Dog Boarding Wind Lake

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Over 66
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Wind Lake, Find top rated dog boarding

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Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 35 reviews
4 repeat clients
20 years of experience
Muskego, WI, 53150

“She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again”

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Maddy L.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 46 reviews
21 repeat clients
20 years of experience
Waterford, WI, 53185

“Kam was totally awesome. Mango seemed right at home with her, her family and her pets. She sent multiple pictures everyday assuring us that Mango was happy and content. I would use her again in a heartbeat if ever I find myself in Milwaukee again”

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Jay N.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 38 reviews
18 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

“Ashley and family once again made Rocco feel at home. He was spoiled with attention, and always looked happy in the regular pictures we received. Rocco tends to be anxious, but always seems comfortable in Ashley’s home.”

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Jeanne H.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 279 reviews
135 repeat clients
25 years of experience
Genoa City, WI, 53128

“Deanne was very welcoming as I plan on using her marvelous boarding again! She really cares and appreciates animals. Thanks so much Deanne for peace of mind while we are away from home!”

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Lisa M.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
21 repeat clients
50 years of experience
Oak Creek, WI, 53154

“I'm a first-time user of Rover and am very glad I did. Now I'm not only a big fan, but plan on being a repeat customer of Rover and Debbie L. She was everything one could hope for in a dog-sitter. We met for a "meet and greet" so she could get to know Jules before taking her in. We discussed how I train Jules, her habits and idiosyncracies, her health and medications - essentially everything I believe a caregiver should want to know. While I was gone, she sent daily pictures of Jules enjoying herself. To be candid, I think Jules was hesitant to return to me. Debbie L was awesome!”

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Robert M.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 433 reviews
139 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“Rocky loves their house and always has a great time! They are very accommodating with timing and care, super responsive, care for every dog like their own, and send picture and video updates of your furry family having fun”

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Brendan F.
Sitter Profile Image: Heather L.
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Heather L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 38 reviews
13 repeat clients
12 years of experience
Kenosha, WI, 53142

“Heather is wonderful & took great care of Scout. She was really responsive and sent multiple updates. Scout enjoyed his time with her & her family & is looking forward to his next stay.”

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Colleen S.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 151 reviews
54 repeat clients
20 years of experience
New Berlin, WI, 53146

“Angie did such a great job with my furbabies! I appreciate the fact she does this full time and works with such a variety of dogs and personalities. She was so kind, accommodating and loves what she does. Thanks Angie!”

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Wendy P.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 113 reviews
32 repeat clients
25 years of experience
Greenfield, WI, 53228

“Mary was such a wonderful dog sitter! My family and I were always checking my phone for updates with the pictures and videos she would send! She had all the necessary things provided over the 4 days! We showed up with our pups and their food and they were good to go! Thank you for everything, the dogs had a blast running around with the other dogs! I would highly recommend, certainly will use her again!”

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Mike L.
Sitter Profile Image: Carol &  Steve B.
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Carol & Steve B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
25 years of experience
Muskego, WI, 53150

“We searched high and low for the right place and people to care for our dog Stella, and we could not be more grateful to have found Carol and Steve. Carol and Steve were ideal people with whom we could safely leave Stella. They have an incredibly well-maintained (and absolutely gorgeous) property of which the backyard is completely fenced in, which gave Stella plenty of time and space to run around and sniff to her heart's content. My husband and I were certain while we were gone that Stella was getting as much exercise and outdoor time as she wanted. This was a wonderful reassurance as we had never boarded her anywhere else before and were nervous that she'd have to be stuck in a kennel or a room for most of our absence. Not so once we found this wonderful couple! Carol and Steve followed our instructions for Stella to the letter and it was clear they were both very comfortable and at ease taking care of our dog. No issues whatsoever and we have absolutely nothing but positive things to say about our experience with them. Possibly the BEST part about having booked with Carol and Steve is their impeccable communication. We never - at any point - had to wait long for a response, whether we were asking a question or just communicating logistics regarding Stella's stay. They also made sure to send along regular update messages with pictures while we were gone, typically twice a day. This factor alone made this the most relaxing trip we've taken as a family to date. It gave us complete peace of mind to read and see that Stella was not only doing okay, but was being well taken care of, snuggled, loved, played with, and included as a part of their home. What a treat to find people who will care of your pet the way that you would yourself. We can't recommend Carol and Steve highly enough. Do yourself a favor and hire them. They're exceptional!”

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Erica H.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Andrew and his family were amazing with Oscar. They treated him like he was a part of their family. I so appreciate everything they did! Thank you so much!!!”

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Nikki M.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 123 reviews
46 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Great experience, took great care of my dog while away. Very flexible & understanding when I had travel issues. Would definite recommend as a sitter.”

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DeShawn P.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$27
per night
30 years of experience
Waukesha, WI, 53186

About: I welcome your fur babies to play with our own dogs in our home and fenced in backyard for plenty of room for playtime. A lot of doggie play dates with neighbors dogs too. Have experience with young and senior pets of our own. I foster dogs as well with Rescue Gang and after adopted honored to have several come back here for us to babysit. So much love be to shared and our own dogs are very welcoming! I work from home and ready to spoil your dogs. Pretty open schedule to help accommodate your needs at our loving, playful home. Lots of potty breaks for your fur babies and playtime. I have a fenced in yard and can run around and play with our own dogs who are very friendly. They will get lots of cuddles and welcome anywhere in our home. Can’t wait to spoil your doggie like we do for our own!

Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 386 reviews
167 repeat clients
22 years of experience
Pewaukee, WI, 53072

“I wish I had the chance to give Jenifer more than 5 stars! She was VERY accommodating of our schedule and provided a wonderful home away from home for our anxious terrier, Sadie :) I was amazed and appreciative that she welcomed Sadie to roam freely in her home. Many thanks!!!”

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Joan H.
Sitter Profile Image: Tara F.
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Tara F.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
20 years of experience
Hales Corners, WI, 53130

“Great communication and flexibility with pickup and drop off times. Very easy to work with and took great care of our pup.”

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Joel N.
Sitter Profile Image: Cole M.
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Cole M.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
Saint Francis, WI, 53235

“Cole did a great job watching my dog for the weekend! I got tons of pictures and videos of her running around and having a great time with his dog. He was responsive and very flexible with pick up and drop off times”

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Delaney H.
Sitter Profile Image: Mary H.
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Mary H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 31 reviews
10 repeat clients
25 years of experience
Fernwood, Milwaukee, WI, 53207

“Mary was easy to work with and took great care of our dog Sonny. He got several long walks and individual attention while we were away overnight. Was sent lots of pics. Sonny came back happy and healthy. Would definitely recommend and will book again when we need a sitter.”

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Jodie E.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 245 reviews
105 repeat clients
35 years of experience
Brown Deer, WI, 53223

“This was our first time leave the girls with Yolanda and I could not be happier! They treated our girls like family and I felt so comfortable the entire time we were gone that they were being well taken care of. I will definitely use them again in the future and would recommend them to anyone!”

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Jessica S.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Burlington, WI, 53105

“This was our very first time leaving our pup with someone other than family. We had the best experience ever. Definitely will be using her in the future.Morgan was amazing!”

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Mary H.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5.0 out of 5 stars
• 27 reviews
6 repeat clients
20 years of experience
Wauwatosa, WI, 53213

“Sarah, Dan and their girls were amazing! Badger loves children and had a ball. They provided pictures during the stay which helped calm our nerves. We noticed he was exhausted when he got home which is a good sign. We would definitely use them again.”

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Tammy W.
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The median cost per night for dog boarding in Wind Lake is $45

Dog parents share their Rover experiences - Wind Lake

1 / 1
5.0 out of 5 stars

This was our first time leaving Buddy for an extended period of time. He is a spoiled little dog so it was hard to imagine someone else taking care of him. Kam and her entire family were amazing. They welcomed Buddy into their family like he was their own. She sent picture and updates daily. I think Buddy almost didn’t want to leave he had so much fun there! I would highly recommend Kam if you have a dog that is used to being loved and spoiled. They were simply the best and I can’t thank them enough for taking amazing care of Buddy!!

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Megan O.
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

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Popular requests for dog boarding - Wind Lake

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Sitters in Wind Lake average 12
repeat dog boarding clients

FAQs for Dog Boarding - Wind Lake

Frequently asked questions about Rover

The average cost of Dog Boarding in Wind Lake is $39 per night as of October 2026. Most bookings cost between $27 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 October 2026, there are 936 sitters on Rover offering Dog Boarding across Wind Lake. Enter your ZIP code to see which available sitters are closest to your home.

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.

94% of sitters in Wind Lake 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 Wind Lake home-away-from-home, 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 Wind Lake.

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 Wind Lake 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 , 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 .

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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