Family-friendly holiday rentals 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.

Zen Treehouse Retreat-Great Views & Peaceful Decks

Our 1926 cottage is a secret zen retreat! It is nestled in the hills below Topanga and surrounded by sounds of nature & lovely views. Every guest seems to find a spot to fall in love with! Retreat offers a spacious cafe style lit deck with amazing views, succulent garden, gorgeous deck off main suite w/ vast views, a calming study to read in & a tranquil meditation style loft. The newly renovated kitchen creates an amazing culinary experience. Steps away from hiking trails & minutes from PCH.

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.

The Canyon Cabin

Private, bright tiny home with a loft nestled into the canyon hillside of Old Topanga. Independent, fully furnished with everything one to two people could need to have a relaxing retreat and enjoy the peaceful canyon views, nearby hiking trails, and escape the business of LA. You will have full access to the entire cabin, including front wrap-around porch, back patio, and yard. Full indoor bath as well as an outdoor clawfoot bathtub allows you to enjoy a relaxing soak with a view.

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

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.

Sweeping Ocean & Mountain Views, Private

Located Mid-Malibu, (not near fire zone) a 5 minute breathtaking drive up the canyon from Malibu Seafood Cafe, Solstice Canyon Trails, and Corral Beach, this 1 bedroom guest house is surrounded by the Santa Monica mountains, overlooking L.A., and sweeping ocean views. Enjoy a trailhead right on the property with views of Catalina Islands, surf at the beach below, ride nearby trails, or just relax in the backyard overlooking Pt Dume. Private & romantic.

The Willow - Cabin & Retreat - Amazing Views

The property is knows to have the most epic views in all of Topanga!!! Experience this unique cabin with nothing in sight but vast mountains and blue skies. Enjoy a complimentary bottle of wine and bring the kids or pets for hikes just 5 minutes from the front door. Book an on-site massage or do a yoga session, watch movies on TVs in every room, or simply relax.

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.