Family-friendly holiday rentals in Calabasas

Luxury 2 King Master Bdrm Woodland Hills

Relax and feel at home in this luxury apartment with a cozy touch. The apartment is located in Woodland Hills/Canoga Park, 5 minutes away from the Topanga Mall. There is plentiful shopping, dining, movie theaters and family activities within a few miles. Nearby cities include Calabasas, Tarzana, Studio City, Sherman Oaks, and Encino. Easy freeway access. Apartment is complete with in unit laundry. Building includes resort style amenities. *pricing has been updated due to Airbnb’s 15.5% host fee*

Indoor spaces · Kitchen · Amenities

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.

Indoor spaces · Family · Biking

HOT TUB / Chic / Firepit / Rocky Peak / Beautiful!

Welcome to The Skyline at Rocky Peak, a rural 3-bedroom, 2-bath mountain retreat with HOT TUB and peekaboo views of the San Fernando Valley. Blending mid-century modern design with comfort, this peaceful hideaway features custom furnishings, a luxurious master suite, a home office, and an incredible backyard OASIS, FIREPIT, and built-in BBQ. Bifold patio doors. Guests rave about the serene vibe, thoughtful details, and a central and private location, everything you need for a relaxing escape.

Kitchen · Family · Beach

Elegant, Peaceful, Hillside Home w/Tropical Patio

Elegant unique contemporary graded hillside home in quiet neighborhood. 2600 sq ft patio with all new furniture, pergola, enclosed with bamboo fencing, palm trees, colored-lights This house is for stays NOT parties or events. *See pricing for extra guests Only guests w/min. of two 5-star reviews Sleeps Max 10 guests with 5 beds. For more than 3 bedrooms pls notify in advance. Guests have entire house, patio & driveway, and I maintain a studio in the lower unit with a separate entrance.

Indoor spaces · Kitchen · Decor

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.

Kitchen · Family · EV charging

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 · Kitchen · Value

Editor's Choice*LA #1*4BR*Spa*Arcade*Ping Pong

This stylish, ground-level getaway offers modern furnishings & premium amenities in a central location. The open-concept layout features a fully equipped kitchen, dining area, & a cozy living room with a fireplace & arcade games. With 4 comfortable bedrooms, a floor mattress, & 3 sleek full bathrooms, it comfortably sleeps up to 10 guests. Step outside to a dream backyard to enjoy the hot tub, fire pits, ping pong table, or alfresco dining—your perfect Hollywood family retreat!

Kitchen · Family · Hospitality

Ultimate LA Villa: Heated Pool, Ping Pong, BBQ, Gym

• 2024 Remodeled gated LA Compound • Heated Pool 💦 (Addt'l $) (Opt. 5' Pool Fence for safety) • Arcade 🕹️ Muraled Ping Pong Zone 🏓 (IG Certified 📸), Board Games • Walking distance to Top Resto's & Shopping @ Topanga Village • 900sf of Stunning outdoor deck space + Massive backyard 🌴 • Outdoor 'Living Room' w/ Sofas, TV, etc 🎞️ • Built-In BBQ Island 👩🏻‍🍳🥩♨️ • Dining under the Trees' Al Fresco dining • Ambiance setting outdoor lighting • Gated Parking for 2-3 cars

Indoor spaces · Kitchen · Quiet

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

Indoor spaces · Family · Long stay

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.

Kitchen · Family · Hiking

Gated LA Villa: Pickleball & Basketball, Sleeps 12

Escape to our gated Tarzana villa with private lit pickleball & basketball courts, a Tesla EV charger, and a serene pet-friendly yard. Sleeps up to 12 across 3 bedrooms plus a made-up sectional sofa, so every guest has a bed ready. Vaulted ceilings, smart TVs, and a gourmet quartz kitchen make this bright retreat ideal for families and groups. Minutes from Lake Balboa, The Getty, Universal Studios and the 101, it blends luxury and Southern California charm.

Indoor spaces · Family · Long stay

LA Spacious house: 2 master bedrooms & king beds

Enjoy a newly remodeled house with 4 bedrooms and 3 full bathrooms. All bedrooms feature comfortable memory foam mattresses and blackout curtains to help you rest for the next day's adventures. House features a huge backyard, perfect for families to relax and make new memories. It is in a very peaceful and quiet neighborhood, minutes away from prime shopping locations and great restaurants. A short drive away from Calabasas, Malibu, and Santa Monica.

Indoor spaces · Family · Condition