Family-friendly holiday rentals in Sierra Madre

4.96 out of 5 average rating, 107 reviews

A charming outdoor seating area is set with two green wicker chairs beside a small table, surrounded by gravel and lush greenery. A white gazebo with a mint green top provides shade over a dining table nearby, enhancing the inviting garden atmosphere.

Home in Sierra Madre

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.

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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.

4.94 out of 5 average rating, 167 reviews

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.

KitchenFamilyAmenities

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.

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!

KitchenFamilyCondition

4.96 out of 5 average rating, 392 reviews

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.

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!

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4.91 out of 5 average rating, 284 reviews

A charming English Tudor home with a steeply pitched roof is set in a lush green landscape. An inviting front pathway leads to the entrance, framed by manicured hedges and flower beds. Tall trees provide shade, enhancing the serene outdoor setting.

4.92 out of 5 average rating, 104 reviews

"Home Away From Home"charming tudor fit for family

Classic beauty. This original 1922 English Tudor has been carefully restored & located in one of Monrovia’s most sought-after North Encinitas Historical Tracts. The neighborhood is quiet, tree-lined, and a short 5min walk from downtown Myrtle! Upon entry, the living room’s brick fireplace, rich hardwood flooring, and plush sofas give a cozy and sense of warmth from home. The bedrooms are spacious and designed for comfort. Each room is equipped with a smart t.v, hangers, and ample storage.

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Tiny home in Sierra Madre

The exterior of a tiny guest cabin is shown at twilight, featuring warm string lights above and a red double door. Surrounding the cabin are natural stone pathways, a small garden with various plants, and seating arrangements that include a bench and a table with chairs.

Tiny Craftsman Guesthouse

This one of a kind tiny guest cabin has a warm and cozy quality along with a classy glamping style bathroom across the garden. Set in a foothill community at the base of the San Gabriel mountains, this little cabin is walking distance to world class hiking trails that go to Mt. Wilson and more. You can walk to darling downtown Sierra Madre village and find nice little cafes and shops. Enjoy this quiet tranquil retreat with a mountain cabin vibe. Not intended for parties or groups.

KitchenIndoor spacesDecor

4.98 out of 5 average rating, 216 reviews

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.

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.

KitchenFamilyAccuracy

4.97 out of 5 average rating, 354 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.

4.96 out of 5 average rating, 122 reviews

Pasadena Modern Ins-Style 2B house Caltech/HRC

EATON FIRE UPDATE 1/12/2025: Our home and neighborhood are fortunate to have been unaffected by the Eaton Canyon conditions and are open for bookings on the available dates online. Our hearts go out to those who have sadly lost their homes. ༺ The house is rented, but YOUR LIFE IS NOT. ༻ The house is the style of contemporary and minimalistic. Hope you can still enjoy your life here no matter how the world changes during the tough time.

KitchenFamilyAccess

4.97 out of 5 average rating, 227 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.

Guesthouse 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

KitchenFamilyLayout

A spacious living room is highlighted by hardwood floors and natural light filtering through large windows. A comfortable couch faces a stylish coffee table, with a folding chair in the corner complementing the inviting atmosphere. The open layout offers a view of the kitchen and dining area.

4.9 out of 5 average rating, 171 reviews

Private Pasadena Home by Rose Bowl + Old Town

Enjoy a private 2-bedroom Pasadena home with a large fenced backyard, mountain views, driveway parking, and easy access to Old Town Pasadena, the Rose Bowl, Caltech, and LA attractions. Perfect for families, couples, pet owners, and longer stays, the home includes a full kitchen, washer/dryer, central AC/heat, self check-in, and comfortable indoor/outdoor spaces to relax after a day out.

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4.93 out of 5 average rating, 615 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! Welcome to our cozy 180° city-view guest suite in a quiet, safe neighborhood. Each unit has its own entrance and bathroom for added privacy. Both units can be booked together if needed. Kitchenette included. No smoking, vaping, marijuana or illegal drugs. A $200 cleaning fee applies if evidence is found. Check-out: 11 AM.

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4.89 out of 5 average rating, 397 reviews

Guest suite in Altadena

Private Backyard Studio in Altadena

This guest studio has many great features, from the bath, to the kitchenette, to the living area. Situated in a quiet, large backyard in a beautiful, peaceful area of Altadena. 3 miles from the Rose Bowl and Old Town Pasadena, less than that to the hiking trails of Eaton Falls and Mt. Lowe.

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Popular amenities for Sierra Madre family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 233 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

KitchenFamilyHospitality

4.97 out of 5 average rating, 358 reviews

The charming cottage is framed by well-maintained gardens, showcasing warm outdoor lighting that enhances its welcoming entrance. A spacious lawn stretches in front, bordered by vibrant greenery and flowering plants, creating a tranquil outdoor setting.

Cottage in Pasadena

Gracious Historical Cottage on Tranquil Estate

Indoor spacesKitchenAccuracy

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.

4.99 out of 5 average rating, 161 reviews

Posh 3-Luxury Huntington Gardens Home

FamilyKitchenSleep quality

4.9 out of 5 average rating, 132 reviews

An aerial view captures the inviting swimming pool surrounded by a spacious patio, complemented by a relaxing hot tub. Lush palm trees and vibrant greenery border the area, while a gazebo provides shade. The layout offers ample space for outdoor activities and relaxation.

Home in West Covina

Private Heated Pool/Jacuzzi /BBQ Grill/Disney Land

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Superhost

A charming single-story retreat is set within a landscaped yard, featuring a large front porch with seating. The exterior showcases a mix of natural stone and white siding, framed by trees and shrubbery. Soft lighting enhances the welcoming atmosphere as dusk approaches.

4.97 out of 5 average rating, 123 reviews

6BR Pasadena Home | Sleeps 12 | w/ Private Hot Tub

KitchenIndoor spacesHiking

4.87 out of 5 average rating, 130 reviews

Home in South Pasadena

New state of the art home on Historic Property

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A sparkling swimming pool reflects the blue sky and clouds, surrounded by a spacious patio area. A shaded outdoor kitchen features a bar and umbrella, while lounge seating invites relaxation, all set against a backdrop of palm trees and a wooden fence.

4.92 out of 5 average rating, 261 reviews

Your Private Resort in Southern California

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Superhost

A serene pool is adorned with a unicorn float and a flamingo float, both resting on the surface of the water. Lush greenery provides a natural backdrop, enhancing the inviting atmosphere of the outdoor space.

Home in Highland Park

Stylish LA Escape: Pool & BBQ

KitchenIndoor spacesQuiet

4.89 out of 5 average rating, 111 reviews

Family- and pet-friendly home rentals

A modern kitchen features white cabinetry with sleek pulls, a spacious island with a rustic wood finish, and pendant lighting. The tiled backsplash complements the countertops, while a double-door leads outside, partially revealing a dog. Natural light fills the space through a window with blinds.

4.95 out of 5 average rating, 173 reviews

Cozy Home in Monrovia -2 bedrooms

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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.

4.95 out of 5 average rating, 221 reviews

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

KitchenFamilyCleanliness

4.84 out of 5 average rating, 154 reviews

A cozy sitting area features a navy blue sofa with decorative cushions, accompanied by a round wooden coffee table housing a potted plant. In the background, a spacious bed is visible, with a light blanket draped over it, and shelves displaying modern appliances.

Guesthouse in Pasadena

Cozy and Modern Casita

FamilyIndoor spacesBathroom

4.96 out of 5 average rating, 745 reviews

Stylish Modern Guesthouse Close to the Metro

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Guesthouse in San Gabriel

A spacious guest room features a large bed with a patterned duvet and ample pillows. Natural light enters through the windows, illuminating the artwork on the walls. A cozy seating area with a sofa adds to the welcoming environment. A bathroom door is visible in the background.

Entire backyard guest room, private access, quiet and comfortable, free parking.

Indoor spacesKitchenBackyard

4.91 out of 5 average rating, 286 reviews

4.93 out of 5 average rating, 132 reviews

A comfortable sleeping area is presented with a spacious bed covered in a light gray quilt featuring a subtle pattern. Framed artwork hangs above the bed, complemented by a bedside lamp and a tall potted plant situated nearby.

Guesthouse in Monrovia

Adorable Affordable Studio Guest House with Pool

Indoor spacesKitchenTV

4.98 out of 5 average rating, 242 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 Highland Park

Modern Craftsman Retreat • Hillside Views

Indoor spacesKitchenCleanliness

A welcoming living room is presented with a neutral colour palette. Comfortable seating arrangements include a grey sofa and armchairs, while a coffee table sits in front. Natural light streams through the windows, illuminating the decorative fireplace and shelves filled with multimedia.

4.94 out of 5 average rating, 159 reviews

Amazing Pasadena Bungalow On Private Half Acre Pets Welcome

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Family-friendly home rentals with a pool

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.

4.92 out of 5 average rating, 330 reviews

Standalone 2-Room · Tennis Court & Pool 两房｜网球场｜泳池

FamilyIndoor spacesSleep quality

4.97 out of 5 average rating, 591 reviews

A spacious sleeping area featuring a large bed with a yellow patterned blanket. The walls are painted in a soft green, complemented by a framed artwork above the bed. A sitting area is present, with a lamp and contemporary chair, and natural light enters through a window covered by sheer curtains.

Guesthouse in El Sereno

Urban Retreat

FamilyIndoor spacesHeating

4.99 out of 5 average rating, 222 reviews

An open living space is showcased, featuring vaulted ceilings and warm wood tones. A comfortable couch is positioned in front of a glass coffee table, while a dining area with white chairs and a round table is visible. Modern appliances are arranged in the kitchen, complemented by a rustic brick wall.

Guesthouse in Pasadena

Romantic Cottage Sanctuary in Pasadena

KitchenFamilyCleanliness

4.94 out of 5 average rating, 116 reviews

Home in Monterey Park

Private Pool • BBQ • 4 bedroom/2 bathroom

KitchenIndoor spacesCheck-in

5.0 out of 5 average rating, 563 reviews

A charming guesthouse exterior is highlighted by a bright red door and white-framed windows. Colorful flower boxes adorn the front, filled with vibrant plants. The house features light green siding with a shingle roof and is surrounded by landscaped gardens in various pots.

Guesthouse in Whittier

Hummingbird Haven

KitchenIndoor spacesPool

4.87 out of 5 average rating, 107 reviews

A serene outdoor area features a clear swimming pool surrounded by a spacious concrete deck. Several lounge chairs are positioned near the pool, with a shaded umbrella providing coverage. A built-in BBQ island is visible in the background, with greenery lining the perimeter.

Home in Rowland Heights

Cozy & Quiet Pool House/20-Min to Disneyland

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Apartment in Downtown Los Angeles

LA Penthouse Suite 2bd/3ba [Pool | Hollywood Sign]

Indoor spacesFamilyQuiet

4.97 out of 5 average rating, 214 reviews