Family-friendly holiday rentals in Westlake Village

Glamping in Luxury Covered Wagon w/ King Bed

Experience luxurious glamping comfort in a Pioneer Conestoga wagon w/ King Bed! With a plush bed & matching bunks, our wagon is perfect for a romantic weekend, family adventure, girl's/boy's trip, or just for a few days away! Nestled in the gorgeous Santa Monica mountains with beautiful views and oak trees, this stay is a full retreat! Next door sits Prospector Ranch with an authentic saloon, horses, & hiking & biking trails. LA, the 101 freeway, beaches, breweries & wineries are minutes away!

GREAT VIEWS • Over 400-Yr Oaks • Near Hiking

If you're looking for an entire STYLISH residential home with a GREAT VIEW, this is it! Enjoy a relaxing stay tucked amongst a tightly knit series of homes with a nice view above the city's 400-YEAR-OLD OAK TREES. Includes a full kitchen, 2 separate bedrooms, 1.5 bathrooms, in a 2-story home. One queen bed, a queen pullout, & a bunk bed. Also included is a full kitchen, AC, heater, desk, Smart TV, deck with a view, and very fast WIFI! Over the Oaks! VIEW! Perfect for families or small groups!

New Remodel Vintage Curated Canyon House w/Views

Nestled at the base of the Santa Monica Mountains, this home has all the creature comforts you’ll need for your short or long stay. Artfully curated furnishings and decor. On the compact side at 1365 square feet you’ll find plenty of space to cook in the beautiful new kitchen, dine & cozy up in the family room or get some work done in the office with the hillside views. The beautiful deck off the two bedrooms is a perfect spot to wind down at the end of the day. Available for extended stays.

Modern Cottage, Jacuzzi, Bistro Patio, Walk to All

Enjoy a central location with Outdoor living room complete with Jacuzzi Hot Tub, BBQ, dining table, sectional couch, TV, shade sail, bistro lights and fountain. Newly built in October 2022, sharp, clean, comfy beds, all new amenities. This city central location is close to shopping, eateries, Civic Center, wedding venues. Walk everywhere or take our complementary Beach Cruisers to pedal around town! Just over the hill to beaches, Presidential library and other cultural events/venues.

Updated 2 Bed 2 Bath Condo Westlake Village

Welcome to our 2 bed 2 bath 1200 sq ft condo in beautiful Westlake Village, CA! The space is located in a very quiet condo complex surrounded by beautiful greenery. We have easy freeway access & are close to shopping & dining options. The home includes 1 king & 1 queen bed, a huge sectional couch, wifi, fully equipped kitchen, & three large TVs. We offer contactless self check in with keyless keypad entry. No pets, no parties, & no smoking or drugs. Not suitable for children or infants.

XL Hottub | King Bed | WD | Desk | 80 Walk Score

Enjoy your stay in a stylish and spacious mid-century modern apartment with premium amenities - hot tub, pool, gym, playground, BBQ area. Ideally situated between Los Angeles and Santa Barbara, it's perfect for a weekend escape and fully equipped for an extended stay. INCLUDED: *Access to heated pool, large hot tub, gym *55" Smart TV + Netflix & HBO *850 sq. ft. *Coffee, tea, cookies *Private balcony *Fully equipped kitchen *Parking *Washer, dryer, dishwasher *Workspace + monitor

Private 2/1•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.

Casa Rancho El Segundo - NO Cleaning Fees

No Cleaning Fees – Pets Welcome (Just Ask First!) Escape to our peaceful guest house in Thousand Oaks—your cozy ranch getaway with private entrance, parking, and a fenced side yard perfect for BBQs and evenings by the fire pit. Meet Larry the llama, Bob the alpaca, and their furry friends! Take the bikes for a neighborhood spin or bring along cut-up carrots and apples—they’ll love the treat. Book now and enjoy comfort, charm, and a sprinkle of countryside magic!

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.

A Happy Home w/Sparkling Pool

Celebrate your time off in our happy, family-friendly home. This four-bedroom single-story house boasts an AMAZING kitchen, an expansive pet-friendly backyard, a refreshing swimming pool, and beautifully decorated living room and bedroom spaces. The water pressure in both of the home's walk-in showers will blow your mind and everyone will want to try out the remote-controlled bidet in the Master Bathroom. We look forward to hosting you and yours!

Sunshine Private Guest Suite in Agoura Hills

A centrally-located duplex suite in beautiful Agoura Hills. Great restaurants, wine-tasting, hikes and bike trails minutes away. Only a 25 minute drive to Zuma beach in Malibu. The private suite shares a wall with the main house where you will hear family life from time to time. There is a private entrance, bathroom, bedroom, living area, dedicated work space, and kitchenette with microwave. Complimentary snacks & coffee provided.

Retro Cottage, Hot Tub, Putting Green, walk to all

This newly renovated Cottage is fully rehabbed with all the modern conveniences while still maintaining the Retro vibe of yesteryear. Enjoy the 3 bedrooms, outdoor seating/dining area with shade sails; take a nice hot Jacuzzi while BBQing at night under the bistro lights; play a round of mini golf on the putting green, all just steps away from city central. Walk to dining, bar, entertainment, close to everything.