Dog Boarding Wind Lake

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Over 21
pet parents in Wind Lake have booked dog boarding

Wind Lake, 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: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
93 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and Ashley and their boys are mine and my dogs favorite sitters! Constantly playing, walking and cuddling on the couch. My dogs were very well taken care of! I felt so happy while away because they were in good hands. Loved all the pics! Thank you Scott and Ashley we will be back!💕

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Kimberly N.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

Joanne was a LIFE SAVIOR ! I had a last minute cancellation and she responded right away and was able to help take care of Atlas. She was super communicative, shared great photos, and took amazing care of Atlas incredibly impromptu! Thank you thank you thank you !

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Stephanie A.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
84 reviews
24 repeat clients
26 years of experience
Racine, WI, 53402

Hannah was absolutely wonderful with my two fur babies. She sent so many pictures and it looked like boys had a ball. I will definitely be a returning customer ❤️

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Kelly R.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
118 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.

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Cat C.
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
396 reviews
124 repeat clients
20 years of experience
Brookfield, WI, 53005

This is a repeat of a fantastic experience, my pup loves coming over! Always great videos and pictures, and this time a splash pad experience which was amazing and hilarious. Thank you so much!!

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Christiana K.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Christina W.
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Christina W.
from
$40
per night
5.0 out of 5 stars
20 reviews
12 repeat clients
15 years of experience
Muskego, WI, 53150

Marble absolutely loved her week of vacation with Christina! Christina was very communicative throughout the entire process, from our initial search for a sitter to our changing ETA on our way to pick her up. We’ll definitely be booking with her again if we’re out of town. Thank you Christina! 🐶

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

Ashley and her family were fantastic. I received update pictures of Coco. She took Coco for walks and her care for Coco was exceptional. I want to thank her again.

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George M.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
270 reviews
130 repeat clients
25 years of experience
Genoa City, WI, 53128

Our dog came home a tired and happy dog. The pictures and updates were appreciated, and made me more comfortable knowing that our dog was having a good time. We would book again at Deanne's house.

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John H.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
73 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie was amazing with Olive!! She provided constant updates and photos which we love. She didn’t bat an eye when our flight home got delayed and she had to stay with Olive longer then expected. Will definitely use her again and recommend her to anyone!

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Ty F.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
109 reviews
29 repeat clients
25 years of experience
Greenfield, WI, 53228

This is Bud's home away from home (my husband calls Mary's home Bud's 'vacation home'. We feel so good about Bud staying here, he's so well taken care of, and he has lots of fun playing with his best friend Matteo! Thank you, once again, for taking such good care of our baby boy Bud!

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Deb P.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️

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Bianca R.
Sitter Profile Image: Carol &  Steve B.
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Carol & Steve B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
25 years of experience
Muskego, WI, 53150

Carol and Steve are warm and kind caregivers, and my two pups truly seemed to enjoy staying with them! I received several photos which indicated my dogs were content, well loved, and happily snoozing and enjoying Carol and Steve's large backyard and comfortable home. Highly recommend booking with Carol and Steve to ensure your animals are well cared for!

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CJ N.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
183 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Becky was so great with everything! She explained everything during the meet & great and made me feel very comfortable leaving my puppy in her care, especially on short notice. During my puppy’s stay she sent daily updates that kept me at ease. Lastly, she was very accommodating when my return flight was delayed. So professional and kind, 10/10

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Oyinda F.
Sitter Profile Image: Daniel & Holly L.
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Daniel & Holly L.
from
$38
per night
4.9 out of 5 stars
487 reviews
197 repeat clients
45 years of experience
West Allis, WI, 53219

Daniel & Holly were wonderful caregivers! They clearly loved my dog very much and gave her a warm and inviting place to stay while I was away. They were also very flexible with pickup and drop-off times, which was very nice and accommodating! I would recommend them for sure.

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Briana O.
Sitter Profile Image: Joseph & Diana M.
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Joseph & Diana M.
from
$39
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
13 years of experience
Muskego, WI, 53150

This is the first time we've used Rover.com and we were naturally concerned about leaving Gracie with someone we didn't know, especially for almost two weeks. After meeting Joe and Diana, their girls and their little dog Pickles, we knew Gracie would be well cared for. And she was. While we were on vacation, we got pictures of Pickles and Gracie just chilling out. We even got a movie of them playing together. They apparently were becoming such good buddies, we began to wonder if Gracie would want to come home with us. Joe and Diana were terrific accommodating Gracie's needs. Gracie very much likes to sleep overnight in our bedroom and Joe and Diana arranged for her to do that. Except for one night when they woke to find Gracie's bed was empty. It was not a problem though. They soon found her sleeping with Pickles in the other room. Joe and Diana have the perfect house for dog sitting. They even have a cabinet that runs the length of the front picture window, so Gracie had a place to sit and watch the world outside - one of her favorite pass-times. We will definitely use Joe and Diana to dog sit Gracie in the future. Highly recommend.

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Terence H.
Sitter Profile Image: Stacey M.
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Stacey M.
Star Sitter
from
$32
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
3 years of experience
Fairview, Milwaukee, WI, 53219

Stacy did a great job with Bear. He seem very comfortable lying on the couch when I came to pick him up. She sent pictures every day or so showing me how Bear was doing. Thanks Stacy. I will be booking Bear another time with in the future. Two thumbs up.

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Jim G.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
42 reviews
20 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: Rachel W.
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Rachel W.
from
$45
per night
4.8 out of 5 stars
18 reviews
12 repeat clients
14 years of experience
Burlington, WI, 53105

Sully had his first weekend with Rachel and family this past weekend! Prior to the arrival, she was very responsive and asked all the right questions to make sure Sully was a match for her family. We also did a meet and greet before to make sure it was a good fit. She posted daily updates on her Facebook page that truly showed the smile on our dogs face. They’re fenced in yard with a little blue is perfect for multiple doggies. He had the best weekend. He is still sleeping almost after 24 hours of picking him up. A tired dog is a happy dog. ;) We most definitely we contact Rachel for future overnight needs. She took great care of him and we are truly grateful for that!!

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Amanda F.
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The median cost per night for dog boarding in Wind Lake is $45

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  • 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?

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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.

  • World-class support

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

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

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Sitters in Wind Lake average 11
repeat dog boarding clients

FAQs for Dog Boarding - Wind Lake

Frequently asked questions about Rover

The average cost for Dog Boarding in Wind Lake on Rover is $61.05 per night (as of July 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 July 2026, there are 989 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 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.

87% of Wind Lake 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 Wind Lake 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 Wind Lake 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 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 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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