luxury house with pool for rent Hillsborough, United States

Located in the heart of Napa Valley, along the beautiful Napa River, this luxurious, furnished estate offers historic charm and modern amenities. Minutes from world-class wineries, dining, and shopping, it feels a world away in its private, serene setting. Surrounded by mature trees, rolling lawns, and vineyard views, the home boasts vast covered porches, a pool, pickleball court, and outdoor kitchen. Inside, enjoy a chef's kitchen, formal living and dining rooms, and cozy family spaces, all with high-end and antique furnishings, and abundant natural light. The bedrooms feature private baths, making this an ideal retreat for those who love to entertain or just enjoy the spacious environment. Rental Terms: Annual: $38,000 Per Month

Nestled in the heart of Napa Valley, this state-of-the-art country estate offers a truly unparalleled living experience, surrounded by lush Raymond Winery vineyards and breathtaking views from every angle. Situated on the valley floor, this elegant property combines timeless style with modern amenities, creating the perfect retreat in wine country. The main residence features three beautifully appointed en-suite bedrooms, each designed with comfort and sophistication in mind. A separate one-bedroom, one-bathroom guest cottage provides additional privacy and convenience, complete with a cozy sitting room and a fully equipped kitchenette ideal for hosting family or friends. Set on over an acre of impeccably landscaped grounds, the property is an entertainers dream. The outdoor amenities include a sparkling saltwater pool, a tennis court, and a bocce court, offering endless opportunities for relaxation and recreation. Whether enjoying a morning swim, an afternoon match, or an evening under the stars, this estate provides the ultimate backdrop for luxurious living. Located just minutes from downtown St. Helena, this home offers the perfect balance of serene countryside living and easy access to world-class dining, shopping, and renowned wineries.

This exceptional historic farmhouse offers a rare blend of privacy, character, and convenience just one mile from downtown Saint Helena. Nestled on a gated, wooded parcel adjacent to vineyards and forest, the property features four bedrooms, two and a half bathrooms, and a distinctive old resort-style charm. Highlights include a massive stone fireplace, a large screened-in porch, antique furnishings, original artwork by local artist, and a spacious in-ground pool ideal for enjoying the peaceful Napa Valley setting. With its rustic lodge feel and timeless details, this unique home offers a serene retreat moments from world-class wineries, restaurants, and shopping. Rental Terms: Annual: $5,000 Per Month

Set on approximately 37± acres, this impressive two-story California Tudor offers a rare opportunity to enjoy spacious, private Wine Country living while remaining conveniently located between Healdsburg and Santa Rosa. Encompassing approximately 5,804± square feet, the furnished residence offers four bedrooms, including a generous primary suite with a large en suite bath, along with three additional bathrooms. Expansive living spaces provide plenty of room for both everyday comfort and entertaining, while a dedicated home office/workout room adds flexibility for working remotely, fitness, or additional personal space. Outside, a beautiful backyard captures the essence of Sonoma County living. Enjoy picturesque vineyard views from the swimming pool, and expansive patio or gather with family and friends on the spacious lawn. With ample room for outdoor dining, entertaining, and simply unwinding amid the surrounding Wine Country scenery, the outdoor spaces create an inviting extension of the home. Surrounded by acreage, the property offers a wonderful sense of privacy and retreat, yet its convenient location provides easy access to Highway 101 and an effortless commute to Healdsburg, Santa Rosa, and the many restaurants, wineries, shopping, and amenities of Sonoma County. Offered furnished, this distinctive California Tudor combines substantial living space, beautiful outdoor amenities, privacy, versatility, and Wine Country convenience in an exceptional setting.

Fully furnished three bedrooms and 2.5 bathrooms. Expansive indoor & outdoor downstairs living & dining areas. The pool, outdoor kitchen, and outdoor patios separates the indoor and outdoor living areas with sliding 13' glass panels. There is an office that overlooks the private outdoor area. This home features Wolf & Sub-Zero appliances, built-in Sonos speakers, and a remote-controlled fireplace. Located two blocks from downtown Healdsburg's central Plaza and approximately seventy miles north of San Francisco. The Glass Pavilions sit at the crux of the Russian River Valley, Dry Creek Valley, and Alexander Valley viticultural areas and within steps of Michelin-starred restaurants, numerous tasting rooms, and breathtaking wineries. Construction was completed in 2022 and designed by celebrated architects Stanley Saitowitz, and Natoma Architects Inc. The home features a tasteful minimalist design, from its tranquil bedrooms to secluded courtyards. High walls and greenery offer near total seclusion from neighboring properties, while translucent glass in the façade creates street-side privacy for the front townhouse. Long Term Lease: (12 Months includes Pool Service, tenant pays all utilities) $12,000/mo Currently Leased - Will be available December 1, 2026