Wine Country vacation rentals
Uncork and unwind along some of the country’s best wine destinations.
Whether a romantic getaway or a weekend away with friends, take a trip out in search of award-winning wine, world-class cuisine, and postcard-perfect landscapes across the U.S.’s popular wine destinations. Reconnect with loved ones, explore the outdoors, and appreciate the (fermented) fruits of local artistry with a wine country vacation rental. Stay close to tours and tastings, then come back to your vacation home to recharge, refresh, or keep the good times rolling. Find homes with plenty of space for large groups, as well as amenities like hot tubs, fireplaces, pools, and views.
Wake up to sun-drenched hills and rows of grapevines from your patio, deck, or hot tub.
Spread out in elegant homes with chef's kitchens, fire pits, and space for the whole crew.
Skip the long drive—our homes are near the region’s most celebrated sips and cellar doors.
Enjoy outdoor living spaces, spa-like bathrooms, hot tubs, pools, and more.
Located between Syracuse and Buffalo, the Finger Lakes region is home to over 130 wineries. Clink your glasses with close friends at a wine tasting, embark on a waterfall hike or two, and settle into a slower pace with culinary delights and lakefront leisure. Get the most out of your visit and plan your trip in time for the Finger Lakes Wine Festival in late July.
This Mediterranean-style manor makes the perfect backdrop for a vacation of sipping wine and enjoying the ocean. Walk to the beach, shops, and restaurants, then come back to unwind by the fireplace. With room for six, you can bring friends or family along and enjoy delicious meals al fresco beside lovely views of the Santa Ynez Mountains.
Hawaii’s guava and pineapple harvest lead the way for popular fruit wines that pair well to any beach vacation. Vitis vinifera is also widely grown on the islands, making Viognier, Chenin Blanc, Syrah, and Malbec varieties to try on a wine tasting. Pour a glass to enjoy by the water as you watch the waves come in.
Discover a vibrant Southern wine scene just outside historic Charleston. This emerging wine region blends boutique vineyards, charming tasting rooms, and warm hospitality with easy access to coastal beaches and world-class Lowcountry cuisine.
Northern Michigan’s Leelanau Peninsula Wine Trail includes over 20 award-winning wineries, with fine dining options and incredible views to boot. Find tasting rooms on the water’s edge, fit in a few lakefront activities, or adventure your way through nearby Sleeping Bear Dunes.
Lake Chelan is surrounded by tens of thousands of acres of fruit orchards and vineyards, making it an ideal destination for a wine country vacation. By day, take a scenic drive and stop by farm stands for apples, cherries, grapes, apricots, pears, and peaches. By evening, treat yourself to a few evenings of wine tasting through exceptional ciders and wine at any of the region’s 40 wineries.
Napa Valley is considered the wine capital of the U.S., but the California Wine Country region stretches across the Napa Valley and along a small portion of the northern coast, about 50 miles north of San Francisco. Each town has something different to offer, including Sonoma, Glen Ellen, Sea Ranch, Santa Rosa, Bodega Bay, and more.
The most popular times are spring (April–June) and fall harvest season (September–October), when the vineyards are in bloom or full of color. But winter and summer offer quieter, more affordable stays and plenty of wine to go around.
Many of our wine country vacation homes offer private hot tubs, pools, or both. You can filter your search by amenity to find exactly what you’re looking for.
Yes—Florida does have wine, though it’s quite different from traditional wine regions. Tropical and unexpected, Florida’s wineries serve up Muscadine and fruit wines in sunny, scenic settings—from vineyard tours to beachside tastings.
