Holiday rentals in Simi Valley

Tiny home in Thousand Oaks

4.88 out of 5 average rating, 147 reviews

Unique cozy teeny tiny home

Interested in a unique, affordable and sustainable stay from which to explore So Cal from a safe, quiet home base? Then this bright, cozy, high end resort coach upcycled to a teeny tiny home is for you. She's not a standard house or stale hotel, she's special, private and has a twinkling yard & parking for you. Full fridge, stove top, microwave, cookware, Nespresso coffee, cream/sugar, fast internet, washer/dryer, large TV with Firestick, desk area, queen size bed, and tree shaded picnic table.

Guest suite in Simi Valley

4.92 out of 5 average rating, 998 reviews

Mountain Views in Simi Valley....No Cleaning Fee!

Lovely one bedroom studio apartment. Amazing views, lemon trees and dozens of wild peacocks roam the yard. Very relaxing and peaceful, perfect for couples. Attached in-law suite with a private entrance. You have the entire space to yourself! 450 sq ft, full bath with washer/dryer. Kitchenette w/ full size fridge. HDTV with Amazon FireTV stick and free WiFi. Heating and A/C. There is a huge private deck w/ seating and a BBQ. One queen bed w/ down comforter and down mattress topper...very comfy!

4.99 out of 5 average rating, 100 reviews

New Modern guesthouse with pool in Simi Valley

Welcome to this little gem. Our beautiful centrally located 1 bedroom guesthouse has vaulted ceilings, full size kitchen, spacious living room (optional additional queen bed) and a 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 many Roku selections like Disney+/Apple TV/Hulu/Amazon/Netflix/HBO Max and more. Short walk to the community pools/basketball/tennis/volleyball, and BBQ areas.

4.95 out of 5 average rating, 131 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.

4.98 out of 5 average rating, 44 reviews

Calm oasis w/ spa, speakeasy, luxury resort vibes!

Welcome to Hacienda Madera, an oasis of calm in the foothills of Simi Valley. Slip into the backyard spa and soak in the majestic views. Then, head over to the speakeasy to mix yourself a cocktail or explore California's wine regions with picks from our in-house sommelier. Less than an hour from Los Angeles and Santa Barbara, our location makes us perfect for a weekend (or mid-week) escape. Or come stay with us when you're in the area for a wedding at one of our many local wedding venues!

4.93 out of 5 average rating, 57 reviews

Secluded Simi Sensation

A sensational & secluded guest house offering comfort & luxury in Simi Valley! Brand new build with no expenses spared boasting quartz countertops, stainless steel appliances, gas range, LG washer/dryer, high end fixtures & a KING-sized bed! Central location- shopping/dining & 118 FWY are 5-10 min away. 15 min to Hummingbird Nest Ranch, 10 min to Ronald Reagan Library, 7 min to Adventist Health, 30 min to BUR airport & close to Thousand Oaks, Canoga Park, Moorpark & Santa Monica Mtns.

4.92 out of 5 average rating, 153 reviews

Beautiful Guesthouse. Spacious 1,100 sqft, 2+1.

Spacious 1,100 sqft guest house has crown moldings throughout. It provides comfort, and privacy of a home away from home. Bedrooms are well appointed and have sufficient closet spaces. Cute cozy kitchen has granite counter top, refrigerator, stove & oven, cabinets. it is fully equipped with pots, pans, dishes, glasses, cups and all kitchen necessities. One bedroom and living area has laminate flooring. One bedroom has tile floor. The bathroom has granite flooring & a comfy shower .

Guest suite in Simi Valley

4.92 out of 5 average rating, 13 reviews

Simi Private Stay

Enjoy the comfort and convenience of this centrally located home with easy access to everything. A folding bed is available in the closet for extra sleeping space; you can set it up or I can prepare it for you. Just a 7-minute walk to a plaza with laundry, grocery market, restaurants, gas stations, and a large park with a duck pond, pool, tennis courts, and playground. A 10-minute drive brings you to shopping malls, theaters with recliner seating, and the Ronald Reagan Library.

4.85 out of 5 average rating, 55 reviews

Simi Oasis

Welcome to our serene oasis in the heart of Simi Valley! Nestled at the end of a peaceful cul de sac, our charming 3-bedroom, 2-bathroom home offers a tranquil escape while being conveniently close to all that Simi Valley has to offer. Centrally located near all amenities, this beautifully curated space offers a cozy, home- away-from-home experience. Enjoy the three TVs inside, and relax in the lush backyard. Your tranquil Simi Valley escape awaits!

4.96 out of 5 average rating, 127 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.

4.96 out of 5 average rating, 104 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.