Guesthouse holiday rentals in Big Sur

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Top-rated Guesthouses in Big Sur

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Guest favourite
A small outdoor seating area is presented with two armchairs and a table. A bottle of wine and two glasses are arranged atop the textured table. The background features rolling hills and lush trees, highlighting the natural beauty of the surrounding landscape.
Guesthouse in Carmel Valley
4.96 out of 5 average rating, 303 reviews

Cozy Home on a Hill, VR240017

Enjoy peace and quiet in this charming private guesthouse set above Carmel Valley Village with exquisite views of Garland Park, which has epic hiking trails. It is a perfect spot to relax after a day of exploring Big Sur, the many exquisite golf courses or the Monterey Bay Aquarium. It is within two miles of top-notch wineries and great restaurants in Carmel Valley Village. It's a 25 minute drive to Carmel-by-the-Sea and 30 minute drive to the Monterey Peninsula. Not suitable for children.

Top Guest favourite
A spacious sleeping area features a King size bed set against a cherry wood accent wall. Colorful decorative pillows add a touch of style. Natural light floods in through large sliding glass doors, which provide access to a patio with outdoor seating and scenic canyon views.
Guesthouse in Carmel-by-the-Sea
4.99 out of 5 average rating, 335 reviews

Carmel By the Canyon

Our studio is located in Carmel, less than a mile from the town center. The house faces out over Hatton Canyon and affords a private rural setting yet close to Big Sur, Pebble Beach, Monterey, etc. 15 Minute walk to Carmel downtown. A hub to explore Big Sur and all the Monterey Peninsula has to offer. Due to certain regulatory changes regarding minimum stay, the dates you are requesting may not be available. While we prefer longer stays, do make an inquiry to us about the dates you want.

Top Guest favourite
A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.
Guesthouse in Woodside
4.99 out of 5 average rating, 343 reviews

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Guest favourite
A rustic cabin nestled among tall trees features a large front porch with wooden railings. The cabin is surrounded by lush greenery, providing a natural, serene environment. Logs are stacked neatly beneath the porch, contributing to the rustic aesthetic.
Guesthouse in Carmel-by-the-Sea
4.8 out of 5 average rating, 1,619 reviews

Carmel Rustic Cabin Like a Treehouse + Dog

Stay in our Carmel Rustic Cabin along with your dogs (see dog fee below) while shopping, visiting local wineries and restaurants or just walking your dog off-leash along Carmel's white sandy beach. Hidden in the woods, our rustic cabin is like a treehouse with all the amenities and minutes from downtown and the beaches. FYI the coast drive is now accessible between here and LA, but may be shut down during stormy weather, so be sure to follow local weather reports or just call Caltrans.

Top Guest favourite
The cottage is set against a backdrop of the ocean, featuring a terracotta roof and white walls. Palm trees frame the entrance, while vibrant flowers adorn the pathway leading to the door. The expansive view of the water is visible beyond the landscaped garden.
Guesthouse in Aptos
4.8 out of 5 average rating, 790 reviews

The Cottage Getaway by the Sea

The Cottage Getaway by the Sea is a single level one bedroom stand alone cottage on a cliff over Rio Del Mar Beach w/ 180 degree WOW views of the Monterey Bay. Seasonally enjoy dolphins, whales, & great sunsets! Located in a peaceful neighborhood, this is a perfect place for a quiet romantic getaway or just to read, relax, & enjoy. We are one of the few airbnbs with a California King Bed! Pricing is per night for one; 2nd person +$25 per nite PERMITTED vacation rental #181420

Guest favourite
Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.
Guesthouse in Woodside
4.96 out of 5 average rating, 308 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Guest favourite
An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.
Guesthouse in Los Gatos
4.97 out of 5 average rating, 1,000 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Guest favourite
The studio features a high ceiling with exposed beams and large windows. A four-poster queen bed is draped with sheer fabric. A dining area is set with wooden chairs beside a round table, while a plush rug adds softness to the space.
Guesthouse in Carmel-by-the-Sea
4.89 out of 5 average rating, 106 reviews

The Love Shack -Big Sur/Carmel Lover’s Getaway

Looking for the perfect tranquil getaway for one or two people? The Love Shack is located right off Highway 1 between Big Sur & Carmel. This newly remodeled studio bungalow features a full kitchen, soaking tub for two, relaxing outdoor shower, 4 postered queen bed & romantic led fireplace. This space shares an acre with another home. This whimiscal space has everything you need for a Romantic Getaway with the perfect location near where you want to be!

Guest favourite
A spacious living area features large glass doors framing a stunning ocean view. Natural light fills the room, highlighting tasteful decor elements like a dark wooden coffee table and comfortable seating. A vibrant plant on the table adds a touch of greenery, enhancing the overall serene ambiance.
Guesthouse in Carmel-by-the-Sea
4.93 out of 5 average rating, 124 reviews

Guesthouse Carmel Highlands ~ Ocean Views ~

Serene fully-furnished 900 sq. ft. studio guesthouse 6 blocks up the hill from the beach, with 180 degree ocean-view, and 180 degree mountain and wilderness view from a private balcony. The guesthouse is artfully decorated, and is quiet. Our whole neighborhood is affluent and beautiful with plenty of beaches to explore. It is the perfect place to stay and visit remote Big Sur to the south, but also be close to the incredible restaurants & shops in Carmel.

Top Guest favourite
The cabin's front porch features rustic wooden steps leading to a welcoming entrance framed by greenery. Two cozy chairs and a small table sit under the awning, while warm lights illuminate the space, inviting relaxation amid the natural surroundings.
Guesthouse in San Luis Obispo
5 out of 5 average rating, 123 reviews

Castlebrook Cabin

Escape to Castlebrook Cabin, a private retreat in See Canyon surrounded by apple orchards and vineyards. Walk to Gopher Glen Apple Farm or reach Avila Beach in 10 minutes for kayaking, fishing, and the Bob Jones Trail. Explore Pismo Beach and San Luis Obispo just 15 minutes away, then return to your cozy cabin to sip local wine and enjoy sweeping canyon views. Perfect for a peaceful escape or coastal adventure.

Guest favourite
A cozy sleeping area features a comfortable bed adorned with a floral patterned duvet and a textured throw. The headboard, made from an old sign reading 'OFFICE,' adds a unique touch to the brick wall backdrop. Decorative pillows provide additional comfort.
Guesthouse in Salinas
4.97 out of 5 average rating, 665 reviews

Downtown Urban Industrial Studio

***Due to the heightened concerns for travel during the COVID-19 spread, I have switched to a hospital grade sanitizer to ensure maximum protection for my guests.*** Cozy urban retreat in the heart of Downtown Salinas. Private studio with separate entrance located behind the main house. One private parking space with additional parking on the street.

Top Guest favourite
The entrance showcases a welcoming door with four rectangular windows above an intricate design. The door is painted in a soft green shade, framed by white siding and complemented by a modern black pendant light hanging from the eaves.
Guesthouse in Santa Cruz
4.98 out of 5 average rating, 215 reviews

Modern Cottage in Santa Cruz

Adventure awaits you here in Santa Cruz! Whether you’re coming to enjoy the hiking of nearby Henry Cowell Redwoods State Park or heading down to Pleasure Point for a surf, we’re close to it all! Here you’ll find the perfect place to get some R&R after a busy, adventure filled day. Keep it simple at this peaceful and centrally-located spot.

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