Fall Luxury Vacations

Get Pampered On Your Fall Getaway

As summer’s peak travel season winds down, Autumn is an excellent time to take advantage of lower air fares and fewer crowds.

Rent a vacation rental where the fall foliage is in bloom, a Bar Harbor cabin rental or a Halifax apartment.Whether you want to splurge in the US or jet-set across the world, there are several luxury vacation rentals available.

From golfing in Maui, to sailing in Newport, to tasting the wine of California, a fall getaway  is the perfect way to bid the heat farewell-- at least until next year.


Glamorous Golf Getaways

Before the leaves fall to the ground is an ideal time to get in those last few games of golf, and the cooler weather will put some zing in your swing. Do it right this time and stay in a vacation rental on the green of a gorgeous, first-class golf course. With easy access, resort amenities, and the opportunity to play your favorite game against a backdrop of desert, mountains or ocean, you’re sure to hit a hole in one – at least with your accommodations.




Luxury Leaf-Peeping

You haven’t experience a true season change until you’ve witnessed an Indian summer. Fiery fall foliage rivals even the brightest springtime bloom. Stay in a vacation cabin or chalet surrounded in maples, birches, and beech trees near hiking and mountain biking trails, and start your hike right outside your front door. Be sure to plan ahead, autumn’s bloom won’t last forever and you will want to travel during your destination’s leaf peeping peak.





Sailing Sojourns Whether you're sailing in the Aegean Islands or in San Diego, a vacation rental will make your trip a lot smoother.

Pack your preppiest cardigan and dock-siders and plan a luxury sailing vacation. Fall brings good weather and consistent wind, whether you’re close to home or on the other side of the world. Wherever you go, why not splurge? Consider a waterfront summer rental near the dock with access to a lively yacht club. Chip in with a group and afford an even more luxurious rental.





Vineyard Vacations

Celebrate the fall harvest in a thriving vineyard out in beautiful wine country. Whether you prefer an Italian Sangiovese, or a Napa Chardonnay, you’ll find Autumn brings cool weather, cheap rates, and fewer people for longer and more intimate tours. Renting a vacation home is a perfect way to spark romance, or a fun thing to do with friends. And good wine usually means good food is nearby.  Satisfy your most epicurean desires with a luxury vacation overseas, perhaps in Tuscany or France.




 

Luxury Rentals in Maui

Top Floor Ultra-Lux 1503 Surfrider with Panoramic Kapalua Beach Views!

Surfrider Villa 1503, is a direct oceanfront and beachfront panoramic ocean view private residential vacation rental villa set within Montage Residences, Kapalua Bay's prime building #1. 1503 is one of very few privately owned villas offered as a ...

Wailea Seashore Suite K507 TOP FLOOR New Interior & Full Ocean Views!

Reservations for K507 Wailea Seashore Suite are available now! K507 Wailea Seashore Suite (3 bedrooms and 2 bathrooms), set on the top (5th) floor at the beachfront Wailea Beach Villas Resort on Maui Island, joined this exquisite collection of e...

Grand Seascape K407 at Wailea Beach Villas - Prime Upper Level

The aptly named Grand Seascape at Wailea Beach Villas, also known as Tower Building K407", is a three bedroom, two bath, exceptionally luxurious vacation residence with truly grand coastal and ocean views. With more than 2,300 square feet of styli...

Wailea Sunset Bungalow - Private Oceanfront Home in Makena

The Wailea Sunset Bungalow was recently re-freshed with live green plants, new paint, carpet, drapery, lamps, solar shades, and new beautiful solid honey teak bedroom furniture. We also added larger flat panel televisions in the living room and th...

Wailea Sunset Estate - Private Oceanfront Home in Makena

Wailea Sunset Estate, one of our most popular vacation homes, was just lovingly refreshed with some upgraded amenities and decor. We installed brand new flat panel televisions in all rooms, including a 3D HDTV in the great room, and HD channel sub...

Vacation Home Search

Find the perfect rental for your vacation

Join Our Newsletter

Get the latest updates in your email