Now is the perfect time to book your ideal fall getaway. Whether you want to spend your days in the mountainous regions of Blue Ridge and Shenandoah or by the water on Chincoteague Island or at Lake Anna, these six charming Airbnbs will allow you to kick back and relax by the colorful falling leaves, crisp woods, or by the autumnal lakeside shore.
Whispering Woods, Shenandoah, VA
This secluded home is perfect for couples, families, and friends who want easy access to hiking trails and mountains. This Airbnb is nestled in Shenandoah Valley, home of Shenandoah National Park and within the Massanutten mountains. This lovely three-bed and three-bath cabin features a fully stocked rustic kitchen, work desk for all of your WFH needs, and an indoor fireplace built with rocks from surrounding rivers. Outside, you have access to an amazing outdoor projector screen for late-night movies, and a fire pit, and a grill. This gem is just minutes away from the Shenandoah River, where you can kayak, swim, and canoe. There are also opportunities to go hiking at the national park, skiing in the Massanutten Ski Resort, and exploring the well-known Luray Caverns, just a 15-minute drive away.
The Whispering Hillside, Blue Ridge Mountains, VA
This rural cabin comes with a couple of unique charms, the first being one that every pumpkin-spice-latte lover would appreciate: a fully equipped coffee bar. What better way to enjoy the cool weather than to pair it up with a hot cup of coffee every morning? This breathtaking Airbnb is the ideal option for those that want to stay in a bright and inviting interior with notably high ceilings and unusually large windows that will give you wonderful natural lighting — and plenty of vitamin D. The Whispering Hillside is a two-level home with two bedrooms, plus a loft, and one full bathroom. Located in the heart of the Blue Ridge Mountains, this rental is another perfect spot for all nature lovers, hikers, and those who are seeking to disconnect from the bustling suburbs and city life to enjoy a slower pace.
It’s 5 O’Clock Somewhere, Chincoteague, VA
Named after the title of Jimmy Buffett’s iconic song, “It’s 5 O’clock Somewhere,” this Marsh Island Airbnb is for those who want to hit pause in the real world and instead relax by the coastal shores with their favorite drink. This studio-size, one-bed, one-bath condo is perfect for the solos and couples out there who want to visit the famous Chincoteague Island. You’ll be spoiled with views of multiple bodies of water, such as the Black Narrows Channel, the Causeway, and the Chincoteague Channel. The condo features a stocked kitchenette, flat-screen television, and a bright sunroom. October is a good time to visit, as Chincoteague National Wildlife Refuge offers a fee-free day on October 9. Plus, you won’t want to miss meeting the iconic ponies and horses that roam the island.
The Cozy Cottage At Grateful Meadows, West Point, VA
This magical, fairy tale-like cottage doubles as a bed-and-breakfast nonprofit animal sanctuary. Who wouldn’t love sleeping in the middle of the tranquil forest and waking up to a farm full of animals to feed and pet? This one-of-a-kind sanctuary is in a Wi-Fi-free zone, which is great for those wanting to stay connected with the outdoors and animals instead of the online world. The cottage an ideal space to appreciate the countryside lifestyle — and we all know the countryside thrives in the fall! The one-bed, one-bath home provides a private lounge for guests and comes with a kitchenette, projector, and a pool table and other games. It’s definitely the perfect retreat for the flora-and-fauna appreciators.
Captain’s Quarters, Lake Anna, VA
If you’re a watercraft enthusiast, then check out this grand lakefront estate in Mineral, Virginia. It is a custom-built home that provides guests access to a plethora of aquatic activities, including the chance to explore the lake with the provided kayaks and paddleboards. It is clear that this Airbnb is full of luxe amenities the moment you step on the property. The detached building down by the lake features an expansive patio and balcony, gas grill and smoker, fire pit, and lots of yard games for family-friendly entertainment. As if this spot couldn’t get any better, it also has plenty of indoor amenities, too, including a lofty great room, game room with various gaming tables and video games, wet bar, kettle popcorn machine, and gourmet kitchen. Lastly, if you want to explore the Lake Anna area, there are nearby dining options, multiple breweries, and the home is just minutes away from Kings Dominion.
Blue Smoke Mountain-Side Cabin, New Market, VA
If you want to vacation inside of a home that literally looks like autumn, feels like autumn, and sits within the fall foliage forests, then this the perfect Airbnb for you. This cabin is a fall foliage heaven, with its pumpkin-colored exterior and orange fairy lights that accent the porch. Bordering the George Washington National Forest, this gorgeous two-bed and four-bath cabin encourages guests to take full advantage of all of the amenities that are provided to fully enjoy the chilly autumnal season. Guests can lounge by the large brick fireplace, read a book on the eccentric bed swing, toast s’mores by the fire pit, and watch television with the included Roku Smart TV.
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