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

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

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Angela M.
Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 22 reviews
4 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: isabel g.
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isabel g.
from
$50
per night
15 years of experience
Shorewood, WI, 53211

About: I have had all sorts of pets since I was a kid - dogs, cats, fish, hamsters - so I understand body language and can know what your animal needs/wants based off that. I also worked at PetSmart, during which I was tasked with taking care of our cats and hamsters; therefore, I have ample experience with a variety of pets needs and personalities. I am currently a student, so my schedule is odd but I have plenty of time to come visit your pets or house sit! I am free everyday mainly midday and in the evening, but I can fit early morning visits as well. I can do any necessary task, be it bathing your pets, walking them, or simply feeding them and letting them out. I will also make sure they feel comfortable and safe with me before moving forward with care.

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

“Carole and Max are amazing. The last time she sat for me, I had two dogs. Sadly, I had to put one of them down and Carole and Max left me a framed photo on my beloved Sequoia. Their thoughtfulness meant the world to me and I know my dog Miley was well cared for.”

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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
• 11 reviews
6 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: David K.
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David K.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
45 years of experience
Milwaukee, WI, 53212

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

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

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

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

“Jessica was great! Super communicative and sent lots of pictures! My boys are a handful and don't like strangers, so if she can handle them she can handle any high maintenance pups!”

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Josie H.
Sitter Profile Image: Mikalanne T.
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Mikalanne T.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 64 reviews
23 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

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

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Emily S.
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
25 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

“We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future”

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Amy G.
Sitter Profile Image: Cathy L.
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Cathy L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 78 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: 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: Jacquelin C.
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Jacquelin C.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
9 years of experience
Fox Point, WI, 53217

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

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

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Claire L.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 16 reviews
8 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

“Rebecca was great with Charlie she played with her and took her on lots of walks! Also kept me updated daily and sent pictures she was great!”

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Hailey C.
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: Hannah L.
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Hannah L.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Harambee, Milwaukee, WI, 53212

“Great communication, and Kiara was very happy with Hannah looking after her!”

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Kristin S.
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: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
• 45 reviews
12 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 Whitefish Bay is $50

Pet parents share their Rover experiences - Whitefish Bay

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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

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

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Emily S.
House Sitting
5.0 out of 5 stars

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

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Becca B.
House Sitting
5.0 out of 5 stars

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

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

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Maurene P.
House Sitting
5.0 out of 5 stars

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

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

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

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
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
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

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

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

Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Whitefish Bay

Select a filter and find qualifying sitters offering house sitting.

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 on Rover is $47 per night as of October 2026. Most bookings cost between $25 and $83 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,244 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.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in 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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