Holiday rentals in Santa Monica Mountains

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Top-rated holiday rentals in Santa Monica Mountains

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Top guest favourite
A cozy seating area is set on a wooden deck, framed by a canvas canopy. Soft cushions adorn the light-colored sofas, while a small table holds a plant and decorative items. The view showcases rolling hills and a sunset sky, blending warm colors.
Guest house in Malibu
4.98 out of 5 average rating, 255 reviews

Views along the Malibu, private, tiny-guesthouse

NOT FIRE AREA & MALIBU is OPEN! ❤️Best views in Malibu! Nestled in the mountainside, this tiny guest-house, has unobstructed, spectacular views of the Santa Monica Mountains and the Pacific Ocean. Clean cozy comfortable modern tiny home tucked behind Malibu’s iconic steel and glass house, Blu Space. The tiny guest-house is best for couples or solo travelers. property borders Solstice Canyon National Park-centrally located to beaches, restaurants and shops ❤️ Must climb stairs- pls read house rules

Top guest favourite
A vibrant cluster of orange poppies is set against lush greenery and rolling mountains. The landscape is characterized by a mix of wildflowers and shrubs under a cloudy sky, presenting a natural and serene environment.
Guest house in Calabasas
4.99 out of 5 average rating, 644 reviews

Monte Nido Retreat, minutes to Malibu/Pepperdine

Monte Nido is nestled in the Santa Monica Mountains between Calabasas and Malibu, 5 minutes away from Pepperdine University in Malibu. You can walk to the Backbone trail head from our yard. The guest house has a private entrance, full kitchen, bath and french doors that open up to a private patio with a fountain. There is also a private deck for star gazing and afternoon naps. Perfect for hiking, biking, surfing, and relaxation. There are no streetlights or sidewalks. It is truly paradise.

Guest favourite
A vintage-style Conestoga wagon features a white canopy and wooden wheels, positioned on a gravel area surrounded by a natural landscape. Nearby greenery and hills are visible in the background, providing a serene outdoor setting.
Ranch in Thousand Oaks
4.89 out of 5 average rating, 195 reviews

Glamping in Luxury Covered Wagon w/ King Bed

Experience luxurious glamping comfort in a Pioneer Conestoga wagon w/ King Bed! With a plush bed & matching bunks, our wagon is perfect for a romantic weekend, family adventure, girl's/boy's trip, or just for a few days away! Nestled in the gorgeous Santa Monica mountains with beautiful views and oak trees, this stay is a full retreat! Next door sits Prospector Ranch with an authentic saloon, horses, & hiking & biking trails. LA, the 101 freeway, beaches, breweries & wineries are minutes away!

Top guest favourite
The kitchen features modern white cabinetry complemented by dark wood accents. A tile backsplash with a geometric pattern adds visual interest, and a spacious island provides additional prep space. Six white chairs surround a wooden dining table, and a cozy wood stove is visible in the corner.
Cottage in Newbury Park
4.93 out of 5 average rating, 194 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
The modern retreat showcases a long, low-slung structure with large windows reflecting warm light. Surrounded by lush greenery, the exterior features a spacious lawn and elegant outdoor seating arrangements, set against the backdrop of rolling hills and a dusky sky.
Home in Malibu
5 out of 5 average rating, 131 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
Home in Thousand Oaks
4.93 out of 5 average rating, 239 reviews

GREAT VIEWS • Over 400-Yr Oaks • Near Hiking

If you're looking for an entire STYLISH residential home with a GREAT VIEW, this is it! Enjoy a relaxing stay tucked amongst a tightly knit series of homes with a nice view above the city's 400-YEAR-OLD OAK TREES. Includes a full kitchen, 2 separate bedrooms, 1.5 bathrooms, in a 2-story home. One queen bed, a queen pullout, & a bunk bed. Also included is a full kitchen, AC, heater, desk, Smart TV, deck with a view, and very fast WIFI! Over the Oaks! VIEW! Perfect for families or small groups!

Top guest favourite
Guest house in Malibu
4.99 out of 5 average rating, 498 reviews

Casita Solstice

VERY PRIVATE/QUIET location overlooking Solstice Canyon Park with ocean and mountain views. We are in a rural, quiet area close to Pepperdine University, Point Dume, Zuma Beach, City Center, Restaurants and Dining. You can surf, hike, visit local wineries, or just chill and enjoy the ambiance and natural landscape. You can inquire about your furry friends (pets - extra fee). As the crow flies, we are one mile from PCH and it takes about 8 minutes to get here. Questions? Please ask us.

Top guest favourite
A bedroom is shown with a spacious bed featuring decorative pillows and a textured white coverlet. Complementary accents are present, including a patterned rug, a side table, and wall sconces. Natural light filters through patterned curtains, illuminating the inviting decor.
Home in Thousand Oaks
4.99 out of 5 average rating, 109 reviews

New Remodel Vintage Curated Canyon House w/Views

Nestled at the base of the Santa Monica Mountains, this home has all the creature comforts you’ll need for your short or long stay. Artfully curated furnishings and decor. On the compact side at 1365 square feet you’ll find plenty of space to cook in the beautiful new kitchen, dine & cozy up in the family room or get some work done in the office with the hillside views. The beautiful deck off the two bedrooms is a perfect spot to wind down at the end of the day. Available for extended stays.

Guest favourite
A spacious bedroom features a high ceiling with wooden beams. Large windows allow natural light to fill the room, providing views of the surrounding nature. A comfortable bed is situated in the center, with a faux fireplace in the corner and warm wood finishes throughout.
Guest suite in Malibu
4.94 out of 5 average rating, 514 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
A modern building is set against a clear blue sky, featuring large windows that offer views of the ocean in the distance. Walkways lined with colorful succulents and flowering plants lead towards the entrance, enhancing the landscape with vibrant colors.
Guest house in Malibu
4.98 out of 5 average rating, 193 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.

Guest favourite
Cabin in Topanga
4.94 out of 5 average rating, 109 reviews

Eagles Nest: Epic views, beach, in NY Times, Dwell

This unique cabin in Topanga Canyon is an incredible retreat with views from every room. A home that combines vintage charm with modern amenities, with 3 bedrooms and 3 bathrooms. Wonderful for people looking for a peaceful getaway. Known as the Eagles Nest it has one of the best views in the canyon and the Santa Monica Mountains. Watch soaring hawks and rolling clouds amongst the tree tops. Located in climate perfect Fernwood near beaches and hiking in State Parks.

Guest favourite
A spacious outdoor deck features two wooden lounge chairs positioned for relaxation, with potted plants and natural greenery framing the area. Large windows of the house reflect sunlight, showcasing a blend of wood and modern architecture against the backdrop of surrounding hills.
Home in Topanga
4.93 out of 5 average rating, 418 reviews

Modern tree house in the heart of Topanga canyon

The house sits beautifully in the canyon, its organic feel and yet modern design transcends the idea of California living by blending indoor/outdoor through massive windows, incredible ceiling heights and stunning views. Nestled in the canyon, but only 5 min from Topanga town with its shops and restaurants and 10 min from the beach. You can now enjoy our new cedar wooden hot tub after a relaxing yoga session in the studio. Featured in the NYTimes, Dwell, Vogue...

Popular amenities for Santa Monica Mountains holiday rentals