Dog Boarding Whitefish Bay

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Over 569
pet parents in Whitefish Bay have booked dog boarding

Whitefish Bay, Find top rated dog boarding

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: Linda V.
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Linda V.
from
$35
per night
5.0 out of 5 stars
• 21 reviews
7 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

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Rachel J.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 172 reviews
49 repeat clients
30 years of experience
Glendale, WI, 53217

“Kim is the BEST dog sitter....period. My dog, Georgia, gets to take lots of walks, play in the fenced yard, and spend quality time on the couch with Kim's dog, but the biggest thing for me is that I TRUST that she is safe and cared for so that I can go away and enjoy myself without worrying about her. THANK YOU, KIM!”

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Jennifer B.
Sitter Profile Image: Kayla D.
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Kayla D.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
5 years of experience
Halyard Park, Milwaukee, WI, 53212

“Kayla was awesome ! Her communication was out of this world . My babygirl 🐶 really enjoyed her staycation . I’ll definitely book again — and if you’re considering booking with Kayla don’t hesitate!”

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Precious G.
Sitter Profile Image: Karlee S.
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Karlee S.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“I’m still fairly new to Rover, and it was truly a pleasure having Karlee watch my Shorkie while I was out of town. She sent updates whenever I requested them and gave my dog a new opportunity to be around a cat, which I really appreciated. What stood out most was how well Karlee was able to understand my dog’s personality. It showed that she genuinely took the time to get to know her and accommodate her individual needs. I truly appreciate the care she provided, would absolutely recommend her, and would definitely request her again!”

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Rachel J.
Sitter Profile Image: Frank C.
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Frank C.
from
$35
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
1 year of experience
Cambridge Heights, Milwaukee, WI, 53211

“Frank was great! He provided updates and photos throughout my pup’s stay. He was responsive to questions, friendly, and seemed genuinely happy to watch my dog.”

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Andrew B.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Concordia, Milwaukee, WI, 53208

“She is the best! I trust her wholeheartedly with Nellie and would encourage anyone to let her watch your pups 😊”

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Alexandra S.
Sitter Profile Image: Andrew & Taylor O.
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Andrew & Taylor O.
from
$46
per night
5.0 out of 5 stars
• 41 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Andrew and Taylor were amazing with Ella! They gave us thorough updates, asked great questions, and gave Ella lots of love! We felt confident and at ease knowing Ella was in great hands. We would definitely re-book again!”

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Rachel M.
Sitter Profile Image: Tuo J.
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Tuo J.
from
$44
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
6 years of experience
Lower East Side, Milwaukee, WI, 53202

“Tuo was fantastic! Even my picky, spoiled dog, Pumpkin, loved him. He was incredibly patient, understanding, and flexible, always accommodating our needs. I felt completely at ease on my business trip, thanks to the frequent updates and pictures he sent. It was clear that Tuo genuinely cares about animals, and he went above and beyond to make sure Pumpkin was happy and comfortable.”

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Anastasia Giyoun K.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 211 reviews
105 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

“Charlie had a very fun time at MJ's place! There were a few other dogs for Charlie to play with during her little vacation and MJ kept me updated on how she was doing and sent me several pictures as well! I'm very glad I found MJ and would recommend him if you're looking for a loving home for your pup to stay at!”

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Leana T.
Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Lower East Side, Milwaukee, WI, 53202

“Genevieve is an absolute DREAM dogsitter. We booked her to watch our older dog at her place while we traveled. She was perfectly suited for this type of booking on all levels. Super communicative, responsive, & kind. She kept our pup active and took her on some fun excursions! 10/10!”

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Krissy A.
Sitter Profile Image: Maxwell E.
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Maxwell E.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
20 years of experience
West Allis, WI, 53219

“Max and his girlfriend took great care of my pup!! She loved having other dogs to play with. Max has a wonderful personality and vibe. He is very compassionate and you can tell has a spot in his heart for dogs. My pup had a ton of time playing outside, took walks and had a park adventure. Max is accommodating and was happy go alloys my pup to relax on the furniture and most importantly sleep/snuggle up in bed at night. Would HIGHLY recommend anyone to Max gor dog sitting.”

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Sarah S.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 68 reviews
27 repeat clients
15 years of experience
Washington Heights, Milwaukee, WI, 53208

“I would leave my pup with Michelle again in a heartbeat! The way she cares for dogs is inspiring. She goes above and beyond for our furry friends. Thank you Michelle!!!”

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Kali B.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$40
per night
5.0 out of 5 stars
• 42 reviews
11 repeat clients
5 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

“Elizabeth is so friendly I immediately knew Spike was in good hands. Even better, her two boys are full of joy and were ready to pet and snuggle with my pup. When I came to pick Spike up, he looked ready to stay with his new friends!”

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Shannon W.
Sitter Profile Image: Esther J.
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Esther J.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

“Ester was great with Zeus. Zeus is very energetic, and had a wonderful time. I was sent videos of him during his stay. Will definitely book with Ester again.”

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Heather B.
Sitter Profile Image: Sofia G.
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Sofia G.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
3 years of experience
Bayside, WI, 53217

“Yizzy was well cared for and loved on by Sofie! I would recommend Sofie for your cat sitting needs!”

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Maureen A.
Sitter Profile Image: Justin F.
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Justin F.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Mequon, WI, 53092

“My dog was both loved and well cared for!”

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Andrea L.
Sitter Profile Image: Ben D.
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Ben D.
from
$42
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
Wauwatosa, WI, 53226

“Porter absolutely loved Ben and his dog Melvin! Ben regularly updated me with pictures and administered medication that Porter needed. I really appreciated how attentive was! I plan to rebook him later this month!”

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Elizabeth G.
Sitter Profile Image: Kylie E.
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Kylie E.
from
$42
per night
5 years of experience
Bluemound Heights, Milwaukee, WI, 53213

About: Hi! I’m Kylie. I’m a work from home dog mom that loves taking walks during the day and throwing a toy in the backyard as a nice step away from my desk. I have a 4 year old male golden retriever who loves to sleep, play with other dogs, go on walks and chill in his pool. Working from home is a huge benefit, but I also want to care for other dogs during the day while their parents need to be in office or away for the day. I will treat them as my own! I work from home and need those walking breaks for mental clarity. I also toss the ball for my dog when I need fresh air and time with my pup. I am blocked all weekends but please message me as I may be available! I have a fully fenced in back yard, 1 friendly golden retriever and 2 indoor cats. 1 cat will hide during the day, the other is super friendly and lays by my feet. They are both around dogs constantly.

Sitter Profile Image: Nikki G.
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Nikki G.
from
$50
per night
5.0 out of 5 stars
• 60 reviews
12 repeat clients
25 years of experience
Brookfield, WI, 53005

“Nikki and her family were amazing with my dog Sweet Potato! He was well looked after and Nikki sent me plenty of sweet updates. Sweet Potato came home one happy pup. Would definitely recommend!”

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Lena J.
Sitter Profile Image: Sara & Ethan C.
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Sara & Ethan C.
from
$65
per night
5.0 out of 5 stars
• 12 reviews
7 years of experience
Lower East Side, Milwaukee, WI, 53202

“Ethan and Sara were amazing! They took fantastic care of our dog, Auggie. A super responsive, thoughtful, and caring couple. They kept us updated while we were on our trip, asked great questions, and kept Auggie exercised (his favorite thing to do), happy, and comfortable. Would recommend 🌟 and look forward to another opportunity to have them dogsit for us!”

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Jayme B.
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The median cost per night for dog boarding in Whitefish Bay is $45

Dog parents share their Rover experiences - Whitefish Bay

1 / 1
5.0 out of 5 stars

Blu had a fun time with Linda! She updated me daily with pictures of Blu and he was having a blast. I will definitely bring him back in the future!

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Jesse O.
Boarding
5.0 out of 5 stars

Wonderful experience! She was kind, attentive, and took great care of my dogs. She was very responsive and sent pictures throughout their stay, which I really appreciated. I would definitely recommend her and book with her again!

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Anna R.
Boarding
5.0 out of 5 stars

Kim was great with my fur baby, she provided updates and pictures, and gave Kaya lots of cuddles. I will definitely be using Kim again in the near future.

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Laura S.
Boarding
5.0 out of 5 stars

Angie was great! She was so accommodating, very responsive, and sent me many updates during my time away. I knew Phinney was in good hands with her. I'd definitely use her again and would recommend her to others as well.

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Sonia C.
Boarding
5.0 out of 5 stars

Gabriel kept us in the loop with lots of updates and pictures. Our dog seemed to have a really great time with Mel!

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Caitlin L.
Boarding
5.0 out of 5 stars

Lisa was great! Very responsive, calm, and genuinely caring. I would definitely leave Phinney with her again.

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Sonia C.
Boarding
5.0 out of 5 stars

Alisha was wonderful!! She watched our dog Bonnie who has some complicated meds, and Bonnie was so well taken care of. Alisha shared pics and updates and Bonnie was even playing fetch by the end of her visit- happy girl! Thanks Alisha!

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Susan B.
Boarding
5.0 out of 5 stars

Auria was great! We met prior to our booking and she asked pertinent questions that showed she cared about taking care of our dog; not just having her hang around her house for a few days. We will definitely book with Auria again.

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Jami M.
Boarding
5.0 out of 5 stars

My anxious dog settled in beautifully with Frank and his two little dogs, allowing me to enjoy a worry-free two week vacation. Frank sent updates with photos which greatly reassured me that all was going even better than hoped. Honey clearly enjoyed a relaxing time with Frank in his home and made new friends with his dogs. I highly recommend Frank and would not hesitate to rebook with him!

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Tracy H.
Boarding
5.0 out of 5 stars

Katie and her lovely family took fabulous care of our Cavi, Marley while we were out of town for 10 days. He obviously got lots of snuggles, attention and playtime wile in their care. We’re just glad Marley didn’t want to stay with them rather than us when we returned 🤞! We will definitely be calling them for future boarding needs!

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Julie H.
Boarding
5.0 out of 5 stars

Liz is a great sitter. She sent pictures and updates every day while I was gone, and was very flexible with my travel plans.

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Becky G.
Boarding
5.0 out of 5 stars

Very good caregivers Loki arrived very happy I highly recommend them for the next trip I will contact them again 😊

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Emely V.
Boarding
5.0 out of 5 stars

Highly recommend! They were great and updated me with photos daily, and kept my dog active. Angela was accommodating with drop-off and pick-up times.

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Lily D.
Boarding
5.0 out of 5 stars

Wonderful person and so accommodating as I scrambled to find a last minute stay for our pup. Miranda had great communication and Nellie got the most comfortable vacation!

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Erin C.
Boarding
5.0 out of 5 stars

Julia & Colin were wonderful with our 10 year old maltese. I could tell they gave her lots of love and took great care of her 😊

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Ashley K.
Boarding
5.0 out of 5 stars

Mika is awesome. She is trustworthy and skilled in relating to my dog who was immediately comfortable at our meet and greet. Mika sent pictures during my trip and reassured me that everything was cool. I am so glad we connected and I will be reaching out to her again without a doubt.

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Lisa K.
Boarding
5.0 out of 5 stars

Lori was very communicative throughout the stay and flexible with pickup and drop off. She took great care of Rosie and sent pictures each day. Would highly recommend!

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Abby S.
Boarding
5.0 out of 5 stars

Thank you very much again for taking care of Spots and Lorenzo. They always are so comfortable and came back happy.

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Mariana G.
Boarding
5.0 out of 5 stars

Kylie was so fun and patient with our anxious guy. Definitely willing to deal with his quirks (loud barking) and find solutions to ease his worry.

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Lora E.
Boarding
5.0 out of 5 stars

Jaki is simply the best when it comes to pet care!! She is so caring and attentive I never have a concern when my baby is in her care.

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Chloe E.
Boarding
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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 dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  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 dog boarding - Whitefish Bay

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Whitefish Bay average 12
repeat dog boarding clients

FAQs for Dog Boarding - Whitefish Bay

Frequently asked questions about Rover

The average cost of Dog Boarding in Whitefish Bay is $50 per night as of November 2026. Most bookings cost between $37 and $61 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 November 2026, there are 799 sitters on Rover offering Dog Boarding across Whitefish Bay. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

93% of sitters in Whitefish Bay can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Whitefish Bay home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Whitefish Bay.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Whitefish Bay. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 93% 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.

You and your Whitefish Bay sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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