Tranquil Trails Vacation Rentals, Galena, IL (2025)

04/09/2025

🚨 Perk Alert 🚨

When you book one of our Tranquil Trails vacation homes, you're not just getting a beautiful place to stay — you're getting full access to the Galena Territory Owners’ Club and ALL of its amazing amenities!

🌟 Included with your stay:
-- Indoor pool + seasonal outdoor pool & kiddie pool
-- Full gym & fitness center
-- Massive game room
-- Indoor basketball court
-- Outdoor tennis, pickleball & basketball courts (seasonal)
-- Access to trails, Lake Galena, marina rentals, golf courses & more!

Whether you're looking to cool off after a hike, squeeze in a workout, or keep the kids entertained on a rainy day, the Owners’ Club has something for everyone.

Add it to your list of reasons to love staying with us (as if the hot tubs, fire pits, and game rooms weren’t enough 😉).

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04/02/2025

🌻☀️ Spring Escape in Galena! ☀️🌻

Relax in this spacious 5-bed, 4-bath home with breathtaking views, a hot tub, and a fire pit for s’mores & stories. Enjoy a game room with pool, ping pong, and shuffleboard, plus a cozy gathering space with floor-to-ceiling windows and a gas fireplace.

✔️ Large deck with outdoor dining & grill
✔️ Fire pit & year-round hot tub
✔️ Game room + cozy movie nook
✔️ Owners’ Club access: Indoor/outdoor pools, gym, pickleball & more
✔️ Lake Galena: Boat, kayak, or fish
✔️ Minutes from downtown Galena: Unique shops, dining & historic tours

🔗 https://ttrails.com/en/3056090/gorgeous-view-hottub-great-games-stories-around-the-fire

A perfect getaway for families, golfers, hikers & antique lovers. Book your summer retreat now! 🌟

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02/28/2025

🗓️ Weekend Getaway in Galena, IL!

Looking for the perfect escape this weekend? We've
got you covered with exciting events and activities that
you won’t want to miss!

🔗 Link in bio to book your stay!

🌟 Galena Mardi Gras Pub Crawl
📅 Date: 2/28
📍 Location: DeSoto House Hotel
🕒 Time: 6:00pm - 11:00pm

Join The Gabby Kittens for a spooky Pub Crawl with live music by The Wundos! Enjoy drink specials, giveaways, and a chance to win a Galena Getaway. After-party at The Gold Room!

🌟 Midnight at the Masquerade Murder Mystery Dinner
📅 Date: 3/1
📍 Location: Amelia's Under the Lamplight Dinner Theater
🕒 Time: 6:00pm - 8:00pm

Enjoy an evening of mystery, intrigue, and great food at Amelia's Under the Lamplight Dinner Theater! Solve a thrilling Murder Mystery while savoring a delicious meal in a fun, family-friendly atmosphere with a full bar.

🌟 Galena Goes 50s Sock Hop and Workshops
📅 Date: 3/1
📍 Location: Turner Hall
🕒 Time: 10:00am - 10:30pm

Travel back to the 50s for a nostalgic weekend at Turner Hall in Galena! Dance at the Sock Hop, join workshops with pro instructors, enjoy live music, contests, prizes, a 50/50 raffle, and delicious food and drinks.

🌟 Horse Play
📅 Date: 3/2
📍 Location: Shenandoah Riding Center
🕒 Time: 10:30am - 11:30am

Discover the world of horses at Shenandoah Riding Center! Learn about their diets, vet care, and daily routines while grooming, tacking, and leading them around the property. Enjoy a barn tour and hands-on activities—perfect for families and first-time equine enthusiasts. Kids under 12 must be with a paying adult.

02/13/2025

Looking for the perfect Valentine’s getaway? Surprise your special someone with a cozy stay at one of our Tranquil Trails properties! Enjoy charming accommodations, endless winter activities, and the historic charm of Galena—all while creating unforgettable memories together.

💕 Relax by the fireplace
🍷 Explore local wineries & restaurants
⛷️ Hit the slopes
🌙 Unwind in a private retreat

Book your romantic escape today before it’s too late!

📍 Galena, IL
🔗 Check it out here: https://www.ttrails.com/

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02/11/2025

❄️ Winter Retreat at Thunder Bay – Your Chestnut Mountain Getaway!

Looking for the perfect winter escape? Stay at Thunder Bay in Galena, IL, just minutes from Chestnut Mountain Resort—your go-to spot for February snow-filled fun!

This spacious 3-bedroom, 4.5-bath vacation rental has everything you need for a cozy getaway:
✔️ Three private en-suite bedrooms (all king beds)
✔️ Two wood-burning fireplaces for ultimate coziness
✔️ Fully equipped kitchen & coffee bar (Keurig + traditional coffee maker)
✔️ Game room with pool & ping pong table for indoor fun
✔️ Fire pit for roasting marshmallows under the winter sky

❄️ Whether you’re hitting the slopes or just soaking in the breathtaking winter views, Thunder Bay is the perfect home base for your February adventure.

📍 Galena, IL
🔗 Check it out here: https://www.ttrails.com/en/2586628/3bd45ba-hot-tubpool-table2-fire-placesbeautiful-vista

02/06/2025

❄️ Winter Retreat in Galena! ❄️

Get cozy at Long Bay Gem, a 2-bed, 2-bath condo perfect for a winter escape! Warm up by the fireplace, enjoy a home-cooked meal in the full kitchen, or unwind in the screened porch. Plus, take advantage of the Galena Territory Owners’ Club with an indoor pool, fitness center, game room, and more!

Looking for adventure? Chestnut Mountain is just a short drive away for skiing and snowboarding! Book your winter getaway today!

📍 Galena, IL
🔗 Check it out here: https://www.ttrails.com/en/2144137/semiprivate-poolcozy-porchwalk-to-resort-spa-and-golf

01/28/2025

❄️ January Adventures at Chestnut Mountain! 🏔️

Kick off the New Year with a winter escape to Galena’s favorite spot for snowy fun! In January, Chestnut Mountain Resort offers:

⛷️ Skiing & Snowboarding – Fresh powder and perfectly groomed runs for all skill levels.
🛷 Snow Tubing – A family-friendly thrill down the mountain.
🏞️ Scenic Mississippi River Views – A stunning winter backdrop to your adventures.

After a day on the slopes, unwind in a cozy Tranquil Trails vacation rental. Enjoy fireplaces, comfy beds, and a perfect home base just minutes from the mountain.

✨ January is one of the best months for winter fun—book your stay today before it’s too late!

12/22/2024

🎉 Ring in the New Year in Beautiful Galena! 🎉

Still haven’t made your New Year’s Eve plans? Don’t worry—we’ve got you covered!

Tranquil Trails has 4 cozy vacation homes available for the holiday weekend, and they’re perfect for welcoming 2025 in style:

1. https://www.ttrails.com/en/3607285/beautiful-bluebirds-and-star-studded-skies-surround
2. https://www.ttrails.com/en/2018705/3bd35ba-bright-spacious-fab-screened-porch-fireplace
3. https://www.ttrails.com/en/2157558/3bd3ba-wgame-center-steps-to-resort-balloon-launch
4. https://www.ttrails.com/en/2144137/semiprivate-poolcozy-porchwalk-to-resort-spa-and-golf

🌟 Why spend New Year’s in Galena?
- Relax in a charming home with all the comforts you need.
- Explore local wineries, unique shops, and festive downtown lights.
- Cozy up by the fire or stargaze in the peace of nature.
- Enjoy a quiet escape OR host your own celebration with loved ones!

📅 These homes won’t last long—secure your stay now and make this New Year’s Eve unforgettable!

12/06/2024

🗓️ Weekend Getaway in Galena, IL! 🏞️

Looking for the perfect escape this weekend? We've got you covered with exciting events and activities that you won’t want to miss!

🔗 Link in bio to book your stay!

🌟 Christmas in the Village of Elizabeth
📅 Date: 12/6-12/7
📍 Location: Main St., Elizabeth, IL
🕒 Time: 10:00 AM - 2:00 PM

Kick off the holiday season at Christmas in the Village of Elizabeth! Enjoy festive luminaries, a tree lighting Friday at 5:30 PM, and holiday fun Saturday with hayrides, Santa visits, crafts, a Santa Dash, and more. Don’t miss the treats, bazaar, and special sales around town!

🌟 Christmas at the Fort
📅 Date: 12/7
📍 Location: Apple River Fort
🕒 Time: 11:00 AM - 3:00 PM

Celebrate Christmas 1832-style at Apple River Fort in Elizabeth, IL! Enjoy a German Christmas with festive treats, period toys, games, and bartering at the fur trading post. Shop unique gifts at the Fort’s gift shop!

🌟 Galena Holidaze Festival
📅 Date: 12/7
📍 Location: 101 Green St.
🕒 Time: 11:00 AM - 6:00 PM

Don’t miss the Galena Holidaze Festival! Enjoy local artisans, holiday food, live caroling, kids’ activities, a petting zoo, and free ice skating—all while supporting the Galena ARC’s mission of community and creativity.

🌟 Ugly Sweater Food Tour
📅 Date: 12/8
📍 Location: Various
🕒 Time: 1:00 PM - 3:30 PM

Join Galena Foodie Adventures for a festive holiday food tour! Enjoy 10 tastings at 5 stops, explore Main Street, and wear your ugliest Christmas sweater for a chance to win a free tour. Limited spots—don’t miss out!

Book your stay with us now and make the most of your Galena getaway! Our cozy properties are just a stone's throw away from all the action.

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12/04/2024

🏡 Property Spotlight 🏡

This cozy getaway in The Galena Territory is perfect for relaxing and reconnecting with nature. The home features a comfy living area, wood-burning fireplace, full kitchen, and queen Murphy bed for guests. Upstairs, the master suite offers a peaceful retreat with a Roku TV. Guests also enjoy access to Owners’ Club amenities and a semi-private seasonal pool.

Explore historic downtown Galena with shops, dining, and entertainment just minutes away.

Dog-Friendly!

🔗 Check it out here: https://www.ttrails.com/en/3001330/snug-getaway-near-resort-owners-club-pool-dog-friendly

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11/27/2024

🏡 Property Spotlight 🏡

Welcome to Bluffwood Belle! This bright 3-bedroom, 3-bath home in Galena is perfect for your next getaway. Enjoy a cozy wood-burning fireplace, a spacious deck with wooded views, a screened porch, and a fire pit for evenings under the stars. The lower level features a second great room with a wet bar and private baths for each bedroom. Includes access to Galena Territory Owners' Club amenities. Book your escape today!

🔗 Check it out here: https://www.ttrails.com/en/2018705/3bd35ba-bright-spacious-fab-screened-porch-fireplace

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11/22/2024

🗓️ Weekend Getaway in Galena, IL!

Looking for the perfect escape this weekend? We've got you covered with exciting events and activities that you won’t want to miss!

🔗 Link in bio to book your stay!

🌟 40th Annual Nouveau Parade & Celebration
📅 Date: Friday, November 22nd
📍 Location: Galena Cellars Wine Tasting Room
🕒 Time: 11:00 AM - 10:00 PM

Join the lively parade at 2:30 PM as revelers deliver the 2024 Nouveau wine to downtown merchants. “Le Beaujolais Nouveau est arrivé!” Enjoy a weekend of live music, wine tastings, and special dinners.

🌟 The General's Christmas Ball
📅 Date: Saturday, November 23rd
📍 Location: DeSoto House Hotel
🕒 Time: 4:30 PM - 10:00 PM

Enjoy an evening of dinner, dancing, and music at the historic DeSoto House Hotel with Galena’s nine Civil War Generals. Request seating with your favorite General!

🌟 DJ Finn at the Grape Escape
📅 Date: Date: Saturday, November 23rd
📍 Location: Miss Kitty's Grape Escape
🕒 Time: 8:30 PM - 11:30 PM

Enjoy high-energy beats, versatile tunes, and non-stop fun as DJ Finn keeps you dancing and singing all night!

🌟 Holiday Door Swag Workshop
📅 Date: Sunday, November 24th
📍 Location: Berning Acres
🕒 Time: 3:00 PM - 4:30 PM

Create a fresh-cut greenery door swag with guidance from Drew of Clara Joyce Flowers. Enjoy BYOB fun, sample farm-fresh cheeses, and cuddle with adorable cows! Perfect for a festive outing or solo adventure. Don't miss this holiday event!

Book your stay with us now and make the most of your Galena getaway! Our cozy properties are just a stone's throw away from all the action.

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Tranquil Trails Vacation Rentals

04/09/2025

04/02/2025

02/28/2025

02/13/2025

02/11/2025

02/06/2025

01/28/2025

12/22/2024

12/06/2024

12/04/2024

11/27/2024

11/22/2024

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