Guesthouse holiday rentals in Woodland Hills

4.98 out of 5 average rating, 278 reviews

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.

Guesthouse in Malibu

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

A charming guesthouse is surrounded by greenery and mountain terrain. A wooden pathway leads to the entrance, framed by a flowering bush. Two red chairs are positioned on a gravel area in front, inviting relaxation amidst nature.

4.86 out of 5 average rating, 187 reviews

Convenient Peaceful Park Paradise

Hidden near the peak of Topanga Canyon State Scenic Highway, this cozy guesthouse offers an escape from the city within the city. With its close proximity to Topanga State Beach as well as having direct walking access to Summit Valley State Park, this property is ideal for a nature-filled weekend getaway. Enjoy direct access to a variety of hiking trails ranging from leisurely to strenuous then recoup with great dining and shopping options within the Canyon's town center 5 minutes down the road.

4.99 out of 5 average rating, 654 reviews

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.

Guesthouse in Calabasas

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.

A private wooden deck extends from the studio, bordered by a natural landscape filled with trees. Sunlight filters through the leaves, creating a serene setting. Large windows reveal views of the surroundings, enhancing the sense of tranquility and connection to nature.

4.91 out of 5 average rating, 309 reviews

Topanga Mountain Studio Retreat

Privacy is paradise, and this studio with its own entrance, tucked away among the treetops at the end of a little known Topanga country road, provides the sanctuary you seek. Designed by one of Topanga's most beloved architects, Cary Gepner, this modern Spanish abode has breathtaking views. The tranquil studio is well appointed with modern amenities including a brand new kitchen, luxurious bathroom, and private deck. Get away from it all while still being a 15 min drive to the beach or valley.

A bright outdoor deck features two Adirondack chairs and a green umbrella, offering a view of the surrounding trees. Large glass doors provide an open connection to the interior space, allowing natural light to fill the home.

4.96 out of 5 average rating, 102 reviews

Exquisite Topanga Cottage

Topanga Canyon is a unique, quiet, peaceful oasis tucked away in the heart of Los Angeles, a short drive to Topanga State Beach, Malibu and the West Side and quick access to the San Fernando Valley. Our cottage, with its immersion in nature, stunning views, and tall ceilings, takes serenity to a higher plain. A writer? Get ready to be inspired. An artist? Bring extra canvasses. It's perfect for a single seeking solitude, a couple eager for a romantic holiday, or anyone needing a natural high.

4.99 out of 5 average rating, 770 reviews

A large private pool is surrounded by lush tropical plants and a spacious deck area. A shaded cabana offers a comfortable retreat nearby, with light filtering through the draped curtains, creating a refreshing outdoor environment.

Guesthouse in Reseda

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

A plant lover's paradise tucked into a private backyard studio guesthouse, your own escape w/ a cal king bed, large pool, hot tub, cabana, and massage chair, not shared, all yours to enjoy! Surrounded by tropical fruit trees, an organic garden, and an aquaponics system, a true botanical hidden oasis. Cannabis-friendly (outdoors only). Mention "420" for complimentary organically grown pre-rolls (subject to availability). Max 2 guests. Please confirm you've reviewed the house rules when booking.

4.99 out of 5 average rating, 513 reviews

A scenic view of rolling hills descends toward the ocean, with a vast blue sky above. Lush green plants and grasses are positioned in the foreground, contrasting with the earthy tones of the landscape. This serene setting captures the natural beauty of the surrounding area.

Guesthouse in Malibu

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.

Superhost

A modern kitchen area showcases white cabinetry with an intricate hexagonal tile backsplash, complemented by stainless steel appliances including a fridge and gas cooktop. A dining table for four is present, accompanied by a counter with a bar stool. Natural light is allowed through a nearby window.

Guesthouse in Encino

4.84 out of 5 average rating, 373 reviews

Clean & Bright 1Bd/1Bth+Loft Charming Guest House

Amazing LA location! Charming cottage up in the hills of Encino! Great neighborhood that's quiet, private and secure location up private driveway with designated parking spot. Easy access to Beverly Hills/Hollywood/Calabasas, LA beaches, LA studios and attractions. Lots of restaurants and shopping to choose from. 30 min (no traffic) to LAX with close and easy access to 101/405 freeways. Great for couples, families, business travelers. Includes air cond, WiFi, smart tv.

A well-lit living space is captured, featuring a cozy sofa paired with orange and blue accent pillows. A wooden coffee table sits on a light rug, and a pull-out futon is positioned in a built-in nook. Sunlight filters through a window, enhancing the inviting ambiance.

4.82 out of 5 average rating, 130 reviews

Modern Apartment w/ Private Deck & Beautiful Views

In the heart of Topanga Canyon, our newly renovated apartment sits below our home with its own entrance, washer/dryer, renovated kitchen, parking spot & private deck with canyon views. The apartment features two cozy nooks: the sleeping nook features a queen bed and the lounge has a mini pull-out futon for relaxing to an album or favorite show. Our little oasis is walkable to breathtaking trails, and a short drive to downtown Topanga, state parks and beaches.

Sliding glass doors open to reveal a patio with mountain views, where outdoor furniture is arranged for dining. A cozy seating area is framed by light curtains, and natural elements, including a cactus, enhance the serene environment.

4.96 out of 5 average rating, 192 reviews

Quiet Topanga Guest Suite

Take it easy at our tranquil and private getaway with incredible mountain views. Enjoy al fresco dining and make yourself at home with full, custom kitchen, full bath and w/d & parking. Easy access to Pine Tree Circle. Some of the most popular hiking trails available directly outside your door. Property is separated by long driveway so you have complete privacy from main house. The perfect romantic getaway or artists retreat. Come visit!

A spacious kitchen area features light wood cabinetry, a large island with seating, and modern appliances. Natural light pours in through large windows, illuminating the open living space that includes a cozy sitting area and a staircase leading to the loft above.

4.95 out of 5 average rating, 162 reviews

The Hideaway Retreat - Mountain Loft with Sauna

Experience this unique mountain loft, designed by a local Topanga artist, with 16' ceilings and views of the surrounding epic mountains. Enjoy a complimentary bottle of wine, our outdoor barrel steam sauna, and bring the kids or pets for hikes right outside the front door. Book an on-site massage or do a yoga session, watch movies on TVs in every room, or simply relax. Medley Ln offers some of the best views in all of Topanga.