Trailside Chalet at Pleasant Mt.

Experience fall at this modern trailside retreat at Pleasant Mountain! Enjoy beautiful foliage, hiking trails right outside your door, and weekend chairlift rides at the mountain. Check their website for current dates, times and details. Downtown Bridgton is just minutes away, while North Conway is less than 25 minutes away. Planning your summer vacation? Book ahead!

Tucked into the peaceful mountainside of Pleasant Mountain, this stunning chalet-style retreat blends luxury finishes with warm, family-friendly comfort.

Step inside to a breathtaking open-concept main level where soaring wood ceilings and a wall of oversized windows bring the outdoors in. The living room centers around a beautiful stone fireplace, offering a cozy place to gather after a day of adventure. The spacious dining area features a large handcrafted wooden table with seating for everyone, plus additional bar seating at the counter—ideal for casual breakfasts or evening cocktails. The chef’s kitchen is fully equipped and thoughtfully designed, making it easy to prepare everything from quick snacks to meals.

The primary suite is conveniently located on the main level and offers a true retreat, complete with a king bed, direct access to a laundry area, and a luxurious ensuite bathroom featuring double sinks and a large walk-in shower with high-end finishes.

Upstairs, you’ll find two inviting queen bedrooms along with a full bathroom with a shower. A cozy lofted sitting area provides the perfect spot to unwind with a book, work remotely at the dedicated workspace, or enjoy a quiet puzzle night. A year-round Christmas tree adds that magical Maine cabin charm no matter the season.

The lower level is designed for fun and relaxation. A second spacious living area features a large TV, plush seating, and a bar area complete with a popcorn machine—perfect for movie nights. There’s also a game table for added entertainment. This level includes a full bathroom with a tub and two additional bedrooms: one bunkroom with three sets of bunk beds, and another with two sets—ideal for kids, teens, or large groups traveling together.

Outside, immerse yourself in nature with direct access to hiking/skiing trails right from your door. The setting is quiet, scenic, and surrounded by the natural beauty of the mountains. You’re just a short drive to Moose Pond for swimming, boating, and summer fun, as well as downtown Bridgton for local shops, dining, and small-town charm. For even more adventure, North Conway is less than 25 minutes away, offering shopping, dining, and year-round attractions.

Whether you’re planning a summer lake trip, Xmas/New Year’s Eve vacation or a cozy fall escape, this home offers the perfect balance of upscale living and relaxed mountain charm—designed to bring everyone together.

Guest will have access to the whole house except owners closets

Guests can reach me anytime
We strive to create a welcoming and relaxing environment where guests can feel at home and create lasting memories. Please be respectful of neighbors and the property during your stay.

This is a private home. Guests are expected to treat it with care and respect. Any damage, missing items, or excessive cleaning beyond normal turnover will be documented and submitted through Airbnb’s Resolution Center in accordance with Airbnb policies and AirCover for Hosts.

Guests must be 23 years old to book
No parties or events
No smoking/vaping
No Pets
Please be courteous to your neighbors