Guesthouse holiday rentals in Thousand Oaks

A cozy seating area is set on a wooden deck, framed by a canvas canopy. Soft cushions adorn the light-colored sofas, while a small table holds a plant and decorative items. The view showcases rolling hills and a sunset sky, blending warm colors.

4.98 out of 5 average rating, 289 reviews

Views along the Malibu, private, tiny-guesthouse

NOT FIRE AREA & MALIBU is OPEN! ❤️Best views in Malibu! Nestled in the mountainside, this tiny guest-house, has unobstructed, spectacular views of the Santa Monica Mountains and the Pacific Ocean. Clean cozy comfortable modern tiny home tucked behind Malibu’s iconic steel and glass house, Blu Space. The tiny guest-house is best for couples or solo travelers. property borders Solstice Canyon National Park-centrally located to beaches, restaurants and shops ❤️ Must climb stairs- pls read house rules

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4.99 out of 5 average rating, 661 reviews

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.

Guesthouse in Calabasas

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.

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A wooden bench sits under a large tree, positioned to overlook a scenic valley. The landscape features rolling hills and greenery, with soft hues of sunset visible in the distance. The atmosphere appears calm and inviting, ideal for relaxation.

4.91 out of 5 average rating, 560 reviews

FAIRY RIDGE - AMAZING VIEWS - STEPS TO THE TRAILS

Escape into Topanga Canyon, the largest state park within city limits in the world, cozy up in this serene, private, and stunning 2 bedroom bungalow located only a 5 minute walk to the park trails and 12 min to the beach! Enjoy the freedom to walk to the trails, some with ocean views. Relax on the patio with a complimentary bottle of wine, enjoy the hammocks, hot tub, go surfing or watch your favorite shows from every room. You can even book a massage right on the property (pending avails)!

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Superhost

Guesthouse in Camarillo

4.93 out of 5 average rating, 810 reviews

The Vineyard - Solitude - Private

Enjoy some privacy! If you’re looking for a nice spot, or just want to get away, this is it. With over 750 5-star reviews, enjoy a relaxing stay in a very private location in the country, but five minutes to the store, in your own self-contained tiny space. No traffic at all. Amenities include a mini-fridge, hot water pot, microwave, heater, Smart TV, and very fast WIFI (165 Mbps). Cozy. We have 200 grape vines, and a lot of fruit trees. Read the rest of the listing. Solitude in the vineyard.

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The kitchen features sleek white cabinetry complemented by a granite countertop. A stainless steel gas stove and microwave are positioned above. Kitchen utensils are neatly arranged beside the stove, with additional appliances visible, including a coffee maker. A waste basket is located to the left.

4.95 out of 5 average rating, 148 reviews

Adorable Studio With Private Entrance

Enjoy your stay in this cozy, Brand New Attached ADU with its own private entrance. Located in a Beautiful quiet neighborhood in Simi Valley with tons of Hiking Trails, Beautiful Parks, Shopping at the Simi Valley Town Center, and lots of Restaurants. This cozy unit is perfect for a weekend getaway or even a home away from home. The unit is to the left of the main house comes with its own Full Bathroom, Queen memory foam mattress, sitting area , 40" smart tv, dinning area, and a Full kitchen.

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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, 133 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.

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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.

4.98 out of 5 average rating, 117 reviews

New Modern Guesthouse in Simi Valley

Welcome to this little gem. Our beautiful centrally located 1 bedroom guesthouse has high ceilings, full size kitchen, spacious living room (option for additional queen bed) and gorgeous bathroom. This modern 500 sq. ft. place is ALL yours to enjoy! Relax, have a cup of pour-over coffee, tea, or any of the Keurig varieties. Enjoy the Roku selections like Disney+/Apple TV/Hulu/Amazon/Netflix/HBO Max and more. Enjoy a walk in our safe neighborhood with stunning surrounding views.

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A tranquil garden setting features vibrant flowers and greenery surrounding a flowing fountain. Umbrellas provide shade over seating areas, and scenic mountains rise in the background under a clear blue sky. The landscape is designed for relaxation and outdoor enjoyment.

4.97 out of 5 average rating, 155 reviews

Casita del Sol

Welcome to Casita del Sol, a charming two-bedroom, two-bathroom standalone guest house on the West-end of Simi Valley, a quaint and peaceful town. A short distance to local restaurants + shopping, and the Ronald Reagan Library and just 45 minutes from Los Angeles, Ventura or Malibu, Casita del Sol is a modern contemporary home perfect for a mini staycation or a long vacation. Relax, unwind and dine al fresco on your very own deck with garden views.

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4.96 out of 5 average rating, 155 reviews

The Ranch | 2BR Farm Cottage + Mountain Views

Escape to the tranquility of our picturesque working ranch, where you can experience the rustic charm of farm life like never before. Welcome to our one-of-a-kind Airbnb. Ranch Getaway: Unplug and unwind in our cozy standalone guesthouse, nestled amidst the rolling hills of our working ranch. Here, you'll find a true escape from the hustle and bustle of city life, while only being one mile from the freeway. Parties are not allowed at The Ranch.

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A spacious kitchen area features light wood cabinetry, a large island with seating, and modern appliances. Natural light pours in through large windows, illuminating the open living space that includes a cozy sitting area and a staircase leading to the loft above.

4.95 out of 5 average rating, 176 reviews

The Hideaway Retreat - Mountain Loft with Sauna

Experience this unique mountain loft, designed by a local Topanga artist, with 16' ceilings and views of the surrounding epic mountains. Enjoy a complimentary bottle of wine, our outdoor barrel steam sauna, and bring the kids or pets for hikes right outside the front door. Book an on-site massage or do a yoga session, watch movies on TVs in every room, or simply relax. Medley Ln offers some of the best views in all of Topanga.

FamilyValueLong stay

Guesthouse in Thousand Oaks

4.86 out of 5 average rating, 169 reviews

Pet friendly Thousand Oaks Bungalow & Private Yard

Private studio located in Thousand Oaks, CA. Conveniently located in the heart of Thousand Oaks, just minutes away from the Oaks Mall, Janss Marketplace, Civic Art's Plaza, Camarillo Outlets, Malibu and countless hikes nestled up near the beautiful Santa Monica Mountains. This unit has its own gated entrance, private secured yard, outdoor seating area, full kitchen, dining table, large bathroom, and smart tv.

LocationFamilyParking

Guesthouse in Thousand Oaks

A spacious living area is highlighted by a large glass coffee table, surrounded by dark sofas and light-colored accent pillows. Natural light fills the room through the expansive windows, and artwork adorns the walls, enhancing the inviting environment.

4.92 out of 5 average rating, 184 reviews

Guest Flat with Conejo Valley views

Brand new in 2017 800 sq ft guest flat above detached garage. Custom hickory and limestone floors, onyx details in kitchen and bath, and gorgeous views of the Conejo Valley. Full kitchen with LG stainless steel appliances. Central A/C and heating. Restoration Hardware furniture with king sized bed and full sofa bed.

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Popular amenities for Thousand Oaks guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

The cozy studio cabin is framed by lush greenery and palm trees against a pastel sky. Soft outdoor lights create a welcoming ambiance, highlighting the exterior's rustic charm, while a large window allows natural light to fill the space. A tranquil setting invites relaxation.

4.92 out of 5 average rating, 250 reviews

Two Goat farm in Malibu Mountains, Cozy & Charming

FamilyValueSolo travel

A modern building is set against a clear blue sky, featuring large windows that offer views of the ocean in the distance. Walkways lined with colorful succulents and flowering plants lead towards the entrance, enhancing the landscape with vibrant colors.

4.98 out of 5 average rating, 214 reviews

Artists' retreat with views of surf and sunset.

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4.97 out of 5 average rating, 296 reviews

A spacious outdoor patio extends from the cottage, featuring a round table and chairs. The view showcases rolling hills and a lush avocado orchard, while a flag can be seen waving in the distance against a clear blue sky.

Guesthouse in Camarillo

Classy Cottage with Amazing Views

LocationFamilyComfort

Superhost

4.93 out of 5 average rating, 245 reviews

Oceanview Guesthome-Pool jacuzzi access, pets&kids

ValueFamilyPool

A bright outdoor deck features two Adirondack chairs and a green umbrella, offering a view of the surrounding trees. Large glass doors provide an open connection to the interior space, allowing natural light to fill the home.

4.96 out of 5 average rating, 110 reviews

Exquisite Topanga Cottage

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Guesthouse in Los Angeles County

4.95 out of 5 average rating, 130 reviews

Address: 22428 Napa St, West Hills, CA

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An aerial view captures the expansive property featuring a spacious guest suite, inviting pool area, and various outdoor sitting spaces. Lush greenery and palm trees surround the layout, while colorful umbrellas and seating arrangements provide relaxation options in the sun. Scenic walking paths are visible throughout.

4.98 out of 5 average rating, 116 reviews

Hotel California: Gated & secluded resort w/views

LocationFamilySolo travel

4.96 out of 5 average rating, 454 reviews

A serene backyard scene showcases a clear pool surrounded by lush foliage and blooming orange flowers. Seating areas, including lounge chairs and a shaded patio, are visible. Trees and shrubs frame the space, contributing to a peaceful outdoor environment.

Guesthouse in Northridge

Paradise near CSUN, Universal & 6 Flags

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Guesthouses with a patio

An outdoor clawfoot tub is positioned on a wooden deck, surrounded by greenery and a wooden fence. Soft lighting is provided by overhead string lights. A person is seated in the tub, wrapped in a pink towel, reading a newspaper, creating a relaxed atmosphere.

4.93 out of 5 average rating, 283 reviews

Outdoor Clawfoot, Hot Tub, Deck

ValueLocationWi-Fi

4.96 out of 5 average rating, 149 reviews

A decorative arrangement features a tall, slender vase with dried flowers, positioned next to a wooden cutting board and a small candle. Above, a framed sign reading 'Cottage on the Glen' adds character to the cozy interior.

Guesthouse in Newhall

Cottage On The Glen

LocationValueAccuracy

4.89 out of 5 average rating, 142 reviews

A comfortable bedroom is designed with soft lighting from bedside lamps. A spacious bed is adorned with neutral-toned bedding. A small dining table is positioned nearby, complemented by a decorative plant. A light curtain softly covers the nearby window.

Guesthouse in Oxnard

Luxurious Modern Studio

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A rustic wooden bed features a brown and red bedding combination, accentuated by decorative pillows. Bright yellow walls surround the sleeping area, and a piece of wall art adds color above the headboard. Two bedside lamps provide soft, ambient light.

4.95 out of 5 average rating, 362 reviews

Charming guest house with balcony

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A charming guesthouse is framed by lush greenery, featuring a decorative facade and a tiled roof. A gravel pathway leads to a seating area with a natural wood bench and a wicker chair, surrounded by various succulent plants and colorful foliage.

4.93 out of 5 average rating, 107 reviews

Adorable 2 bedroom guesthouse-Italian villa style

LocationFamilyComfort

4.92 out of 5 average rating, 125 reviews

Guesthouse in Reseda

Poolside Casita near Walking Path- Fast WIFI - AC

LocationValueBackyard

4.91 out of 5 average rating, 117 reviews

The living room features comfortable leather seating arranged around a large coffee table and a 75" 4K TV mounted on the wall. Natural light is provided by the windows, and a warm ambiance is created by recessed lighting and neutral-toned walls.

Guesthouse in Sylmar

San Fernando 2bd 2ba Guest House

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Guesthouse in West Hollywood

The sleeping area features a spacious bed adorned with layered bedding and decorative pillows in soft neutral tones. A nightstand with a vase of dried flowers complements an abstract wall art piece, adding a touch of elegance to the room.

4.99 out of 5 average rating, 300 reviews

California-Zen Style; Beverly Hills/West Hollywood

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Guest house rentals with a washing machine and dryer

4.98 out of 5 average rating, 126 reviews

The master bedroom features a spacious bed with an ornate headboard and decorative pillows, complemented by warm bedside lamps. A piece of wall art adds a touch of color, while the en suite bathroom is visible in the background.

Guesthouse in Camarillo

Meticulous Private House @Camarillo Heights-82" TV

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Guesthouse in Port Hueneme

A cozy living space is presented with a green sofa facing a wall-mounted television. A small dining table with gray chairs is positioned nearby. Light-toned wood floors are visible, and a doorway leads to another room in the background. A skyline art piece decorates the wall.

4.89 out of 5 average rating, 105 reviews

Bungalow by the beach 2, 3 Bedrooms

FamilyValueCleanliness

4.92 out of 5 average rating, 211 reviews

A tranquil nighttime view of the backyard is seen, featuring a lit saltwater pool and spa surrounded by soft blue illumination. A patio area with seating is also visible under the gentle light of surrounding landscape, creating a serene outdoor space.

Guesthouse in Northridge

Guest House, 2 bdrm near CSUN - EV Outlet

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A bright and airy space features large windows that invite natural light and provide scenic views. A comfortable daybed and a wicker chair create a relaxed seating area. Potted plants and artwork add life, while a simple desk offers a functional workspace.

4.96 out of 5 average rating, 448 reviews

Peaceful Paradise With Mountain View and Full Kitchen

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Guesthouse in Los Angeles

A spacious living area features a dark sofa and a comfortable seating arrangement around a wooden table. Modern kitchen appliances, including a black stove and microwave, are visible. Natural light is enhanced by large windows with curtains, and a ceiling fan provides air circulation.

4.96 out of 5 average rating, 130 reviews

New Guesthouse / Great location

ValueFamilyLayout

Sliding glass doors open to reveal a patio with mountain views, where outdoor furniture is arranged for dining. A cozy seating area is framed by light curtains, and natural elements, including a cactus, enhance the serene environment.

4.96 out of 5 average rating, 194 reviews

Quiet Topanga Guest Suite

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The rustic guesthouse is positioned on a hillside, offering panoramic views of the Santa Monica mountains. Surrounding greenery and rock formations create a natural landscape. A pool and expansive outdoor area are evident, inviting guests to enjoy the beauty of the environment.