Vacation rentals in Sierra Madre

A comfortable living area features a blue sofa facing a flat screen TV on a wooden cabinet. Warm wooden beams highlight the ceiling, while a colorful area rug adds contrast to the light wooden floor. A large glass door opens to a view of greenery.

4.97 out of 5 average rating, 454 reviews

Cozy Guesthouse Surrounded by Nature

Convene with nature while sitting on the tranquil deck of this secluded home close to Pasadena and downtown LA. The relaxing feel continues indoors, with high beamed ceilings, warm wooden floors, and colorful rugs. Furnishings are comfy and eclectic. For the convience of our guests, a crib is offered for a nominal fee. We offer a stand alone high speed internet connection dedicated just to the guesthouse. EV charging is available for the guest. The chargers are 240 volts level chargers We have a queen bed w/ a soft down comforter, a queen size sofa bed, a flat screen TV, modern appliances, and beautiful finishing touches from my family - such as fresh flowers! :) The guest house is 100 feet away from the main house. Guests will have plenty of space, their own modern kitchen, washing/drying machine, flat screen TV, a bathroom with a shower and plenty of parking right next to the guest house. My family is very friendly - we will be living across the lot at our house. Please feel free to chat with us - we've lived in LA a long time and are always happy to offer suggestions or advice. The neighborhood consists of houses built during the '50s and '60s, mostly ranch style houses with large lots. The house sits approximately 100 feet off the main street, at the end of the golf course. It is a very quiet neighborhood. Of course, you can park your car on our long driveway! The Gold Line is 2 miles south. It goes into LA downtown Union Station. From there are different subway or metro lines which go to Culver City, Santa Monica, Universal Studios, Long Beach There are hiking trails right outside the door. All guests staying more than a week get maid service every Friday. A baby cot/crib is available for guests who have a need for it at an addional cost of $25 per stay

A bright living room features a yellow sofa and a coffee table with books on it. A flat-screen TV is mounted on the wall opposite the sofa, while a large window leads to the kitchen area in the background. Warm wood flooring enhances the spacious feel.

4.92 out of 5 average rating, 133 reviews

Luxury Cottage Near Old Town, Rosebowl, and More

Adorable craftsman cottage in a cozy historic neighborhood with quick access to the Rose Bowl, Old Town Pasadena, NASA / JPL, waterfalls, and hiking trails. This high-end bungalow includes parking, a garden patio, a luxury kitchen & bath, in-unit laundry, & individual climate controls. I’m a Superhost who built this casita specifically for business travelers, outdoor explorers, family visits, football fans, concert goers, and peaceful getaways. Pets welcomed. Proud host of 2025 fire victims.

4.91 out of 5 average rating, 183 reviews

The spacious sleeping area features vaulted exposed beam ceilings and a queen bed with neutral bedding. A wooden desk is positioned nearby, complemented by a rolling chair, while a cozy seating area includes a soft armchair. Natural light enters through glass doors leading to the patio.

Guesthouse in Altadena

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

4.93 out of 5 average rating, 507 reviews

A panoramic view showcases a sprawling landscape, transitioning from lush greenery in daylight to a vibrant city illuminated at night. The scene captures a 180° range, emphasizing the contrast between nature and urban lights, with rolling hills in the foreground.

Tiny home in Monrovia

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. If you need separate rooms, both are available for rent. Both have same structure. Smoking of marijuana/any drugs is strictly prohibited! There will be a $200 fee charged for any evidence of smoking/drug use on the premise. Late check out is $50 for every 5 minutes past the check out time of 11AM.

4.91 out of 5 average rating, 161 reviews

A welcoming sleeping porch features a day bed adorned with yellow and green pillows. Natural light filters in from the windows, illuminating the cozy space. A wooden bench and decorative elements enhance the inviting atmosphere, with a 'WELCOME' banner displayed on the wall.

Cottage in Monrovia

Quaint Cottage Nestled In Premier Historical Tract

This adorable cottage is located on a treelined street, nestled in Monrovia's premier historical tract. This quiet, family friendly neighborhood exudes the warm welcome and security of a small town and filled with the enchanting beauty of nature and historical architecture. The location is most ideal as it is just a short 10min walk from enjoying the nature trails of canyon park, and the wonderful dining, cafes, and bars of Old Town Monrovia. This is a perfect getaway for one or two couples.

Guesthouse in Sierra Madre

A spacious outdoor area features a refreshing saltwater pool surrounded by lounge chairs. Lush green trees provide shade, while a charming guesthouse is seen in the background, adding to the serene setting.

4.95 out of 5 average rating, 350 reviews

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!

4.72 out of 5 average rating, 185 reviews

A light-filled living area features a comfortable white sofa and armchair, complemented by a wooden coffee table. A rustic dining table accommodates four, and large windows frame the outdoor view, enhancing the inviting atmosphere.

Home in Pasadena

Stylish Guest House, in Walkable Landmark District

Retreat to this stylish 1920s guest house in walkable Pasadena landmark district. Colorful and light-filled, it has classic furniture and original artworks throughout. Charming kitchenette, teak dining table. Delightful vintage touches -- reclaimed barn doors, stained glass, French doors. Secluded bedroom with exquisite double bed, hardwood floors. Bath with classic tile. Complimentary cocktail bar. Opens to a serene patio shaded by a grand oak tree. Short walk to restaurants, shops, etc.

Guesthouse in Sierra Madre

A well-lit bedroom features a spacious bed with gray linens. A small nightstand houses a lamp beside the bed. Large windows adorned with wooden blinds allow for control of natural light, while framed artwork adds a touch of character to the walls.

4.9 out of 5 average rating, 260 reviews

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!

Place to stay in Sierra Madre

A vibrant exterior of the two-level house is showcased at night, illuminated by purple and blue lighting. Lush greenery surrounds the building, complementing the contemporary design. A set of stairs leads to the entrance, with a visible house number displayed at the base.

4.98 out of 5 average rating, 278 reviews

Modern Rustic Studio Feels Like a Tree House

Weekend getaway close to LA! Enjoy a newly remodeled 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.

4.96 out of 5 average rating, 685 reviews

The living room features a comfortable gray sofa adorned with colorful cushions. A coffee table sits in front, topped with decorative items and a vase of yellow flowers. Natural light streams through large windows, framed by greenery outside, enhancing the airy feel of the space.

Home in Pasadena

Stylish Modern Guesthouse Close to the Metro

Discover a stylish modern retreat, perfectly located in the heart of Pasadena. A short walk from the Rose Parade and the Allen street stop of the Gold metro line and just minutes from the Rose Bowl. Walk to the metro, visit the farmer's market, or head to the extraordinary Huntington gardens. This one-bedroom guest house has complete privacy with its own private entrance and off street parking 20 feet from your front door. Pasadena Short-Term Rental Permit SRU2018-00003, SRH2018-00011

4.92 out of 5 average rating, 173 reviews

The kitchen area features an open layout with light-colored cabinetry and natural light flooding in from double doors. A dining table is positioned near the entrance, with potted plants adorning the countertops. The view reveals a private outdoor space with patio seating.

Home in Sierra Madre

Southern California Cozy Lavender Cottage

LAVENDER COTTAGE is located in a small , safe and quaint foothill community in the Pasadena/Arcadia area. It is a clean, bright and newly renovated two bedroom, one bathroom house on a quiet residential street within walking distance (10 min) from coffee shops and restaurants. This home is roomy and plenty of natural light fills the open floor plan. Enjoy an enclosed private back yard, the newly landscaped front yard, central A/C, heating and new appliances.

A landscaped area features a collection of smooth stones arranged around a large tree. Tropical plants provide greenery, while a black SUV is parked nearby, visible through a wrought-iron fence. Sunlight filters through the leaves, creating a serene outdoor space.

4.75 out of 5 average rating, 317 reviews

Foothill retreat

Located in the foothills of the San Gabriel Mountains. Adjacent to hiking & walking trails ,nature center ,golf course, shopping, restaurants, & entertainment.Santa Anita Racetrack and all of Pasadenas many attractions(NASA /JPL,Huntington Library ,Pasadena City College,Fuller Institute,Rose Bowl,California Institute of Technology are near by .Disneyland,Knotts Berry Farm, Staples Center,Universal Studios and beaches are also just a short freeway drive away.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Sierra Madre vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sierra Madre

4.88 out of 5 average rating, 8 reviews

The spacious bedroom features a king-size bed with a patterned comforter and side tables with lamps. A sofa is positioned against the wall, offering additional seating. Natural light fills the room, creating a bright and airy space, with light-colored walls and wooden flooring enhancing the overall feel.

Home in Monrovia

Modern /2Be1Ba/ Free P /Pasadena/ Hollywood/ DTLA

4.97 out of 5 average rating, 38 reviews

A well-maintained backyard features a spacious pool surrounded by a sunlit patio. An outdoor dining area is situated beneath a covered gazebo, equipped with a built-in grill and ample seating. Lush greenery and trees provide a serene backdrop to the charming home in the distance.

Home in Sierra Madre

Beautiful craftsman home with spa & pool.

A cozy entryway features a light grey exterior wall and a decorative door painted in soft hues. A blue bench with floral motifs provides seating, while a welcome mat is positioned at the door. Potted plants add greenery, enhancing the inviting atmosphere.

5 out of 5 average rating, 15 reviews

NEWLY remodeled modern studio

5 out of 5 average rating, 3 reviews

A modern dining area features a round wooden table set for six, adorned with white plates and wine glasses. A large vase filled with white flowers sits at the center. Natural light streams in through a glass door, revealing greenery outside.

Home in Pasadena

Greenery Retreat W/ Private Spacious Yard & BBQ

A compact kitchen features white cabinetry and a modern layout. Natural light filters through a sheer window covering, illuminating the countertop and stainless steel appliances, including a refrigerator and stove. Organizational features, such as a knife block and sink area, enhance functionality.

4.9 out of 5 average rating, 10 reviews

lovely Kinneloa Mesa guesthouse with EV charger

4.91 out of 5 average rating, 65 reviews

A spacious living area features a blue sofa, complemented by two textured chairs and a glass coffee table. Natural light enters through multiple windows, framed by dark curtains, highlighting the warm wood flooring and modern decor elements.

Home in Monrovia

Cheerful 1-bedroom mountain cabin w/FREE parking

A gated saltwater pool is featured, surrounded by lush greenery and tall trees. Clear blue skies reflect on the water, creating a serene ambiance. The area is enclosed for safety, with outdoor furniture visible in the background near a wooden fence.

Home in Sierra Madre

4.74 out of 5 average rating, 81 reviews

Salt Water Pool Over look Rocky Mountain View