Cottage vacation rentals in Simi Valley

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Top-rated cottage rentals in Simi Valley

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Guest favorite

Cottage in Topanga

4.91 out of 5 average rating, 518 reviews

Trendy Topanga Cottage on trails and near beach

Do not book with us if you are going to complain and hoping to get a free stay. Beautiful outdoor soaking tub. This original Topanga cabin complete with brick floors and a turret room which is used as a yoga and meditation loft. It is a rustic space and best for people who enjoy nature & camping. Miles of state park trails are directly off of your private back deck. And the best beaches in CA are just minutes away! If you are physically unable to light a fire in a fireplace, please do not book.

Guest favorite

An outdoor patio area is shaded by a large oak tree, featuring a stone walkway. Adirondack chairs are positioned near a fire pit, while an outdoor kitchen is equipped with a grill and various plants for decoration.

Cottage in Newbury Park

4.92 out of 5 average rating, 174 reviews

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. 🐝

Superhost

A cozy outdoor seating area is shaded by a fabric canopy, surrounded by lush greenery. Comfortable lounge furniture with colorful cushions offers an inviting space to relax. A barbecue grill is visible, and a rustic wooden deck provides additional seating, blending seamlessly with the natural surroundings.

Cottage in Topanga

4.87 out of 5 average rating, 319 reviews

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.

Guest favorite

A cozy cottage is surrounded by lush greenery and pathways made of stone. The exterior features large windows reflecting a warm glow at dusk. Outdoor seating is visible on the balcony, and subtle lighting enhances the inviting atmosphere of the garden.

Cottage in Topanga

4.98 out of 5 average rating, 105 reviews

Experience Topanga Canyons Retreat Home

Cozy cottage located on fernwood pacific drive in the Santa Monica/malibu hills. THIS HOME IS NOT INTENDED FOR PARTIES. It’s located 1 mile from the restaurants, market and coffee shops. This cottage offers endless relaxation. 10 minutes to the beach. Upon request we offer, for an additional fee. Gourmet food service,massages, cupping, acupuncture, body scrubs, lymphatic massage infrared sauna, paddle boarding and surf lessons , cooking demonstrations, yoga classes Soundbaths in the yurt.

Top guest favorite

A wooden deck extends alongside the Orchard House Retreat, bordered by lush greenery on both sides. The deck leads to the entrance, with large glass doors providing a view into the home. Sunlight filters through the surrounding foliage.

Cottage in Topanga

4.97 out of 5 average rating, 164 reviews

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.

Guest favorite

A bright living space is filled with natural light, featuring large windows that showcase views of the surrounding greenery. A cozy sofa, wooden dining table, and stylish decor elements complement the serene atmosphere, inviting relaxation and enjoyment.

Cottage in Topanga

4.96 out of 5 average rating, 104 reviews

Sunny 2-Bedroom Garden Cottage With Hot Tub

Nestled high up in the sandstone peaks of Topanga, the cottage is a welcome retreat from the hustle and bustle of the city. Built in the 1940's, the cottage has been lovingly renovated and cared for over the years. Situated in an oak grove, adjacent to the state park, and surrounded by a native plant garden, the cottage is the perfect place to unwind and listen to the birds (and wild peacocks) sing. Enjoy the hot tub, dine al fresco, beach, hike and make a cozy fire. Welcome to Topanga!

Top guest favorite

A large tree trunk is integrated into the wooden structure of the retreat, showcasing the harmony between nature and architecture. Lush greenery surrounds the scene, while a colorful mural adds a vibrant touch to the environment.

Cottage in Topanga

4.95 out of 5 average rating, 116 reviews

The Hummingbird Retreat

♥ ☮ ♥ Don't change Topanga...Let Topanga change you! ♥ ☮ ♥ Come enjoy the ultimate Topanga lifestyle at the Hummingbird Retreat. Get away from it all at our magical compound nestled between stately old oak trees. This listing is for " The Cabana ". It has a private bathroom, kitchen . If interested you also can book " The Dragonfly Suite" for your group. There is a gorgeous Topanga tile pool , a wisteria-covered pergola, outdoor shower and kitchen, and seating areas to take in the view.

Superhost

A spacious outdoor dining area features a large wooden table surrounded by eight wooden chairs, each adorned with blue cushions. An oversized umbrella provides shade, while a patterned rug lays beneath. Lush greenery and a stone pathway enhance the inviting atmosphere.

Cottage in South Pasadena

4.88 out of 5 average rating, 386 reviews

South Pasadena Cottage Near Metro

This 104 year old (1919) quaint cottage is located in the heart of South Pasadena's Mission District, a 2 minute walk to the Metro Station. The neighborhood has been featured in many Hollywood films, TV shows & commercials. We have a "Walkability" score of 93 so you will not need a car. Close to train which takes you to Downtown LA, Arts District, Chinatown, Old Town Pasadena, Staples Center, etc. Walking distance to restaurants, bars, coffee shops, grocery stores, churches & schools

Top guest favorite

The cottage is set among greenery and trees, featuring a welcoming facade with white and black accents. Large glass doors provide natural light and a view of the surrounding garden space. An outdoor seating area is visible, shaded by foliage.

Cottage in Newbury Park

4.98 out of 5 average rating, 126 reviews

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.

Guest favorite

A spacious living area is highlighted by a large brown leather couch adorned with decorative pillows. Natural light floods in through glass doors, framing a view of greenery outside. A dark wooden TV stand and a marble coffee table complement the warm wooden flooring.

Cottage in Los Feliz

4.94 out of 5 average rating, 309 reviews

Storybook Cottage, Quiet Neighborhood / Yard, Deck & Hammock

Dine under the trees on the custom-built deck, unwind in the hammock, play in the yard, and cook in a chef's kitchen in this charming 2 bedroom, 3 bed, 2 bathroom cottage on a quiet cul-de-sac in the Franklin Hills. Franklin Hills is a family-oriented neighborhood away from the hustle and bustle of Los Angeles, but close to the hiking, shops, and food in Silver Lake, Los Feliz, Griffith Park, and downtown LA. Peace and serenity in the city.

Guest favorite

A narrow, stone pathway is bordered by vibrant greenery and hedges, leading toward a charming guest house. A tree provides gentle shade, enhancing the serene outdoor space, while soft gravel lines the path, inviting exploration in this private setting.

Cottage in Sherman Oaks

4.94 out of 5 average rating, 135 reviews

Sherman Oaks Private Cottage for 2-short term only

2 person MAX, no guests or parties. PLEASE READ OUR ENTIRE LISTING. Private guest house walking distance to Ventura Blvd on a quiet residential street. Large studio, with living area, dining area, queen sized bed, and kitchenette. Full bath & private laundry. Lots of natural light & yard with seating. Very quite and a perfect retreat for a single person or couple, or we have had several writers use it as a writing retreat.

Guest favorite

Cottage in Pasadena

4.93 out of 5 average rating, 180 reviews

A Private Affair Cottage

A Private Affaire Cottage is a hidden oasis tucked away in a quaint historical Pasadena neighborhood. It is the perfect spot for couples, small families, business travelers and solo adventurers seeking both short and long-term accommodations! It is your home away from home. Dogs are allowed (maximum 2 ) $125 for one $175 for 2 dogs. Sorry no cats.