14 Charming Vacation Rentals Near San Francisco, From Wine Country to Big Sur

|April 17, 2018

The San Francisco Bay Area is one of the best vacation destinations in the world. You can experience urban life in the heart of the city, head north to California’s wine country, cozy up in coastal Marin County or head south to the breathtaking wilderness setting that is Big Sur. And as a resident, you can escape to these world-renowned places regularly!

Whether you’re visiting the Bay Area for a week or you’re looking for a local getaway, we rounded up the most serene and luxurious cottages, cabins, lodges and vacation homes in the area. On the list, you’ll find private patios with ocean views, a one-of-kind Autonomous Tent, a private pool that borders a vineyard and so much more. Enjoy!

Aurora Park Cottages | Calistoga

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Within walking distance of the shops and restaurants of Downtown Calistoga, Aurora Park Cottages offers several country-style cottages tucked into the hillside. Each one has a private deck for sipping wine with a view and the Aurora House even offers a full kitchen! See all the cottage choices and amenities here; the list includes a basket of freshly baked pastries and fresh cut fruit delivered each morning.

Carneros Barn House | Sonoma

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Carneros Barn Sonoma County wine country getaways vacation rentals

Photo courtesy of Carneros Barn House

Nestled in the same neighborhood as Ceja Vineyards, The Donum Estate and The Fremont Diner, this barn-style home is the perfect wine country getaway. The house offers two bedrooms, a loft with a Smart TV, a wide open living room with an elevated ceiling, a fully stocked kitchen, a sunroom with 180-degree views, an upstairs deck, a backyard patio with a fire pit and more!

Glen Oaks Big Sur | Big Sur

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Glen Oaks Big Sur cabin vacation rentals

Photo courtesy of Glen Oaks Big Sur

These Big Sur accommodations include Adobe Motor Lodge rooms, two stunning Oak Tree Cottages, cabins in The Redwood Grove, and the Bridge House, an 1800 square foot custom home located in a private Redwood Fairy Ring Preserve. Completely surrounded by some of the tallest redwoods in the area, Bridge House is a jaw-dropping modern, rustic house with floor to ceiling windows and luxuries that include heated flooring and a fully appointed kitchen. Get more details and see all the lodging options on the website.

Olema Cottages | Olema

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Located near The Point Reyes National Seashore entrance, Olema Cottages is home to five charming cottages and guest rooms nestled on garden-filled grounds. While you’re not spending time inside, you’ll find two restaurants, a small market and a deli within walking distance. However, when you’re on the grounds, you’ll have access to amenities like private decks, free WiFi, full kitchens, wood stoves and more.

Philo Apple Farm | Philo

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In a group among the apple trees, the cottages at Philo Apple Farm create a little orchard village of vacation rentals. You can choose between the original guest room — the Room with a View — or three cottages: Red Door, Green Door and Blue Door. All four options offer a complete escape and a truly self-sufficient vacation stay. If you’re interested in hands-on farm cooking, check out the Stay & Cook vacation.

Point Reyes Vacation Rentals | Marin County

Various locations

The company Point Reyes Vacation Rentals manages 11 stunning vacation homes throughout Marin County. You can peruse all of them here. One of our favorites is the Van der Ryn Eco Refuge nestled in Inverness. The house was originally built in the 1970s by ecological architect Sim Van der Ryn then renovated in the 1990s. The 4,000 square foot, three-story home is surrounded by gardens and also has a traditional pole barn with an attached Japanese-style pavilion.

Riverside Campground & Cabins | Big Sur

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Along with 34 camping and RV sites, this Big Sur getaway is home to 12 cabins along the Big Sur River on 16 redwood-covered acres. With different sizes available, you can make your trip a couples retreat or a family vacation! Check out all the cabins here.  

Ru’s Outpost | Healdsburg

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Healdsburg Modern Cottages vacation rentals

Photo courtesy of Kim Carroll via Ru’s Outpost

One of the most stunningly decorated options on the list, Ru’s Outpost offers four modern cottages in Healdsburg. Located right in town and just steps from local eateries and businesses, the vacation homes are surrounded by greenery, olive trees and mature Cyprus. Inside, you’ll find welcoming, bright white, modern digs which include fireplaces, private decks, kitchens and more.

Sonoma Valley Escapes | Sonoma

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Sonoma Valley Escapes manages six vacation homes in California’s wine country. Though all the luxurious properties are worth a visit, we especially love Carneros House. This three bedroom vineyard estate is surrounded by wineries, tasting rooms and vineyards and has its own spa and pool with a vineyard view!

The Cottages of Napa Valley | Napa

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Home to eight charming cottages, The Cottages of Napa Valley offers Cozy King Cottages suitable for three guests, Romantic King Cottages ideal for two and the largest option, the Two Bedroom Cottage. Amenities include a breakfast basket delivered to your front porch each morning with freshly baked pastries from Bouchon Bakery, complimentary dinner transportation into Yountville, outdoor wood fireplace stocked with wood, heated bathroom floors and so much more.

Treebones Resort | Big Sur

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Treebones resort Big Sur California Vacation Rentals

Photo courtesy of Kodiak Greenwood via Treebones Resort

This one-of-a-kind getaway is the glamping resort of our dreams. Across 10.7 acres, you’ll find basic, coastal campsites, campsites with a human nest or the beautiful Twig Hut, full ocean view yurts and, our favorite, the Autonomous Tent. Designed in the shape of a giant cocoon, this unique space is secluded on the edge of the resort and opens to a private deck with a jaw-dropping ocean view.

Woodfield Properties | Sonoma

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Woodfield Properties manages more than 20 luxury vacation rentals around Sonoma County. One of the options, The West Side Retreat, is basically a resort experience. It has a hot tub and a pool, a bocce ball court, an outdoor grill and kitchenette, a covered patio living room and outdoor dining tables — and that’s just the backyard!

Napa Vacation Homes | Calistoga

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Napa Vacation Homes manages five house and townhouse rentals around Calistoga. Among others, rentals include a five guestroom wine country inn, three one bedroom and one bathroom bungalows and a two bedroom, 2.5 bath townhome — all of which are located steps from Downtown Calistoga.

Nick’s Cove | Marshall

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Nick's Cove and Cottages dog=friendly vacation rentals Marin County San Francisco

Photo courtesy of Nick’s Cove

Nick’s Cove Restaurant and Oyster Bar is a destination restaurant for award-winning cuisine, but did you know they also offer cottages right on Tomales Bay? The twelve lodging options all have either a water view or are right on the waterfront and they’re pet-friendly. The Nick’s Cove team even bakes healthy dog treats fresh from the kitchen!

Where are you staying?

In the comments below, let us know where you’re making your getaway this year!

Category Community Guides, East Bay, Marin County, Peninsula, San Francisco, Silicon Valley, Wine Country

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McGuire Real Estate

McGuire Real Estate

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