with communication and took the time going above and beyond to care for my pup! I’d highly recommend and hope she can help out in the future! Even my neighbor commented on how much time she spent throughout the weekend playing with Henry in the yard and making sure he was tired out before leaving :-) Thank you!

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Brenna D.
House Sitting
5.0 out of 5 stars

Taylor just finished pet and housesitting for us and she is wonderful! Responsive, easy to work with, and great with our pups (one of whom is a super needy baby). So glad we found her! Thank you, Taylor!

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Emily L.
House Sitting
5.0 out of 5 stars

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!

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Karin S.
House Sitting
5.0 out of 5 stars

Alaina is a fantastic dog sitter! Our two pups are always so excited to see her and enthusiastically greet her at the door every time she arrives. She spends quality time playing with them in the yard and clearly cares about their happiness and well-being. Alaina is also an excellent communicator, keeping us informed about timing and any needed adjustments while providing thoughtful options when plans need to change. We appreciate her reliability, flexibility, and the genuine care she shows our dogs. Highly recommend!

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Ben D.
House Sitting
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  • 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

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  • 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

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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 July 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 July 2026, there are 849 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.

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