Cottage holiday rentals in Simi Valley

Hidden Gem by Nature Preserve + Private Parking

A gem in the area of boulders, trails and nature preserve on a private street with plenty of parking! The guesthouse offers a cozy setup with spacious living area; high-vaulted ceilings in all rooms; a 65 inch Smart 4K TV with FREE streaming apps (Netflix in 4K and more) plus local news. Located in a rural neighborhood, yet 5-10 minutes to the nearest dining, groceries, theaters, shopping and a 30-minute scenic drive away to the beach and major Los Angeles & Simi-Valley tourist attractions.

Family · Value · Back garden

Zen Treehouse Retreat-Great Views & Peaceful Decks

Our 1926 cottage is a secret zen retreat! It is nestled in the hills below Topanga and surrounded by sounds of nature & lovely views. Every guest seems to find a spot to fall in love with! Retreat offers a spacious cafe style lit deck with amazing views, succulent garden, gorgeous deck off main suite w/ vast views, a calming study to read in & a tranquil meditation style loft. The newly renovated kitchen creates an amazing culinary experience. Steps away from hiking trails & minutes from PCH.

Location · Family · Long stay

The B’s Hive French Cottage

This small, cozy cottage has been renovated and also has a hot tub, doggie wash & outdoor kitchen. Stylish décor provides a comfortable tranquil haven & perfect place to unwind in the hills of SoCal yet the neighborhood is rural-like. It is ideal for activities such as hiking and cycling, with trailhead just down the street. The stunning coastline is only about a 30-minute car ride away and many other attractions are within an hour. Relax on the breezeway, porch, or by the open fire pit. 🐝

Location · Value · Getting around

Robin’s Nest artist haven, heaven for families

Charming Robin’s Nest, Vintage trailer extended Topanga style to little house, lovely fenced yard with bbq, shade and lounge seating. incredible views of Santa Monica mountains, on 4 acres, walking distance to Topanga State Park. Boogies boards, beach towels for short drive to Topanga Beach. Unwind, take in the views, secluded, perfect to explore Topanga's secret swimming holes, spring fed creek, hiking/biking trails. Books, board games, puzzles etc. when our hens are laying some fresh eggs.

Location · Value · Parks

Orchard House Retreat

(Feb 2025- The Topanga village and homes were spared from the Palisades fire) Welcome to Orchard House Retreat! This 700 sqft private house is in an ancient oak forest in Topanga Canyon near Topanga State Park, the village and the beach! It’s a charming 1 bedroom 1 bath with a cozy living/dining space, modern kitchen and a deck. There’s a well stocked kitchen and orchard. Please note there are two sets of stairs up to the Retreat so being able to climb stairs is necessary. Please see photos.

Value · Location · Long stay

Malibu Beach Cottage

Location Location Location. This oceanfront property overlooks the iconic Malibu Colony beach, incredible views, large private patio, and walking distance to shopping/fine dining. Private chef experience available upon request. For the outdoor enthusiast we have sea kayaks, surfboards and you can fish right off the deck. This is a family and dog friendly home with a special history, built in 1932, has been home to famous musicians and actors. Did I mention that dolphins swim by every day?

Location · Family · Check-in

Cottage · 9 Min to Universal Studios ·Free Parking

Private 1BR cottage, 9 min to Universal Studios Hollywood, 10 min to Warner Bros. Studio Tour and Burbank Airport (BUR). Free parking, 515 Mbps Wi-Fi, central AC, self check-in, and a private patio with string lights. Best for: Universal Studios family trips, studio tours, BUR layovers, remote workers in Burbank/NoHo, and graduation weekends at Woodbury, CSUN, and UCLA. Quiet residential neighborhood — fast freeway access to LA's top attractions without Hollywood prices or noise.

Location · Family · Nearby

Private Wellness Retreat in Nature

Welcome Home You’ve arrived in one of California’s most magical canyons. Mother Topanga was created as a place to slow down, reconnect with nature, nourish the body, quiet the mind, and remember what it feels like to truly rest. Whether you’re here for a romantic weekend, a girls’ retreat, creative inspiration, or simply a pause from everyday life, we hope you leave feeling lighter than when you arrived. Located on the lower end of fernwood pacific drive near the Pine tree circle.

Location · Value · TV

Cottage In The Orchard

The cottage is located by our orchard, very private w views from every window. Comfortably furnished (Queen bed, couch, desk, armoire, dresser,TV) it comes w a kitchen (incl w/d), bathroom (shower) and a fenced yard to relax. It has a light and airy feel, heating and a/c. Comfortable to get to work or heal or explore SoCal's beaches, mountains, hiking, biking, visit Universal Studios or Santa Barbara a perfect little home to get away for a couple of days, weeks or even months.

Family · Location · Comfort

Pirates of the Caribbean Getaway

Soak up groovy Topanga vibes and commune with nature at the Pirates of the Caribbean Getaway freestanding guest home. Highlights include lush tropical landscaping, private lawn, furnished decks, hot tub and sauna, an outdoor bathtub and shower, a queen size bed, and large flat screen TV. The kitchenette is equipped with a microwave, mini fridge, toaster oven, electric stovetop, and Keurig coffee maker. Pirates can accommodate up to 2 adult guests but no children or pets.

Value · Location · Parking

1BR-1BA Gated property-24/7 entry -Bath-Patio-Pool

Charming private guest quarters in a beautiful country estate home. Located in Sherwood Forest centrally located in the Heart of the City. Gated on sight parking. Private entrance through a secluded quaint brick patio. Beautiful view of lush English Gardens. Secluded patio and outdoor eating dining area. Vaulted ceiling private bath, walk-in closet with mirror, kitchenette, pool and spa is a shared area. See my other listing . guest house by checking my profile.

Location · Value · Checkout

Studio Cottage

This is a small Studio cottage at the rear of my home. It's craftsmanesk in style with a partially open ceiling and a skylight. It's perfect for a couple or single person. There is a swimming pool but it's not heated, fine for swimming June to Oct depending on the weather, unless you are a polar bear. It's a 5 min walk to the MetroGold Line and a 10 min walk to new restaurants on Figueroa St. I have a fairly extensive cactus / succulent garden.

Value · Family · Indoor spaces