Luxury Vacation Rentals in St. Helena

St. Helena is the crown jewel of Napa Valley – a refined yet down-to-earth destination beloved by wine lovers, foodies, and travelers who appreciate the finer things. With its walkable main street, family-run vineyards, luxury boutiques, and award-winning restaurants, St. Helena offers a high-end travel experience that’s both intimate and inspiring.

Our luxury vacation rentals place you right in the heart of it all, while also giving you the space and privacy to relax at your own pace. Whether you’re wine tasting at boutique estates, indulging in spa treatments, or simply unwinding on a sun-soaked patio, luxury travel in St. Helena is about soaking up the good life without ever feeling rushed.

St. Helena Weather: When is the Best Time to Visit St. Helena?

St. Helena enjoys a Mediterranean climate that makes it a year-round destination:

• Spring (March–May): Expect mild temperatures and blooming wildflowers – perfect for vineyard strolls and scenic drives.
• Summer (June–August): Long sunny days and warm evenings make it ideal for alfresco dining and late-day tastings.
• Fall (September–November): The most magical time to visit – it’s harvest season, with golden vineyards and a festive atmosphere.
• Winter (December–February): Quieter and more peaceful, with occasional rain, cozy fireplaces, and fewer crowds.

Fall is often considered the best time to visit thanks to the grape harvest, but if you’re after relaxation, winter offers a slower pace and plenty of charm.

Food and Drink in St. Helena, California

Dining in St. Helena is an experience unto itself. With a culinary scene that rivals major cities, you’ll find everything from farm-to-table gems to Michelin-starred destinations.

Whether you're planning a wine-paired lunch at a winery or a casual café brunch, St. Helena is sure to impress. For handpicked recommendations, explore our guide to the top 3 restaurants in St. Helena – each one located just minutes from your Wander home.

Pair world-class cuisine with some of Napa Valley’s finest wines, and you’ve got the recipe for a truly memorable getaway.

Points of Interest in St. Helena

There’s so much to discover in this charming town and its surrounding countryside:

• Beringer Vineyards: California’s oldest continuously operating winery.
• Main Street St. Helena: Home to boutiques, galleries, and gourmet markets.
• Hall Wines: Known for contemporary art, bold reds, and stunning architecture.
• The Culinary Institute of America at Greystone: Perfect for food lovers seeking cooking classes or top-tier dining.

Whether you're into wine, wellness, food, or art, St. Helena offers curated experiences to match every interest.

Incredible Activities in and Around St. Helena

Beyond wine tasting, St. Helena is brimming with unforgettable things to do. For a full list, don’t miss our guide to must try activities near St. Helena, where you’ll find adventures like:

• Hot air balloon rides over the vineyards at sunrise.
• Hiking and biking through nearby parks and trails.
• Spa retreats featuring mud baths and mineral springs.
• Art walks and open studios in Napa Valley.

Whether you're traveling solo, with a partner, or with a group, there’s no shortage of ways to explore and unwind.

Getting Around

Navigating St. Helena is simple and stress-free. While the town itself is very walkable, having a car is helpful for exploring the wider Napa Valley.

Need transportation tips? Our St. Helena transportation guide covers everything you need to know.

If you’re staying at Wander St. Helena, you’ll find it’s conveniently located near all the top attractions while still feeling like a private escape.