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HomeDog Boarding

Windermere, FL

Dog Boarding in Windermere

Secure your pet's staycation with an experienced boarder. We'll quickly connect you with Caregivers specialized for your pet's needs.

Looking for other services? Book a Walk or Sitting with Wag!

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How Wag! works

Easily find and book trusted Pet Caregivers near you

Pick a service

Pick a service

Whether it's Walks, Drop-Ins, Sittings, or Boardings, choose the service that best fits your pet's needs.

Choose your Caregiver

Choose your Caregiver

Select from committed Caregivers who understand your requirements. Chat directly to ensure the perfect match!

Follow along in the app

Follow along in the app

Download the Wag! App to track walks via GPS, communicate with your Caregiver, and enjoy real-time photo and video updates.

Rate and review

Rate and review

Share feedback to help other Pet Parents find their perfect Caregiver.

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Wag! Guarantee

Peace of mind with every
booking.

Trustworthy care

All Pet Caregivers are screened and background checked. All reviews are from verified Pet Parents.

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Every booking on Wag! is backed by up to $25,000 of coverage for your pet and your home.Learn more

Reliable communication

Photo and video updates, and in-app messaging to keep you connected during every service.

Assistance anytime

In-app and live support from Wag!’s Trust & Safety team, available when you need it.

Customer reviews

Going on vacation? Dog boarders through Wag! are available to care for your pup whenever you’re not. Every dog boarder has passed an enhanced background check. Get updates and photos through the app from the pet boarder while you are away.

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Thank you Stephanie for all the snuggles, photos, and for our bath!

Lindsey G.

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She is the absolute best . I highly recommend her services

Dajaneke S.

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Nathaniel I would use home anytime great service and communication as well o can t wait o use him again

Toni G.

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We had such a great experience with Nathaniel! He gave daily updates with photos, took great care of Max, and made us feel totally comfortable while we were away. Max clearly loved his time with him. Highly recommend!

Kayla D.

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Stephanie took care of Laila as if she were her own dog. She was incredibly loving and attentive, always sending me photos and updates. Laila came home happy and relaxed, and that means everything to me. I couldn t have asked for a better petsitter!

Fernanda B.

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Nathaniel was so wonderful and patient when it came to me booking him for boarding. My dog was very nervous and had a difficult time with separation anxiety, but Nathaniel did very well with keeping me updated with photos and videos. I have to say that he is the best and I only feel comfortable with him keeping my fur baby.

Kayla R.

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Communication was great! Drop off and pick up were simple and straightforward! Loved the video updates!

Jessica C.

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Our pups had a great time with Paola! Thank you for taking care of them!

John G.

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I never left my 4 year old cockapoo with anyone other than family and friends until I found Nathaniel. He kept Ziggy for 10 days and provided lots of videos and pics and reassured me that Ziggy was having fun and eating well.

Bonnie M.

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Gumball is always so happy after a stay with Francesca! He smiles the whole ride home! I know he is always in good hands with her!

christi D.

The best dog events in Windermere

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Pugsgiving

Pugsgiving - bet you never heard of that before!
It’s exactly what it sounds like, a celebration of pugs and pug rescue in the lovely area of Windermere. This event is hosted by the Pug Rescue of Florida, and all dogs are welcomed to join and celebrate this event—well-behaved dogs are even more than welcomed! There are door prizes, raffle prizes, and even vendors to shop from. This is one of the biggest fundraising events for the Pug Rescue and is filled with lots of love and food! Grab your dog and head over to the Ramada Gateway Convention Center to learn more. 

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Brunch with Your Pup

Wake up your pups, grab the picnic blankets and join in for the Mennello Museum Sculpture Garden for the first brunch of the year, held the first Sunday of the year! This event is hosted by The Urban Dog Real Estate Group and is here to feed you and your dogs. There will be mimosas, coffee and brunch—even a waffle station! Come check out all the goodies provided by local bakeries like Pookie’s Pet Nutrition & Bow Wow Bakery. Treat your best, furry pup to the catered to dog’s buffet - don’t worry, there will be human food, too! 

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Gainesville Vegfest

Eating vegetables doesn’t have to be boring! Rhe Pug Rescue of Florida is hosting a Vegfest in Gainesville Florida, very close to Windermere, to bring more awareness of their shelter to people in the surrounding area. This event will have many activities and various veggie creations for you and your pup to test out! There will also be available foster pugs at the fest. Don’t forget to bring $1 for the Kissing Booth (to kiss the doggies of course)! All proceeds will go to the rescue to assist with caring for these beautiful animals in the best way possible. 

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Posh Pooch Fest

Is your dog a diva? Do they hold their leash in their mouth while out on a walk? Or do they act like they don’t hear you when you holler for them to come back inside? This event may be the one for you, as it’s titled the Posh Pooch fest—dedicated to all those pups who purposely leave kibbles on the floor for you to pick up! This event is hosted by the Pug Rescue of Florida and is a day filled with fun and activities for you and your dog, it’s a great way for your pooch to socialize with other diva-dogs and have a grand time playing! 

Poochapalooza

If you live an active life and your dog does too (or the vet recommended they start), this event is for you! Poochapalooza -a party for the pups! This event is held at Lake Louisa State Park in Clermont, Fl and is free. It’s twenty minutes outside the town of Windermere and will allow for your dog to make some friends, hike, eat and enter into some great draws. This event is great for the whole family, and the only thing you pay for is parking, which is about $5 per carload. Come check it out and get active!

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