Maine has undoubtedly earned its nickname “Vacationland”. In fall, folks flock to the state’s coastal gems, attend seasonal festivals, and hike scenic trails. With the outdoor attributes alone, it’s easy to have a staycation here. But being able to retreat to a stunning rental or hotel makes it even better! While some places in Maine do shut down around mid-fall, these places take advantage of one of Maine’s most beautiful seasons – autumn!
Chebeague Island Inn - Chebeague Island
One of the best resorts in the U.S. for viewing fall foliage, Chebeague Island Inn has been awarded numerous honors for its exceptional place within the travel scene. However, the inn plays off of its history and has managed to stay remarkably simplistic while still feeling quite high-end. The interiors have been lovingly preserved and restored, exuding much of the original wood from the early 1900s. Nestled on an island in Casco Bay, there’s a sense of remoteness, while there are boutiques, golfing and beaches.
Lodge at Moosehead Lake - Greenville
Lodge at Moosehead Lake sits further inland, near the other side of the state. Of course, Maine has many incredible lakes available to travelers who aren’t making their way through the coastal region. The lodge is proximal to incredible waterfront terrain, and each room features views of the surrounding woods. So yes, the changing leaves envelop the property. Start your day with a carefully cultivated breakfast of fresh ingredients. The lodge uses local dry-aged meats, seafood, berries and a wealth of other regionally sourced foods.
Pilgrim's Inn - Deer Isle
One of Maine’s gorgeous coastal getaways, Pilgrim’s Inn was built in the 1700s, on the lovely Deer Isle. While still feeling luxurious, the Inn feels like home. Enjoy a local beer or steamed clams at the tavern. Or the sea monster chocolate ice cream with a secret ingredient – seaweed! Breakfasts are individually prepared with ingredients from the garden. Nearby you’ll find unparalleled fall hikes among granite, and calm kayaking waters.
Crow’s Nest Tiny House - Durham
Durham is only a skip away from Freeport, where travelers can explore LL Bean’s flagship location and the oceanfront. There’s also quaint shops that are perfect for visiting on a crisp fall day, and a place to get killer whoopie pies. But you can also just chill at this clean-cut tiny home, which sits on open farmland, being bordered by trees. Sleep under a skylight that peers toward the sparkling night sky, and in the morning don’t be surprised to see cows and chickens in the field.
9-Bedroom Estate with Movie Theater - Newry
Just about every over the top feature you can think of is at this enormous estate, near Sunday River, a prominent ski area in the winter. The valley has exceptional color changes during the fall, and many trees surround the gigantic home. The massive pool is open until mid-October, and two hot tubs are also onsite. Other things to note are a movie theater, multiple spa bathrooms, and extensive game areas. It’s also dog friendly!
62 Views - Portland
While Maine has gorgeous remote coastal villages, mountains, and sparkling lakes, fall time in the city is magical in its own right. When in Portland, you’re still close to the water. Seafood can be found around every corner. And many of the quaint shops and cafés offer special seasonal treats from pumpkin donuts to coffee! Then, of course, you have all the perks and adventures to be found amongst the more developed area. This apartment is newly renovated and features the best-elevated deck to view the surroundings.
Cottage with Ocean View, Lobster Boat Lounge - Machiasport
The super cute small cottage overlooks a nature reserve, so you have diverse native plants and wildlife to observe. The best part is the lobster boat lounge that sits closer to the water. You read that right! It’s an extremely unique feature that offers unparalleled glimpses of the area. Hiking trails weave through the nearby woods, and bucket list destinations like Acadia National Park are near.
Moosehead Hideaway - Northwest Piscataquis
This cozy rental is located right on Moosehead Lake. And there’s plenty of outdoor deck space to enjoy all of that gorgeous water and foliage. You could even sit on the dock, enjoying a hot cup of cider while wrapped in a blanket on a fall afternoon. Roast marshmallows over the fire pit, or hit the lake in a canoe for an up-close look of all the natural attributes.
