Santa Rosa Hotels & Rental Properties

Clementine is a bright, garden-wrapped retreat in east Santa Rosa near Spring Lake and Trione-Annadel, its six bedrooms sleeping ten under high, sunny ceilings. A sunroom suits afternoon apéritifs, and the lush garden holds a private pool, a gazebo, and a large patio for group dinners. Note: no air-conditioning and no pool heat. Booking through AvantStay.

Fable Sonoma is a purpose-built retreat center on nearly ten secluded acres outside Santa Rosa, its five bedrooms sleeping ten in a 1970s home reimagined by architect Jacob Lehrer. A heated pool, hot tub, cedar sauna, private trails, and a ceremony tent make it a base for offsites, wellness retreats, and workshops. No pets; some amenities require a short hike.

Flamingo Resort & Spa is the historic mid-century landmark of Santa Rosa — a 170-room resort built in 1957 and wrapped around its iconic S-shaped pool on 10 lush acres. Now part of Hilton's Tapestry Collection and listed on the National Register of Historic Places, it pairs period design with the Lazeaway Club restaurant, a full spa, and an expansive fitness center.

Gable is a 3.5-acre hilltop retreat in the hills of Santa Rosa, its five bedrooms sleeping ten with sweeping views over vine-covered slopes. An extensive patio is set up for hosting a tasting, and the grounds hold a private pool, hot tub, firepit, and barbecue. Safari West and the northern county's wineries are nearby; dogs welcome for a fee.

Hotel E is the restored 1906 Empire Building on Santa Rosa's Old Courthouse Square — a Beaux-Arts landmark transformed in 2017 into the city's leading boutique hotel. Thirty-nine guest rooms, the on-site Enology Lounge wine bar, and an unmatched downtown Santa Rosa location make it the highest guest-rated hotel in the city.

Malvasia is a light-filled, architecturally striking retreat within twenty minutes of Sonoma Valley's wineries, its five bedrooms sleeping twelve. Two living rooms — one with a pool table — and dual dining areas spread a large group out, with a dedicated office and desks in several bedrooms. A private pool with valley views anchors the grounds. No A/C; booking through AvantStay.

Mayacama Manor is a polished wine-country escape on Somerville Road in Santa Rosa, on the Sonoma Valley side of town near galleries and tasting rooms. Its four bedrooms sleep ten in a comfortable, group-scaled layout with a fully equipped kitchen and air-conditioning throughout. A private pool and hot tub offer a place to unwind. No pets; booking through AvantStay.

Shiloh Vista Estate is a modern wine-country haven in the quiet hills of Santa Rosa, near Shiloh Ranch Regional Park and a short drive from Healdsburg and Windsor. Its four bedrooms sleep ten in light-filled interiors with a contemporary fireplace. A private pool, hot tub, and hillside views anchor the grounds. Dogs welcome for a fee; booking through AvantStay.

The Astro is a restored 1963 mid-century motor lodge in Santa Rosa's SOFA arts district — design-forward, locally rooted, and the editorial counterpoint to the city's chain inventory. Acquired by the team behind The Spinster Sisters restaurant, with on-site bicycle rentals, an art gallery program, fire pit courtyard, and a curated mid-century interior.

Vinarosa Resort & Spa is the reimagined 78-room luxury resort on a 92-acre working vineyard estate in Santa Rosa — formerly Vintners Resort, completed a $15M Ensemble Hospitality rebrand in July 2025. The legendary John Ash & Co. restaurant remains, now under Executive Chef Sergio Howland. ARCSINE-designed interiors, new resort pool, and refreshed spa.

Vino Blanco is a ranch-style retreat in Santa Rosa's Bennett Valley, with mountain and vineyard views, about ten minutes from Bennett Valley wineries. Its four bedrooms sleep ten in an easy layout with an indoor pool table. An outdoor fireplace, barbecue, and large deck take in the views. No pool or A/C; up to two pets welcome for a fee.