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

Family · Value · Indoor spaces

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.

Family · Value · Amenities

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)!

Family · Value · Breakfast

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.

Family · Value · Layout

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.

Value · Family · Parking

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.

Value · Family · Pets

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.

Family · Location · Hiking

Rustic mountain retreat

Escape to the beauty of the Santa Monica mountains with breathtaking views and hikes on the door step. This rustic guesthouse is across the courtyard from where we live. You can share our pool and collect fruit from our orchard. We have an incredibly friendly Pyrenees - St Bernard mix, Ozzy, who likes to co-host. But we don’t allow pets as the local wildlife is not as friendly as Ozzy! This is a place for nature- lovers who don’t mind the odd critter. Or a 20 minute drive to buy a coffee!

Family · Value · Condition

Private Stay•2/1•King Bed•Central•WD•30 mins to 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.

Family · Location · Sleep quality

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!

Value · Location · Cleanliness

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.

Family · Value · Comfort

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.

Value · Location · Kitchen