Property Tag: 30+ Day Stays

Fitch St Escape

Cottage in Healdsburg, CA
5.0
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
  • Pets allowed
$238 to $238 per night
incl. taxes and fees

Step into Fitch Street Escape, a chic and recently remodeled historic home just 2 blocks from Healdsburg Plaza. Perfectly located in the heart of Sonoma Wine Country, this sophisticated retreat offers easy access to award-winning restaurants, boutique shopping, and world-class wine tasting. Blending modern design with historic charm, this bright, open-concept home features 2 bedrooms, 2 full bathrooms, and high-end finishes throughout. A chef’s kitchen with stainless steel appliances, sleek surfaces, and…

5.0
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
  • Pets allowed
$286 to $336 per night
incl. taxes and fees

Just 2 Blocks from Healdsburg Plaza – Step into Wine Country elegance at Heavenly Hideaway, a thoughtfully remodeled historic home that puts you at the heart of Healdsburg's culinary and wine scene. Walk to award-winning restaurants, boutique shopping, and premier tasting rooms, then retreat to your private sanctuary for relaxation and connection. Beautifully renovated in 2015, this sophisticated home blends modern luxury with Wine Country charm, featuring an open-concept chef's kitchen, high-end…

Heart of Healdsburg Wine Country

Cottage in Healdsburg, CA
5.0
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
  • No pets
$185 to $251 per night
incl. taxes and fees

Welcome to your cozy Wine Country hideaway—an inviting, single-level Tuscan-style cottage just steps from the heart of Healdsburg Plaza. Designed for comfort and ease, this charming home sleeps up to four guests and offers the perfect blend of warmth, privacy, and walkability. From quiet mornings on the patio to evenings by the fireplace, it’s an ideal retreat for couples or small families looking to relax and enjoy Healdsburg. The Space Bright, airy,…

Rosy Red Cottage

Cottage in Calistoga, CA
  • 3 Bedrooms
  • 1 Bathroom
  • Sleeps 4
  • No pets
$202 to $202 per night
incl. taxes and fees

Escape to Rosy Red Cottage, a charming two-bedroom getaway nestled among the lush vineyards of Calistoga. Perfectly blending rustic Wine Country charm with modern comforts, this serene retreat is ideal for couples, families, or friends seeking tranquility, relaxation, and a true connection to Northern California’s wine region. Located on a quiet country lane, the cottage offers privacy while remaining within easy reach of Calistoga’s acclaimed wineries, restaurants, and scenic trails. Step into…

Serenissima Terrace

Villa in Larkfield-Wikiup, CA
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
  • No pets
$314 to $314 per night
incl. taxes and fees

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 terraced gardens…

Whispering Oaks Estate

Villa in Healdsburg, CA
5.0
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
  • No pets
$531 to $531 per night
incl. taxes and fees

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 complements indoor…