House Sitting Whitefish Bay

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

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Over 107
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: 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: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 65 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53212

“Melissa took care of our dog Ruby/house and we could just enjoy going on our vacation. Melissa is very thoughtful and caring. Deeply appreciated!”

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Susanne M.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 228 reviews
67 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: 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: Keisha P.
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Keisha P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 56 reviews
26 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: 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: Abby F.
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Abby F.
from
$35
per night
4.9 out of 5 stars
• 19 reviews
3 repeat clients
1 year of experience
Milwaukee, WI, 53222

“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.
Sitter Profile Image: Jenna P.
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Jenna P.
from
$65
per night
5.0 out of 5 stars
• 55 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53206

“I am very very protective over my dog who is a pitbull mix. Jenna is amazing. From day one she made it clear she was confident in working with my dog. My dog is like my child and I wouldn't even trust family to watch him. She gained a relationship with him first starting with weekly walks and he warmed up to her. The updates she provided allowed for a worry free trip out of state knowing my dog was in great hands. Couldn't have asked for a better person to trust with my doggos care!”

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Chris C.
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: Sarah S.
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Sarah S.
from
$38
per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Lincoln Creek, Milwaukee, WI, 53218

“She was so compassionate to my sweet girl and gave me lots of updates. Gave me so much peace of mind!”

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Mindy P.
Sitter Profile Image: Malissa N.
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Malissa N.
from
$75
per night
5.0 out of 5 stars
• 56 reviews
22 repeat clients
8 years of experience
Upper East Side, Milwaukee, WI, 53211

“Malissa was absolutely WONDERFUL! My little feral cat has NEVER snuggled with a sitter on the first visit, but Malissa had the magic energy and my boy felt safe enough to snuggle! Both my boys were very happy upon our return, she sent lots of photos, and my heart was so at ease knowing my kids were well taken care of! Thank you Malissa!”

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Kate M.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$35
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Harambee, Milwaukee, WI, 53212

“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.
Sitter Profile Image: Ana B.
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Ana B.
from
$75
per night
5.0 out of 5 stars
• 240 reviews
39 repeat clients
11 years of experience
Shorewood, WI, 53211

“Ana was beyond amazing with our Oliver! They really became fast friends and it gave us such peace of mind on our trip to know he was being taken care of so well.”

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Amy G.
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: Lucia M.
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Lucia M.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
9 repeat clients
10 years of experience
Whitefish Bay, WI, 53217

About: I’ve taken care of pets since I was 10. I have a golden retriever now and love all kinds of dogs. I grew up around dogs my whole life so I am very comfortable with them! I have 3 years of experience in dog walking as well as housesitting. I graduated college in May and am back at home. I now have a lot of open availability! I have a golden retriever who I walk three times a day, morning, evening and night. At my house I have a fenced in backyard but I also like to take my dog for long walks as well. I am comfortable walking dogs long distances.

Sitter Profile Image: Jamila M.
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Jamila M.
from
$65
per night
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“Awesome job! Would highly recommend. Expert care of our needy, elderly Great Pyrenees, and pure wizardry with our little shepherd who can be tricky unless you’re in her pack.”

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Jon G.
Sitter Profile Image: Flor F.
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Flor F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Flor was very communicative, responsive and easy to work with. She took excellent care of our puppies and our home. Would recommend and book again.”

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Andy D.
Sitter Profile Image: Maesen R.
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Maesen R.
from
$30
per night
3 years of experience
Murray Hill, Milwaukee, WI, 53211

About: I have experience dog sitting over multiple days on several occasions. I’ve cared for Great Danes, Chihuahuas, and a pug, and grew up with family dogs including a Sheltie, Australian Shepherd, and rescue Pit Bull/Boxer mix. I’m comfortable caring for dogs of different sizes, ages, and personalities. I’m currently attending UWM, my schedule has some good-sized gaps between classes, which gives me flexibility during the week for drop ins or walks. I’m also generally free Friday through Sunday I provide care in the client’s home and will follow their instructions and their pet’s normal routine. I’ll keep pets safe and supervised, respect their space, and make sure they receive plenty of attention and care.

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: Brett S.
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Brett S.
from
$48
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Northpoint, Milwaukee, WI, 53202

“Took good care of Indigo and sent many photos during sitting period.”

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Yong Jae C.
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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

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

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

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

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

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

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

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

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

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

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

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

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.
House Sitting
5.0 out of 5 stars

Evelyn was wonderful! She stayed with our dog during a long trip and was always responsive and made sure to send us updates and pics while we were away!

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Phoenix B.
House Sitting
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

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

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
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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

    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.

How to book house sitting

  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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Whitefish Bay

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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 of House Sitting in Whitefish Bay is $47 per night as of October 2026. Most bookings cost between $25 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 1,230 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 , 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 Whitefish Bay. 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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