House Sitting Shorewood

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

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Over 622
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
• 194 reviews
44 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

“Carole was nothing short of amazing! I have 2 senior dogs, one of whom is very “particular” as far as the people she likes. Carole was able to walk her and care for her without any issues. I received photos and updates and felt completely at ease knowing that they were in good hands.”

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

“While Evita watched our pup Molly overnight at our house, she was punctual and communicated well. She also took Molly on a nice long walk each day that pleasantly tuckered her out. Molly seemed calm and happy when we returned home.”

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Alia E.
Sitter Profile Image: Jamie C.
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Jamie C.
from
$65
per night
5.0 out of 5 stars
• 132 reviews
25 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: 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

“I highly recommend Rachel and cannot say enough good things about her and her services! We moved to the area and needed an overnight sitter for our two rescues. I hadn’t left my dogs with anyone new before, so I was a little nervous, but Rachel was sure to put me at ease and my dogs were in great hands! My senior dog ended up being on antibiotics at the time she stayed with them and she took great care of making sure he got his meds. They loved hanging out and snuggling with her - and she even sent me some pictures as an added bonus. ? My dogs tend to get a little overly excited over new people at first, but she handled it so well. You can tell she really does love and care for animals as if they were her own. Again, highly recommend Rachel!”

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Sarah F.
Sitter Profile Image: Cathy L.
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Cathy L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Cathy was wonderful. She is a great communicator, responded quickly and clearly, and was always sending photos which was much appreciated. She was great with my golden retriever who was quickly drawn to her and well taken care of. Will be seeking to rebook in the near future.”

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Joseph S.
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: Simon K.
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Simon K.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
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: Annika H.
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Annika H.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
8 years of experience
Shorewood, WI, 53211

“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.
Sitter Profile Image: Joseph D.
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Joseph D.
Star Sitter
from
$28
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
10 years of experience
Wauwatosa, WI, 53213

“Joe was great with our Fifi, he was really a lifesaver! He stayed at our house as our rescue dog can be a little clingy. I received the cutest pictures and was really able to enjoy myself on vacation knowing she was at home!”

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Candy P.
Sitter Profile Image: Zachary J.
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Zachary J.
from
$28
per night
5.0 out of 5 stars
• 4 reviews
5 years of experience
Northpoint, Milwaukee, WI, 53202

“The best! So caring and lots of updates. Thank you so much!”

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Alia M.
Sitter Profile Image: Robert E.
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Robert E.
from
$28
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
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: River R.
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River R.
from
$30
per night
4.9 out of 5 stars
• 42 reviews
9 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“they were so flexible and dependable! ❤️ sent a picture every day and communicated well :) we knew eli would be in good hands while we were away, we’ll be booking again in may! 🐾”

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Halley Y.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 304 reviews
122 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.”

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Claire L.
Sitter Profile Image: Alisha C.
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Alisha C.
from
$80
per night
4.8 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Riverwest, Milwaukee, WI, 53212

“Alisha took great care of my two Westies. One of them requires medication twice a day and she kept that up. Friends at my dog park said they enjoyed her company and that Toby and Bella were "glued" to her (indicating that they really, really like her.) The pups were happy, healthy and well fed when I came home.”

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Barbara M.
Sitter Profile Image: Aurora H.
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Aurora H.
from
$28
per night
2 years of experience
Shorewood, WI, 53211

About: I’m a caring and responsible pet sitter with experience taking care of 3 dogs and 5 cats. I’m comfortable providing pets with attention, companionship, feeding, walks, and the care they need to feel safe and happy. I truly enjoy spending time with animals I have a flexible schedule and can make time for pet care, including walks, feeding, playtime, and giving pets the attention and companionship they need. I follow each pet’s routine, provide food, fresh water, walks, playtime, and plenty of attention while keeping them safe, comfortable, happy, and cared for.

Sitter Profile Image: Emily Z.
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Emily Z.
from
$90
per night
5.0 out of 5 stars
• 69 reviews
28 repeat clients
20 years of experience
Milwaukee, WI, 53211

About: I have had dogs all my life and love every dog I meet dearly. I currently have a cat and miss my time with dogs, but can’t currently have one where I am living. It would be healing for me to feel helpful and be able to spend time with your fur bud, as well as the extra side cash is appreciated. I can be fully trusted and am open to any questions. I’m a server working evenings with two days a week off, so I have plenty of available time during the days. Early mornings would be the most ideal time for me to help out but afternoons work just as well. I’m very calm and loving with animals and understand they’re not all trusting to new people so I’m willing to be very patient with them. I don’t mind cleaning up after them, and would be happy with feeding, playing with, and/or taking for walks.

Sitter Profile Image: Joseph Q.
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Joseph Q.
from
$31
per night
14 years of experience
Milwaukee, WI, 53211

About: I’ve got a lot of experience with cats—I have two of my own (6 years old and 1 year old), and they’re basically family to me. I’m used to all kinds of personalities, from super playful to more shy or independent. I also grew up with Maltese dogs, so I have experience walking and caring for dogs too. I’ll make sure your pet is fed, comfortable, and cared for, whether that means playtime, attention, or just giving them space. I’ll treat your home with respect and care for your pets like they’re my own. I work full time currently but i am off on the weekends to care for your pets while your away on a weekend getaway. I am available the whole day unless i have something scheduled but ill work with you if thats the case. ill care for your pets as if they were my own and care for your place, ill keep it clean and maintain the litter and cats happy during my time with them.

Sitter Profile Image: Ashley U.
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Ashley U.
from
$30
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Riverside Park, Milwaukee, WI, 53211

About: With 8 years of personal experience caring for my own dog, I bring dedication and love to every pet I look after. Although I don’t have much experience I ensure they receive daily walks, balanced meals, and lots of affection. I have the flexibility to devote ample time to walks, playtime, and ensuring my dog gets the best care possible. I am currently only doing this as a summer job before I go back to college! This not only keeps dogs happy and healthy but also gives me a sense of purpose and joy spending time with them! I have 8 years of personal experience caring for my own dog, ensuring they receive the best care possible. My flexible schedule allows me to dedicate the time and attention needed to keep dogs happy and healthy. Additionally, my current summer job is focused solely on pet care, which means I am fully committed to providing top-notch service. I understand the importance of trust when it comes to caring for a beloved pet, and I am dedicated to treating your dog with the same love and attention I give to my own.

Sitter Profile Image: Elizabeth J.
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Elizabeth J.
from
$52
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
8 years of experience
Whitefish Bay, WI, 53217

“Elizabeth is so fantastic with my dog Daisy! She has house sat for me numerous times, she sends pictures with an update everyday (which I love!), and I will definitely call her back again! Daisy loves her too! :-)”

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Lisa K.
Sitter Profile Image: Braelynn L.
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Braelynn L.
from
$30
per night
4.0 out of 5 stars
• 1 review
5 years of experience
Whitefish Bay, WI, 53217

About: I’ve been around animals my entire life and have always loved caring for them. I have experience with dogs of different breeds, sizes, and personalities, and I’m comfortable with feeding, walking, playtime, and giving them lots of attention. I’m reliable, patient, and will always treat your pets like they’re my own. I also have pets of my own, so I understand how important it is to have someone you trust caring for them! I have a pretty flexible schedule, so I have plenty of time throughout the week for walks, drop-ins, playtime, and pet sitting. I’m available on both weekdays and weekends and am happy to work with you to find times that fit your pet’s normal routine. Your pet’s safety and comfort will always be my priority. I’ll follow any instructions you provide regarding feeding, walks, medications, routines, or house rules. I’ll make sure your pet gets plenty of attention and care while keeping you updated with pictures and messages so you know they’re safe and happy.

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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

Jake was awesome! He took excellent care of Bruce and was very communicative throughout the process. I’ll be using him again!

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Jordan H.
House Sitting
5.0 out of 5 stars

It was great that Alhana checked in earlier that day so we could adjust the time. We felt very secure leaving our dog with Alhana!

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Kristin S.
House Sitting
5.0 out of 5 stars

This was our first time using Rover and having someone pet sit (outside of family), and it could not have gone better. Jessica provided lots of pictures and updates, made sure the dogs had food and water and gave my senior dog his medication. I would absolutely recommend!

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Nicole C.
House Sitting
5.0 out of 5 stars

Once again, Talor was amazing with Hazel and sent me the cutest pictures! Hazel loves spending time with Talor and I always have piece of mind that my little one is being well cared for and loved. :)

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Lorna D.
House Sitting
5.0 out of 5 stars

Kathryn cared for our dogs at my home. She was on time and responsive. We returned to two happy dogs and the house was immaculate. Add to that Kathryn being a lovely person, we couldn’t ask for more. Thank you, Kathryn!

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Julie C.
House Sitting
5.0 out of 5 stars

Hannah was absolutely wonderful! She took such amazing care of my pets and my home, and I truly couldn’t have asked for a better experience. The little pet “report cards” were such a thoughtful and personal touch that made me smile! It was clear how much care and attention she gave them. Most importantly, I had complete peace of mind knowing my pets were safe, happy, and in loving hands while I was away. That kind of reassurance is priceless. I would wholeheartedly recommend Hannah to anyone looking for someone they can truly trust with their furry family members! ❤️

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Taylor M.
House Sitting
5.0 out of 5 stars

Jamie has cared for my cats a number of times but on this visit she could pay full attention to my most elderly cat. She made sure Bootsie had access to spots in the sunshine all day as well as administered meals and medication.

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Anita O.
House Sitting
5.0 out of 5 stars

Abby was super sweet and helpful when we were away. Our dogs and cats were taken such good care of and we could tell when we got home. She sent pictures and updates throughout her stay as well to keep us updated. Would for sure work with her again!!

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Sara T.
House Sitting
5.0 out of 5 stars

Carole was amazing. I was out of the country for two weeks and she took great care of my dog and my house. She was a great communicator as well, making sure I always knew what was going on at home.

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Jennifer V.
House Sitting
5.0 out of 5 stars

Mika was so amazing! I knew my dog was in great hands and felt at ease our whole trip. They asked us how many daily updates we wanted and kept us in the loop with what was going on. I never felt the need to reach out to check in, I knew things were going smoothly.

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Alex H.
House Sitting
5.0 out of 5 stars

Jasmine was wonderful and took great care of our pup! She was responsive and always sent us photos while we were away. She was as great and would book again!

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Kaitlin H.
House Sitting
5.0 out of 5 stars

They were oh so flexible and understanding when it came to last minute watching my baby Mr. Bigg. I cannot thank them enough! I got photos and every night I Came home from work they were outside waiting with my baby. Kept me updated communication was amazing. If I’m ever in the area again I’m booking them immediately

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J D.
House Sitting
5.0 out of 5 stars

Tabitha did a great job with our Labradoodle while we were gone for a long weekend. We came home to a clean house and a happy pup!

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Kristen A.
House Sitting
5.0 out of 5 stars

Lenys was a great dog friend. She was very attentive and communicative and showed great care for our pups. As a bonus, she straightened up and cleaned dishes. What a treat. Thank you!

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Randy P.
House Sitting
5.0 out of 5 stars

Rocky and Gordo can be a handful. They thrive on routine (and treats)! Riley is wonderful with the boys, and has endless patience. We are so lucky to have such a thoughtful and professional sitter!

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Cathi W.
House Sitting
5.0 out of 5 stars

Sara and Ethan were excellent. They swooped to the rescue to cover a full week just a few days before we left (a different sitter canceled last minute). Our pup Bailey adored them, but more importantly, we could tell how genuinely they adored him. He was in great spirits when we returned and had been well looked after. They followed all our guidance and were consistent in providing daily updates. Our house was in great shape too, having watched Bailey here. We will be booking them again soon!

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Rich K.
House Sitting
5.0 out of 5 stars

Jan does an excellent job especially with our super senior dogs (13 and 14 years old). They are always so happy and relaxed when we get home. I know they are spoiled while I'm gone.

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Diane H.
House Sitting
5.0 out of 5 stars

Michelle was amazing! She took such good care of our cat while we were away for a week! We got updates and pictures and will definitely be using her again!

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Josh F.
House Sitting
5.0 out of 5 stars

Cathy was wonderful. She is a great communicator, responded quickly and clearly, and was always sending photos which was much appreciated. She was great with my golden retriever who was quickly drawn to her and well taken care of. Will be seeking to rebook in the near future.

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Joseph S.
House Sitting
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
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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?

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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.

How to book house sitting

  1. 1. Search

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

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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 is $54 per night as of October 2026. Most bookings cost between $30 and $83 per night. On Rover, 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 1,232 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.

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 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 , 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 .

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 .

sitters on Rover set their own , 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:

  • 87% of sitters can help with special care needs
  • 94% 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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