Dog Boarding Wind Lake

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Over 67
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.

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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
• 36 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: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
• 24 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

“Olivia is great with dogs and is my favorite person to have watch my old dog. Fantastic care as usual. She is comfortable administering medications too!”

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Dawn M.
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 and her family took wonderful care of my cat Wally. Kam sent me photos every day to show how well my cat was doing. I wholeheartedly recommend Kam’s sitting services!”

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Layni G.
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 excellent and very accommodating for my last minute trip. She also sent a lot of update photos of my puppy to make my first time with rover a great experience :)”

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Jessica
Sitter Profile Image: Ashley M.
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Ashley M.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

“I truly cannot say enough wonderful things about Ashley and her family. Penelope has stayed with Ashley before, and it is so clear how much they genuinely adore her — and the feeling is absolutely mutual! Ashley is incredible about sending me photos and little updates throughout the day, so I always know how Penelope is doing and what kind of fun she is getting into. There is such a difference between knowing your pet is being well cared for and knowing she is being genuinely loved while you’re away, and with Ashley, I never have to worry for a second. Her entire family is so incredibly sweet to Penelope, and she is clearly completely comfortable and happy in their home. When I picked her up today, she genuinely seemed like she would have preferred to stay with them rather than come home with me — which I suppose is the highest praise a pet sitter can receive 😂 Ashley has become someone I completely trust with Penelope, and I feel incredibly lucky to have found her. We will absolutely be back!”

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

“Ditto's weekend with Diana & Joseph was the first time I've ever left Ditto with anyone but family or close friends. They were patient and flexible and went out of their way to put my mind at ease. Ditto is on a special diet, including medications, so Ditto isn't the easiest to take care of; wasn't a problem at all with Joseph & Diana. They took Ditto for walks and the girls even included Ditto as their guest during their tea party!! :) Thank you so much for giving Ditto special attention. I'm hoping he can stay with Joseph & Diana, again. ?”

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Debra S.
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: Kandice B.
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Kandice B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
35 years of experience
Waukesha, WI, 53189

“My dog absolutely loves Kandice. She was amazing. She’s had my dog for boarding for 3 weeks and I’ve been able to pick my dog up and play with her and drop her back off after. Very accommodating and loves and cares for my dog like her own!”

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

“Tara took wonderful care of our dog, Abu, while we were away for three days. Abu got along great with her two dogs, and we loved that there was a small, fenced-in dog park near her home where the dogs could safely run around and enjoy some off-leash time. Tara also took Abu on walks and made sure he got plenty of exercise and outdoor time. We really appreciated her care and attention and felt comfortable knowing Abu was in good hands. We would definitely recommend Tara to anyone looking for a caring and reliable dog sitter!”

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Wendy C.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 213 reviews
72 repeat clients
7 years of experience
South Milwaukee, WI, 53172

“Blythe watched my pup for over a week and it was an awesomely positive experience for both me and Juno. Blythe was communicative, sent daily updates with pictures, and made me feel at ease. I will absolutely be recommending her to others and be re-booking services in the future.”

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Lauren R.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$30
per night
5.0 out of 5 stars
• 8 reviews
30 years of experience
Waukesha, WI, 53186

“Jennifer was AMAZING! She took such great care of my dog. We had a last minute trip and needed to find quality care for her, and Jennifer was able to schedule and meet-and-greet the same day for us. She was extremely communicative and provided so many pictures of our sweet girl. We also got to meet her family and her dogs, all of whom were wonderful. I will re-book with her for any trips we have in the future. I can tell she genuinely cared and loved for my baby. Thank you Jennifer!!”

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Emily M.
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 to our Oliver. It was very nice to get pictures and updates proactively while we were away making us very comfortable that Oliver was well taken care of and had a great time playing with the kids. We would certainly look to book with Nikki again when needed. Jim & Beverly”

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James V.
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

“We couldn't be happier with Sarah! Her and her family were incredibly reliable, warm & welcoming, and went above and beyond to ensure Moose was comfortable and well-cared for. When our flight was changed last minute, Sarah was understanding and flexible. We appreciated the daily updates and so many amazing photos. It was so reassuring to see how happy Moose was during his stay. We highly recommend Sarah to anyone looking for a trustworthy and caring dog sitter! We will absolutely be rebooking for our next vacation.”

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Rebecca Z.
Sitter Profile Image: Alyssa H.
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Alyssa H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
West Allis, WI, 53219

“Alyssa was available very last minute to watch our gal! She was very kind and ensured our dog was well taken care of! I would definitely book with her again!”

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Ali B.
Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
3 years of experience
New Berlin, WI, 53151

“Tia and Colin are AMAZING!! They were so warm, welcoming and caring for my pups while I was out of town. They graciously opened their home for dog sitting and I don’t think my pups were ready to leave!! They went above and beyond in making sure my dogs were loved and cared for. I especially appreciated the updates and pics while I was away. If you are looking for outstanding care and attention, I HIGHLY recommend Tia and Colin!!”

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

“I was able to relax while being on my trip knowing my baby was in the best hands ever! She sent tons of pictures and very attentive to my baby. It was his home away from home! He will be back!”

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

“Gabriel did such a nice job keeping my 12 week old puppy overnight. His dog Mel and my puppy got along great. I will definitely book Gabriel again. Thank you Gabriel and Mel!”

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

“This was our first time using Rover and the first time our dog stayed with a sitter and we had a wonderful experience. Jenifer did an excellent job caring for Ellie and seemed attentive to her needs. It is difficult to leave your pet for a week, but also reassuring to know they are in good hands while you are gone. We will definitely use Jenifer again in the future.”

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Pam 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.
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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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Wind Lake

Select a filter and find qualifying sitters offering dog boarding.

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 November 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 November 2026, there are 925 sitters on Rover offering Dog Boarding across Wind Lake. 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.

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, 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.

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

  • 88% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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 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.

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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