The 17 Best Airbnbs in New England for Fall Vacations
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New England and fall are like apple doughnuts and cider—they just go together. If you’ve been looking for a retreat to watch the leaves turn, curl up with a good book, or just pause from city life for a beat, these Airbnbs should be at the top of your list.
How I Chose the Best New England Airbnbs
There’s a lot to consider when scouting the perfect rental. A pretty picture is captivating but not always accurate. To ensure the stays on this list are worth your money, I examined guest reviews, amenities, fees, location, thoughtful extras, and more. Here are the best options for your next New England fall vacation.
1. The Lost Lobster Chalet, Jonesport, ME
@alondra.leneisha
Incredible ocean views, indoor-outdoor living spaces, and cheeky lobster decor make this a win for anyone looking to experience quintessential coastal Maine living. Sip a cup of coffee on the wrap-around patio where you can watch Jonesport fisherman check their lobster traps. Next, take a walk on the beach followed by a short drive to Acadia National Park or one of the nearby small towns where you can gorge on lobster and fresh catches of the day. And if you’re feeling reclusive, massive windows overlooking the bay and a gas fireplace make this a dreamy place to ride out fall’s moody weather.
2. Fairytale Cabin at The Wild Farm, Topsham, VT
@alondra.leneisha
Have you ever wanted to be escorted to a cottage in the woods by a friendly wolf? Meet your perfect stay. Your home is a cozy cabin set in the middle of a working farm overrun with gardens, horses, goats, chickens, and the aforementioned friendly wolf. Guests are welcome to forage from the gardens and enjoy fresh eggs every day (don’t worry, your hosts are available to assist with foraging). For a small fee, freshly chopped wood is provided for your stove when things get chilly. The cottage also lacks cell service and has “slow and finicky internet,” but I’m listing this as a plus for those who want to truly unplug and tap into your inner Snow White. Plus, just look at that price!
3. The Goul’s Attic at The Creaky Cauldron, Salem, MA
@alondra.leneisha
Described by one reviewer as a “quiet French Quarter on the east coast,” this apartment gets major points for its location near downtown Salem, spacious accommodations, and overall spookiness (definitely the fun kind). You’ll be within 5-10 minutes walking distance of Salem’s major attractions as well as a variety of restaurants, shops, and nightlife. Light breakfast is provided throughout your stay as are eco-friendly toiletries. Your hosts also receive top marks from reviewers; they’re quick to respond to questions, fix issues, and love to dish out insider tips so you can experience Salem like a local.
4. Treehouse, Willington, CT
@alondra.leneisha
Treehouses will always have that magical je ne sais quoi appeal, and this one is no different. Kids will love that it’s nestled on a bustling farm with tons of friendly animals you can meet and feed. Your lofty abode comes with children’s books, games, and a big fire pit perfect for making s’mores. As for mom and dad, enjoy day trips to nearby vineyards, breweries, antique shops, and a drive-in movie theater. And when the sun sets, make a pillow fort on the patio or gather ‘round the fire pit to take in the stars.’
5. Silo House, Litchfield, CT
@alondra.leneisha
This 170-acre property is a beautiful place to kick back and watch the leaves turn. Take a kayak out on your private pond or stroll around the massive estate where you can find vantage points overlooking the grounds. Your home is a renovated silo with stunning wooden finishes and tons of artwork. While this would be a great place to unplug, there is a dedicated workspace that makes this an excellent option for someone looking to upgrade their WFH experience or those considering a writer’s retreat.
6. Glass Tiny House, Warren, VT
@alondra.leneisha
If your travel style leans toward what I’ll affectionately call bougie, then book a rez at this tiny home A-S-A-P. Plopped high in Vermont’s beautiful Green Mountains among miles of forest overlooking a lake, the walls are made of reflective glass designed to make you feel fully immersed in your natural surroundings. Your host spared no expense on the finer details—unwind with a hot tub, heated floors, rain shower, Cozy Earth bedding (this brand is one of Oprah’s favorites, FYI), and an aromatherapy diffuser. Venture out of your abode for breathtaking hikes, paddle boarding or kayaking at the lake, biking, and more. Last but not least, this host understands the absolute joy of a well thought out welcome gift. Expect chocolates, wine, and cozy socks upon arrival.
7. Copper Fox Treehouse, Pownal, ME
@alondra.leneisha
Inspired by a dream, this treehouse was hand-built with eco-friendly materials by your hosts and the local community in the shape of a fox head. It’s a remarkable stay for adults and families alike (though the hosts don’t recommend super young children because of the home’s design). Climb up to one of the ears (aka the loft) to relax with a cup of tea or hike one of the property’s many trails. And don’t forget to end your day with a soak in the gorgeous bathtub.
8. Dome, Union, ME
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Welcome to The Dome, a lovely glamping experience where you can become one with nature and still enjoy the pleasures of running water and a flushable toilet. Your dome is located on an alpaca farm that’s adjacent to a lake, making this a fantastic option for kiddos. Kayaks are available for use and when you’re done playing in the water, you’re welcome to feed and pet the alpacas (so soft!). The real sell of this quiet tent-with-benefits, though, is the star gazing. Wait until the sun sets and watch the sky come alive.
9. Waterfront Tiny House, South Kingstown, RI
@alondra.leneisha
This home is a small but mighty Rhode Island gem. You’ve got all the amenities of home stocked into a small, but well-organized space. A private dock takes you directly to a gorgeous pond and you’re within walking distance of several fantastic beaches. And the pièce de résistance, the home is a few steps from an award-winning oyster bar where you can slurp the afternoon away with a glass of Sauvy B.
10. Treehouse, Newport, VT
@alondra.leneisha
This is the kind of Airbnb you rent with the intention of never leaving the house. Your home comes with a gorgeous cedar hot tub on the patio, a wood-burning stove, record player with stocked record collection, and a movie projector. Your hosts are also on call to assist with any supply requests, hiking recs, and more. Add on a dreamy forest backdrop and you may never leave.
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11. Private Home, Rockport, MA
@alondra.leneisha
Beautiful landscaping gives this home the illusion of remoteness without being totally secluded. The location is your biggest prize here, as it’s a short drive from downtown, the beach, and other cool New England cities like Salem and Boston. Your host also thoughtfully stocked the house with everything you might need, from toys and games for kids to beach accessories to kitchen essentials. If you come during the colder months of fall, you’ll love exploring downtown Rockport, which one reviewer said “looks like it should be in a Hallmark movie.”
12. Pioneer Valley A-Frame, Southampton, MA
@alondra.leneisha
Looking for a tiny home with the cabin-y aesthetics of an A-frame? Well, here ya go. This cabin oozes charm and is located on an even more charming horse and donkey farm. A short drive away is the bustling Pioneer Valley where you can check out restaurants, night life, shops, and fall festivals. Firewood is provided for your first night (a thoughtful perk) and your host is famous for her homemade marshmallows—yummm!
13. Mountain Cabin, West Windsor, VT
@alondra.leneisha
If you’ve been looking for an Airbnb that will finally get the fall trip out of the group chat, this is it. This cabin is perched on top of a beautiful mountain with a massive wrap-around deck equipped with porch swing, fire pit, and a luscious hot tub. It’s located near some of the best outdoor adventuring you can find, with miles of beautiful hiking and biking trails, and it’s about a 30-minute drive from hotspots like Dartmouth, Woodstock, and Quechee Gorge.
14. Lakehouse, Lempster, NH
@alondra.leneisha
Set 30 feet above the water, you have unobstructed views of the lake and surrounding forest. Your home comes with kayaks, a fire pit, chopped wood, hot tub, barbecue, and a well-stocked kitchen. For the brave, try cliff jumping. For the chill, relax on your private slice of beach and breathe in that fresh air.
15. Treehouse, Sanford, ME
@alondra.leneisha
This home is the definition of salt-of-the-earth luxury. If you’re in need of an updated profile pic holding a fish, grab one of the provided fishing poles, walk down to your private dock, and hook yourself a trout. Enjoy some of the best birdwatching and nature-viewing around, or take a kayak out for a quick paddle. The solar-powered home also comes with a projector for movie nights, a well-stocked kitchen, and all the comforts of a high-end hotel room.
16. A-Frame Cabin, Mount Holly, VT
@alondra.leneisha
Four words: sauna and hot tub. Get hygge AF in this modern-meets-woodsy cabin that’s just a short drive away from fall must-do’s, like apple and pumpkin picking, artisanal cheese shopping, antiquing, hiking, horse riding, and more. Your host is also especially helpful if you should need anything. Reviewers give her top marks for her excellent local recommendations.
17. North Fork Estate, Cutchogue, NY
@alondra.leneisha
OK, so this isn’t *technically* New England, but it’s en route and definitely worth a look. Located in the middle of an award-winning North Fork vineyard—seriously— this home has four bedrooms, a large heated pool, and a chef-worthy kitchen stocked for vacationers who love to cook. Enjoy unobstructed views of the sunrise and sunset over acres of sprawling vineyard and on cold days, settle in next to a massive romantic stone fireplace. It’s an ideal place to stay if you’ve ever wanted to recreate the movie Wine Country, but on the East Coast.
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