Property Tag: 30+ Day Stays

Fitch St Escape

Location: Healdsburg, California
Property Type: Cottage
$267 to $367 per night
incl. taxes and fees
2
2
4

Experience the perfect launchpad for your wine country adventures, just minutes from the countryside. This recently remodeled gem is ideally located, a mere 2 blocks from the historic Downtown Healdsburg Plaza, where you'll find award-winning restaurants, charming boutiques, and wine tasting experiences. Designer touches and high-end finishes welcome you to the sleek, bright, and open space of this reimagined historic home. The sophisticated setting exudes a sense of tranquility, making…...

Heavenly Hideaway on the Healdsburg Plaza

Location: Healdsburg, California
Property Type: House
$279 to $349 per night
incl. taxes and fees
2
2
4

Nestled just 2 short blocks away from the historic Downtown Healdsburg Plaza, our Heavenly Hideaway offers a prime location that seamlessly connects residents to the vibrant heart of the area. This carefully curated space ensures easy access to an array of experiences, including the lively atmosphere of local restaurants, the quaint charm of boutique shopping, and the delightful indulgence of wine tasting venues. All of these elements are harmoniously set…...

Heart of Healdsburg Cottage

Location: Healdsburg, California
Property Type: Cottage
$189 to $318 per night
incl. taxes and fees
2
2
4

Experience the best of Healdsburg living in this charming 2-bedroom Tuscan-style cottage, just steps from the Plaza. Imagine waking up to the California sunshine streaming through the windows and stepping out onto your private patio, surrounded by lush greenery, for a peaceful start to your day. This inviting retreat offers a perfect blend of comfort and convenience. Inside, you'll find a bright and airy living space, ideal for relaxing after…...

Rosy Red Cottage

Location: Calistoga, California
Property Type: Cottage
$198 to $198 per night
incl. taxes and fees
3
1
4

Nestled among the lush vineyards of Calistoga, Rosy Red Cottage offers a tranquil, charming retreat that combines the beauty of Wine Country with the comforts of home. Located on a quiet country lane, this cozy two-bedroom escape invites you to unwind and enjoy the serenity of the surrounding nature. The cottage features central heat and air for your comfort, ensuring a pleasant stay no matter the season. A backup generator…...

Serenissima Terrace

Location: Larkfield-Wikiup, California
Property Type: Villa
$308 to $308 per night
incl. taxes and fees
4
3
8

Experience the captivating vistas of Sonoma Wine County from the luxurious hilltop villa perched in Wikiup. This opulent abode offers panoramic views that grace every corner of the home through its expansive open floor plan. Revel in the seamless flow between indoor and outdoor spaces as you prepare culinary delights in the chef-inspired kitchen or sizzle up a barbecue feast at the outdoor kitchen. Immerse yourself in the tranquility of…...

Whispering Oaks Estate

Location: Healdsburg, California
Property Type: Villa
$521 to $521 per night
incl. taxes and fees
4
3.5
8

This Elegant Villa offers World Class Views, High End Appointments, a Chef Inspired Kitchen, Indoor and Outdoor Dining and Entertainment Areas, including a Firepit to enjoy the evening with family and friends. The property is private yet only 10 minutes to town, with spectacular views of the entire valley and beyond. The Estate offers 4 Bedrooms and 3.5 baths, including Master Suite with jacuzzi tub and open floor plan that…...