Holiday rentals in Thousand Oaks

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Top-rated holiday rentals in Thousand Oaks

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A vibrant cluster of orange poppies is set against lush greenery and rolling mountains. The landscape is characterized by a mix of wildflowers and shrubs under a cloudy sky, presenting a natural and serene environment.
Guest house in Calabasas
4.99 out of 5 average rating, 647 reviews

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.

Top guest favourite
An outdoor patio features loungers and a dining area under clear blue skies. A staircase leads to an upper deck, offering elevated views of the surrounding hills and golf course landscape. Green grass surrounds the paved space, enhancing the outdoor experience.
Home in Thousand Oaks
4.9 out of 5 average rating, 172 reviews

Entertainer’s Paradise

Enhance your serenity while enjoying the spectacular views of the golf course and mountains surrounding this modern, comfortable, large 5 bedroom, 3 bath home. Just moments off the freeway but yet peaceful surroundings in the Sunset Hills area of Thousand Oaks. Soak in our new hot tub!! Kick back watching views of sunrise thru sunset. Gorgeous open kitchen, huge dining room, three social/den/living areas. Each Bedroom has a queen bed for a comfortable nights rest. Serenity at waiting for you.

Guest favourite
Home in Thousand Oaks
4.93 out of 5 average rating, 240 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!

Top guest favourite
Home in Thousand Oaks
4.99 out of 5 average rating, 109 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.

Top guest favourite
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.
Guest suite in Thousand Oaks
4.97 out of 5 average rating, 398 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 favourite
The image captures a Jacuzzi hot tub surrounded by a serene outdoor setting. Soft bistro lights hang above, creating a cozy ambiance. A shaded area is visible in the background, with a barbecue grill and windows of the adjoining cottage reflecting a tranquil evening atmosphere.
Home in Thousand Oaks
4.93 out of 5 average rating, 123 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.

Guest favourite
Guest suite in Thousand Oaks
4.88 out of 5 average rating, 322 reviews

The Garden Suite-Private 500 sq.ft

We kindly ask that you show the same respect, consideration, and politeness toward us and our home as you would expect from guests in your own home. Our guest suite is on the ground floor of an upgraded,renovated, 2 story home built in 1968. Amenities include: keyless entrance,10'x11' bedroom with queen size bed, private bathroom, private living room with sectional sofa, YouTubeTV, Wi-Fi,shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), and a work desk.

Guest favourite
Apartment in Thousand Oaks
4.93 out of 5 average rating, 113 reviews

Gym | King Bed | WD I Balcony | Walkable | Hot tub

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

Guest favourite
Guest house in Thousand Oaks
4.95 out of 5 average rating, 126 reviews

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.

Top guest favourite
An inviting outdoor patio is covered by a slatted pergola, adorned with string lights for soft illumination. Comfortable seating options include plush chairs and a glass-top table. A vibrant rose garden with blooming flowers offers a colorful backdrop against a serene green wall.
Home in Thousand Oaks
4.96 out of 5 average rating, 113 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.

Top guest favourite
An outdoor seating area is presented featuring a modern fire table with a flame centerpiece. Comfortable cushions adorn the sectional sofa, and a large umbrella provides shade. Surrounding greenery and decorative plants enhance the inviting atmosphere, complemented by a patterned outdoor rug.
Guest suite in Thousand Oaks
4.97 out of 5 average rating, 194 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!

Top guest favourite
The exterior of the mid-century modern house is showcased at twilight, featuring a serene pool in the foreground. Surrounding the space are lush plants, inviting seating areas, and large glass windows that reflect the warm indoor lighting.
Home in Thousand Oaks
4.98 out of 5 average rating, 212 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 holiday rentals

When is the best time to visit Thousand Oaks?

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Avg. price$227 SGD$233 SGD$246 SGD$243 SGD$241 SGD$242 SGD$247 SGD$258 SGD$243 SGD$241 SGD$240 SGD$256 SGD
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Frequently Asked Questions

  • What are the best places to stay in Thousand Oaks?

    Many visitors look for vacation rentals near the Civic Arts Plaza or in neighborhoods close to parks and trails. Stays around the city center provide convenient access to dining, local shops, and cultural venues.

  • What are the best things to do in Thousand Oaks with kids?

    Families frequently suggest exploring nature trails at Wildwood Regional Park, hands-on experiences at local museums, and playgrounds in neighborhood parks. Themed gardens and interactive science exhibits are also popular with children.

  • What are some of the best things to do in Thousand Oaks?

    Explore trails in Wildwood Regional Park, wander the themed gardens at Gardens of the World, or enjoy a performance at the Civic Arts Plaza. Local museums share the region’s history and creative spirit.

  • How is the weather in Thousand Oaks?

    Thousand Oaks has mild, Mediterranean-style weather—winters range from about 44–66°F (7–19°C) and can be rainy, while summers are warmer and drier, near 58–74°F (15–23°C). Packing sun protection and a light jacket is practical throughout the year.

  • When is the best time to visit Thousand Oaks?

    Late spring and early autumn are often recommended for comfortable temperatures and mostly clear skies. This period typically brings pleasant weather for hiking, outdoor events, and exploring natural spaces.

  • What are the best places to visit in Thousand Oaks?

    Explore the Gardens of the World for themed landscapes, hike through Wildwood Regional Park, or visit the Chumash Indian Museum to learn about local history. The Civic Arts Plaza is known for live performances throughout the year.

  • What are some hiking trails in Thousand Oaks?

    Wildwood Regional Park is frequently suggested for hiking, with trails featuring grasslands, canyons, and waterfalls. Other local preserves and open spaces have gentle loop trails suitable for varied experience levels.

  • What are some family activities we can do in Thousand Oaks?

    Try nature walks at local parks, visit community swimming pools, or participate in family-friendly workshops at area museums. Theater performances and open-air concerts also provide engaging options for all ages.

  • What are some of the best day trip ideas from Thousand Oaks?

    Explore the beaches along the Pacific coast, venture into the Santa Monica Mountains for scenic hikes, or visit nearby art museums and farmers' markets. Wineries and coastal town centers around the region are also frequently suggested for day outings.

  • Are there any pet friendly accommodations available in Thousand Oaks?

    Many accommodations in Thousand Oaks are pet-friendly and welcome companions with advance notice. Walking paths, parks, and open spaces throughout the city make it easy to explore the outdoors with your pet.

  • What are some local tips for visiting Thousand Oaks?

    Pack layers, as evenings can cool off even during warmer months. Join locals on early morning trails, try produce at farmers' markets, and check for outdoor concerts or rotating art exhibits for a stronger sense of the community.

  • What is Thousand Oaks known for?

    Thousand Oaks is known for its network of scenic parks, a strong tradition of live theater, and ties to Chumash culture and history. The city’s oak-studded landscapes and local art communities add to its distinct character.

  • What are the best hidden gems to explore in Thousand Oaks?

    Explore peaceful botanic gardens, quiet nature preserves, and smaller museums nestled around Thousand Oaks. Local art galleries and community theater performances offer glimpses into the city's creative spirit.

  • What are the best foods to try in Thousand Oaks?

    Thousand Oaks has a mix of California cuisine, international favorites, and locally sourced produce. Mediterranean-inspired dishes, fresh seafood, and traditional Mexican fare are frequently suggested by residents.

  • What should I bring for a trip to Thousand Oaks?

    Pack comfortable walking shoes, layers for cooler evenings, and sun protection for outdoor activities. A reusable water bottle is helpful for hikes or days in local parks.

  • What is the nightlife in Thousand Oaks like?

    Thousand Oaks has a relaxed nightlife scene with wine bars, live music venues, and cafes open late. The Civic Arts Plaza and local theaters frequently feature concerts, comedy, and stage performances.

  • What are the most popular events or festivals in Thousand Oaks?

    Thousand Oaks has a range of annual community festivals, live music concerts, and cultural celebrations, especially around late spring and summer. Local parks and theaters frequently host outdoor movies, food fairs, and holiday-themed gatherings.

  • Are there family friendly vacation rentals in Thousand Oaks?

    Thousand Oaks has a variety of family-friendly vacation rentals, including homes and apartments with multiple bedrooms and kitchens. Many are located near parks, trails, and community attractions for convenient outings.

Quick stats about holiday rentals in Thousand Oaks

  • Total holiday rentals

    Explore 470 holiday rentals in Thousand Oaks

  • Verified guest reviews

    Over 18,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    190 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    460 of Thousand Oaks holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Thousand Oaks rentals

  • 4.9 Average rating

    Thousand Oaks stays are highly rated by guests – averaging 4.9 out of 5!

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