Guesthouse vacation rentals in Calabasas

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Top-rated guesthouse rentals in Calabasas

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

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Top guest favorite
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
4.97 out of 5 average rating, 234 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

Guest favorite
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.
Guesthouse in Topanga
4.91 out of 5 average rating, 523 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)!

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 Calabasas
4.99 out of 5 average rating, 629 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 favorite
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
4.97 out of 5 average rating, 198 reviews

Tuscan Villa Guest House

Lovely, private guest house in the middle of an avocado orchard with swimming pool & hot tub & spectacular views of the Channel Islands. Sunsets are unbelievable! Feels like you're in the Tuscan hills of Italy with an ocean view in the distance. Tranquil & secluded yet only 10 minutes from Camarillo Airport & the Camarillo Outlet stores, 20 minutes to beaches, 30 minutes to Malibu, 45 minutes to Santa Barbara, 1 hour North of Los Angeles. Cal State University Channel Islands is 15 minutes away.

Top guest favorite
A scenic view of rolling hills descends toward the ocean, with a vast blue sky above. Lush green plants and grasses are positioned in the foreground, contrasting with the earthy tones of the landscape. This serene setting captures the natural beauty of the surrounding area.
Guesthouse in Malibu
4.99 out of 5 average rating, 480 reviews

Casita Solstice

VERY PRIVATE/QUIET location overlooking Solstice Canyon Park with ocean and mountain views. We are in a rural, quiet area close to Pepperdine University, Point Dume, Zuma Beach, City Center, Restaurants and Dining. You can surf, hike, visit local wineries, or just chill and enjoy the ambiance and natural landscape. You can inquire about your furry friends (pets - extra fee). As the crow flies, we are one mile from PCH and it takes about 8 minutes to get here. Questions? Please ask us.

Top guest favorite
A quaint front porch features two blue chairs set against a backdrop of wooden paneling. The open doorway leads to a cozy interior space with a spacious bed, inviting natural light through large windows that frame views of the surrounding landscape.
Guesthouse in Topanga
4.99 out of 5 average rating, 148 reviews

Topanga Homestead Cottage

Set on a working Homestead, this charming cottage with lovely view of mountains and horses. Made beautiful by a Topanga Craftsman and local artists, there is a feeling of old world artistry with all ammenities. The house rests on one of the first and original homesteaded properties in Topanga dating back to the 1800s. Private entrance and parking along with full kitchen and bathroom with all one could need for a relaxing stay. Come rest, take a breath .... a charming homestead stay

Guest favorite
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.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 122 reviews

2BR Bungalow• King Bed•Fast WiFi•WD• close 2 LA&SB

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.

Guest favorite
An expansive view of rolling mountains and lush greenery is visible from the deck. The foreground features a railing, with a mix of trees and open land adding to the natural scenery. A clear blue sky enhances the tranquil setting.
Guesthouse in Topanga
4.92 out of 5 average rating, 459 reviews

Cool and cozy Topanga retreat

Private brand new 1 bedroom detached guesthouse with beautiful views of Topanga. Spacious great room with large kitchen and huge dining table. A deck to enjoy your coffee or wine while taking in the fabulous views. Large comfy couch to relax on after an eventful day. The cozy bedroom has a comfortable queen size bed that will allow you to get all the sleep you need. The bathroom is functional funky and cool. Come enjoy the outdoors and the city life of LA.

Guest favorite
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.
Guesthouse in Topanga
4.96 out of 5 average rating, 180 reviews

Quiet Topanga Guest Suite

Take it easy at our tranquil and private getaway with incredible mountain views. Enjoy al fresco dining and make yourself at home with full, custom kitchen, full bath and w/d & parking. Easy access to Pine Tree Circle. Some of the most popular hiking trails available directly outside your door. Property is separated by long driveway so you have complete privacy from main house. The perfect romantic getaway or artists retreat. Come visit!

Top guest favorite
Guesthouse in Simi Valley
4.96 out of 5 average rating, 128 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.

Top guest favorite
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.
Guesthouse in Topanga
4.96 out of 5 average rating, 133 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.

Top guest favorite
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.
Guesthouse in Topanga
4.94 out of 5 average rating, 321 reviews

Charming guest house with balcony

Kick back and relax in this quiet , private, Tuscany style guest house. Nestled in the hills of a winding Canyon, discover an enchanted place. High wood ceiling, Venetian plaster walls, Italian travertine floor and a private balcony. Spectacular hike trails with breathtaking views, excellent local restaurants , and a short drive to Malibu or Santa Monica beaches make this a memorable experience.

Popular amenities for Calabasas guesthouse rentals

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Quick stats about guesthouse rentals in Calabasas

  • Total vacation rentals

    Explore 30 vacation rentals in Calabasas

  • Nightly prices starting at

    Calabasas vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 2,620 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Calabasas vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Calabasas rentals

  • 4.7 Average rating

    Calabasas stays receive an average rating of 4.7 out of 5 from guests

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