Family-friendly holiday rentals in Thousand Oaks

A spacious living area is bathed in natural light, featuring large windows that frame scenic views of the surrounding hills. A comfortable sectional sofa centers the space, complemented by a dining table nearby. Soft drapes add a touch of warmth to the modern decor.

4.97 out of 5 average rating, 105 reviews

808 Retreat:Casa De Luna, Shops, Pano View, Hiking

Breathtaking Sunsets: Stunning views nightly from the upstairs patio. Total Comfort: High-quality beds + 600TC cotton sheets, jacuzzi soaking tub Nature Lover's: Ideal for hiking & mountain biking in surrounding hills or just relax! Fully equipped to cook! Coffee corner w/ K-cup, Drip, French press. BBQ with views! Great for kids also! High chair, crib, games avail Privacy & Convenience: Secluded, yet 5 mins from shops & restaurants. Tranquil: Perfect for meditation, creativity, & finding peace

An open living area is featured, showcasing a comfortable gray sectional sofa with soft white accents. A wooden coffee table sits in front, complemented by a small plant. A dining area with dark chairs and a chandelier is visible, along with a bright kitchen beyond.

4.95 out of 5 average rating, 213 reviews

Modern Newbury Park Home| Roku TV| Quiet| Safe

Beautiful CLEAN home 30 minutes to Malibu! -Minutes to 101 Freeway -Less than 10 minutes to Amgen, Sage Publishing, Skyworks -Camarillo Outlets only 10 minutes away -California Lutheran University less than 15 miles away -Ventura/Oxnard beach 20 mins away -Los Angeles and Santa Monica 40 miles away -Santa Barbara and Solvang approx. 50 miles away -Gorgeous mountain views and hiking all around this home -High speed WIFI -Washer & Dryer in home -FREE parking -Safe, quiet neighborhood -BBQ Grill

A light-filled living area features a dark coffee table centered on a decorative area rug. Two black chairs with yellow-accented cushions sit adjacent to the modern entertainment unit, which displays a flat-screen TV. Large windows offer views of the outdoors.

4.93 out of 5 average rating, 248 reviews

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!

A bedroom is shown with a spacious bed featuring decorative pillows and a textured white coverlet. Complementary accents are present, including a patterned rug, a side table, and wall sconces. Natural light filters through patterned curtains, illuminating the inviting decor.

4.99 out of 5 average rating, 115 reviews

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.

Guest suite in Thousand Oaks

A serene bedroom features a spacious bed with a blue-striped duvet, positioned in front of a vibrant wall art piece. Natural light filters in through a window, complemented by light-colored walls and a wooden dresser. An air conditioning unit is discreetly mounted above.

4.98 out of 5 average rating, 404 reviews

Malibu Room-Remodeled Entire Place-Quiet&Private

Entire place! not attached to the house except for a wall that is filled with insulation & sound proof drywall. Very quiet & a 1/2 mile from freeway or to CLU. Private entry, a patio, remodeled bedroom & bath. Cal King bed, desk for laptop, Kcup coffee, mini fridge, microwave and HD TV w/ RoKu 650mb WifI perfect for a business traveler or couple on vacation. (w/ a baby or toddler,) A toddler mattress is available on request. Free (40 amp 240volts) for your electric car 9pm-4pm off peak house

Guest suite in Newbury Park

5.0 out of 5 average rating, 290 reviews

Citrus Tree Retreat 2 BR Sleeps 6 Near LA & Malibu

Welcome to Citrus Street Retreat, a fully private, self-contained 2-bedroom, 2-bath guest apartment centrally located between Los Angeles, Ventura, & Malibu. Set in a quiet residential neighborhood, this spacious ~1,000 sq ft retreat offers the comfort of a standalone stay with its own private entrance, kitchen, living room and dining area. Whether you’re here for a weekend getaway, business trip, or traveling the coast. the space is designed to feel easy, comfortable, & entirely your own.

An outdoor living area features a spacious sectional couch adorned with vibrant yellow pillows. A dining table is positioned nearby under a fabric canopy, illuminated by bistro lights. Stone flooring and lush greenery enhance the private garden ambiance, while a hot tub is visible to the left.

4.93 out of 5 average rating, 130 reviews

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.

A serene bedroom features a spacious bed with neutral bedding and decorative pillows. Natural light filters through a window, complemented by light, flowing curtains. A textured area rug adds warmth to the concrete floor, while soft lighting enhances the calming atmosphere.

4.95 out of 5 average rating, 132 reviews

Luxury Stay•2/1•King Bed•Private•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.

Guest suite in Thousand Oaks

Double French doors open to an inviting interior, revealing a spacious living area complemented by wooden ceiling beams and modern decor. Natural light fills the room, enhancing the cozy atmosphere with a plush rug, stylized furniture, and a vibrant artwork accenting the wall.

4.98 out of 5 average rating, 201 reviews

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!

An inviting living area is showcased, featuring a light gray sectional couch and a round wooden coffee table. A textured blue rug anchors the space, while a tall plant adds greenery. A fireplace and built-in shelves are visible in the background, enhancing the bright ambiance.

4.96 out of 5 average rating, 117 reviews

Rose Garden Home, Thousand Oaks

The Rose Garden House, situated in Thousand Oaks on the border of Los Angeles and Ventura counties, is conveniently located near the 101 and PCH. It's an ideal stop for a group road trip through beautiful Southern California. It also provides proximity to serene hiking trails, golf courses, and horse riding clubs, ensuring a balanced blend of convenience and tranquility for your stay. There are Tesla superchargers and EV charging stations 5-7 min driving distances.

Apartment in Thousand Oaks

A living area features a spacious gray sectional sofa positioned across from a wall-mounted television. Large glass doors allow natural light, leading to an outdoor seating area. Decorative green accents and a small round coffee table enhance the inviting atmosphere.

4.88 out of 5 average rating, 122 reviews

Centrally located, 2bd Near, CLU, Proactive Sports

Skip noisy hotels & cramped spaces—find peace, privacy & room to recharge in this 2BD/2BA gated retreat just 1.8 mi to FSAC, 5 mi to CLU, 5.1 mi to Amgen & 4.3 mi to Proactive Sports. Enjoy 2 plush king beds, ultra-fast 1 Gig WiFi, full kitchen & spacious living area in a serene community setting. Perfect for healthcare stays, corporate travelers, Amgen employees, relocating families & athletes seeking privacy & comfort, convenience & a true home-away-from-home.

The exterior of the mid-century modern home is showcased at dusk, highlighting a pool in the foreground. A dining set sits beside the pool, with large windows revealing the interior space. Architectural elements include a stone chimney and surrounding greenery.

4.98 out of 5 average rating, 219 reviews

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.

Popular amenities for Thousand Oaks family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 118 reviews

A leather sofa with assorted cushions is positioned in a bright living area, complemented by framed monochromatic artwork of ocean waves. A round coffee table sits centrally, and a floor lamp illuminates the space. Light filters through sheer window coverings, and a patterned wall hanging adds texture.

Condo in Thousand Oaks

Pool | XL Hot Tub | King Bed | WD | Workspace

4.92 out of 5 average rating, 106 reviews

A modern home exterior is showcased at sunset, highlighting a spacious hot tub with colorful LED lighting. Large glass windows reveal glimpses of the interior, while surrounding planters add greenery to the welcoming atmosphere.

Home in Chatsworth

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

4.93 out of 5 average rating, 199 reviews

The kitchen features modern white cabinetry complemented by dark wood accents. A tile backsplash with a geometric pattern adds visual interest, and a spacious island provides additional prep space. Six white chairs surround a wooden dining table, and a cozy wood stove is visible in the corner.

Cottage in Newbury Park

The B’s Hive French Cottage

4.92 out of 5 average rating, 185 reviews

An outdoor kitchen area is highlighted by a large rock formation, featuring two stainless steel grills and a mounted TV. Stylish seating with turquoise cushions surrounds a curved bar, complemented by landscaped greenery and palm trees in the background.

Home in Moorpark

Island Style Oasis Home- Island in the Sky

A welcoming entryway is presented with double doors opened wide, revealing a glimpse of the interior space. The exterior features a textured light gray wall, complemented by the house number displayed prominently.

4.83 out of 5 average rating, 272 reviews

Spacious Home With Pool and Spa in Thousand Oaks

4.95 out of 5 average rating, 159 reviews

An inviting living area is presented with natural light from large windows. Cozy seating arrangements feature a blue couch and modern armchairs, complemented by a wooden coffee table. A decorative fireplace and light-colored walls enhance the tranquil setting, while sliding doors open onto a deck area.

Home in Agoura Hills

Peaceful Modern Retreat Home

A spacious outdoor seating area features comfortable gray sofas surrounding a low glass table. Views of a lush green golf course and rolling hills are visible in the background, with sunlight illuminating the scene. A natural fiber rug adds warmth to the space.

4.9 out of 5 average rating, 185 reviews

Crystal Island, Where Dreams Come True

Condo in Westlake Village

A well-appointed kitchen features stainless steel appliances, including a refrigerator and oven. Light-colored cabinetry complements the quartz countertops. A center island displays a bowl of fresh fruit, while a window offers natural light and views of the greenery outside.

4.89 out of 5 average rating, 108 reviews

Updated 2 Bed 2 Bath Condo Westlake Village

Family- and pet-friendly home rentals

4.86 out of 5 average rating, 167 reviews

Pet friendly Thousand Oaks Bungalow & Private Yard

4.98 out of 5 average rating, 142 reviews

The exterior features a charming cottage with white siding and black trim. Two large windows flank a set of French doors that open to the entrance. Decorative sconce lighting and potted plants enhance the welcoming appearance, while a gravel pathway leads to the door.

Cottage in Thousand Oaks

Cottage In The Orchard

4.97 out of 5 average rating, 344 reviews

A cozy sleeping area features a spacious bed dressed in neutral linens, accompanied by decorative pillows. A green accent chair adds a pop of color, while a woven coffee table complements the space. Wall decor includes circular greenery arrangements and framed artwork, enhancing the inviting ambiance.

Guest suite in Camarillo

*New Art-Inspired Design Suite- Self Check-In &A/C

A sunlit living area features a spacious, modern sectional sofa in warm tones, facing a flat-screen television mounted on the wall. Large windows provide ample natural light and a view of the outside. A round coffee table sits in the center, complemented by decorative elements.

4.92 out of 5 average rating, 114 reviews

Bright 4 Bedroom Mountain View Home By Arts Plaza

Guesthouse in Simi Valley

4.96 out of 5 average rating, 154 reviews

The Ranch | 2BR Farm Cottage + Mountain Views

An outdoor seating area features four wooden chairs arranged around a fire pit. A clay chiminea stands as a focal point, with views of rolling hills and palm trees in the distance. Natural stone flooring complements the serene atmosphere.

4.93 out of 5 average rating, 240 reviews

Modern Hilltop Retreat • Views • Malibu & Hiking

Campervan/RV in Thousand Oaks

A starry night sky stretches above, revealing a brilliant display of stars and the Milky Way. The structure below is partially illuminated by decorative string lights, contrasting with the dark, serene landscape of the surrounding hills.

4.84 out of 5 average rating, 218 reviews

1972 Airstream w/ Views In Santa Monica Mountains

5.0 out of 5 average rating, 141 reviews

The modern retreat showcases a long, low-slung structure with large windows reflecting warm light. Surrounded by lush greenery, the exterior features a spacious lawn and elegant outdoor seating arrangements, set against the backdrop of rolling hills and a dusky sky.

Home in Malibu

Encinal Mountain Malibu - Gated Retreat EV charger

Family-friendly home rentals with a pool

A pool area is featured, with a sparkling blue pool surrounded by stone coping. Two lounge chairs are positioned nearby, adorned with towels. Lush greenery is visible in the background, complementing the tranquil ambiance of the space.

5.0 out of 5 average rating, 270 reviews

Spacious Tranquil Guest House

Guesthouse in Simi Valley

A cozy living room features a dark blue sofa adorned with a yellow throw blanket. A round coffee table sits in the center, accompanied by colorful poufs and a decorative plant. Natural light enters through a nearby door, highlighting the warm wooden flooring.

4.99 out of 5 average rating, 116 reviews

New Modern guesthouse with pool in Simi Valley

A spacious living area is presented, featuring a modern sectional sofa and a coffee table. A small kitchenette with a microwave and refrigerator is visible to the left. Dark curtains frame the window, and the room is well-lit by overhead lighting, enhancing the clean, comfortable atmosphere.

4.94 out of 5 average rating, 650 reviews

Comfortable, Suite Close to Everything

Apartment in Hidden Hills

4.92 out of 5 average rating, 173 reviews

Luxury 2 King Master Bdrm Woodland Hills

4.95 out of 5 average rating, 212 reviews

A light-colored guest house is visible, featuring a door framed by two black chairs and a small bench. A surfboard leans against the wall. The saltwater pool glimmers, with a patio area and BBQ grill nearby, surrounded by green grass and landscaping.

Home in Woodland Hills

Charming Private Guest House with Kitchen and Pool

4.89 out of 5 average rating, 259 reviews

Tiny home in Topanga

Topanga Canyon Loft | Private Pool + Hot Tub | C&C

4.99 out of 5 average rating, 112 reviews

A warm, inviting house features a large front porch with wooden railings, surrounded by vibrant gardens. Lush greenery and various plants are present, with a backdrop of rolling hills under a clear blue sky.

Home in Topanga

Magical sanctuary - hot tub/pool