House Sitting Shorewood Hills

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

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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.

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Sitter Profile Image: Zachary M.
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Zachary M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
31 years of experience
Vilas, Madison, WI, 53711

Zachary did a fantastic job taking care of our older pup and very social cat. Our dog always has accidents when we leave town but this time it escalated to diarrhea. Zachary kept us in the loop and updated every step of the way, he carpet cleaned many accidents, followed all our instructions and made us feel much less nervous about leaving our old gal. Videos and pictures thrilled our toddler too!

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Alexandra G.
Sitter Profile Image: Sophie N.
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Sophie N.
Star Sitter
from
$85
per night
5.0 out of 5 stars
96 reviews
23 repeat clients
6 years of experience
Bay Creek, Madison, WI, 53715

Sophie has taken care of my 7-year-old retired racing greyhound, Sasha, several times since October 2023. She always does a phenomenal job. She is deeply caring of my dog and takes impeccable care of my home. I feel so fortunate to have found her! Thank you, Sophie!

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Andrew D.
Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
64 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Mary was wonderful. It was obvious my dog, Cedar, was at ease with her and well cared for. Mary left notes about Cedar’s meal times and bathroom breaks as well as sending pictures and comments in the app. Everything went 110% smoothly and I didn’t have any concerns or worries at all while away which is a great feeling. Thank you! We hope to book again in the future.

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

Louisa and her daughter treated our 2 dogs and 2 cats like their own! I received regular updates and pictures on how they were doing and when we got home they didn't even seem to miss us. Our dogs received daily walks which was awesome! It was my first time having Louisa care for our pets, but she asked lots of good questions beforehand so I was completely comfortable leaving them under her care and she did not disappoint. I would not hesitate to use her services again!

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Judy M.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
143 reviews
55 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra was AMAZING at pet sitting our dog and cat while we were gone for 5 nights. She sent updates and phots as often and was great at communicating. We returned to happy and healthy pets. I felt very confident leaving my somewhat high needs cat with her. 10/10 would recommend!

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Kia H.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
39 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassie was wonderful! We had no worries, as we were gone for 11 days. She stayed at our home, so it didn’t stress out our dog, Zoe. Cassie was very proactive with asking detailed questions about her and just genuinely concerned about all her needs. She even suggested coming over for some visits prior to our vacation, so Zoe could get use to her. Highly recommend!!?

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Tammy B.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!

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Na L.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
77 reviews
24 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana is a reliable and caring sitter. She stayed at our house with our 11.5-year-old German Shepherd and provided excellent care, and tremendous peace of mind for us. Having worked at a kennel previously, she is comfortable around all types of dogs (and ours is a big boy). She sent periodic updates and followed our instructions well. We highly recommend her for short or extended care.

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Marlys M.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
133 reviews
49 repeat clients
10 years of experience
Madison, WI, 53719

Ann was so great! Haze LOVES her. She accommodated to Hazel’s separation anxiety and other quirks so well and sent plenty of updates and pictures. My flight was delayed and Ann was able to stay an extra night, we really appreciate her flexibility!

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Paige H.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was great. She engaged my two pups quite a bit. I received lots of photos of happy dogs, some cuddling with her - a good sign! The house was in excellent order, just as I left it. I plan to invite her to house/dog sit again. Thanks Shatoria!

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Marit S.
Sitter Profile Image: Hannah H.
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Hannah H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
12 years of experience
Eastmorland, Madison, WI, 53714

Hannah took great care of our dog, Cedar over the holidays. Hannah sent daily updates and left the house tidy and nice. No worries while we were away. Thanks so much!

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leah k.
Sitter Profile Image: Kayden L.
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Kayden L.
from
$30
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
6 years of experience
Madison, WI, 53704

Kayden was communicative and respectful of our space. He took the time to come meet us and Charley before the scheduled house sit which we really appreciated. We came home to a happy and chilled out pup. Would recommend Kayden!

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Tyler R.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!

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Mik R.
Sitter Profile Image: Teagan R.
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Teagan R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
95 reviews
31 repeat clients
12 years of experience
Westmorland, Madison, WI, 53711

Teagan did an amazing job pet sitting my dogs! She was very communicative and sent regular updates with pictures! I will definitely book her the next time I need a pet sitter! Thank you very much Teagan!

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Brian M.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$90
per night
5.0 out of 5 stars
21 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: Magan E.
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Magan E.
from
$40
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

Magan watched our pup Indie at our house while we were out of state for a few nights. She was amazing, posted lots of updates to her instagram for us to see, and Indie definitely loved her! He had plenty of playtime while we were gone ?.

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Allison S.
Sitter Profile Image: Marianne C.
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Marianne C.
from
$95
per night
5.0 out of 5 stars
27 reviews
2 repeat clients
20 years of experience
Madison, WI, 53703

Incredibly positive experience! Marianne went above and beyond with everything. We have never felt so good about the care our dogs/home received while we were traveling. Look forward to working with Marianne again!

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Danielle M.
Sitter Profile Image: Matthew H.
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Matthew H.
from
$40
per night
16 years of experience
Madison, WI, 53705

About: Hi, I'm Matt! I've been caring for cats and dogs since I was a kid. Growing up, I was the go-to kid in my neighborhood to watch after pets. I've personally raised and trained four dogs now (all rescues!) and love dogs of all shapes and sizes. I am an avid runner, biker, and nature enjoyer. I'd love the opportunity to meet more furry friends and would be honored to help you with yours. I am also set up for bathing and cleaning dogs! I am an early riser and start my day off taking care of my puppy. I live downtown and have immediate access to the commuter bike trails and can get wherever I need to be whenever I need to be there. Being that I love getting outdoors and moving around, I have my days set to same and am a moment's notice from supporting you! I firmly believe that our homes are sacred. My promise to you is that you will never know I was there. In my own home, I tidy up my dog's playthings and ensure that she always has access to food and water. I will dispose of your pet's waste in a wag bag and turn it in at a community bin to prevent your home from stinking. I understand that all dogs are different and can certainly accommodate any quirks.

Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
80 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

We were a little anxious leaving our girl with "a stranger" for the first time since she adopted us. Tina made the experience so much easier. She was calm and patient and kept us informed while we were away about how our girl was doing. Our house was kept clean and nothing was out of place. We will use Tina's comforting services again!

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Erin C.
Sitter Profile Image: Sidney Z.
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Sidney Z.
from
$80
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
5 years of experience
Madison, WI, 53705

Sidney and my boy Whiskey might be new best friends ? she took fantastic care of him and left the house as it was. I received many photos, which is very appreciated. I loved feeling like she loved spending time with him as much as he surely did.

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Madison M.
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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

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5.0 out of 5 stars

Zachary went above and beyond while watching our 10 month old puppy, taking him to the dog park, or dropping him off at doggy daycare everyday we were away. It is obvious that our pup loves his time with him and we appreciate the excellent communication and updates we get during our time away from home.

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Layla C.
House Sitting
5.0 out of 5 stars

Molly scheduled a pre-sit intro meeting with us to meet our puppy and get the lay of the land. She handled her great and was very forgiving of our initial helicopter parenting. Would and have rebooked her for similar and longer time periods.

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Tyler W.
House Sitting
5.0 out of 5 stars

Sasha seemed comfortable with Brenda right away at our meet and greet and it seemed like she was happy and well cared for while we were away for a long weekend. Brenda left the house clean and tidy.

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Madeline H.
House Sitting
5.0 out of 5 stars

Ruby always does a wonderful job! Even came back to let our furry friend out when our flight was delayed!

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Kim & David K.
House Sitting
5.0 out of 5 stars

Hannah did an excellent job! We got regular updates, she kept all our babies happy and well exercised, and left the house in a spotless condition!

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Diksha A.
House Sitting
5.0 out of 5 stars

Louisa was wonderful with our little Jynx! She stayed in contact throughout the day stopping in a number of times to feed, walk, and just let Jynx enjoy the beautiful weather sitting outside. Jynx can have some anxiety when we are gone but she was content and relaxed when we got home! Great experience and I highly recommend Louisa!! Thank you!!

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Mary N.
House Sitting
5.0 out of 5 stars

Justine took good care of our two dogs and home while we were away for two weeks, including an unexpected necessary visit to the vet for one of our dogs. Highly recommend.

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Lauren L.
House Sitting
5.0 out of 5 stars

Ben did a great job and taking care of Raven! Lots of pictures were sent to confirm activity and confirm happiness of my pup. She took care of her in every way and am happy he was there for her the entire time as she was having some separation anxiety at the time. Highly recommend.

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Katie T.
House Sitting
5.0 out of 5 stars

River was an exemplary cat and house sitter! We received the perfect amount of detailed updates and pictures to give us peace of mind, but still enjoy our vacation. We will definitely be rebooking with River in the future.

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Katie S.
House Sitting
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.

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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!

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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!

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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!

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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.

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Pamela R.
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!

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Lolly M.
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.

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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

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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.

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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!

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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!

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Gillian D.
House Sitting
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  • 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?

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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.

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    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

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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.

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