Guesthouse holiday rentals in Southern California

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

High Desert Wilderness Cabin w/ Wood-fired Tub

The Cabin at Painted Canyon Homestead This serene cabin is situated at the mouth of a canyon overlooking Morongo Valley, where the high desert meets the San Gorgonio & San Jacinto Mountains. As the guest house on our property of 5 acres, the cabin is privately located bordering vast public lands. Wander the property, hike the canyon trail, or take in the changing light from the wood-fired hot tub (or use it with fresh cold water!). Perfectly suited for two with plenty of extra space to explore.

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

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.

Infinity Poolside Apt. In San Diego Wine Country

162 Perfect 5.0 Reviews-Amazing views, peaceful and beautiful space in a wine country setting. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of wine country, lake, golf course and mountains on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Large luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels.

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

Unwind in our studio guesthouse, tucked away in a peaceful backyard retreat with a large private pool, cabana, massage chair, and hot tub. Immerse yourself in paradise, surrounded by tropical fruit trees, an organic garden, and an aquaponics system. Outdoor bliss awaits for 420 enthusiasts (outdoors only). Mention '420 friendly' while booking to receive a gift of our homegrown, pesticide-free cannabis. Max 2 guests, no exceptions. Kindly review our description and house rules before booking.

The Cottage Overlooking Wineries-Panoramic Views

Welcome to The Cottage at Mira Bella Ranch! Sit back and enjoy panoramic views of beautiful Temecula Wine County from the guesthouse on this 10 acre, off-grid, family ranch. Located within 0.8-1.5 miles of 7 of the most popular wineries along the De Portola Wine Trail. Also within a 10 mile radius of Old town Temecula, Pechanga, Vail Lake, and Lake Skinner. Experience all the charm and serenity of countryside living without sacrificing convenience.

Historic LA Oasis with outdoor courtyard

This is a private, detached casita, steps from the famed Hollywood Bowl. It sleeps up to 3 people max - 1 queen bed upstairs and twin couch that converts into single bed in first floor living room. The casita is 2-stories, 780 sq. ft with AC, full bath & kitchen, living room and outdoor patio area. This historic home dates back to the early 1900s and sits within a larger compound that consists of a main house that is occupied by your Hosts.

Private Casita on 6-Acres with VIEWS

Amazing views! Get away from it all. Private guest house on a 6-acre avocado grove with a separate driveway and access. Enjoy being surrounded by nature. Gaze at the breathtaking views while sipping on your morning coffee or evening wine. BBQ in the afternoons and sit around the firepit table on the deck for the ultimate relaxing getaway. Have fun with family and friends playing ping-pong, air hockey, cornhole and more!