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I’ve been chasing fall colors in New England for over a decade now. Living in Boston makes it way too easy to slip away for a weekend of crisp air, crunchy leaves, and cabin life. Every September and October, I hunt down the coziest Airbnbs in Vermont, New Hampshire, Maine, and beyond, usually with a flannel, a thermos, and zero cell service.
This list features 12 of the best fall foliage Airbnbs in New England, perfect for those off-grid, fireplace-lit, cider-sipping kind of getaways. Whether it’s a tiny home in the White Mountains, a lakeside cottage in the Berkshires, or a modern cabin deep in Vermont’s maple country, each one has that just-right mix of seclusion and scenery. And yes…these picks still have availability for peak foliage season. If you’re dreaming of golden forests and misty mornings, this is where to stay when leaf peeping season hits its prime.
1. Stunning Glass House in the Vermont Wilderness – Guilford, VT
- 📍 Near Brattleboro, Windham County
- 🛏️ 1 bedroom + extra king bed | Sleeps 4
This architectural gem blends sleek modern design with raw Vermont wilderness. Massive floor-to-ceiling windows flood the space with natural light and offer a front-row seat to forest views in every season. Whether you’re sipping coffee in bed or stretching in the loft-style living area, nature is your constant backdrop.
It’s fully equipped with luxe comforts: AC, a washer/dryer, gym access, and spa-like amenities. Despite its remote vibe, you’re only 20 minutes from Brattleboro’s cafes, farmer’s markets, and music venues like The Stone Church. Perfect for couples or solo travelers craving a peaceful retreat with a touch of luxury.
2. The Maine A-Frame – Bethel, ME
- 📍 Minutes from Sunday River, Oxford County
- 🛏️ 5 bedrooms | 5 bathrooms | Sleeps 16
Looking for a mountain escape with serious style? This newly built A-frame in Bethel delivers big. With five bedrooms and five bathrooms, it’s made for group getaways. This is true whether you’re skiing at Sunday River or chasing fall foliage with friends.
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Inside, expect a modern lodge vibe: high ceilings, wood beams, and tons of natural light. There’s a private hot tub, a cozy fireplace, and all the essentials, including a washer/dryer, full kitchen, and even breakfast options. The spacious layout makes it easy to gather, yet still find quiet corners to relax.
Just 4 minutes to downtown Bethel and 15 minutes to the slopes, this spot is a no-brainer for families or friend groups craving a luxe yet rustic basecamp in the mountains.
3. Enchanted Tiny Tower – Tyringham, MA
- 📍 Santarella Estate, Tyringham Valley
- 🛏️ 1 bedroom | 1 bath | Sleeps 2
This whimsical two-story tower is straight out of a fairytale. Set on the magical Santarella Estate in Tyringham, it’s ideal for couples looking to unplug and unwind. Inside, you’ll find a romantic canopied bed, spiral staircase, and massive mill windows with forest and pond views…perfect for stargazing.
Despite its tiny footprint, the space is thoughtfully designed: a kitchenette with Ninja Foodi, induction cooktop, and microwave, plus a cozy sitting area by the brook. The grounds include gardens, a lily pond, stone bridges, and even a chiminea for fireside evenings.
Only 15 minutes from Stockbridge and Great Barrington, you’re close to Tanglewood, MassMOCA, and the Appalachian Trail. This is where art, nature, and storybook charm collide in the most unforgettable way.
4. Streamside Treehouse with Sauna Access – Hardwick, VT
- 📍 10 minutes from Lamoille Valley Rail Trail
- 🛏️ 1 bedroom | 1.5 baths | Sleeps 2
If you’re craving peace, privacy, and a little magic, this forest treehouse in Hardwick is pure bliss. Perched beside a year-round stream, this tiny retreat is built entirely from local and reclaimed materials – and designed with relaxation in mind.
Wake to the sound of flowing water, sip coffee on the deck, and end your day in the wood-fired sauna tucked nearby in the trees (reservation required, no extra charge). The space is compact but thoughtfully laid out with a cozy double bed, a lofted sleeping nook, kitchenette, eco-friendly touches, and an outdoor hammock and hanging bed for lounging under the stars.
Just 40 minutes from Stowe, and minutes from hiking and breweries, it’s an off-grid escape with modern comforts. Perfect for couples, solo travelers, and anyone looking to fully unwind in nature. Bonus: it’s pet-friendly and solar-powered!
5. Cozy 4-Season Treehouse – Sanbornton, NH
- 📍 Near Lake Winnisquam | 30 mins to Ragged & Waterville Valley
- 🛏️ Sleeps 4 | 1 bath | 300 sq ft
Perched in the pines of Sanbornton, this four-season treehouse is a rustic-modern escape with thoughtful charm in every corner. Built from reclaimed wood, it blends cabin coziness with creative touches…like a mini slipper tub, lofted king bed (or two twins), and a spacious outdoor hangout below the treehouse complete with TV, fire pit, and lounge chairs.
Inside, there’s fast Wi-Fi, a Smart TV with streaming, and a well-equipped kitchenette (griddle, toaster oven, hot plate, and microwave). The beach is just a short stroll away for paddling in summer or ice fishing in winter.
This is the perfect basecamp for year-round adventure, including skiing, hiking, or unplugging with a book under the trees. Ideal for couples or small families who want something totally different but still convenient and cozy. No pets, no smoking, just pure treehouse magic.
6. Lakeside Cottage Overhanging the Water – Ledyard, CT
- 📍 Long Pond | 8 minutes to Foxwoods Casino
- 🛏️ 2 bedrooms | Sleeps 6 | 1,000 sq ft
This lakeside gem feels like it’s floating above the water. Set directly on Long Pond, the cottage features massive picture windows that frame every sunrise and sunset over the lake. Whether you’re sipping wine in the hot tub or dining outside on the deck, the views are front and center.
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Inside, the 2-bedroom space is cozy and clean, with a fully equipped kitchen, washer/dryer, and all the comforts of home. It’s pet-friendly too, so bring your pup along for paddleboarding, kayaking, or lounging dockside.
Located just minutes from Mystic and Foxwoods, it’s a peaceful retreat that’s still close to great restaurants, aquariums, and entertainment. This is the kind of spot where you’ll lose track of time watching the light dance on the water…and love every second of it.
7. Twilight – Cabin 5 at Lawrence’s Lakeside Cabins – Rockwood, ME
- 📍 Moosehead Lake | Near Mount Kineo Trailhead
- 🛏️ 3 bedrooms (incl. loft) | 1 bath | Sleeps 6
Tucked right on the water’s edge of Moosehead Lake, Twilight is the kind of cabin that makes you want to unplug and stay awhile. With sweeping lake and mountain views, this rustic-modern stay includes two queen bedrooms and a loft with four twin beds. Perfect for families or a group of friends.
Spend your days paddling in the free kayaks, lounging by the fire pit, or challenging your crew to air hockey in the shared game room. There’s fiber Wi-Fi, Roku TV, a grill on the deck, and cozy indoor spaces when you need to recharge.
Located just 20 minutes from Greenville and minutes from trailheads, Twilight delivers both relaxation and adventure. Dog-friendly and well-appointed, it’s the kind of place you’ll want to return to every summer…or fall, or winter. Maine magic, guaranteed.
8. Cozy New A-Frame on the Kingdom Trails – Lyndonville, VT
- 📍 9 minutes to Kingdom Trails | 14 minutes to Burke Mountain
- 🛏️ 2 bedrooms | 1.5 baths | Sleeps 4
This modern A-frame in Vermont’s Northeast Kingdom nails the balance between rugged and refined. Just minutes from world-class mountain biking at Kingdom Trails and skiing at Burke, it’s a perfect four-season basecamp for outdoor lovers.
Inside this top fall foliage Airbnb in Vermont, the space is fresh and stylish with vaulted wood ceilings, a cozy wood stove, A/C, and a fully stocked kitchen. There’s even a foosball table, smart TV, and a washer/dryer setup for longer stays. After a day on the trails, gather by the firepit or relax on the private deck surrounded by forest.
Whether you’re biking, skiing, or just escaping to the quiet woods, this A-frame delivers. It’s designed for comfort, but built for adventure…ideal for couples, small families, or remote workers craving nature without giving up modern perks. And not far away, you’ll find one of my favorite fall destinations: Lake Willoughby!
9. Treetop Hideaway – Tyringham, MA
- 📍 Near Monterey & Lee | Surrounded by 35+ private acres
- 🛏️ 4 bedrooms | 1 bathroom | Sleeps 8
Perched high in the hills of Tyringham, this airy log cabin offers true seclusion without sacrificing comfort. With a vaulted-ceiling great room, wood-burning fireplace, and wraparound deck, it’s a warm and welcoming home base for your Berkshires escape.
The layout is perfect for families or groups, with two bedrooms on the main floor and two more tucked upstairs. After hiking, skiing, or exploring nearby Jacob’s Pillow and Tanglewood, unwind in the screened porch hot tub or gather by the fire. The fully equipped kitchen is updated and spacious enough for group meals.
This retreat borders conservation land and spans 35+ wooded acres, offering total privacy and mountain views. It’s a true “get-away-from-it-all” spot, best accessed by 4WD in winter. Whether you’re chasing fall foliage or cozy snow days, Treetop Hideaway delivers serenity, space, and classic New England vibes.
11. Cape Cod Cabin – Family-Focused Getaway in Mashpee, MA
- 📍 6 minutes to Mashpee Commons | 15 minutes to Popponesset Beach
- 🛏️ 3 bedrooms | 2 baths | Sleeps 7 | 1,700 sq ft
Tucked in the trees but close to everything, this peaceful Cape Cod cabin in Mashpee is built for families and easygoing getaways. With three cozy bedrooms, two full baths, and over 1,700 sq ft of space, there’s plenty of room to spread out after a day at the beach.
Inside, you’ll find a big open-concept living area with a fireplace, fully equipped kitchen, and warm wood tones throughout. Outside, the porch swing, yard games, and grill set the tone for laid-back afternoons and starlit evenings.
This spot is close to Popponesset Beach, Mashpee Commons, and even ferries to Martha’s Vineyard—yet it feels worlds away. Perfect for families, friend groups, or anyone craving a calm, Cape Cod cottage retreat that still keeps you close to the action.
12. Blueberry Hill Escape – Bridgewater, VT
- 📍 12 mins to Killington Skyeship | 16 mins to Woodstock
- 🛏️ 3 bedrooms | 2 baths | Sleeps 8 | Pet-Friendly
Tucked in the hills between Killington and Woodstock, Blueberry Hill Escape is a stylish and serene mountain getaway built for all seasons. Whether you’re here to ski, hike, leaf peep, or just soak in the views from the hot tub, this 3-bedroom home has everything you need.
The spacious open layout includes a cozy living room with a gas fireplace and 65″ Roku TV, a fully stocked kitchen, and a dining area that expands to seat 8. Outside, unwind in the hot tub or gather around the fire pit after a day on the slopes. Fast WiFi, a workstation in the king suite, and a kid-friendly bunk room make it perfect for both families and remote workers.
Dog-friendly with thoughtful touches throughout—like white noise machines, a ski drop zone, and a porch swing—it’s a true Vermont escape that balances comfort, style, and adventure.
Tips for Booking Off-Grid Airbnbs in Fall
Ready to go all-in? Before you book, here are a few pro moves that’ll keep your trip stress-free. This advice is based on my 10 years of doing fall foliage road trips in New England.
Book Early
October in New England isn’t just high season, it’s “blink and you miss it.” People plan months in advance for peak leaf weekends. If you want the primo cabins, book early – like right now, if you’re serious.
Check Road Access
Off-grid means different things everywhere. Some cabins involve rough dirt roads that get muddy fast, especially after rain. Others may require a mile hike-in with your gear. Check with your host, and don’t ignore warnings about needing 4WD.
Bring Layers
Weather can swing wildly – shorts midday, wool socks at night. Pack smart. Even cabins with wood stoves can get cold overnight up in the mountains.
Ask About Amenities
Don’t assume anything. Some off-grid setups don’t have running water, flush toilets, or traditional heat. If coffee in the morning is non-negotiable for you, bring your own press and beans.
Plan Your Meals
There’s no Uber Eats out here. Many cabins are miles from the nearest market. Plan out your meals, stock up before you go, and always bring an extra day’s worth of food just in case. Some cabins offer farm-fresh eggs or veggies for sale, but always ask ahead.
Final Thoughts on New England Fall Getaways
If you haven’t experienced a real New England autumn without the noise and glare of the modern world, you’re in for a treat. These Airbnbs aren’t just places to crash. They’re front-row seats to fall’s greatest show, and a rare chance to feel totally present.
So pick your cabin, break out the flannel, and make yourself a thermos of something hot. Get ready to lose yourself in forest trails, star-lit nights, and fiery views outside your window. In a world wired for speed, there’s nothing like slowing down and letting the season work its magic. Unplug, unwind, and leaf-peep like a pro – because these are the moments you’ll carry with you long after the last leaf falls.
Need help planning your trip? Check out these helpful links:
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