House holiday rentals in Simi Valley

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Top-rated house rentals in Simi Valley

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Top Guest favourite
The resort-style pool area features a large rectangular pool, with a smaller circular hot tub adjacent. Surrounding the pools are stone patios with comfortable lounge chairs and shaded seating areas, complemented by lush landscaping and a modern pool house visible in the background.
Home in Moorpark
4.96 out of 5 average rating, 135 reviews

Gorgeous grounds/pickleball/ hot tub

Experience Olive Hill Ranch! This 5 plus acre estate is an escape from daily life. Have a dreamy sleep in the double queen beds. Cook in the kitchenette, on the Traeger or dine at nearby delicious cuisine. Enjoy our resort-like amenities, including pool (heated summer months) hot tub, tennis, pickle ball, and putting green. We are local to multiple golf courses and a fantastic driving range. Underwood family farm and equestrian centers are within walking distance. Just 30 miles from Hollywood

Top Guest favourite
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.
Home in Thousand Oaks
4.89 out of 5 average rating, 165 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.

Top Guest favourite
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.
Home in Thousand Oaks
4.97 out of 5 average rating, 156 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.

Top Guest favourite
The inviting living area features two brown leather armchairs and a matching sofa, arranged around a soft area rug. A large television is mounted on the wall, while natural light flows through the windows, illuminating the modern decor and open layout leading to the kitchen.
Home in Santa Clarita
4.97 out of 5 average rating, 186 reviews

Steps from Restaurants, Bars, Shops & More!

Steps away from OTN Main Street, you'll be in SCV's Arts, and Entertainment District with 60 + businesses in walking distance. From retail, theatres, breweries, wineries, coffee shops, restaurants, spas, fitness centers, farmers market and much more! Magic Mountain and Hurricane Harbor are 20 abminutes away. Close to hiking, short walk to the train station for a trip to Universal Studios, Hollywood, or Downtown LA. 45 minutes in either direction, you’ll find beaches with lots of activities

Top Guest favourite
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
5 out of 5 average rating, 130 reviews

Encinal Mountain Malibu - Gated Retreat EV charger

Located in Malibu, and unaffected by fires. Encinal Mountain is a private gated retreat featuring two King bedrooms, central A/C, spa bathrooms, and luxurious soaking tub. Fully fenced yard is safe for pets and children. Located 2 minutes up from the Pacific Coast Hwy and El Matador State Beach sits an architectural gem on 5 acres, designed by architects Buff & Hensman. Fully renovated down to the studs it has been restored to retain the midcentury history, yet upgraded with modern luxuries.

Top Guest favourite
A modern kitchen features sleek white cabinetry and a spacious gray countertop with three black wire bar stools. Stainless steel appliances are visible, including a large refrigerator. Above, track lighting enhances the airy feel, complemented by wooden beams that add warmth to the open space.
Home in Topanga
4.99 out of 5 average rating, 315 reviews

Topanga Nature Spa House for 2 | L.A. County

Get the Spa experience in Topanga- Take a break from the noise of the world and recharge in a natural, healing space. This secluded, private retreat offers a private sauna, outdoor shower and soaking tub, loungers, yoga area, weights, and peaceful open-space views. Inside, enjoy a lounge loft, cozy leather couch, 2 TVs, full kitchen, and washer/dryer. Outside, a gas grill and fresh mountain air. Just minutes to town and 15 minutes to Topanga Beach. Healthy supplies, natural fibers, spa vibes.

Top Guest favourite
The exterior of a cottage-style home is shown, featuring a green facade with stone accents and a welcoming front porch. Lush shrubs and colorful flowers frame the entrance, while a paved driveway leads to a two-car garage, providing easy access to the property.
Home in Simi Valley
4.89 out of 5 average rating, 223 reviews

Magnolia Cottage- a tranquil and inviting home.

Magnolia cottage is a charming family home located in a peaceful neighborhood, close to all that our beautiful area has to offer. Minutes from California Lutheran University, Moorpark College & the Ronald Reagan Library . With quick access to freeways, our cottage is 40 minutes to Malibu beaches or breathtaking drives into the canyons and Ojai . There are wonderful hiking/biking trails surrounding the property and shops and restaurants all within comfortable walking distance of the cottage.

Guest favourite
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
4.92 out of 5 average rating, 177 reviews

Island Style Oasis Home- Island in the Sky

Welcome to Island Style Oasis– your very own private paradise! Our luxurious retreat is the perfect place to escape the hustle and bustle of everyday life and indulge in some much-needed relaxation. Nestled in a peaceful and serene valley our stunning property offers everything you need to rejuvenate your body and mind. Whether you want to take a dip in our sparkling pool, soak in one of our Jacuzzi tubs, or unwind in our steam showers and dry sauna, we've got you covered.

Guest favourite
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.
Home in Thousand Oaks
4.93 out of 5 average rating, 237 reviews

GREAT VIEWS Over 400-Yr Oaks • Stylish Whole Home

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 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!

Guest favourite
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.
Home in Thousand Oaks
4.95 out of 5 average rating, 109 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.

Guest favourite
A spacious outdoor deck features two wooden lounge chairs positioned for relaxation, with potted plants and natural greenery framing the area. Large windows of the house reflect sunlight, showcasing a blend of wood and modern architecture against the backdrop of surrounding hills.
Home in Topanga
4.93 out of 5 average rating, 415 reviews

Modern tree house in the heart of Topanga canyon

The house sits beautifully in the canyon, its organic feel and yet modern design transcends the idea of California living by blending indoor/outdoor through massive windows, incredible ceiling heights and stunning views. Nestled in the canyon, but only 5 min from Topanga town with its shops and restaurants and 10 min from the beach. You can now enjoy our new cedar wooden hot tub after a relaxing yoga session in the studio. Featured in the NYTimes, Dwell, Vogue...

Top Guest favourite
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.
Home in Thousand Oaks
4.98 out of 5 average rating, 210 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 Simi Valley house rentals

When is the best time to visit Simi Valley?

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Quick stats about house rentals in Simi Valley

  • Total holiday rentals

    Explore 150 holiday rentals in Simi Valley

  • Verified guest reviews

    Over 4,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Simi Valley holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Simi Valley rentals

  • 4.7 Average rating

    Simi Valley stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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