luxury house with pool for rent Hillsborough, United States

Fantastic valley floor location west side of St Helena minutes to town surrounded by vineyard and mountain views! Resort-like grounds with multiple outdoor entertaining areas including pool, spa, dining gazebo, BBQ area, bocce and shuffle board. Mid century modern fully furnished single level home with 3 ensuite bedrooms, vaulted ceilings and floor to ceiling walls of glass that showcase the stunning views. Updated chef's kitchen featuring Sub-Zero refrigerator/freezer, Thermador range, wine cooler and large center island with counter seating. Expansive greatroom with large seating area, fireplace, and glass doors that open to the extraordinary grounds. Primary ensuite offers private courtyard with extraordinary views. Additional features include updated bathrooms, formal dining, hardwood floors, central air and heat, carport, and lots of parking for guests.

Now available for rent, 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 poolideal 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: $6,800 Per Month

VACATION RENTAL: Minimum 30 days. Welcome to Villa Chiara, a beautifully remodeled, fully furnished Mediterranean Home situated on a single-level parcel just over 1/3 of an acre in a quiet east-side location. Soft natural light filters through oversized windows and sliding glass doors, which provide multiple access to the fenced-in exterior gardens, side decks, and patios. The main house features open-beam vaulted ceilings and a spacious open floor plan. The primary bedroom suite is inviting, featuring a king bed, a bathroom with two sinks, and a walk-in closet. Two additional guest bedrooms share a bathroom with access to the pool. The chef's kitchen provides top-of-the-line appliances to enhance every meal. It opens to the great room, which features a home entertainment system, and is adjacent to an open dining room that accommodates six place settings. Additional amenities include a billiard room with a seating area and fireplace. Spend afternoons by the sparkling pool/spa or lounge on the raised deck under the covered Pergola. Ideal for entertaining guests & dining Al Fresco by the pool. Enjoy evenings by the fire pit or the adjacent hot tub while gazing at the stars. The manicured, lush gardens are complete with a variety of roses & fruit trees, surrounded by mature trees. A contemporary Napa Valley Lifestyle many dream of!. Near downtown Calistoga, which offers several new restaurants, chic shops, art galleries, wine tastings, farmer's markets on Saturdays, coffee shops, and so much more. Calistoga has become a highly desirable destination. Rental Terms: Annual: $8,250 Per Month

Nestled on Howell Mountain just 15 minutes from St. Helena, this fully furnished Napa Valley home offers breathtaking vineyard views, majestic oaks, and beautiful gardens. Inside, find custom furnishings and a chef's kitchen with high-end appliances, a dining room, a cozy family room with a fireplace, and a formal living room with an additional fireplace. The primary suite provides direct access to the yard and includes a spacious bathroom with a soaking tub and shower. Completing this retreat are a large extra room off of the garage, with exterior and interior entrances, perfect for a library or office, a large garage, and a laundry room with extra storage, all on a scenic country lane. Rental Terms: Annual: $6,500 Per Month

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. Short Term Lease: (3-6 Months includes Utilities) $9,495/mo Long Term Lease: (12 Months includes Pool Service, tenant pays all utilities) $8,900/mo Currently Leased - Will be available September 1, 2026