Guesthouse holiday rentals in Calabasas

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

FAIRY RIDGE - AMAZING VIEWS - STEPS TO THE TRAILS

Escape into Topanga Canyon, the largest state park within city limits in the world, cozy up in this serene, private, and stunning 2 bedroom bungalow located only a 5 minute walk to the park trails and 12 min to the beach! Enjoy the freedom to walk to the trails, some with ocean views. Relax on the patio with a complimentary bottle of wine, enjoy the hammocks, hot tub, go surfing or watch your favorite shows from every room. You can even book a massage right on the property (pending avails)!

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.

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. 

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.

Luxury Non-Toxic Stay•King Bed• Curated•30minto LA

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.

Cool and cozy Topanga retreat

Private brand new 1 bedroom detached guesthouse with beautiful views of Topanga. Spacious great room with large kitchen and huge dining table. A deck to enjoy your coffee or wine while taking in the fabulous views. Large comfy couch to relax on after an eventful day. The cozy bedroom has a comfortable queen size bed that will allow you to get all the sleep you need. The bathroom is functional funky and cool. Come enjoy the outdoors and the city life of LA.

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!

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.

Charming guest house with balcony

Kick back and relax in this quiet , private, Tuscany style guest house. Nestled in the hills of a winding Canyon, discover an enchanted place. High wood ceiling, Venetian plaster walls, Italian travertine floor and a private balcony. Spectacular hike trails with breathtaking views, excellent local restaurants , and a short drive to Malibu or Santa Monica beaches make this a memorable experience.

Guesthouse studio nested in the Hills+Gym, Netflix

Stay in style. In your own upscale 550 sq ft guest house, tucked up and away, with private entrance less than 5 minutes from the idyllic luxury of Calabasas Commons, Topanga Westfield and Warner Center. Enjoy the Saturday farmer’s market, countless hiking trails, or take the scenic route, 10 minutes into Topanga, 20 minutes to the beaches of Malibu only.

Topanga Secret Cottage

The cottage is a large one-bedroom guesthouse, barely visible from our main house. Very private with gorgeous canyon views and absolutely no traffic noise!