House Sitting Shorewood

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Over 596
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: Jasmine R.
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Jasmine R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
85 reviews
8 repeat clients
5 years of experience
Murray Hill, Milwaukee, WI, 53211

Jasmine was a fantastic person to have house sit for our pets! She sent many updates and photos. I know that she took the best care of our Great Dane (and cat!). I would highly recommend her! Hope we can book her again.

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Sandra P.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
191 reviews
42 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

I’m so thankful I found Carole two years ago! She’s amazing with my senior dog, Miley! Carole is communicative and so in-tune with Miley’s needs—she’s the best and I can’t imagine anyone else caring for Miley.

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Robin F.
Sitter Profile Image: Acacia L.
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Acacia L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
8 years of experience
Milwaukee, WI, 53212

The best Rover sitter I have had. Communicative, clean, great with Gertie, and an all around kind, responsible, and trustworthy person. Thank you Acacia! It means the world to me 🥰

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

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

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Emma L.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
214 reviews
52 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: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
30 reviews
12 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Another great stay for our pup with Catherine. She always gives such great attention and care for all things at our home and our anxious dog.

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Ben B.
Sitter Profile Image: Rachel P.
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Rachel P.
from
$60
per night
4.8 out of 5 stars
25 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.
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: David K.
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David K.
from
$30
per night
45 years of experience
Milwaukee, WI, 53212

About: I don't actually call myself that, that's what my friends say I am. I've literally never met a dog I didn't get on famously with. I respect the fact that they are individuals with their own needs. I don't mean to sound too self assured with the title, but I earned it from friends. Whether it's running on the Lake Michigan shore or just finding a nice sunny spot to sit for a while, your pup is going to have a fulfilling day. I have huge flexibility so no worries! A last minute trip or planned weeks in advance, we can work something out. I'm here for you! Even same day! I strive for communication as much as possible between animal and human. If they're not feeling like socializing, I don't force anything. Everyone has different needs. My experience in a dog daycare really helped me read and understand dog body language to head off any issues that may arise when you're watching 12 dogs.

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 was so great to work with! She was prompt to respond and set up a meet and greet! She was able to work with our schedule and took great care of our pets. I got daily updates with some great pictures of Melody and Theo! Would definitely like to work with her again!

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krupa s.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
from
$50
per night
5.0 out of 5 stars
61 reviews
22 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

First time using Mika for dog sitting our dog Sunny. They were great and came to meet up with me and Sunny prior to the stay to ensure everyone felt comfortable. They left our girl happy and our house clean. Highly recommend!!

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Emily S.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
221 reviews
64 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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

Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!

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Janine P.
Sitter Profile Image: Celia K.
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Celia K.
from
$40
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
3 years of experience
Lower East Side, Milwaukee, WI, 53202

Celia was great with house sitting and taking care of my elderly dog and two cats!

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Patti W.
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 was wonderful!! She took such great care of our pups! She Sent lots of pictures and was easy to communicate with! We would highly recommend her!

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

Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!

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Jeremiah W.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

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

Jackie was amazing with the dogs and you could tell by how calm they were when I got home that they had a great weekend. I would recommend and will have her watch my dogs again.

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Hannah L.
Sitter Profile Image: Sara D.
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Sara D.
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
7 years of experience
Milwaukee, WI, 53211

Very professional! Asked questions. Very knowledgable. Would schedule with Sara again.

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Leyla V.
Sitter Profile Image: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
43 reviews
11 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily was exceptional through and through. Great communication and even better care of our home & pups. We will most certainly ask her to care for our boys again!

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Caryn 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

Wish we could leave more than 5 stars! Alex was an amazing Rover find. She came to us and stayed at our house, keeping our dog comfortable and house safe and clean while we were away. She was extremely responsive and communication was so great, we got tons of pics and she even let us know if she’d be leaving for short stretches and when she was back (which was above and beyond!). We were all over the place with our plans (travel with kids, IYKYK)- possibly leaving later than planned and ended up coming back earlier than planned, and she was super flexible and pivoted with everything. Our dog LOVED her and they cuddled and went for plenty of walks. We were so appreciative to find someone like her and it made our time away so much easier, will definitely book again! Thanks Alex!

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Abby G.
House Sitting
5.0 out of 5 stars

Jasmine is wonderful! She was incredibly responsive, took amazing care of our pup, and left our house in great shape!! We would gladly have her back any time!

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Kristen A.
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

Abby did a great job taking care of Levi! She was very kind, communicative, and kept us updated throughout the stay with photos and messages, which we really appreciated. It gave us peace of mind knowing Levi was in good hands.

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Joseph V.
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
5.0 out of 5 stars

Madeline takes great care of Teddy and Vinnie. We appreciate the help she has provided us with late notice!

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Deb R.
House Sitting
5.0 out of 5 stars

Kathryn is the best! This is her second time staying with our dog Amber and Amber loves her! We never have to worry about anything and she always keeps us in the loop!

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Emma S.
House Sitting
5.0 out of 5 stars

Mikalanne took amazing care of my two dogs and was amazing with her communication. Would definitely book again

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Hannah L.
House Sitting
5.0 out of 5 stars

Carrianne was a blessing when we first found her after our original dog sitter backed out. At the time, we had two dogs, one elderly dog with more needs and one young 2 year old pup. The first meet and greet when great. She completely understood our elderly dog's needs with mobility and was prepared to take care of both of our dogs when we would be gone for a week. Shortly before our trip, our elderly dog passed. Carrianne was open to another visit with just our younger dog and that went just as well. Unfortunately, we couldn't anticipate how our pup would be when we were gone and not have her buddy with her. Carrianne approached the unexpected behaviors with compassion and understanding, which is all we could ask for. She communicated frequently and was open to any problem solving solutions that would make our pup feel comfortable. She was open to working with our neighbor to give our puppy what she needed in the time of a big life transition for here, with unexpected/unanticipated behaviors while we were gone. If you are looking for someone who understands dogs and dogs needs, I highly recommend Carrianne.

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Katie T.
House Sitting
5.0 out of 5 stars

Very good and fid well communicating and letting me know how the day was going. Ve back to a satisfied dog

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Jules T.
House Sitting
5.0 out of 5 stars

Tabitha was fantastic! She made the process seamless and took excellent care of Newt. I will certainly request her services again!

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Erin L.
House Sitting
5.0 out of 5 stars

This was our second time having Nikki watch our dog for a three night stay, and everything went great as usual. My dog was expertly cared for, walked twice/day, fed and loved. My house was cleaner than we left it! Will definitely hire Nikki again she was great and kept in communication with us during our trip. Thanks again, Nikki!

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Karrie L.
House Sitting
5.0 out of 5 stars

The best house/cat sitter! Our cat was very happy, and she left our house so nice and clean. Amazing.

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Nancy & Daniel N.
House Sitting
5.0 out of 5 stars

Another great stay with Catherine. Our pup was completely relaxed when we came home and clearly loves having Catherine stay with him!

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Ben B.
House Sitting
5.0 out of 5 stars

Thank you Christie! She did a wonderful job taking care of our pup and our house while we were away. Christie sends great pics and thorough updates throughout her stay and we appreciate all she does!

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Samantha L.
House Sitting
5.0 out of 5 stars

Melissa was amazing with our pups! She took great care of our house and our dogs while we were away. Would use her again in a heartbeat.

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Angela S.
House Sitting
5.0 out of 5 stars

Gabrielle watched our two dogs over the weekend. Our trip was smoother for peace of mind knowing that they were in good hands! She was responsible, gave updates, took them on walks. We came back to happy pups. You'd be fortunate to book her for dog care!

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Savannah T.
House Sitting
5.0 out of 5 stars

This was our third time having Elizabeth stay with our dog. Walks are the highlight of his day and Elizabeth always gets him out for long walks. The house is always in good order upon our return. We are grateful to have found Elizabeth.

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Carol M.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Shorewood

Select a filter and find qualifying sitters offering house sitting.

Sitters in Shorewood average 4
repeat house sitting clients

FAQs for House Sitting - Shorewood

Frequently asked questions about Rover

The average cost for House Sitting in Shorewood on Rover is $49.95 per night (as of September 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 September 2026, there are 1,239 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 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. 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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