Family-friendly 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

The Tiny Surfer's Ocean-Inspired Mountain Cabana

A healing retreat, in mountainous cloud forest setting, just above the Pacific Ocean. Hugged by marine layer clouds and mountains, our tiny cabana and sauna offers the healing serenity of nature. A quiet resting place for all; tiny house living removes distractions. With little more than what you truly need, you can reconnect to your heart and find balance. A respite for surfers, spiritual seekers, nature lovers, and city folks, our aim is for you to connect with that which matters most to you.

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.

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.

Malibu Canyon, Calabasas 1+1 Luxury Guest Suite

Luxury Malibu Canyon, Calabasas 1 + 1 Private duplex Guest Unit nestled in beautiful hills, park like atmosphere, with private entrance, pet enclosure and yard, modern great room/kitchen with granite countertop/oak cabinetry, wood floors, new appliances, recessed lighting, skylights, massive brick fireplace; large luxury bathroom and queen bedroom; adjacent to Las Virgenes Recreation Area, with easy access to hiking, biking, minutes to Malibu Beach; off street parking and close freeway access.

Cali Luxury Dream Pool Hideaway + Guest Suite

HSR23-001194 Welcome to "Cali Luxury Dream Hideaway," where California allure meets Bali enchantment. This secluded retreat boasts a gated property with lush greenery and a stunning saltwater pool and spa. Our home features elegant living areas, stylish furniture, and a chefs kitchen with quartz counters. Upstairs, find three bedrooms, including a master bedroom with ensuite bath. Fourth bedroom is located in the guest suite and includes a private entrance, full kitchen, and bath.

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.

Charming Private Guest House with Kitchen and Pool

Welcome to our house on a gated property, with full access to backyard & salt-water swimming pool. Remodeled, spacious studio with high ceilings, kitchen, walk-in closet, bathroom, & outdoor BBQ. Space is open and bright with comfy minimalist scandi-modern vibe with its own private entry. Less than a mile from farmer's market, cafés, restaurants, nail salons &grocery. 20 min drive via scenic canyon roads to the beach. Relaxed setting, convenient location. HSR24-003114

Luxury Oasis: Heated Pool & Home Theater

Luxurious & spacious with a heated pool & waterfall feature. Heated Pool (addtl $) Gourmet outdoor kitchen, seating, 65" TV True theater with recliner seating, surround sound & additional 75" TV Family Friendly: Lockable pool, Games and pool toys for all. Fully equipped kitchen Fitness Ready: Peloton bike & selectable dumbbells. Great Location: Quiet and safe, easy parking, near Westfield Topanga. Perfect for: Relaxation, family fun, movie enthusiasts, and fitness lovers

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...

Eichler -Private- Oasis: Pool & Spa Escape

Welcome to the Eichler House in Thousand Oaks! This mid-century modern home features a pool, jacuzzi, fireplace, and built-in BBQ—perfect for entertaining or relaxing. Fully remodeled with modern amenities, it boasts an atrium, open floor plan, and floor-to-ceiling windows for seamless indoor-outdoor living. Nestled on a private lot backing to open space, it offers tranquility while being minutes from hiking trails, shopping, and 30 minutes from the beach.

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.