Holiday houses in Middleton

Silverado! Luxe King Suite Mountain View Balcony

Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from balcony, living and dining rooms. Wood burning fireplace. *Price incl tax. Walk to pool, market, dining, lounge at mansion. Modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette on King bed. Just like a 5-star hotel. Roku streaming,Directv Hang out or walk in relaxing grounds! La-Z-Boy queen sofabed, Aug 2025. Free L2 EV chargers nearby.

Newly Remodeled Coastal Retreat

Cute mid-century home that is newly remodeled with a modern and minimalist vibe. Featuring high-speed internet, a working space, vinyl record player, a small library, 4k tv with streaming options, a nice outdoor deck to enjoy with a propane grill, outdoor shower and three person sauna as well. Experience stunning nature views and serenity from a private fenced in property. Lookout or listen for the cute quail residents. Explore the nearby beaches, nature hikes and a tiny but vibrant downtown.

GlenEllenHaven/HotTub/YogaYurt/EvCHGR/Pet Friendly

*5 min Glen Ellen/Kenwood. *20 min to Sonoma/Santa Rosa *45 min Napa Welcome to Glen Ellen Haven, a private 2 bd 1 bath cottage surrounded by organic cabernet vineyards offering views of Sonoma Mountain from expansive deck. We invite you to relax in the hot tub after a day of wine tasting or hiking, practice your daily yoga habit in the 300 sq ft yurt (ask about Sound Healing/Yoga Instructor recommendations), or relax and enjoy the views from our deck. One dog allowed max 25lbs, $150 pet fee.

Inverness A-Frame

Bohemian Modern A- Frame two bed two bath spacious cabin located in Northern California in beautiful West Marin county. Cabin works well for a group of friends, two couples, or small families. Commune with nature, connect with loved ones or gift yourself a personal retreat in a gorgeous cabin with a view amongst a forested acre of bay trees, redwoods, and mature oaks. The A- Frame is between the quaint towns of Point Reyes, Inverness and Olema minutes from the wild wonders of Tomales Bay.

Modern Family Farm

County of Sonoma Vacation Rental Permit number ZPE15-0201. Our place is centrally located to both the Napa and Sonoma valleys. We are walking distance to Endiku Winery, Ceja Winery, Homewood Winery, Lou's Lunchette, and Hanson's Vodka. We have a small organic farm off the beaten path. The unit is upstairs above the garage, and it is very private. We have some wonderful birdwatching opportunities. On our farm we see herons, egrets, quail, redtail hawks, owls, quail, and many small birds.

Tropical North Bay Getaway

Come indulge yourself in this beautifully curated space. Located 3 minutes away from the San Francisco bay ferry terminal as well as easy drive to Napa, Six Flags, Sonoma Raceway and more. This location offers you with many options! The home is on a large 9,000sqft lot positioned beautifully on a hill over looking the bay, harbor and surrounding mountains. The home has been personally designed with a mix of luxury, nature, and tranquility in mind allowing one to truly relax and reset.

The Burndale Barn Wine Country Vacation Home

Welcome to the Sonoma Wine Country this beautiful 2 bedroom 2 full bathroom vineyard escape over looks the Sonoma Scribe vineyard. Ideally located between the Sonoma and Napa Valley's you are 10 miles from Downtown Napa and 3.5 miles from the Sonoma Plaza. The Barn features a large chefs kitchen with viking appliances, 2 large bedrooms with a king and queen beds, 2 full bathrooms, laundry room and a patio over lookings the Vineyards. The patio has outdoor seating, a BBQ and fire pit

Boutique Bungalow One-Waterfront, SF Ferry, Napa

This vintage and historic bungalow is located in the waterfront, within walking distance to restaurants, amenities and a world class ferry service to San Francisco and a short drive to the world renowned Wine Country. Renovated by award-winning architects, this original tiny house(freestanding ) is your home away from home, while enjoying affordable 5-star premium boutique experience! The owners are, mom-and-pop, all time Superhosts with over 800 nearly 5 star reviews. Be My Guests!

Easy elegance in this wine country home

Enjoy the best of Sonoma from this recently remodeled home. On over 1/2 an acre surrounded by mature fruit trees. New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining areas. Bocce ball court, hot tub and gym. Tucked in, down a private lane and situated among the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4124N.

Wine Country Living at it's best at Silverado CC

Wine Country living at its best. Make yourself at home in this stunning getaway just steps from the 5th green on the storied North Course at the famed Silverado Resort and Country Club. Two master suites with queen beds and en suites plus open concept living/dining/kitchen make this super for sharing with friends. Every imaginable amenity within reach. Experience world-class dining options or stay in and enjoy the cozy chef's kitchen with spectacular outdoor dining.

Private Modern Studio | Scenic Retreat in Orinda

A 450 sqft charming studio with all the amenities you need to make your stay comfortable. Close to many locations ( restaurants and stores within a mile, BART a mile away), yet secluded enough in a suburban setting surrounded by Oak trees and our backyard creek. We pride ourselves in keeping the studio pristine. Our host reviews attest to that :-) We live in the main house adjacent to the studio and welcome any chance to make your stay as comfortable as possible.

Modern Container Home with Vineyard Views

Welcome to Luna Luna House! - A modern container home, turned one-of-a-kind vacation retreat. Where the redwoods meet the vineyards, a serene sanctuary has been thoughtfully crafted where you can unwind and recharge. Luna Luna House is truly a place to commune with nature, enjoy modern conveniences, and indulge in an unforgettable travel experience! - * Designed by Owners + Honomobo Canada * Former location of The Rising Moon Yurt -