Holiday rentals with outdoor seating in Sierra Madre

Guest house in Washington Square

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.

4.93 out of 5 average rating, 155 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.

4.94 out of 5 average rating, 106 reviews

The front entrance features a welcoming red door adorned with a wreath, accompanied by a decorative sign. A well-maintained garden with colorful flowers borders the entrance, set against a backdrop of a green exterior wall and a porch supported by white columns.

Home in Monrovia

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.

4.92 out of 5 average rating, 206 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.

Guest house 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

4.98 out of 5 average rating, 241 reviews

A cozy living area features two mid-century modern armchairs in warm rust tones, set around a circular coffee table. A textured stone wall serves as a backdrop, while a kitchen area is glimpsed with modern appliances and a light color palette.

Home in South Pasadena

Chic Mid Century Modern Retreat South Pasadena

Mid Century Modern Vacation Retreat on the border of Pasadena & South Pasadena. ∗ chic ∗ comfortable ∗ centrally located ∗ spacious ∗ stocked ∗ Every amenity has been thought of, every moment curated to visually delight the eye and the soul with a mix of vintage and new modern. Close to Old Town Pasadena, the Rose Bowl, Highland Park shopping & restaurants, Silverlake, Downtown LA, the Norton Simon Museum, Occidental College, the 110 & 134 freeways. The Rose Parade floats pass by our street!

Guest house 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.

4.96 out of 5 average rating, 362 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!

Superhost

A serene outdoor area features a pink flowering tree and well-maintained landscaping. A circular fountain adds a focal point to the space, surrounded by lush greenery and decorative plants, creating a tranquil environment for relaxation.

Guest house in Chapman

4.94 out of 5 average rating, 313 reviews

Two-room Cottage/Kitchen/Tennis Ct/Pool

This is a two-room independent cottage located in an upscale neighborhood of Pasadena full of century-old trees. Each room has its own access door to the bathroom. Kitchen and dining area are in the studio. It is very close to CalTech, Huntington Library and Westfield Mall. The rate is $145 for two guests & $30 for each additional guest. *One king bed & one queen bed *Free on-premises parking *Tennis court *Self-entry. *Refrigerator *Laundry *No meals *Pool is not heated and no hot tub.

Guest house 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, 267 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!

4.93 out of 5 average rating, 184 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.

4.76 out of 5 average rating, 338 reviews

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.

Guest house in Pasadena

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.

4.9 out of 5 average rating, 555 reviews

A spacious bedroom showcases a California King bed with a textured gray blanket. Natural light filters through sheer curtains, illuminating bookshelves filled with books. A bedside table and lamp are positioned next to the bed, complementing the warm tones of the wooden floors.

Guest house in Pasadena

Private NE Pasadena Bungalow.

Our private 650 sq ft bungalow offers its own entrance, free parking, and the freedom to come and go as you please. Enjoy a bedroom with California King bed, living room with twin sleeper sofa, and a cozy back library stocked with books, games, and a full-size pullout sofa—perfect for 4+ guests! The space features a modern kitchen and in-unit washer for your convenience. Your ideal home away from home in a peaceful, self-contained retreat!

4.91 out of 5 average rating, 219 reviews

The entrance to the studio apartment is framed by decorative potted plants and climbing greenery against a soft green wall. A wooden door adorned with colorful stained glass inserts stands open, revealing a welcoming interior. Light filters through the doorway, enhancing the inviting atmosphere.

Guest house in Pasadena

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.

4.97 out of 5 average rating, 196 reviews

A spacious studio features a king bed adorned with a neutral duvet and a pink accent pillow. A bold floral wallpaper provides a vibrant backdrop. Natural light floods in through a large window, with a modern flat-screen TV mounted nearby. A wooden bench is situated at the foot of the bed.

Guest house in Monrovia

Modern Hillside Escape surrounded by Nature

Completely Private Mountainside Studio with outdoor living space. King Bed and all amenities. Convenient to LA Sites - 5 Minute walk to popular hiking trails. - 1.5 Mile walk to downtown Monrovia restaurants/shops. Surrounded by nature… you will most likely see deer and the occasional fox, if you’re lucky you may even see a black bear in the neighborhood! Note: 20 Stairs from private parking spot to front door of studio

Popular amenities for outdoor seating rentals in Sierra Madre

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.98 out of 5 average rating, 193 reviews

An entrance to the guest home features double black doors framed by potted palm plants and vibrant red poinsettias. A decorative wreath adorns the door, while a welcome mat reads 'Merry Everything.' Natural light filters through a nearby awning to create a warm atmosphere.

Home in Pasadena

Rose City Cottage (Private Back Home)

4.79 out of 5 average rating, 100 reviews

A cozy living area is highlighted by a brown leather sofa paired with a light-toned accent chair. A coffee table sits centrally, adorned with white flowers and decorative items. Large windows with sheer curtains provide natural light, enhancing the warm, inviting space.

Home in Monrovia

Charming House Quiet Neighborhood 2Bed/1B Kingbed!

4.97 out of 5 average rating, 215 reviews

A spacious outdoor deck offers multiple seating areas with sleek furniture. Lush greenery surrounds the space, including palm trees and other plants, providing a refreshing view of the landscape. The clear sky enhances the tranquil atmosphere, inviting relaxation.

Home in Eagle Rock

Modern Craftsman Retreat • Hillside Views

4.97 out of 5 average rating, 187 reviews

A cozy backyard patio is presented, featuring colorful seating options, including green, blue, and orange chairs arranged around a fire pit. A barbecue grill is positioned nearby, surrounded by decorative plants, while a sunshade provides relief from the sun. The serene setting is enhanced by gravel ground.

Home in Monrovia

L.A. Retreat | Old Town Monrovia | 3 Blocks |

4.95 out of 5 average rating, 185 reviews

A well-appointed living area features a comfortable gray sectional sofa facing a large 58'' 4K smart TV. Bright light enters through two windows, and a plush area rug adds softness to the flooring. A sleek side table complements the modern design.

Home in Arcadia

A Brand New 2BR Home with Backyard Lounge

4.99 out of 5 average rating, 461 reviews

A spacious living area features large glass windows showcasing a sunset view over the city. Comfortable seating is provided by a sectional sofa with a woven rug beneath. A telescope is positioned near the glass doors, while greenery adds a natural touch.

Home in Hollywood Hills

Architectural Wonder Above Sunset-WeHo w/ Big View

5 out of 5 average rating, 182 reviews

An outdoor seating area features a wooden coffee table surrounded by comfortable couches with cushions. The space is lined with green grass and is illuminated by warm string lights. Scenic views of palm trees and rolling hills are visible in the background as the sun sets.

Home in Highland Park

Cozy Home in Highland Park 13 Mins from Downtown

4.96 out of 5 average rating, 117 reviews

A light gray sofa is positioned against a wall adorned with framed artwork and decorative cushions. A yellow armchair adds a pop of color. A stylish floor lamp and a potted plant sit nearby. The room features a soft area rug on warm wood flooring, enhancing the inviting space.

Home in Chapman

Pasadena Modern Ins-Style 2B house Caltech/HRC

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 172 reviews

The studio features a comfortable queen-sized bed complemented by decorative wall art. A kitchen bar with four stools is visible, along with modern appliances. The wood flooring adds warmth, while large windows allow natural light to brighten the space.

Flat in Montebello

Modern/chic/stylish studio in L.A

4.91 out of 5 average rating, 173 reviews

A modern kitchen features a central island with a sleek countertop and six stools. Stainless steel appliances are visible, and natural light enters through a large window, illuminating the bright white walls and chevron backsplash.

Flat in Pasadena

Spacious Apt w/ 2BR - City Center

Superhost

A spacious living area is highlighted by mid-century style decor. Two large windows allow natural light to fill the room, while an area rug adds warmth. Artwork featuring vibrant figures adorns the wall, and a small dining table is situated near the window.

Flat in Silver Lake

4.91 out of 5 average rating, 167 reviews

Silverlake Secluded Apartment

4.92 out of 5 average rating, 498 reviews

A wooden deck surrounds a small pool, featuring lounge chairs positioned for relaxation. A floating pool ring is visible on the water's surface, with lush greenery in the background, creating a serene outdoor space.

Flat in Silver Lake

Čulin's House

4.82 out of 5 average rating, 306 reviews

A bright living space features a light-colored sofa with decorative cushions and a small side table. A dining area with a table and chairs is positioned near large windows, while a fully equipped kitchen is visible in the background. Natural light enhances the atmosphere.

Flat in La Puente

Bright and Private Studio

4.95 out of 5 average rating, 101 reviews

A contemporary living area features a spacious sectional sofa with neutral tones and soft cushions. A central coffee table sits atop a dark wood floor, surrounded by plush ottomans. Large glass doors provide natural light and a view of the outdoor space, complemented by a decorative plant.

Flat in Pasadena

Brand new spacious 2B2B/free parking/pet-friendly

4.88 out of 5 average rating, 565 reviews

A shaded outdoor patio area features a large table covered with a patterned cloth, surrounded by green chairs. An umbrella provides shelter, while lush greenery and plants surrounding the space enhance its natural feel.

Flat in Pasadena

1909 Old Style Sunny Bungalow, City Center Close

4.84 out of 5 average rating, 162 reviews

A comfortable living space is shown, featuring a light-colored sofa adorned with decorative pillows. A glass coffee table sits centrally on a patterned area rug, while a TV is mounted on the wall. Sunlight filters through the blue curtains, creating a warm ambiance.

Flat in Claremont

PEACEFUL PRIVATE GUEST SUITE WITH CAL KING BED

Apartment rentals with outdoor seating

A modern living area features large windows allowing natural light, framed city views, and industrial-style accents. A dark sectional couch complements a glass coffee table, while decorative shelves and artwork add a cozy touch. Soft curtains enhance the inviting atmosphere.

4.96 out of 5 average rating, 135 reviews

Stylish Modern industrial condo with Rooftop pool

The rooftop pool area offers lounge chairs with city views and is surrounded by modern decking. A spacious bed is dressed in neutral tones in the cozy bedroom, with natural light filtering through large windows. A gym space is equipped with cardio machines and mirrors.

4.94 out of 5 average rating, 306 reviews

Skyline view Condo, Free Parking, Jacuzzi

4.82 out of 5 average rating, 215 reviews

A bright living room is presented with a large gray couch and two blue armchairs, accented by yellow pillows. A white coffee table sits center stage, with a decorative vase. Two framed artworks adorn the walls, and a patterned area rug adds character to the space.

Apartment in Alhambra

002 4BR/2.5BA Alhambra apartment near DT LA

4.93 out of 5 average rating, 256 reviews

A modern living area features a light gray sofa positioned near a flat-screen television mounted on the wall. A small wooden coffee table is placed in front of the sofa. The open layout connects to a kitchen with white cabinetry and neutral tiles, enhancing the spacious feel.

Apartment in Fox Hills

One Bdr Apt - Mins to Sony Pics and Venice Canals

A spacious living area features large windows offering city views, complemented by natural light. A comfortable sofa sits opposite a 65" Smart TV, while a dining table for four is positioned nearby. Stylish decor includes a patterned rug and modern artwork on the walls.

4.98 out of 5 average rating, 177 reviews

Luxury Top Floor DTLA Condo w/Pool *Free Parking*

Apartment in Monterey Park

A modern living area features a large, sectional sofa with decorative cushions and a coffee table at the center. A vibrant blue artwork adorns the wall above, and a 65-inch smart TV is mounted across the room. Soft lighting highlights the neutral color palette.

4.93 out of 5 average rating, 223 reviews

Los Angeles Pool Home by Disneyland Hollywood DTLA

A nighttime view of the Downtown Los Angeles skyline, featuring illuminated skyscrapers with varying architectural designs. The city lights create a vibrant mosaic against the dark sky, highlighting the impressive height of the buildings and the organized layout of the streets below.

4.98 out of 5 average rating, 122 reviews

DTLA Skyscraper With City Views