Log Cabin Luxury in Aspen, Colorado
Situated along Colorado’s Roaring Fork River, this luxe log cabin in the Rockies offers guests a front-row seat to scenic views and recreation. Nestled among towering pines, guests enjoy close-up views of Aspen Mountain’s abundant wildlife, yet Aspen’s trendy boutiques and world-class eateries are just a short walk away. With three bedrooms, a hot tub, fireplace, Wi-Fi, and the all amenities you’d find in a five-star hotel, you sure won’t have to rough it in this rustic retreat. Rentals from $4,950 per night.
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Spanish Gem on the Pacific in La Cruz de Huanacaxtle, Nayarit, Mexico
A water-worshipper's delight! The Casa Majani features multiple infinity pools that give guests the sensation of swimming in the waters of the Pacific. Indoor reflection pools, ponds, and other water features create a serene, Zen-like environment. Designed by eco-sensitive architects, the casa, a blend of Spanish design, warm woods, and natural stone, offers up to 12 guests the ultimate relaxation experience. Wi-Fi, a private gym, and a gourmet kitchen round out the amenities. Rentals from $7,354 per night.
Scottish Country Home in East Ayrshire, Scotland
Got an itch to live like Scottish nobility? Here’s your chance. This stately stone masterpiece, complete with turrets and multiple fireplaces, can accommodate up to 20 guests. Situated on historic manicured grounds, the magnificent house is the architectural embodiment of the term “Old Money.” Furnished throughout with antiques, canopied beds, and imposing artwork, this large home will let you play Scottish lord—or lady—for a day. Rentals from $3,166 per night.
Related: 18 Castles You Can Buy (for Less Than You Think)
Oceanside Oasis in Honolulu, Hawaii
The gentle sound of the surf and the nighttime chirping of frogs lull guests to sleep in this serene oceanfront home that's the epitome of tropical tranquility. At Diamond Head Villa, guests enjoy all modern conveniences, including a gourmet kitchen, private pool, and spa. They can even dine outdoors under a thatched cabana. A sliding wall system creates a seamless transition between indoors and out, bringing the peacefulness of the beach into the home. Rentals from $3,419 per night.
Live Like a Star on the Beach in Malibu, California
Grab your surfboard for fun, sun, and glamour galore on the golden sands of Malibu’s pristine beach! The private deck of Villa Delfine, overlooking the Pacific, features a massive fireplace and plenty of room for a large gathering. Meditate in the glass-walled balcony with its serene ocean backdrop. Designed for contemporary comfort inside and out, this waterfront wonder boasts elegant modern chandeliers, a solid-slab dining table, and a home theater. Rentals from $3,248 per night.
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Your Very Own French Chalet in Megève, France
Celebrate the traditional chalet experience in Megève, a popular ski resort town near the French Alps. While winter skiing enthusiasts have a short 100-yard walk to the gondola lift, warm-weather guests can explore an alpine wonderland in summer. The chalet itself is a study in wood-clad sophistication and accommodates up to eight guests. Enjoy all the comforts of home, then relax at the end of the day in the open-air Nordic balneotherapy tub. Rentals from $3,156 per night.
Pacific Bliss on Nantucket Island, Massachusetts
The salty scent of seaside splendor! It doesn’t get any better than this. Located on a peninsular peak in Nantucket’s chic Pocomo community, this classic shingle-clad home is the ultimate in kick-back comfort, offering ocean views from every bedroom. Guests enjoy verandas, a private pool, and a spa as well as steps that meander down to a private beach. Peacefulness is paramount in the home’s open-space interior, as borne out by its post-and-beam construction and soothing color schemes. Rentals from $6,628 per night.
Related: 18 American Towns Every Old-House Lover Needs to See
Swank Synagogue Style in Manhattan
Tradition, tradition! Once a tenement synagogue, this townhouse in the historic East Village underwent a complete transformation, emerging as a synthesis of tradition and modern comfort. The prominent Star of David entry window, high ceilings, and repointed brick walls serve as a reminder of the home’s reverent beginnings. Brazilian mosaic tiles, glass stairs, an Italian marble fireplace, and numerous tucked-away nooks and terraces offer guests a sensory thrill around every corner. Rentals from $2,500 per night.
Skier’s Paradise in Park City, Utah
A skier’s dream come true! During ski season, be prepared to sink your savings into a single night's stay at this ski-in/ski-out mini resort. With 14 beds and 17,000 square feet of living space, the Dream Catcher, constructed from timber and natural stone, accommodates large ski-friendly gatherings in style. With an outdoor hot tub and fire pit, guests can warm up and share the day’s ski adventures under the stars. Rentals from $10,000 per night.
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Jewel of the Jungle in Phuket, Thailand
Bring your island fantasies—and your checkbook—to these sumptuous lodgings! Villa Horizon, a seaside luxury home on the Andaman Sea, hides within an emerald-green jungle on Phuket’s western coast. Visitors enjoy traditional Thai decor set against a backdrop of aquatic stillness. Dine outdoors under the open pagoda or visit the spa room after a workout in the private gym. No boisterous partying, though. Serenity rules the day in this island home. Rentals from $4,965 per night.
West Indies Plantation in Turks and Caicos
Dramatic ocean views define this Airbnb island destination! Amazing Grace is designed and decorated to accentuate outdoor living and gracious entertaining. Located on the white sands of the Atlantic, the plantation is a study in traditional elegance. Whitewashed wood cladding gives the interior a gracious air, while expansive verandas transform the outdoors into relaxing living space. The plantation offers guests all modern amenities. Rentals from $12,000 per night.
Related: Island Living: 20 Tropical B&Bs That Are Only an Airplane Away
Vineyard Estate in Sonoma, California
Live like a vintner! Belle Vista offers a mix of Spanish sophistication and solitude—perfect for a serene family getaway. All day long, guests can soak up the rays around the private pool and then, come evening, revel in an unobstructed sunset. Afterwards, they can head inside to spend some time with good friends in the private wine cave. The estate’s most compelling amenity may be its stillness—for those times you really want to get away from it all. Rentals from $2,000 per night.
Old-World Elegance in Tuscany, Italy
Soak up Tuscany’s rose-hued ambience at Villa Gaia, a restored 15th-century villa that once sheltered noble families. This destination comes with on-site staff ready to indulge your every whim. Enjoy private tennis, swimming, bocce, and mountain biking, or explore nearby woodland paths. Located in the tiny village of Casole d’Elsa, the villa offers guests a glimpse into yesteryear without compromising on modern amenities. With 18 bedrooms, it’s an experience meant to be shared! Rentals from $8,610 per night.
Related: Step Inside 12 Hotels That Take You Back in Time
Wildlife Wonderland in Wilson, Wyoming
This upscale log rambler is a wood-lover's ideal! Guests at Willow Haven enjoy modern conveniences in a setting of natural wood, stone, and floor-to-ceiling windows with breathtaking views. Wide-open spaces, majestic mountains, and wildlife abound—yet this impressive home is only a 10-minute drive from Jackson Hole and the ski slope. Wet bar, Wi-Fi, and state-of-the-art surround sound provide the ultimate in cowpoke comfort. Rentals from $3,900 per night.
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