Winston & Friends Dog Sitting

07/30/2026

🐾 Pawsitive Review Alert! 🐾

Nothing makes us happier than knowing our pups feel like part of the family while they're here. 🩷 Winnie was such a sweetheart, and we're so grateful Katrina trusted us with her care.

07/25/2026

📢 Beginning August 1st

As we get ready for the new school year and settle back into our family's routine, Winston & Friends will be implementing designated pickup and drop-off hours.

🕗 Pickup & Drop-Off Hours
8:00 AM – 9:00 PM

To ensure the best care for all of our guests and to allow time for our family to wind down each evening, we will no longer be able to accommodate pickups or drop-offs before 8:00 AM or after 9:00 PM.

If your travel plans fall outside of these hours, please plan accordingly, as an additional night of boarding may be required.

Thank you all for understanding and for helping us maintain a consistent routine for both our family and the pups in our care. We appreciate your continued support and can't wait to love on your furry family members! 🐾💜

Send a message to learn more

07/24/2026

🐾 Pups of the Week: Chipper & Charlie 🐾

This week's spotlight goes to the sweetest sibling duo, Chipper & Charlie! ❤️

Chipper is an old soul through and through. You can see it in his eyes. They have so much meaning behind them. He's incredibly sweet, gentle, and happiest when he's curled up at your feet, just enjoying your company.

Charlie is a little more skeptical at first, but once you earn her trust, she's all about the cuddles. She loves climbing into your lap for plenty of love and attention.

One of my favorite things about these two is how much they adore each other. Whether they're snuggled up side by side or quietly relaxing together, their bond is so special to watch.

07/21/2026

Another happy pup, another happy family. 💜🐾

Thank you so much for your kind words! We can't wait to welcome Bonnie back for her next stay. 🐶💕

07/21/2026

Dogs have a way of finding their people.

Safe to say these two became pretty good friends. 💜

07/17/2026

🐾 Pup of the Week: Daisy 🐾

Don't let her size fool you. Daisy may be little, but she's fierce! 💜

She loves playing with Winston, but she's just as happy curling up on the couch for some downtime. One of her favorite hobbies is keeping an eye on the neighborhood and letting everyone know when a car drives by. She takes her neighborhood watch duties very seriously. 😂

07/16/2026

Need a p**p scoop service? 💩🐾
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🐶 A cleaner yard means happier pets, happier families, and more time to enjoy the outdoors.

07/12/2026

July has been a little wild around here!

In the middle of moving into our new home, we’ve also had a steady stream of pups staying with us. 📦➡️🏡🐶

I’d be lying if I said it wasn’t chaotic, but seeing everyone enjoy the bigger yard has made every unpacked box worth it. Winston & Friends officially has more room to run, sniff, and play, and I couldn’t be more excited for what’s ahead.

Safe to say… this place has already been thoroughly puppy-approved. 💜

07/08/2026

🐾 Pawsitive Review Alert! 🐾

Kind words like these mean the world to me. 💜

Thank you for trusting us with your sweet puppy and for taking the time to leave such a heartfelt review. We can't wait to welcome you back for another stay!

07/08/2026

🐾 Zoomie approved! 🐾

One of my favorite parts of our new location? This yard! 💜

There’s so much more room for pups to run, play, sniff, and stretch their legs during their stay. Whether they love chasing a ball or just exploring, they’ll have plenty of space to enjoy supervised outdoor time.

I can’t wait to watch all of our Winston & Friends pups make themselves at home! 🐶