Holiday rentals in Sierra Madre

Studio Back House w/ Kitchenette and Washer/Dryer

Located in the city of Sierra Madre, we're known for our peaceful, low crime neighborhood and our proximity to hiking trails. Ideal for travelers looking to establish a home base while visiting friends/family or those looking for a quiet place to work. All races, genders, sexualities, and religions welcomed. Distance to LAX - 34 miles Burbank Airport - 21 miles Old Town Pasadena - 7 miles Downtown LA - 21 miles San Fernando Valley - 26 miles Disneyland - 37 miles The perfect stay - 0 miles :)

Shabby Chic Rose Cottage Sierra Madre

ROSE COTTAGE is located in the historical foothill community of Sierra Madre! Just a few miles away from the famous Rose Parade route! It is a clean and beautifully renovated two bedroom house on a quiet residential street within walking distance from coffee shops and restaurants. Our cottage is light and airy with comfortable furnishings and original wood floors. Enjoy an enclosed newly landscaped private back & front yard with a picket fence and roses. Enjoy new air conditioning and heating.

1b/1b house Monrovia near Arcadia/COH Pasadena-15m

Spacious and charming entire 1b/1br house located in the heart of Monrovia. Nice private backyard with mature trees. Separate private laundry room. Sofa bed for extra guests. Walking distance to Monrovia historical old town with shops, restaurants, movie theater and library etc. Adjacent to City of Arcadia and a few minutes to City of Hope medical center. Quick access to freeway 210/605, easy drive to Pasadena, down town LA , Hollywood, Disneyland and all attractions in the great LA area.

Adorable Back House w/Secluded Garden & Yard

Stylish private pool house available with queen bed, kitchen, bathroom, desk and working area, patio, heated pool*, and garden. The unit is self-contained and opens onto a private, secure, and fenced backyard shared with the main house. Lots of great details, pet friendly, kitchen and bath, vaulted ceilings, laundry, high-speed internet, and EV car charging, in a peaceful quiet area just at the edge of Pasadena. 20 minutes to downtown LA, 7 mins to downtown Pasadena. *extra fee to heat pool

Attached Apartment Close to Rose Bowl

Charming private casita attached to a historic home in a gated Pasadena neighborhood, just minutes from the Rose Bowl and Old Town. Romantic & serene. One bedroom with a queen bed and comfortable living area, designed for a peaceful and relaxing stay. Please note this is an attached guest suite and we live in the main house, so you may occasionally hear normal household sounds. Ideal for guests who appreciate charm, privacy, and a relaxed residential setting. Permit number: SRH2020-00281

Tranquil Craftsman Cottage with Salt Water Pool

Whether you're seeking a quiet weekend getaway, or simply looking to unwind in a peaceful and relaxing environment, this private guesthouse is perfect for you! This secluded studio is newly renovated and set amidst a spacious outdoor living space consisting of a beautifully preserved tree house, refreshing salt water pool, and BBQ patio/lounge area. An outdoor daybed also makes for a perfect spot to kick back and read your favorite books, surf the web, or catch up on some much needed sleep!

Rocky View Saltwater Retreat

Discover this stunning mountain-view retreat, crafted for both relaxation and adventure. Swim in the sparkling saltwater pool, soak in the jacuzzi hot tub, or lounge in the backyard while admiring breathtaking Rocky Mountain vistas. Steps away, explore Mount Wilson’s scenic hiking trails, or stroll to Sierra Madre’s charming shops and dining. Just 5 minutes to historic Old Town Pasadena. Perfect for outdoor enthusiasts or a sunset BBQ with fresh local finds in a truly unforgettable setting.

Tranquil Mid Century Guest House in Sierra Madre

This is that place that will transform you. Beautiful garden setting. Quiet tree lined streets. Take hikes in our mountains. Write your novel or polish that work project so it is ready for the big debut. More than 50% of people stay here so they can power babysit those local grand kids. The walls consist of two-thirds beautifully restored casement windows on two sides of the unit. Bright and airy if you want it that way. Or pull the blinds and you're in a dark cocoon. Your choice!

Modern Rustic Studio Feels Like a Tree House

Weekend getaway close to LA! Enjoy a private studio located in the tranquil upper canyon of Sierra Madre. Tons of nature, wildlife and even a stream across the street - give this peaceful space a mountain-like feel. Surrounded by a variety of trees like Live Oak, Chinese Elms, and Jacarandas. Bird watch as you walk through the artist neighborhood. Adventure awaits as you are down the street from Mt. Wilson Trailhead with ample walking, hiking and mountain biking trails.

Upgraded 2BR/1BA Pasadena Retreat, Quiet & Private

Furnished classic home in Pasadena, perfect for families, groups, or professionals. Enjoy a soft and comfortable mattress, high-speed Wi-Fi with a dedicated workspace, a fully equipped kitchen, in-unit laundry, and Garage parking. Conveniently located near Pasadena’s top attractions, dining, and shopping. This home offers exceptional comfort and convenience for both short-term and extended stays. Pet friendly while following the house rules. Permit No. SRH2025-00023

Private City View Room A

Hi, I’m Lea. I hope our 180° Mountain View House can provide a pleasurable trip! We have two individual units with separate bathroom. Units are on opposite ends of the house with separate entrances. Drones are not allowed on the premise. No smoking is allowed on the premise. The use of marijuana or any other drugs on the premise of the property is strictly prohibited. There will be a $200 fee charged for any evidence of smoking and drug use on the premise.

Cozy Hideaway

My Cozy Hideaway is close to Eaton Canyon. The name says it all: the studio apartment is nestled beneath a 100-year old pine tree in a quiet neighborhood. If you like succulents, you'll enjoy my gardens. The backyard has a gas barbecue grill and several eating & sitting areas. It is good for couples or business travelers. Couples with an infant or small child are also welcome to book if the child can sleep in a portable crib.