House Sitting Whitefish Bay

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

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Over 105
pet parents in Whitefish Bay have booked house sitting

Whitefish Bay, 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.

1 / 1
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
110 reviews
20 repeat clients
17 years of experience
Fox Point, WI, 53217

Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!

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Vicki W.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
187 reviews
41 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: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
189 reviews
47 repeat clients
20 years of experience
Shorewood, WI, 53211

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: Elaina H.
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Elaina H.
from
$28
per night
10 years of experience
Whitefish Bay, WI, 53217

About: I’ve dog sit for families since I was a teenager, and I’ve always been very reliable. I’ve had all different types of breeds of dogs growing up as well. I currently work as a teacher; so I’m off for the summer. I can help any time! I can be there as early as needed. I love walking dogs and am always very interactive with all animals. I’ll never left them get bored and think stimulation for them is very important.

Sitter Profile Image: Alexandra I.
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Alexandra I.
Star Sitter
from
$70
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again

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Phil S.
Sitter Profile Image: Acacia L.
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Acacia L.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

Acacia was great--responsible, easy to work with, comfortable with Tori.

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Brian T.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 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: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
26 reviews
10 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine did a wonderful job house sitting. She took attentive care of our two dogs and cat. She provided great updates and our dogs looked so happy in every picture. We had total peace of mind with Catherine watching our home.

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Bill K.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
28 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Riley was wonderful with our boys. They are relatively recent rescues, so have some behavioral quirks. Riley quickly sussed out how to approach the boys. She sent regular updates and photos, which I so appreciated!! I wouldn't hesitate to have her stay with Rocky and Gordo anytime!

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Cathi W.
Sitter Profile Image: Evelyn E.
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Evelyn E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Upper East Side, Milwaukee, WI, 53211

Evelyn did a fantastic job taking care of our pup for a long weekend. She made sure he had food, plenty of walks, and all the snuggles while we were gone. Thanks for everything, Evelyn!!

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Samantha L.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Glendale, WI, 53209

I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.

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Paulo A.
Sitter Profile Image: Camila S.
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Camila S.
from
$45
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Milwaukee, WI, 53209

Camila is delightful to work with. She took good care of our two small dogs and communicated well. Trustworthy, smart, and easy to work with.

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Elizabeth E.
Sitter Profile Image: Alhana S.
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Alhana S.
from
$45
per night
4.7 out of 5 stars
7 reviews
4 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: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
208 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

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Nicole W.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
354 reviews
110 repeat clients
35 years of experience
Milwaukee, WI, 53212

I cannot recommend Travis enough! I only hesitate to write a positive review because I don’t want him to be booked the next time we need him! :) We we’re hesitant booking someone we didn’t know off of rover and he was so gracious to do a meet and greet before hand. He sent updates and photos of the pups, grabbed all of our mail/packages, and left the house cleaner than he found it. He will definitely be our first choice to stay overnight with our pups next time we’re out of town.

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Sami S.
Sitter Profile Image: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
46 reviews
21 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was great! She watched our 2 doodles, one with a bit of an attitude! She sent texts when she had questions and sent us pictures. Will definitely book with her again!

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Marie G.
Sitter Profile Image: Cassidy M.
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Cassidy M.
from
$28
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Riverwest, Milwaukee, WI, 53212

Cassidy was great! Very communicative, responsible and trustworthy! She sent pictures and took very good care of our dogs! We would love to have her stay with them again for sure!

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Shelley M.
Sitter Profile Image: Julianna W.
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Julianna W.
from
$44
per night
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Milwaukee, WI, 53202

Julianna was incredible! She stayed at my house for a week while we were gone to watch Sophia. She kept me updated on everything that was going on and gave her some extra love when she needed it. Sophia doesn’t love being away from us but Julianna made sure she was okay and did everything she could to make sure she was happy! Would definitely recommend her <3

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Maria B.
Sitter Profile Image: Noelle W.
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Noelle W.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Shorewood, WI, 53211

Noelle is a wonderful sitter and took great care of our husky. He adored her. She is very communicative and took great pictures so we knew he was in good hands. 😊

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Sara P.
Sitter Profile Image: Margaret V.
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Margaret V.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Whitefish Bay, WI, 53217

Margaret was super responsive and very attentive to our cats while we were away! She was great!!

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Grace G.
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The median cost per night for house sitting in Whitefish Bay is $50

Pet parents share their Rover experiences - Whitefish Bay

1 / 1
5.0 out of 5 stars

Cassidy was great! Very communicative, responsible and trustworthy! She sent pictures and took very good care of our dogs! We would love to have her stay with them again for sure!

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Shelley M.
House Sitting
5.0 out of 5 stars

Thanks so much Yacob! Appreciate all you do for our Harvey. We are licky to have you and your support.

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Nick A.
House Sitting
5.0 out of 5 stars

Travis took incredible care of our two dogs and handled a genuinely chaotic situation with so much calm and flexibility. The night before we left, our AC failed during a heat wave. While we were stuck across the country juggling an HVAC company and a landlord who wasn’t prioritizing the issue at all, Travis kept the dogs safe, comfortable, and monitored. He checked in regularly so we knew how they were doing, and he adjusted his schedule so repairs could be made. His support made a huge difference for our peace of mind during a very stressful situation for us and I’m sure him. One of our dogs is anxious, skittish, and extremely high‑energy, and Travis did an amazing job letting her warm up at her own pace while still getting her out for consistent walks. Both dogs were well cared for the entire stay. We’re so grateful for how he handled everything and will absolutely book with him Again. Thank you Travis!

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Charlotte B.
House Sitting
5.0 out of 5 stars

Nikki went above and beyond for our dog and two birds when house sitting for us! We received regular pictures and updates and they were well cared for.

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Barret S.
House Sitting
5.0 out of 5 stars

Riley was wonderful with our boys. They are relatively recent rescues, so have some behavioral quirks. Riley quickly sussed out how to approach the boys. She sent regular updates and photos, which I so appreciated!! I wouldn't hesitate to have her stay with Rocky and Gordo anytime!

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Cathi W.
House Sitting
5.0 out of 5 stars

Kiara was so happy to see Melissa, and we could be out for the evening knowing our pup was in good hands.

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Kristin S.
House Sitting
5.0 out of 5 stars

First time user of Rover, and we love Sydney! Our dogs loved her, which one of our dogs is not a fan of strangers. But he approved so much that he jumped up and cuddled next to her immediately. Which DOES NOT happen! She was thorough with asking questions. We will be using Sydney again!

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Melissa R.
House Sitting
5.0 out of 5 stars

Ana is the best! So easy to work with and great with our little guy, can't say enough good things about her really.

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Amy G.
House Sitting
5.0 out of 5 stars

Patrick was great! He took good care of our two Doggos over a long weekend and sent us pictures each day. We wouldn’t hesitate to use Patrick again in the future!

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Patrick M.
House Sitting
5.0 out of 5 stars

Evelyn was great to work with! She was prompt and very flexible when we needed to do the meet and greet on short notice. She took good care of Theo and Melody, they both seemed quite content when we came back from our trip! Daily updates with photos are always appreciated. Would definitely like to work with her again!

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krupa s.
House Sitting
5.0 out of 5 stars

Laura was absolutely wonderful and my dog, Rocky, seemed very happy to be with her while we were gone! I reached out to Laura last minute when my other arrangement fell through. We squeezed in two meet and greets within a week just to be sure Rocky was a good fit for her and vice versa. She took notes and really listened to all of the info I shared about Rocky’s needs, quirks, etc. I felt very confident in leaving him with Laura and having her stay at our home. She sent a daily update with a few photos each day, and Rocky was happy as a clam playing, snuggling, and walking to the park with her. I highly recommend Laura and plan to have her stay with Rocky again later this summer!

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Elizabeth Z.
House Sitting
5.0 out of 5 stars

Christie took great care of my dogs as well as my home. It is difficult to meet someone once or twice then have them stay in your house but I had no concerns about Christie at all and I was able to leave and enjoy my trip without worry. My dogs loved her from the start and seemed very happy to have her stay. I will be rebooking with her!!!

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Claire M.
House Sitting
5.0 out of 5 stars

Marilia was wonderful! Our cat, Zoe, was clearly in highly experienced, responsible, and caring hands. Marilia kept in close touch with any questions that came up and send regular updates. The entire experience gave us great peace of mind and we hope to hire Marilia for future cat-care needs.

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Vicky U.
House Sitting
5.0 out of 5 stars

Ruby did a wonderful job dog sitting our dog while we were abroad for over a week! She too great care of our dog and sent daily updates. I would highly recommend her!

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Marissa W.
House Sitting
5.0 out of 5 stars

Carly was great! She was responsible and professional, paid attention to what our husky needed, and communicated clearly with us.

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Kristin S.
House Sitting
5.0 out of 5 stars

Carrianne is fantastic. She befriended my shy cat on their first meeting. Great and responsive at communicating about everything. Completely understood the medication schedule and carried it out. Really grateful to have found someone so responsible and caring.

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Eleanor H.
House Sitting
5.0 out of 5 stars

Jackie was so wonderful in helping take care of our cat and dog while we were away for a week! She’s incredibly kind, and it was clear that our animals took to her almost immediately. Jackie spent some time at our house during the week to keep our cat company, while our dog slept at her house. We came back to our home looking just as we left it. Highly recommend an would use again in a heartbeat!

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Adam T.
House Sitting
5.0 out of 5 stars

Julia was an awesome companion for my pup, Malakai, today. She arrived on time, sent me several photos and updates throughout the day, and followed all my instructions for Malakai's care. He seemed to really enjoy his time with Julia and I would definitely use her again.

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Kay B.
House Sitting
5.0 out of 5 stars

Madison’s watched our 1yo hound puppy overnight twice now - once with a cone and once without. Both times were easy, without any problems!

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Nick W.
House Sitting
5.0 out of 5 stars

Hi Michelle, Thank you for taking such great care of Una (dog) and Larry (cat) this weekend. Larry usually hides from strangers, so the fact that she sat out with you shows how comfortable they both were in your company. We appreciated the consistent updates and photos, as well as you taking Una for a walk. Thank you also for cleaning Larry's box.  The house looks wonderful, and both pets seem very relaxed. You are a pleasure to work with, and I would highly recommend your services to anyone. We look forward to booking you again in the future.

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Regina 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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

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Sitters in Whitefish Bay average 4
repeat house sitting clients

FAQs for House Sitting - Whitefish Bay

Frequently asked questions about Rover

The average cost for House Sitting in Whitefish Bay on Rover is $47.17 per night (as of July 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 July 2026, there are 1,307 sitters on Rover offering House Sitting across Whitefish Bay. 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 Whitefish Bay 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 Whitefish Bay 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 Whitefish Bay 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 Whitefish Bay. 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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