Guesthouse vacation rentals in Thousand Oaks

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Top-rated guesthouse rentals in Thousand Oaks

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Top guest favorite

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 Monte Nido

4.99 out of 5 average rating, 599 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.

Superhost

A private wooden deck extends from the studio, bordered by a natural landscape filled with trees. Sunlight filters through the leaves, creating a serene setting. Large windows reveal views of the surroundings, enhancing the sense of tranquility and connection to nature.

Guesthouse in Topanga

4.91 out of 5 average rating, 262 reviews

Topanga Mountain Studio Retreat

Privacy is paradise, and this studio with its own entrance, tucked away among the treetops at the end of a little known Topanga country road, provides the sanctuary you seek. Designed by one of Topanga's most beloved architects, Cary Gepner, this modern Spanish abode has breathtaking views. The tranquil studio is well appointed with modern amenities including a brand new kitchen, luxurious bathroom, and private deck. Get away from it all while still being a 15 min drive to the beach or valley.

Superhost

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.

Guesthouse in Malibu

4.91 out of 5 average rating, 215 reviews

Two Goat farm in Malibu Mountains, Cozy & Charming

Rustic canyon getaway in clean-air, rural Malibu mountains! Private gravel entrance w parking. Adjacent to incredible canyon & ocean views, singing birds, hiking. Quiet neighborhood for heavenly sleeps. One queen bed, One trundle bed with two single mattresses, one air mattress. A/C for summer, space heater for winter. Kitchenette (no kitchen sink) and full bath. Highlights! Claw-foot Tub Mountain Sunsets Amazon Echo Wild Bird families & bunnies Hiking at end of road 2.5 miles to the beach

Guest favorite

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.

Guesthouse in Simi Valley

4.95 out of 5 average rating, 129 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.

Guest favorite

A cozy sleeping area features a spacious bed adorned with various pillows and a textured blanket. On either side of the bed, minimalist nightstands with lamps provide lighting. Three abstract artworks are displayed above the headboard, enhancing the serene ambiance.

Guesthouse in Simi Valley

4.92 out of 5 average rating, 160 reviews

Serene Studio | Modern Touches & Natural Light

Modern studio centrally located to everything the Simi Valley area has to offer. Just a few minutes from the freeway, shopping and restaurants. This recently renovated, private studio is fully equipped for your stay. A combination of modern and natural tones gives this studio a warm feeling of style and comfort. Just right for couples or solo travelers looking for a snug place to rest. Please note the studio is attached to the main home and a train passes nearby. Possible noise may be heard.

Guest favorite

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.

Guesthouse in Thousand Oaks

4.95 out of 5 average rating, 600 reviews

Comfortable, Suite Close to Everything

Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

Guest favorite

The outdoor area features a private pool and hot tub surrounded by a spacious patio. Adjoining the house, a covered seating area is visible, with comfortable chairs arranged on the deck. Lush greenery offers a natural backdrop to this serene retreat in Malibu Wine Country.

Guesthouse in Agoura Hills

4.92 out of 5 average rating, 333 reviews

Santa Monica Mtn/Malibu Wine Country Guest Villa

This beautiful guest villa is situated in the Santa Monica Mountains/Malibu Wine Country. Zuma beach, Calamigos Ranch, wineries, an restaurants are minutes away. This scenic retreat on a vineyard estate has its own private pool, hot tub, patio, a spacious backyard. Outdoor bbq grill and sink; however, No indoor kitchen stove/sink. Our guests have privacy & space to relax in this rural setting so close to the 101 Agoura and kanan to Malibu.

Guest favorite

A spacious bedroom includes a large bed with a light coverlet, complemented by natural light from two windows dressed with soft curtains. A small wooden table and a woven basket provide additional decor, while greenery adds a fresh touch to the inviting space.

Guesthouse in Simi Valley

4.96 out of 5 average rating, 101 reviews

Rustic Ranch Retreat: Guesthouse with Nature 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 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.

Guest favorite

A studio apartment features a queen bed with a striped blanket, positioned near a window with light filtering through. A wooden dining table with four chairs occupies one corner, while a cozy chair and area rug enhance the space. A wall-mounted air conditioning unit is visible.

Guesthouse in Thousand Oaks

4.87 out of 5 average rating, 145 reviews

Pet friendly Thousand Oaks Bungalow & Private Yard

Private studio apartment 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.

Top guest favorite

Lush bougainvillea in vibrant shades of pink lines the driveway, contrasting with the green foliage surrounding the guest house. Sunny skies and wispy clouds create a tranquil atmosphere, while a serene landscape blends harmoniously with the structure, which features large windows inviting natural light.

Guesthouse in Woodland Hills

4.97 out of 5 average rating, 142 reviews

Guesthouse studio nested in the Hills+Gym, Netflix

Stay in style. In your own upscale 550 sq ft guest house, tucked up and away, with private entrance less than 5 minutes from the idyllic luxury of Calabasas Commons, Topanga Westfield and Warner Center. Enjoy the Saturday farmer’s market, countless hiking trails, or take the scenic route, 10 minutes into Topanga, 20 minutes to the beaches of Malibu.

Guest favorite

A serene entrance gate is framed by vibrant pink bougainvillea, climbing lush greenery, and a whitewashed wall. The softly arched wooden gate is painted in a muted green, hinting at the charming space beyond, under a clear blue sky.

Guesthouse in Santa Paula

4.93 out of 5 average rating, 285 reviews

Charming (tiny!) Casita on the Hill

A magical space in a Spanish courtyard with citrus trees perfect for unwinding and enjoying the beautiful weather. You’ll love the outdoor tub and shower. Check the reviews — it’s usually the highlight for our guests! (To note: there is NO indoor tub or shower. ) Recently upgraded WiFi makes it a great remote working option, too.

Top guest favorite

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.

Guesthouse in Newbury Park

4.92 out of 5 average rating, 163 reviews

Guest Flat with Conejo Valley views

Brand new in 2017 850 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.