House Sitting Shorewood

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

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Over 621
pet parents in Shorewood have booked house sitting

Shorewood, 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: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 193 reviews
42 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

“I was away for 10 days in July, the longest I’ve ever left my dog, Miley. Once again, Carole was wonderful and was Max. Miley takes time to warm up to people and she’s great with Carole and Max—it’s a relief knowing that Miley is in such good hands!”

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Robin F.
Sitter Profile Image: Jamie C.
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Jamie C.
from
$65
per night
5.0 out of 5 stars
• 129 reviews
24 repeat clients
25 years of experience
Murray Hill, Milwaukee, WI, 53211

“Jamie was simply amazing & incredibly reliable! I was in the UK for nearly one full month and Jamie house sat with my two dogs and two cats. One of my dogs is very high energy and the other is 15. During my travels, my older dog, Macy, developed a second round of vestibular disease. Jamie immediately noticed the change in Macy's coordination and reached out to me. We coordinated a same-day visit to the vet, followed by regular medication. The condition required Jamie to carry Macy up and down the stairs for the remainder of the sit. Jamie took care of Macy while still ensuring my high-energy dog got the play time he needed. I cannot say enough about Jamie's dedication and communication skills. Highly recommend!”

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Kristin S.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 219 reviews
55 repeat clients
20 years of experience
Milwaukee, WI, 53209

“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”

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Angela M.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 226 reviews
67 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

“Jessica has taken care of our cats, pup, and home while we’re traveling multiple times. She is such a wonderful sitter, and we’re really grateful to have found her. We highly recommend her to anyone looking for someone reliable, communicative, and wonderful to work with!”

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Puneet G.
Sitter Profile Image: Acacia L.
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Acacia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 11 reviews
6 repeat clients
8 years of experience
Milwaukee, WI, 53212

“Acacia is lovely! She did a great job staying with our frenchie for a weekend, making sure he was fed, walked, and sooo well loved! She is great at sharing updates and helping coordinate all the loving pieces of our travel. Can’t wait for her to come over again in the future!”

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Samantha L.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 64 reviews
23 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

“Mikalanne is wonderful with my pets, all senior with lots of needs. Recently had an extended trip and she did a wonderful job. It is rare to find someone to extend themselves as much as she did for caring for their needs.”

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Jessica P.
Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Evita was absolutely amazing with both of our dogs. She took great care of them and even pivoted during unforeseen circumstances to ensure our dogs stayed loved on and safe while we were gone. We will definitely use her again in the future!”

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Frances T.
Sitter Profile Image: David K.
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David K.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
45 years of experience
Milwaukee, WI, 53212

“Lack of communication from another sitter left us scrambling for a pet sitter 1 week before we were leaving town. David answered my request within minutes and immediately set up a meet & greet. He did everything we asked him to do and kept us informed with notes. We recommend and would use him again.”

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Katalina J.
Sitter Profile Image: Carly P.
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Carly P.
from
$35
per night
4.6 out of 5 stars
• 15 reviews
2 repeat clients
10 years of experience
Downer Woods, Milwaukee, WI, 53211

“Carly house sat for me and my one pup with under two days of notice. Great communication and a very sweet person, I would highly recommend her to my family & friends.”

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Emma K.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$75
per night
4.9 out of 5 stars
• 31 reviews
11 repeat clients
12 years of experience
Shorewood, WI, 53211

“Lenys did a fantastic job watching my dog Miles. She was very attentive to him, and she provided transparent communication as well as pictures throughout the week. I would highly recommend her.”

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Benjamin J.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
• 27 reviews
10 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

“Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!”

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Dena K.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 56 reviews
24 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“Keisha was amazing with our 10 year old dog! This was our first time using a sitter and it went so smoothly. We got tons of pictures updates and Keisha left the house in tip top shape. I highly recommend working with her! Best of the best!”

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Riely J.
Sitter Profile Image: Simon K.
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Simon K.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Yankee Hill, Milwaukee, WI, 53202

“Simon was great. I appreciated all the communication ahead of time and while he was dogsitting.”

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Kristin S.
Sitter Profile Image: Isabel M.
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Isabel M.
from
$30
per night
7 years of experience
Milwaukee, WI, 53211

About: With a lifelong love for dogs and hands-on experience at my local grooming shop, I’ve cared for pups of all breeds, ages, and personalities. From baths and basic grooming to caring for energetic puppies and senior dogs, I’m patient, attentive, and dedicated to making every pup feel safe, happy, and loved. I treat every dog like my own! I’m a full-time college student, but I have a flexible routine and weekends available for pet care. I’m naturally active and take walks regularly, so having a furry companion along is always a bonus! I also pet sit as a side job, volunteer with cats whenever I can, and am involved with UWM’s animal rescue and education club. Caring for animals is something I genuinely enjoy and make time for in my weekly routine. When caring for pets, whether in my own home or at a client’s, my priority is their well-being and comfort. I ensure they are well-fed with nutritious meals and have ample time outdoors to play and relieve themselves. Creating a comfortable environment is key so they are familiarized with both myself and their surroundings, ensuring they feel safe and relaxed. With a blend of care, attention, and love for animals, I create an environment where pets thrive and feel at home

Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 35 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“It was our second time hiring Elizabeth, another positive experience. My pooch likes his walks and we are grateful she is ok with taking him. She is great with giving updates and sending photos. Upon return the house was just as we left it.”

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Carol M.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 155 reviews
58 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Jackie took such great care of Daisy for me while I was out of town for several days. I didn't worry about a thing while I was gone, she sent texts with photos and updates. Everything was fantastic and I will definitely call her again!”

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Lisa K.
Sitter Profile Image: Alhana S.
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Alhana S.
from
$45
per night
4.8 out of 5 stars
• 8 reviews
5 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“Alhana was great with Coco. My little dog was recovering from knee surgery and she followed instructions beautifully for he night I had to be away. Thank you!”

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Christine H.
Sitter Profile Image: Kathryn D.
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Kathryn D.
from
$65
per night
5.0 out of 5 stars
• 89 reviews
23 repeat clients
14 years of experience
Milwaukee, WI, 53211

“Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!”

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Emily H.
Sitter Profile Image: Robert E.
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Robert E.
from
$28
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Northpoint, Milwaukee, WI, 53211

About: I was a kennel worker for three years through high school and college, taking care of dogs of all shapes and sizes. I have experience with anxious, aggressive and hyperactive dogs. I’ve been taking care of family and neighbors dogs since I was little. In fact, my first job was walking the neighbor’s dog for 5 dollars a week! I’m also a cat dad to two lovely cats, with experience cat sitting for family and friends as well. I’m a part time employee so I’m free to walk or dog/cat sit during the day on weekdays. I have some availability on weekends, but coach baseball so it depends on that schedule. I have experience working with anxious and nervous pets and will create a calm and safe environment when I come to your home. I have no problem crating dogs or administering medication to pets even if anxious/aggressive.

Sitter Profile Image: Rachel P.
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Rachel P.
from
$60
per night
4.8 out of 5 stars
• 26 reviews
11 repeat clients
24 years of experience
Shorewood, WI, 53211

“Rachel is an excellent Pet / House sitter. Mt Great Pyrenees, Maya really warmed up to her immediately and I felt safe and confident leaving her in Rachel's care”

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Tammy L.
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The median cost per night for house sitting in Shorewood is $50

Pet parents share their Rover experiences - Shorewood

1 / 1
5.0 out of 5 stars

Where do I start! We recently welcomed our Teddy into our home on 6/28 and we were so nervous about leaving him for 9 days during his new puppy stage. Then we met Carrianne. She was very thoughtful about receiving my instructions and honoring them. She provided feedback twice a day as requested even staying late when our transportation delayed. We came home to our home even cleaner than we left it and our puppy obviously well cared for and loved. I would not hesitate having her sit for Teddy again and would recommend her as well

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Theresa R.
House Sitting
5.0 out of 5 stars

Acacia is lovely! She did a great job staying with our frenchie for a weekend, making sure he was fed, walked, and sooo well loved! She is great at sharing updates and helping coordinate all the loving pieces of our travel. Can’t wait for her to come over again in the future!

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Samantha L.
House Sitting
5.0 out of 5 stars

Elizabeth was a dream. This was our first time booking with her and she was a great communicator, so incredibly kind and gracious. She took such great care of our 3 crazy pups and our home, even leaving us a little treat and note for when we returned. So grateful for her, her flexibility and the care our dogs received :)

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Claire L.
House Sitting
5.0 out of 5 stars

Alex was excellent at providing me updates and pictures of my dogs while I was away. She took great care of them!

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Kerry C.
House Sitting
5.0 out of 5 stars

Another great stay with our dog, Sunny. Managed to get her on multiple walks which can be a challenge with her anxiety. House was left clean and taken care of!

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Emily S.
House Sitting
5.0 out of 5 stars

Carole was amazing! We needed her last minute, and she was super fast and responsive! She took care of our pups like they were her own. Will definitely use her again in the future :)

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Hannah L.
House Sitting
5.0 out of 5 stars

We will be contacting Abby again! Replies within minutes. Very flexible and provides great updates. So friendly with us and our dogs. I feel she made this her top priority.

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Becca B.
House Sitting
5.0 out of 5 stars

Our baby Wrangler absolutely adores Emma & she truly is the best! We could not ask for a more accommodating sitter for our boy and will be booking her again & again :) Thank you Emma! 🐾🤍

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Liz W.
House Sitting
5.0 out of 5 stars

Jasmine was very professional during the meet and greet and planning stages to see if she was the right fit. She immediately took to playing with my dog and making friends with my cat. All the animals seemed to have a great time with her. Will book again!

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Mary F.
House Sitting
5.0 out of 5 stars

Jackie did a wonderful job taking care of my two kitties! appreciated the updates and attentive care :)

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Krynn H.
House Sitting
5.0 out of 5 stars

Annika was super communicative and super easy to work with. Sent all the great photos and videos to help ease our minds while away from our fur babies. Definitely booking her next time. :)

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Megan C.
House Sitting
5.0 out of 5 stars

Celia was great! My little Maltese is 16 ys/o so a precious senior who is deaf, poor eyesight, congestive heart failure and doggy dementia. Not a dog to leave with just anyone. Celia was very considerate about keeping me aware of how Malena was doing and sending some photos and asking questions etc. I arrived home on a Sat night after midnight and she had stripped the bed and washed the sheets and towels and remade the bed so it was ready for me to jump in after a long day of flying. Couldn't ask for better service.

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Diana K.
House Sitting
5.0 out of 5 stars

Very responsive. I appreciate that she stayed even when our cat was being terrible. I think that shows a lot about her dedication and understanding of animals.

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Maurene P.
House Sitting
5.0 out of 5 stars

Lack of communication from another sitter left us scrambling for a pet sitter 1 week before we were leaving town. David answered my request within minutes and immediately set up a meet & greet. He did everything we asked him to do and kept us informed with notes. We recommend and would use him again.

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Katalina J.
House Sitting
5.0 out of 5 stars

Kathryn is such a responsible sitter when she stays at our house… we had a mishap with fire alarms and handled everything so well, while making sure Meddie was safe and comfortable at all times. &, Meddie loves her!!

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Jenna S.
House Sitting
5.0 out of 5 stars

Jessica is 100% reliable and cares for my dogs with love and attentiveness. I felt completely confident in leaving for five days with my dogs in her care. She sent me updates and pictures to put me at ease. When I returned home the dogs were happy and that makes me happy. I cannot recommend Jessica highly enough.

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Amy N.
House Sitting
5.0 out of 5 stars

Emily was fantastic with our two dogs! She was communicative and took very good care of them. Definitely recommend her!

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Hannah D.
House Sitting
5.0 out of 5 stars

Ixzel was awesome! She took really good care of Lux while I was away. Great communication, flexible, and easy to work with. Highly recommend!

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Doug E.
House Sitting
5.0 out of 5 stars

Talor recently stayed at my home and watched my French bulldog while I was on a work trip. She was amazing and sent the cutest pictures and updates on how things were going back home. I would definitely recommend Talor for your housesitting needs. Hazel cannot wait for her to come over again. :)

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Lorna D.
House Sitting
5.0 out of 5 stars

We ( and our girl Daisy) love having Yacob as a house/ dog sitter! He always does a great job taking care of her, is attentive to her needs and available when we check in with him. We always feel confident that Daisy is in great hands with Yacob when we are gone!

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Kristin K.
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

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
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Popular requests for house sitting - Shorewood

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Sitters in Shorewood average 4
repeat house sitting clients

FAQs for House Sitting - Shorewood

Frequently asked questions about Rover

The average cost of House Sitting in Shorewood on Rover is $53 per night as of October 2026. Most bookings cost between $30 and $83 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 1,246 sitters on Rover offering House Sitting across Shorewood. 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 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 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 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. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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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