glen ellen hotels & rental properties

Belleza is a hilltop modern villa above Sonoma Valley in Glen Ellen, its four en-suite bedrooms sleeping ten behind floor-to-ceiling glass. Panoramic valley views, an infinity-edge pool, a hot tub, and an outdoor kitchen with a stone oven anchor the grounds, and a rec room adds a pool table and shuffleboard. Booking is through AvantStay, with concierge add-ons available.

Glen Ellen Escape sits on roughly three acres in the heart of Glen Ellen, ringed by vineyards and hiking trails, its five bedrooms sleeping twelve across a sleek modern layout. A private backyard pool with loungers, a hot tub, outdoor dining, hammocks, and a barbecue deck anchor the grounds. Two living areas suit larger groups; booking is through AvantStay.

Grapevine Cottage is a romantic two-bedroom retreat in Glen Ellen, its own private hobby vineyard out front and vineyard views in every direction. Sleeping four, it has been thoughtfully updated with a newly remodeled kitchen. A generous yard holds sun loungers, shaded seating, a firepit, multiple grills, and several alfresco dining spots. On-site parking only; booking through AvantStay.

Olive & Oak is a modern five-bedroom retreat on forty private acres high on Trinity Road above Glen Ellen, with ridgeline views in every direction. Sleeping ten, it pairs walls of glass with a 75-foot saltwater pool, a hot tub, a sauna and a full outdoor kitchen. Glen Ellen's village is seven minutes down the hill; booking through AvantStay.

Sonoma Sunshine is a countryside retreat beside a vineyard in Glen Ellen, its four bedrooms sleeping ten around an inner courtyard with a fountain, a living-room piano, and curated decor. Sweeping views open over Sonoma at sunset. A private pool and a spacious patio with multiple lounge areas anchor the grounds, with parking for five. Booking through AvantStay.

Trinity Vista is a one-bedroom ridge-top retreat above Glen Ellen, a modern, light-filled hideaway built around the view. A contemporary couples' base sleeping two, its glass walls and indoor-outdoor living frame the Sonoma Valley landscape. Private terraces suit slow mornings and sunset wine, minutes from Glen Ellen's tasting rooms and Sugarloaf Ridge trails. Live availability and booking are through AvantStay.

Gaige House + Ryokan combines an 1890 Victorian mansion with eight Japanese-inspired Zen Suites featuring granite soaking tubs and private gardens. The 23-room property along Calabazas Creek in Glen Ellen offers a yoga enclave, hammocks under ancient oaks, and a daily breakfast buffet plus evening wine and cheese reception.

The Glen Ellen Inn is seven 'secret cottages' tucked along Calabazas Creek behind the village's Glen Ellen Inn Grill & Martini Bar. Each freestanding cottage has a private entrance, fireplace, and soaking tub, with creekside settings that favor quiet over hotel polish. The on-site martini bar is a local destination, and Jack London State Historic Park sits steps away. Pet-friendly.

The Jack London Lodge is the affordable cornerstone of Glen Ellen, a 22-room lodge along Sonoma Creek directly across from Jack London State Historic Park. The walkable village (with Glen Ellen Star, tasting rooms, and shops) is a short stroll, and the on-site Saloon is a longtime local hangout. A seasonal pool suits families after hiking. Pet-friendly.

Olea Hotel is a 15-room adults-only boutique hotel (thirteen guestrooms plus two garden cottages) set on a hillside in Glen Ellen, surrounded by olive and oak trees. The early-1900s structure was thoughtfully refurbished to combine five-star polish with B&B-style intimacy. Daily complimentary wine tastings, two-course breakfast, and an outdoor hot tub among the trees.