Guesthouse holiday rentals in Simi Valley

4.98 out of 5 average rating, 289 reviews

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.

Guesthouse in Malibu

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

LocationValueBeach

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

The Last Resort; poolside guest suite situated on 1.3+ hilly acres. The comforts and privacy of home with private bath, private sitting areas, pool, Jacuzzi & spectacular views Take a relaxing stroll through the grassy knoll or to the top of the property for a view of beautiful rolling hills as far as the eye can see. Right off the beaten path yet miles away. Solar and salt systems keeps this pool at the perfect temperature naturally and without chemicals! Peace and quiet or fun in the sun

ValueFamilyCondition

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)!

ValueLocationLayout

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.

LocationValueWalkability

4.93 out of 5 average rating, 299 reviews

The studio features a comfortable queen bed against a backdrop of soft blue walls. A kitchenette area is visible, equipped with a microwave and small refrigerator. Natural light illuminates the space, highlighting a cozy seating area with a stylish coffee table and a wall-mounted television.

Guesthouse in Chatsworth

Comfortable Private Studio - near hiking

Come get away to a slower pace at our thoughtfully appointed studio in the beautiful hills of Lake Manor! When staying at our place you will be a short drive to West Hills, Canoga Park, Calabasas, Northridge, and more. We are in a quiet neighborhood in the "country." Our studio setup allows traveling workers and getaway seekers to find the work-life balance they need with: ✧Comfy work desk ✧ High-speed Wi-Fi ✧Close by fun hiking trails ✧Roku TV ✧Shared outdoor space ✧ parking - free

ValueLocationGetting around

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.

FamilyValueAccess

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.

ValueLocationShared spaces

Guesthouse in Los Angeles County

4.95 out of 5 average rating, 130 reviews

Address: 22428 Napa St, West Hills, CA

ATTENTION TO ALL GUESTS : This unit is located in 22428 Napa St, West Hills, CA Please make sure to read this and check on the maps if that's good make your reservation. Welcome to our stunning newly constructed 2 bed, 2 bath home with an open floor plan that will take your breath away! The contemporary design boasts luxurious finishes and high-end appliances. Enjoy the beautifully landscaped yard and private patio area for an intimate evening under the stars.

FamilyLocationHeating

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.

LocationValueTV

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.

ValueFamilySolo travel

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.

FamilyValueView

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.

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Popular amenities for Simi Valley guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Superhost

The bedroom features a spacious bed draped in white bedding, positioned against a wall. A rectangular area rug in earthy tones lies on the dark wood floor. Two windows, dressed with black curtains, allow natural light to filter into the room. A full-length mirror and a TV stand with a television are also present.

Guesthouse in Los Angeles County

4.82 out of 5 average rating, 108 reviews

Southern Sun- Guest House- King Bed & Sofa Bed

LocationFamilyWi-Fi

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

LocationValueGetting around

A serene outdoor space is highlighted by a softly illuminated pool with gentle green tones. Surrounding trees and boulders create a natural landscape, while a covered seating area adds charm. The evening sky blends hues of twilight, providing a tranquil backdrop to the setting.

4.98 out of 5 average rating, 148 reviews

Christy’s Cottage

LocationFamilyHiking

A pool area is featured, with a sparkling blue pool surrounded by stone coping. Two lounge chairs are positioned nearby, adorned with towels. Lush greenery is visible in the background, complementing the tranquil ambiance of the space.

5.0 out of 5 average rating, 270 reviews

Spacious Tranquil Guest House

ValueFamilyGetting around

4.98 out of 5 average rating, 214 reviews

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.

Guesthouse in Malibu

Artists' retreat with views of surf and sunset.

LocationFamilyParking

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

ValueLocationCheckout

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

FamilyLocationSleep quality

4.99 out of 5 average rating, 776 reviews

A large private pool is surrounded by lush tropical plants and a spacious deck area. A shaded cabana offers a comfortable retreat nearby, with light filtering through the draped curtains, creating a refreshing outdoor environment.

Guesthouse in Reseda

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

LocationFamilyWalkability

Guesthouses with a patio

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

ValueLocationHospitality

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

LocationValueLayout

Guesthouse in Canyon Country

An open studio guest house features a plush queen bed framed by bedside lamps and a ceiling fan. A cozy sofa and recliner are situated beside a small retro refrigerator and a coffee station. A neutral area rug enhances the warmth of the wood flooring.

5.0 out of 5 average rating, 179 reviews

Hideaway Heaven $120 per night + 25.00 cleaning

LocationFamilyWalkability

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

FamilyLocationBackyard

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

FamilyLocationAccess

Superhost

Guesthouse in Malibu

4.93 out of 5 average rating, 245 reviews

Oceanview Guesthome-Pool jacuzzi access, pets&kids

FamilyValueWi-Fi

Superhost

Guesthouse in Valencia

4.76 out of 5 average rating, 110 reviews

Private Home | Parking | Workspace | Pets Ok

FamilyLocationCleanliness

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

ValueLocationAir conditioning

Guest house rentals with a washing machine and dryer

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

FamilyValueKitchen

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

ValueLocationBackyard

4.97 out of 5 average rating, 220 reviews

A vibrant sunset is captured over the horizon, with shades of orange, pink, and purple merging into a soft blue sky. The distant silhouettes of islands are visible, framed by the expansive view of the ocean, creating a serene natural setting.

Guesthouse in Somis

Tuscan Villa Guest House

LocationValueAccuracy

4.97 out of 5 average rating, 529 reviews

Guesthouse in Newhall

Private Guesthouse with Pool & Spa

LocationFamilyKitchen

4.97 out of 5 average rating, 262 reviews

Guesthouse in Sylmar

Tranquil Studio w/ private patio

LocationValueView

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

FamilyValueTV

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

FamilyLocationKitchen

A comfortable living area features a wooden ceiling with exposed beams, enhancing the rustic charm. A plush sofa and an orange pouf invite relaxation, while a coffee table adds functionality. The space flows into a well-equipped kitchenette, with large glass doors opening to views beyond.