Family-friendly holiday rentals in Thousand Oaks

A spacious living area features a large beige sofa, complemented by a cozy armchair and a stylish coffee table. A stone fireplace is centered against a textured wall, with a mounted television above. Natural light floods in through tall windows, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 170 reviews

Modern Family Farmhouse pool&spa, treehouse, bocce

Bright, beautiful home full of activities including; kids tree house, bocce ball court, golf putting green and fruit trees in season. Featuring, pool, jacuzzi, two king bed master bedroom suites, kids room, patio furniture, fire pit, BBQ, and farm table for outdoor dining. Close to great hiking trails and Malibu Beach is only 25 minutes away. Come enjoy fruit and the fun at The Orchard House. Have fun with the whole family at this stylish home. Note: Heated pool accommodation is $100-$75 a day.

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

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 Thousand Oaks

A decorative table is adorned with a potted hydrangea plant, showcasing soft blue blooms. Beside it, a weathered wooden sign carved with 'White Dove Inn' features a bird motif. A simple silver candlestick with a lit cream-colored candle adds a touch of warmth.

4.94 out of 5 average rating, 200 reviews

White Dove Inn, private studio with own entrance

Surrounded by trees and flowers this totally private studio is roomy, light and airy. A king size bed plus a sleeper couch offer restful sleep for 2 adults and one child. There is plenty room to comfortably add a bed for a 2nd child. (We did it several times around Christmas) We are off of a private road it feels like a trip to a European countryside. Still we are just a short drive from businesses, mall, dining, theaters and near hiking, biking and riding trails and beaches. Private bath.

Guesthouse in Thousand Oaks

The living room features a large leather couch accompanied by two cozy armchairs. A round wooden coffee table sits in the center. Natural light enters through a window adorned with woven shades, while a potted plant adds a touch of greenery.

4.95 out of 5 average rating, 132 reviews

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.

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.

A modern kitchen features sleek countertops and dark cabinetry, complemented by a stylish tile backsplash. High-end stainless steel appliances are integrated, with a spacious open layout that allows for easy movement. Natural light streams in through the window, illuminating the inviting cooking space.

4.98 out of 5 average rating, 184 reviews

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!

A charming cottage is framed by lush greenery and manicured landscaping. A concrete pathway leads to the entrance, flanked by ornamental plants. Tall trees provide shade, enhancing the welcoming appeal of the exterior in a tranquil setting.

4.94 out of 5 average rating, 108 reviews

3Br Home, Hot Tub, Large Private yard, Walk to All

Enjoy a central location with Outdoor living room complete with Jacuzzi, mini Ping Pong, Bistro lights, BBQ, dining table, sectional couch, and TV all in a beautifully new natural stone patio. Newly renovated, sharp, clean, comfy beds and new amenities. This city central location is close to shopping, eateries, Civic Center, wedding venues. Walkable to numerous restaurants and eateries.

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

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

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

4.92 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

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

4.93 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!

4.95 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

4.91 out of 5 average rating, 112 reviews

A serene outdoor area features a saltwater pool surrounded by tropical plants. Comfortable lounge chairs are positioned next to the pool, complemented by a large umbrella for shade. A decorative hanging chair and small tables are included for relaxation.

Home in Woodland Hills

Cali Luxury Dream Pool Hideaway + Guest Suite

Family- and pet-friendly home rentals

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

Guesthouse in Thousand Oaks

4.86 out of 5 average rating, 167 reviews

Pet friendly Thousand Oaks Bungalow & Private Yard

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

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

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

4.96 out of 5 average rating, 264 reviews

An outdoor deck features a wooden floor and a pergola overhead, surrounded by expansive mountain views. Comfortable seating arrangements include a sectional sofa and a coffee table alongside a dining table with chairs. Potted plants add a touch of greenery to the peaceful setting.

Cabin in Topanga

The Willow - Cabin & Retreat - Amazing Views

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

Family-friendly home rentals with a pool

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

Guesthouse in Thousand Oaks

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

4.95 out of 5 average rating, 106 reviews

A heated swimming pool is illuminated in vibrant blue, surrounded by lush greenery and custom landscaping. The pool area includes a built-in BBQ station and ample seating, providing an inviting atmosphere for relaxation and entertainment in a private outdoor space.

Villa in Woodland Hills

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

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

4.98 out of 5 average rating, 66 reviews

Eichler Orange - Mid Century Modern

5.0 out of 5 average rating, 10 reviews

6BR Oasis | Pool, Spa & Thousand Oaks

5.0 out of 5 average rating, 11 reviews

5/6 BDR POOL Chateau @ the Trails

A spacious master bedroom features a king bed with a light-colored throw blanket, large mirrored closet doors, and bedside sconces. Glass doors lead to a private outdoor area with a view of the pool and sunset hues in the sky.