Holiday rentals with outdoor seating in Sierra Madre

Guesthouse 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, 156 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.

4.92 out of 5 average rating, 207 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

4.98 out of 5 average rating, 242 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!

4.99 out of 5 average rating, 141 reviews

A bright living room features an eclectic mix of furnishings, including a red quilted couch with colorful cushions and a brown armchair. A wooden coffee table holds magazines. The bookshelf showcases decorative items and artworks. Natural light filters through windows, creating an inviting atmosphere.

Home in Pasadena

Posh 3-Luxury Huntington Gardens Home

Melt away stress in the PRIVATE exclusive outdoor hot tub of this designer home. Indulge in the luxury of a carefully curated space with colorful rooms, intricate tile-work, eclectic furnishings and decor, and a lush PRIVATE & ENCLOSED front garden with a LARGE 6 burner BBQ for some summer cooking. WE ACCEPT UP TO 2 DOGS WITH AN ADDITIONAL $150 PET CLEANING FEE. NO CATS. PLEASE TAKE NOTICE THAT THERE ARE 3 EXTERIOR SURVEILLANCE VIDEO CAMERAS IN PARKING AREA AND DRIVEWAY, FOR GUEST SAFETY.

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.

4.96 out of 5 average rating, 363 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!

4.92 out of 5 average rating, 111 reviews

A modern studio layout is visible, featuring a spacious sleeping area with a large bed draped in light fabric. A dining table for two is positioned near the window, and a wooden dresser is shown opposite a wall-mounted television. Soft natural light brightens the room.

Guesthouse in Monrovia

Studio Charmer In A Safe & Convenient Location

This charming studio is extremely clean and conveniently located. Dressed in a modern style, our back unit is a perfect getaway or budget-friendly stop for those traveling through Los Angeles. The private studio is new with all of the amenities one will need to travel comfortably. The prime foothill location provides a safe and quiet neighborhood conducive for leisure walks or exercise. We are pleased to host your next stay and provide you a safe and quality accommodation at a great value.

4.92 out of 5 average rating, 299 reviews

A spacious suite is furnished with two leather armchairs and a beige sofa adorned with patterned cushions. Soft natural light filters through large windows, framed by elegant drapes. A subtle area rug anchors the seating arrangement, creating a cozy atmosphere.

Home in Chapman

Standalone 2-Room/Kitchenet/Tennis Ct/Pool

This listing is a two-room suite with a private bathroom. Big room 18x20 feet/king bed. Small room 8x12 feet/full bed. Guests in big room need to go through the small room to access the bathroom and we prefer to host just one family. Upscale neighborhood close to CalTech and Huntington Library. Private entrance. Refrigerator, microwave, countertop oven, coffee maker & cooktop Free parking Tennis court Pool is not heated and no hot tub. $135 for 2 guests & $25 for each additional guest

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, 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, 339 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.

Guesthouse 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.

Guesthouse 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.

Guesthouse 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.

Popular amenities for Sierra Madre outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.97 out of 5 average rating, 64 reviews

The exterior of a gray cottage features a welcoming front porch with white railings and a light yellow door. Stone steps lead up to the entrance, surrounded by greenery and landscaped areas with small plants. Natural stone pathways enhance the inviting appeal of the entrance.

Home in Sierra Madre

Back House Bungalow

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)

4.95 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

4.95 out of 5 average rating, 41 reviews

A modern living area features a spacious seating arrangement with a light-colored sofa and armchairs. A large television is mounted above a fireplace. Tall windows allow natural light to fill the room, while a decorative plant adds a touch of greenery.

Home in Sierra Madre

Brand New Gem, Walk to Downtown!

4.93 out of 5 average rating, 137 reviews

The living area features a blend of modern furniture with a light neutral color scheme. A light-colored sofa and a brown armchair are positioned around a glass coffee table, while large windows invite natural light and showcase greenery outside. A wall-mounted TV sits above a sleek media console.

Home in Montebello

Modern Home Near Disney & DTLA

4.88 out of 5 average rating, 65 reviews

A circle of six black Adirondack chairs surrounds a gravel area, set beneath a large tree. The background reveals lush greenery and the distant hills, with light filtering through the tree's leaves, creating a calm outdoor space for relaxation.

Home in Monrovia

Mont-Saint-Michel

5 out of 5 average rating, 85 reviews

The living room showcases a blend of comfort and style, featuring a dark leather sectional sofa with decorative cushions. A round coffee table sits in the center, surrounded by two armchairs. A fireplace is centrally located, and a large television is mounted on the wall.

Home in Monrovia

4 Bd/Sleep 9/DTLA/Universal/DisneyLand/RoseBowl

5 out of 5 average rating, 184 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

Apartment rentals with outdoor seating

4.91 out of 5 average rating, 174 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.

Apartment 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.

Apartment in Silver Lake

4.91 out of 5 average rating, 167 reviews

Silverlake Secluded Apartment

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.

Apartment 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.

Apartment 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.

Apartment 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.

Apartment in Claremont

PEACEFUL PRIVATE GUEST SUITE WITH CAL KING BED

4.91 out of 5 average rating, 229 reviews

The studio apartment features a comfortable bed dressed with soft linens, accompanied by a neatly arranged sofa with decorative cushions. Natural light enters through the window, highlighting the warm wooden flooring and minimalistic furnishings, creating an inviting and cozy ambiance.

Apartment in Monrovia

Private Studio Apartment - Great Location

Apartment in Hollywood Hills

The iconic Hollywood Sign is prominently displayed on a hillside, accented by vibrant pink bougainvillea in the foreground. A portion of a roof is visible on the right side, providing context to the view from the guesthouse.

4.97 out of 5 average rating, 117 reviews

Hollywood Hills Retreat

Condo rentals with outdoor seating

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

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

A spacious living area features large windows, allowing natural light to fill the room. A comfortable gray sofa is positioned against the wall, complemented by a sleek chair and a decorative wooden coffee table. Potted plants and vibrant artwork enhance the contemporary design.

4.91 out of 5 average rating, 141 reviews

Your Stylish Home Away From Home In Downtown LA!

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.

Condo in Alhambra

002 4BR/2.5BA Alhambra apartment near DT LA

4.93 out of 5 average rating, 257 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.

Condo 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*

4.93 out of 5 average rating, 223 reviews

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.

Condo in Monterey Park

Los Angeles Pool Home by Disneyland Hollywood DTLA