House Sitting Shorewood Hills

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

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Over 594
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: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 97 reviews
26 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

“Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.”

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Ariana S.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“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.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$30
per night
4.9 out of 5 stars
• 34 reviews
17 repeat clients
1 year of experience
Madison, WI, 53705

“We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.”

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Seb A.
Sitter Profile Image: Mia S.
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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 stayed with our dog and cat for the weekend and was great! We got pictures and updates throughout the weekend which was awesome. Highly recommend her!”

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Gillian D.
Sitter Profile Image: Dustin K.
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Dustin K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 25 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!”

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kristen k.
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: Maureen H.
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Maureen H.
Star Sitter
from
$65
per night
4.9 out of 5 stars
• 19 reviews
4 repeat clients
20 years of experience
Madison, WI, 53705

“Maureen did a fantastic job taking care of our dog. She was reliable, friendly, clean, and responsive to all our messages. She even sent us photo updates reassuring us that all was going well. We will definitely ask for her help in the future!”

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Nicole H.
Sitter Profile Image: Alexandra B.
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Alexandra B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
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: Anna H.
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Anna H.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 37 reviews
10 repeat clients
7 years of experience
Middleton, WI, 53562

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

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Karen B.
Sitter Profile Image: Lucy G.
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Lucy G.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
Capitol, Madison, WI, 53703

“Lucy was great! I appreciated that she wanted to meet my dog in advance since she would be spending two nights at my place. It was helpful to show her around and introduce her to my anxious dog. Lucy was a prompt responder and clear communicator. My dog was in a good mood when we got home from our trip which gave me peace of mind that he was in good hands and he was comfortable. Would definitely recommend Lucy for future house sitting needs and I hope to work with her again soon.”

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Stephanie M.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

“Andrea did a wonderful job taking care of Toby and was communicative with clear updates throughout the weekend!”

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Akshay R.
Sitter Profile Image: Camille M.
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Camille M.
from
$55
per night
4.9 out of 5 stars
• 55 reviews
25 repeat clients
15 years of experience
Tenney-Lapham, Madison, WI, 53713

“Camille is the best! She always makes our dog feel comfortable. He is an older dog who really needs his routines and rest, Camille understands his needs so well!”

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Sarah J.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 52 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Lizzie was a great in-home option for us while we were away for a few nights. I wasn’t concerned about our dogs while we were away and appreciated coming home to happy dogs! Thanks, Lizzie!”

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Ellyssa E.
Sitter Profile Image: Julia M.
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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 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: Amy F.
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Amy F.
from
$40
per night
4.9 out of 5 stars
• 19 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

“We couldn't have asked for a better experience with our recent Rover sitter! She was absolutely fantastic while watching our dog, Scooby, for the week. From the start, she excelled at being adaptable, seamlessly adjusting to Scooby’s routine and needs without any issues. We also truly appreciated the frequent, reassuring text messages and photos she sent throughout the week, which gave us total peace of mind while we were away. Most importantly, she provided Scooby with an incredible amount of love, affection, and exercise—he was a very happy pup when we returned. We highly recommend her services to anyone looking for a caring and reliable sitter!”

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Zachary M.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
30 years of experience
Fitchburg, WI, 53711

“Asked question about the girls to get to know them. Provided a lot of pictures while we were gone.”

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Barb R.
Sitter Profile Image: Oliver A.
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Oliver A.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Bram's Addition, Madison, WI, 53713

“Oliver did an excellent job taking care of our dog! Great communication while we were away and sent lots of cute pictures.”

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Keelin M.
Sitter Profile Image: Chris S.
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Chris S.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
10 years of experience
Regent, Madison, WI, 53705

“Chris was incredibly professional, attentive and caring. From our first communication via text, to updates while he cared for our two Great Danes—I always felt comfortable that he knew what he was doing and genuinely cared for our dogs. I would highly recommend him to care for anyone’s pets in the future!”

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Jeff L.
Sitter Profile Image: Tatyana K.
Verified Enhanced Background Check
Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 78 reviews
25 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: Katie T.
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Katie T.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Fitchburg, WI, 53713

“Katie was wonderful and took excellent care of my cat, dog, and house during a weekend away. She was very communicative and sent lots of photos, which I really appreciated.”

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Cydney N.
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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

Lilyian is amazing! On quite short notice after our sitter fell through she came to the rescue. She took amazing care of our cat for a week, going above and beyond. She also left our home in great shape. We will 100% be using her as our regular sitter from now on!

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Katie C.
House Sitting
5.0 out of 5 stars

We had a wonderful vacation knowing that Alex was staying with our one dog, two cats, and chickens! Our older dog, who we were worried about leaving, did well and Alex took excellent care of her. Alex was incredibly attentive to all of our animals. We would recommend Alex 100%!

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Brianna B.
House Sitting
5.0 out of 5 stars

Teagan has watched my dogs quite a few times and always does a fantastic job! I will definitely be hiring her for any future dog sitting needs! Thank you Teagan!

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Brian M.
House Sitting
5.0 out of 5 stars

Meghan was absolutely wonderful with Walter and Draco! She was super communicative, followed all of our instructions perfectly, and we felt completely comfortable knowing the boys were in great hands while we were away. Walter has also been dealing with a leg injury, and we really appreciated how attentive Meghan was to the extra instructions we left for him. Everything went smoothly, the boys were happy and well cared for, and we would absolutely have Meghan watch them again. Highly recommend!

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Andrew Y.
House Sitting
5.0 out of 5 stars

I highly recommend Maureen. She did a wonderful job getting to know my dogs and taking care of them.

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Barbara K.
House Sitting
5.0 out of 5 stars

Autumn stayed over night with our dog, Melvin. She was very responsive and easy to work with. She provided great updates about Melvin and left our place neat and tidy. Thank you!

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April S.
House Sitting
5.0 out of 5 stars

Tucker took good care of our pups and he was very respectful in our home. He sent periodic pictures and updates while he was sitting for us and arrived on time.

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Danny W.
House Sitting
5.0 out of 5 stars

Katie was a great caretaker for our elderly cat! She was super communicative and gave our kitty the attention she needed. Would definitely recommend her to others!

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Lauren M.
House Sitting
5.0 out of 5 stars

Allegra is amazing! She stayed with our Japanese Akita while we were traveling for our wedding outside of the country. She went above and beyond and we never had any doubts about him being in good hands.

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Jennie T.
House Sitting
5.0 out of 5 stars

Ellen is great with cats. My senior kitty absolutely adored her and she was attentive to his special needs and paid attention to little details during her stay. She gave me daily updates and photos and I was able to fully relax and enjoy vacation because I knew Ellen was taking good care of my cat. I highly recommend her!

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Emily T.
House Sitting
5.0 out of 5 stars

As always, Dustin is a pleasure to work with! He's wonderfully communicative and our pup always seems happy and tired after Dustin stays with him! Dustin is always our top choice for a rover sitter!

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Kait B.
House Sitting
5.0 out of 5 stars

Even after only a short introduction, I immediately felt at ease leaving my 9‑year‑old Yorkie, Zoey, in Malia’s care for four days. She exceeded every expectation—responsible, attentive, and genuinely caring. Zoey was happy and well‑loved, and my apartment was spotless when I returned. I’m incredibly grateful for her help and would recommend her without hesitation. I hope to see Malia again soon. Thanks so much, Malia!

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Kelly G.
House Sitting
5.0 out of 5 stars

Brenda did a wonderful job taking care of our 4 cats and a bearded dragon while we were away. She picked up on our cats' personalities as soon as she met them! While some communications were a little slow, Brenda sent us updates and pictures while we were away which was much appreciated. I would hire her again.

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Jenny F.
House Sitting
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

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
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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 of House Sitting in Shorewood Hills on Rover is $56 per night as of October 2026. Most bookings cost between $32 and $82 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 805 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.

<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:

  • 94% 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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