Holiday houses in Santa Monica Mountains

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Top-rated holiday rentals in Santa Monica Mountains

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Guest favourite
Guesthouse in Malibu
4.92 out of 5 average rating, 232 reviews

Two Goat farm in Malibu Mountains, Cozy & Charming

Rustic canyon getaway in clean-air, rural Malibu mountains! Private gravel entrance w parking. Adjacent to incredible canyon & ocean views, singing birds, hiking. Quiet neighborhood for heavenly sleeps. One queen bed, One trundle bed with two single mattresses, one air mattress. A/C for summer, space heater for winter. Kitchenette (no kitchen sink) and full bath. Highlights! Claw-foot Tub Mountain Sunsets Amazon Echo Wild Bird families & bunnies Hiking at end of road 2.5 miles to the beach

Top Guest favourite
Cottage in Newbury Park
4.93 out of 5 average rating, 190 reviews

The B’s Hive French Cottage

This small, cozy cottage has been renovated and also has a hot tub, doggie wash & outdoor kitchen. Stylish décor provides a comfortable tranquil haven & perfect place to unwind in the hills of SoCal yet the neighborhood is rural-like. It is ideal for activities such as hiking and cycling, with trailhead just down the street. The stunning coastline is only about a 30-minute car ride away and many other attractions are within an hour. Relax on the breezeway, porch, or by the open fire pit. 🐝

Top Guest favourite
A modern dining area is featured, with a large table surrounded by light-colored chairs. Floor-to-ceiling windows allow for ample natural light and showcase views of the lush landscape and mountains beyond. A doorway leads to an outdoor space.
Home in Malibu
5 out of 5 average rating, 125 reviews

Encinal Mountain Malibu - Gated Retreat EV charger

Located in Malibu, and unaffected by fires. Encinal Mountain is a private gated retreat featuring two King bedrooms, central A/C, spa bathrooms, and luxurious soaking tub. Fully fenced yard is safe for pets and children. Located 2 minutes up from the Pacific Coast Hwy and El Matador State Beach sits an architectural gem on 5 acres, designed by architects Buff & Hensman. Fully renovated down to the studs it has been restored to retain the midcentury history, yet upgraded with modern luxuries.

Guest favourite
The private patio features a modern table with a centered planter. Surrounding greenery allows for a peaceful atmosphere, while the distant hillside provides a natural backdrop. Soft light illuminates the space, enhancing the calm setting for outdoor enjoyment.
Guest suite in Thousand Oaks
4.89 out of 5 average rating, 183 reviews

Conejo Valleys Nature Escape for hikers and bikers alike!

Take it easy at this unique and tranquil getaway. Our studio guest house is tucked away in the hills above Newbury Park with quick access to town for shopping or restaurants and located a short walk from the Rosewood Trailhead with access to thousands of acres of dedicated hiking and biking open space. Enjoy a private patio with beautiful views and peaceful spaces to enjoy outdoor. We live on property in the main house so additional amenities can be provided to make your stay personalized.

Top Guest favourite
Home in Malibu
4.99 out of 5 average rating, 146 reviews

Malibu Ocean View Estate- 360° Amazing Views

*Our property is available and is unaffected by any of the fires* If you're looking for a house with privacy and the best 360 degree panoramic view of the Pacific Ocean and Santa Monica mountains you've found it. This is a beautiful estate in Western Malibu overlooking the two best beaches in the city: El Matador and Broad Beach. Featuring the longest grassy backyard in Malibu that is 440 feet long, enjoy a private stay at our family owned residence with amazing views from sunrise to sunset!

Guest favourite
A gravel driveway leads up to a charming house nestled among tall trees and lush greenery. The structure is framed by various plants, with a clear blue sky above, enhancing the tranquil setting.
Guest suite in Malibu
4.94 out of 5 average rating, 493 reviews

6 acre Malibu nature stay, 6 miles from the ocean!

Escape from everyday life to Malibu Hideaway! Nestled in the hills with breathtaking views of canyons, mountains, Lake Sherwood & several cities as far as the eye can see! Our furniture is hand made from sunny California reclaimed wood. Our organic luxury hybrid mattress is foam/coil for ultra comfort. Fluffy down comforter in cold months. The suite boasts a vintage style tub, record player, faux fireplace, Keurig, microwave, mini-fridge, 55 inch smart t.v, table/chairs, antique tea table.

Top Guest favourite
Guesthouse in Malibu
4.98 out of 5 average rating, 175 reviews

Artists' retreat with views of surf and sunset.

Take it easy at this unique and tranquil getaway. The is a working art studio with a loft, filled with artwork and art supplies. Two minutes to Zuma Beach. Nearby scenic hiking, mountain biking, horseback riding and surfing. Room to store your boards and bikes. Enjoy the sunset views over the ocean from your patio. NOTE: Stairs to the loft are steep and not recommended for small children or anyone with issues climbing stairs. Occasional neighborhood construction noise to be expected.

Top Guest favourite
The exterior of a two-story home is captured, showcasing a landscaped front yard with lush greenery and a large tree providing shade. A low stone wall borders the flowerbeds, and a driveway leads up to a garage, all under a clear blue sky.
Guest suite in Thousand Oaks
4.88 out of 5 average rating, 315 reviews

The Garden Suite-Private 500 sq.ft

We kindly ask that you show the same respect, consideration, and politeness toward us and our home as you would expect from guests in your own home. Our guest suite is on the ground floor of an upgraded,renovated, 2 story home built in 1968. Amenities include: keyless entrance,10'x11' bedroom with queen size bed, private bathroom, private living room with sectional sofa, YouTubeTV, Wi-Fi,shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), and a work desk.

Guest favourite
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 121 reviews

2BR Cottage• King Bed •Fast WiFi•WD• close 2 LA&SB

Discover a designer 2 bed/1 bath, 750 sqft getaway where style meets sustainability. Every corner is intentionally curated with polished concrete floors, artisan stoneware, warm salt lamps, and green living essentials. The space feels light, open, and elevated—stocked with everything to make your stay effortless. A perfect hub for traveling professionals or families who want to explore Malibu’s beaches and Los Angeles highlights, while enjoying more space and value outside the city.

Top Guest favourite
The exterior features a charming cottage with white siding and black trim. Two large windows flank a set of French doors that open to the entrance. Decorative sconce lighting and potted plants enhance the welcoming appearance, while a gravel pathway leads to the door.
Cottage in Thousand Oaks
4.98 out of 5 average rating, 141 reviews

Cottage In The Orchard

The cottage is located by our orchard, very private w views from every window. Comfortably furnished (Queen bed, couch, desk, armoire, dresser,TV) it comes w a kitchen (incl w/d), bathroom (shower) and a fenced yard to relax. It has a light and airy feel, heating and a/c. Comfortable to get to work or heal or explore SoCal's beaches, mountains, hiking, biking, visit Universal Studios or Santa Barbara a perfect little home to get away for a couple of days, weeks or even months.

Top Guest favourite
Guest suite in Camarillo
4.98 out of 5 average rating, 318 reviews

*New Art-Inspired Design Suite- Self Check-In &A/C

Looking for a more private and homey stay? Experience a hidden nook filled with airy designer décor. This private-attached studio dwelling is a luxury space, equipped with smart home features and devices, designated parking, private entrance, A/C, and self Check-In. Hide away from the everyday hustle in a perfect town surrounded by nature, comforting restaurants, and designer shopping outlets. Transportation through the Metrolink and Amtrak is located just a few blocks away.

Top Guest favourite
A modern living area is showcased with a large orange sectional sofa arranged around a circular wooden coffee table. A flat-screen TV is mounted on the wall opposite a linear fireplace. Large windows provide views of the surrounding mountains and open space, allowing natural light to fill the room.
Home in Malibu
4.97 out of 5 average rating, 371 reviews

Sweeping Ocean & Mountain Views, Private

Located Mid-Malibu, (not near fire zone) a 5 minute breathtaking drive up the canyon from Malibu Seafood Cafe, Solstice Canyon Trails, and Corral Beach, this 1 bedroom guest house is surrounded by the Santa Monica mountains, overlooking L.A., and sweeping ocean views. Enjoy a trailhead right on the property with views of Catalina Islands, surf at the beach below, ride nearby trails, or just relax in the backyard overlooking Pt Dume. Private & romantic.

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