Luxury Vacation Rentals in Walla Walla

Walla Walla, Washington, is one of the Pacific Northwest’s most delightful surprises. Tucked away in southeastern Washington, it’s a haven for those who appreciate fine wine, farm-to-table dining, and genuine hospitality. With more than 120 wineries and an abundance of scenic beauty, this is a destination for slowing down, savoring the moment, and indulging in a high-end escape.

Our luxury vacation rentals in Walla Walla are crafted to complement the setting. Imagine waking up in a king-sized bed overlooking vineyard rows, working from a sun-drenched study surrounded by nature, or enjoying a sunset soak in your private hot tub.

Whether you're on a romantic retreat, a long-overdue family reunion, or a solo recharge, you’ll find peace and indulgence in equal measure.

Walla Walla Weather: When Should You Visit?

Walla Walla enjoys a warm, dry climate with four distinct seasons, each offering its own kind of magic.

• Spring (March–May): Wildflowers bloom, tasting rooms reopen their patios, and the weather is mild—ideal for outdoor tastings and bike rides through wine country.
• Summer (June–August): Long, sunny days and warm evenings make it peak season for winery visits, al fresco dinners, and open-air concerts.
• Fall (September–November): Harvest season is a favorite among wine lovers. The vineyards are buzzing, and the golden foliage is breathtaking.
• Winter (December–February): A quieter time, perfect for cozy getaways. Enjoy intimate dinners, fireside wine tastings, and peaceful strolls through snowy countryside.

Food and Drink in Walla Walla

Walla Walla’s culinary scene is as rich as its wine offerings. The area is celebrated for its farm-fresh ingredients, creative chefs, and of course, the famous Walla Walla sweet onion.

Saffron Mediterranean Kitchen delivers bold, seasonal flavors in a romantic setting, while Brasserie Four offers classic French fare paired beautifully with local wines. For casual bites, Andrae’s Kitchen (located in a converted gas station) is a must-visit for inventive street food.

Love to cook? With a full gourmet kitchen at your Wander home, you can pick up produce, meats, and artisan goods at the Walla Walla Farmers Market or specialty stores like Salumiere Cesario, then enjoy a relaxed meal at home with vineyard views.

Looking for more foodie inspiration? Check out our Walla Walla restaurant guide.

Points of Interest in Walla Walla

Walla Walla may be small, but it’s full of cultural gems and natural beauty.

• Main Street: Lined with boutiques, tasting rooms, and galleries, it's the heart of town and a lovely place to spend an afternoon.
• Whitman College Campus: Beautifully landscaped and home to public art and walking trails.
• Fort Walla Walla Museum: A fascinating stop for local history and pioneer heritage.
• Bennington Lake and Mill Creek Trails: Perfect for light hiking, birdwatching, and scenic walks.

Incredible Activities in and Around Walla Walla

Whether you’re here for a weekend or a week, there’s no shortage of ways to fill your days:

• Wine Tasting: With over 120 wineries, you can tour everything from boutique tasting rooms to sprawling estate vineyards.
• Hot Air Balloon Rides: Soar above the valley for a breathtaking view of the region’s patchwork fields and vineyards.
• Biking the Wine Trail: Rent a bike and cruise through scenic backroads dotted with tasting stops and orchards.
• Art Walks and Events: The town hosts monthly art walks and seasonal festivals celebrating music, food, and wine.
• Golfing: Tee off with mountain views at Wine Valley Golf Club, a premier course just outside town.

Getting Around

Walla Walla is easy to navigate by car, and many attractions are just minutes apart. Free street parking is abundant, and all Wander homes include private parking. If you prefer not to drive, private wine tour companies and shuttle services make exploring the valley carefree and convenient.

For a scenic approach, consider flying into Walla Walla Regional Airport (just 10 minutes from downtown) or driving from Spokane, Seattle, or Portland for a stunning road trip through Eastern Washington’s wine country.