Holiday rentals in Geyserville

Private Entrance Suite in Heart of Wine Country

Situated in an upscale neighborhood, this exquisite guest suite boasts a private entrance on a safe, quiet cul-de-sac in the heart of the wine country. The en-suite is perfect for a romantic getaway, comfortable for an infant or small child, and ideal for the business traveler. We are 5 miles from Healdsburg and 3 from the Sonoma Co. Airport. Three parks within 4 miles encompass over 20 miles of hiking/biking. The Russian River, Redwoods, and Sonoma Coast are only a short, panoramic drive away.

Pony Ranch Vineyard Estate with Pool

Guest House with private entrance on gorgeous gated Vineyard Estate. Overlooks pool and vineyards with views to Mount St. Helena. Gas fireplace, refrigerator, microwave, Keurig coffee maker, queen bed. Seasonal private pool with fabulous views, occasionally shared with owners. Toilet and sink separate from shower. 8 minutes to the Healdsburg Plaza. Less than a mile from 3 wineries, very close to dozens more. Agricultural Education Programs available. Sonoma County TOT Certificate 1362N

Healdsburg Garden House

Enjoy a real Sonoma County Experience Best Value in the Valley Organic grapes, hops, flower and vegetable gardens Centrally located home away from home Large Covered Redwood Deck with Gas Grill NEW A/C and Heating (controls in each bedroom) Super clean and sanitized Private, spacious & comfortable Fully Stocked Kitchen w/ Dishwasher 50” HDTV’s in each room (HBO, Showtime, Netflix, YouTube…) 1 GB High Speed Ethernet Level Walk to Town Square and Russian River Beach TOT # 798N

Ideal romantic getaway...♥️♥️👨‍❤️‍👨👩‍❤️‍💋‍👩

A lovely studio , with a private entrance, above the world famous Alexander Valley. Just 20 minutes to Geyersville/Healdsburg wineries, shopping and fine dining. A secure gated property in this tranquil area of Northern California, yet just 10 minutes from the charming historic village of Cloverdale awaits. The perfect place to kick back and relax in a calm, stylish space. Let your stress melt away while you enjoy incredible views from your private patio, complete with hot tub.

Mediterranean Getaway with breakfast Healdsburg

An attractive, ultra-romantic, almost-a-cottage Bed&Breakfast is waiting for you in our restored 1930s-era home in a peaceful corner of northern Sonoma County. Ours is a quiet rural road nestled in beautiful oaks, redwoods, California bay, and buckeye trees near the bottom of Fitch Mountain, some 100’ above the Russian Rive. Fitch Mountain is known for its interesting local history, eclectic building styles, beautiful views, secluded neighborhoods, and friendly spirit.

Gracianna Winery Vineyard Loft - Farm Stay

Costs vary based on availability. Luxury estate loft in Gracianna Winery's vineyard on Westside Road's Miracle Mile of Pinot Noir in Healdsburg includes equipped kitchen with new gas Wolf Range. Pick up breakfast needs before arriving. Vineyard machines may work overnight with lights & disruptive noises, especially during the summer and harvest is in late August early Sept. TASTING ROOM CLOSED DECEMBER 1 - MARCH 31. LOFT AVAILABLE YEAR ROUND. TOT #3294N

Healdsburg Contemporary Cottage With Lush Backyard Patio

Your private Healdsburg retreat—just a 4-minute walk to downtown wine tasting rooms, restaurants, shops, and the Farmers Market. This stylish guest cottage offers parking in front of a private entry, garden with al fresco dining, BBQ, lounge area, and a fully equipped Pilates studio. Designed with international contemporary art and thoughtful touches, it’s perfect for a weekend escape or a longer stay while house hunting.

2 Bedroom Flat With Short Walk to Downtown

Keep it simple at this peaceful and centrally-located place. Our 100+ year old vacation home has a classic vintage vibe with newly renovated modern touches. The upstairs apartment features 2 bedrooms and 1 bathroom. It is only half a block from downtown Cloverdale where you’ll find restaurants, bars, shopping and live music in the summer. This is the perfect place to enjoy a family vacation or a friends getaway!

Hilltop Vista Villa

Nestled on a serene acre beside the scenic Fitch Mountain Park & Open Space Preserve, Hilltop Vista Villa offers a private sanctuary with sweeping views of world-class vineyards. Enjoy direct access to tranquil hiking trails and close proximity to the Russian River’s inviting beaches. This bright and welcoming single-level retreat features an open-concept floor plan filled with natural light.