Dog Boarding Whitefish Bay

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Over 556
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.

1 / 1
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53211

Julia and Colin were great! They communicated well and even met Toast before boarding! We received a lot of pictures where our dog was smiling and having a good time with them. We will definitely book again!

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Lakara T.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
164 reviews
46 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was amazing with Millie! Millie stayed with her for three nights, and Kim kept in touch and sent us pictures every day. It looked like Millie had a wonderful time and was very happy and comfortable with her. We had such a great experience and would definitely have Millie stay with Kim again!

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Shanna P.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
225 reviews
95 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda is GREAT! She is very accommodating as my flight was delayed and I was two hours late picking my gremlins up. Her home is very clean and organized, and best of all my boys has bonded with her. I would definitely recommend to new and current clients. There is no doubt of future bookings with Yolanda, as she is now the boys home away from home.

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Cheryl M.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew and his family treated my Oscar as part of their family. He was in constant communication with me while I was away in Italy for almost 3 weeks. Andrew is very kind and very easy/flexible. I would recommend him to anyone that needs a trustworthy person to watch their furbabies! Thank you Andrew!

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Nikki M.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

Ashley was an amazing dog sitter for our pup! She communicated throughout the stay, sent pictures, and made him feel at home! I highly recommend! Thank you for the experience!

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Makalia P.
Sitter Profile Image: Gabriel M.
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Gabriel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
40 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

Gabriel was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!

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Jordan P.
Sitter Profile Image: Linda V.
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Linda V.
from
$32
per night
5.0 out of 5 stars
5 reviews
5 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: Monique B.
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Monique B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
281 reviews
82 repeat clients
20 years of experience
Mequon, WI, 53097

Our anxious dog enjoyed her stay with Monique! I could tell that Monique took her time with Maggie and accepted that she just gets anxious upon arrival and departure. Would recommend!

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Jen H.
Sitter Profile Image: Frank C.
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Frank C.
from
$35
per night
5.0 out of 5 stars
14 reviews
4 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: Auria R.
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Auria R.
from
$60
per night
5.0 out of 5 stars
167 reviews
70 repeat clients
40 years of experience
Glendale, WI, 53209

Auria did a great job taking care of our 7 month old lab puppy. It was the first time we had used a service like this and were a little nervous, but Auria did a wonderful job communicating with us and sending pictures to update us during our dog's stay with her. Our dog also had a great time playing with Auria's dogs - as a puppy I think this worked out particularly well as our dog was able to get more time socializing with other dogs than she does as an only dog at home. We would not hesitate to use Auria again for a homestay!

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Nissa F.
Sitter Profile Image: Alisha C.
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Alisha C.
from
$39
per night
4.8 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Riverwest, Milwaukee, WI, 53212

Alisha was great with my two pugs last weekend. She was very understanding of my quirky older dog's needs. Her boxer is so friendly and a wonderful playmate or pillow for doggy guests!

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Amber R.
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
210 reviews
103 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was great, my usually shy skittish dog immediately felt comfortable and started playing with the other dogs staying there. MJ clearly understands animals

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

About: Hi there! We are recently new residents to Milwaukee and the Lower East Side and we would love to make some new friends in the neighborhood! We have gained a lot of experience caring for a variety of different pets in Chicago for over a year on Rover before our move. Personally, both of our families owned dogs & cats throughout each of our childhoods which has given us a natural experience with pets as well. We look forward to the opportunity to meet your beloved dogs & cats! BOARDING CLIENTS: We have recently opened our services for boarding dogs in our apartment! I work remotely 5 days a week at home so your dog will have no shortage of attention and care! We are deeply considering getting our own dog soon, so we’re treating every boarding guest like our test run! Your pup will get all the love, structure, and attention we’re practicing for our future family member—plenty of walks, play, cuddles, and a calm apartment to call home while you’re away! Please ask us any questions you may have! Andrew works fully remote 5 days a week and the nature of my job is very flexible so I am able to step out if needed/when requested. Taylor is fully in office but may occasionally be available. Additionally, we’re particularly looking to use some of our free time we have on the weekends to care for some pets together! We want to earn your trust that your animals are safe with us, and respect your home & privacy in doing so. Kindly communicate your preferences and your pet’s needs so we can make sure we’re doing everything we can to facilitate a comfortable experience for you and your pet from start to finish!

Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$40
per night
4.9 out of 5 stars
54 reviews
15 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Dani & Aiden were great with our dogs and very accommodating. They are extremely flexible with timing and sent us plenty of pictures through out our dogs stay.

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Courtney P.
Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$47
per night
5.0 out of 5 stars
54 reviews
20 repeat clients
45 years of experience
Whitefish Bay, WI, 53217

Our dog’s stay with Lisa was awesome. Lisa really seemed to truly care for our dog as if she was her own, and I felt entirely comfortable that our dog would be well loved while we were away. Great communication, great experience!

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Kristin D.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
61 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

This was my first time using Rover and I couldn’t be happier with Dawn and her husband! They were so welcoming at our Meet and Greet and made us feel very comfortable leaving Zeke overnight. She sent us updates and pictures of him having a blast in their back yard, so I could tell Zeke was having a great time. I highly recommend Dawn and will definitely be booking with her again in the future!

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jordyn w.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
28 reviews
9 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura did a great job with my pup again! I know that he is well cared for and safe when she is taking care of him. He always has a great time with her dog Diesel and goes on nice walks. I love how he always comes back to me good and tired! I highly recommend Laura and I will definitely be using her again!

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Jessica W.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53222

Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾

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Renee B.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
119 reviews
43 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee took great care of my 1-year old pup. He had fun playing with her dogs, and she was willing to take him at the last minute. She is very friendly and responsive.

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Jill F.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
51 reviews
12 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

Sherry was so amazing in accommodating my senior pup within her home. Tedi was very comfortable and was able to enjoy all of her favorite things with Sherry from naps on the couch to car rides. I appreciated the photos and updates I received and could not have felt more comfortable being away from Tedi for an extended period of time. Definitely will be asking for a repeat stay should her schedule allow!

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Jeanee S.
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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

Kim is so wonderful! We tried boarding our dogs and they did not like it, this was our first time our dogs stayed with someone else other than family. It felt so good to not be stressed about the dogs. They were so happy, Kim sent tons of pictures, stayed in contact! She has changed our life’s. She’s the best! We are so grateful for you!!! Will be using her services from here on out. THANK YOU!

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Melissa P.
Boarding
5.0 out of 5 stars

Devashi was amazing with our pup, Fuji! She was so gentle and kind with Fuji, who is typically a nervous and shy dog. She sent us photos and updates, and when we picked her up, she was so happy and smiley. I know Fuji is looking forward to her next visit with Devashi.

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Janice B.
Boarding
5.0 out of 5 stars

Gabriel was great with our pup. Excellent communication and we saw lots of tailwagging throughout the stay.

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Elizabeth D.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Alisha was great with my two pugs last weekend. She was very understanding of my quirky older dog's needs. Her boxer is so friendly and a wonderful playmate or pillow for doggy guests!

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Amber R.
Boarding
5.0 out of 5 stars

Lisa took the best care of Archie! She sent us pictures and messages to let us know how he was doing throughout the week. She was also quick to respond to any questions we had. She was flexible as always with pick up and drop off times and made it super easy. Lisa is the best!!!!

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Jen R.
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

Frank was so kind and patient with our 8 month old puppy. He sent regular updates and photos. I would highly recommend him. He clearly loves dogs, even when they are a bit challenging.

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Elizabeth F.
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

Auria was a great sitter. Macy seems to have enjoyed playing with her dogs. She sent us updates during her stay. We would recommend her to others.

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DeWayne B.
Boarding
5.0 out of 5 stars

Angie was great to work with. Despite my dog Jozzie’s quirks and mannerisms she was bow to make her feel at home and comfy. I also appreciated the photos she took of Jozzie lounging around in their spacious back yard on the river ! Thanks Angie. I hope you can take care of Jozzie in the future!

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David B.
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

Katie and her family are amazing in every way of the word. From the moment we met, it was clear that they genuinely care about animals and treat every pet as if it were their own. They provided regular updates, photos, and messages, which gave me complete peace of mind knowing my dog was happy, safe, and well cared for. They maintained our dog's routine, made sure plenty of exercise and playtime were included each day, and, most importantly, gave lots of pets and love. Katie and her family are professional, reliable, trustworthy, and compassionate. I would absolutely trust them with my dog again and wholeheartedly recommend them to anyone looking for a truly outstanding pet sitter.🐾❤️

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Myja R.
Boarding
5.0 out of 5 stars

Liz took such great care of Stormi. I knew I was leaving my somewhat anxious dog in very capable hands. She gave me updates, sent pictures and was super responsive. Highly recommend!!

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Kit T.
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
5.0 out of 5 stars

Megan has been incredible! She treats our dog cooper like her own. They have gone to dog parks, boat rides, beer gardens, runs, and more! Her golden doodle, Sunny, is best friends with Cooper and they play so well with each other! She always sends pictures and updates which we love. We have also used Megan for walks and she is punctual and always takes pictures!

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Lauren L.
Boarding
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Popular requests for dog boarding - Whitefish Bay

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Sitters in Whitefish Bay average 12
repeat dog boarding clients

FAQs for Boarding - Whitefish Bay

Frequently asked questions about Rover

The average cost for Dog Boarding in Whitefish Bay on Rover is $49.95 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Dog Boarding. For more information on service fees, click here .

As of September 2026, there are 821 sitters on Rover offering Dog Boarding across Whitefish Bay. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

85% of Whitefish Bay sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Whitefish Bay landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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.

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