Family-friendly holiday rentals in Sierra Madre

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.

4.96 out of 5 average rating, 163 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.

Indoor spacesKitchenGetting around

A spacious living area features a cozy dark sofa adorned with a soft throw. Exposed wooden beams span the ceiling, while natural light filters through large windows, illuminating a coffee table and a small dining area in the background.

4.82 out of 5 average rating, 128 reviews

Mid-Century Getaway In The Foothills

This extremely clean Mid-Century Modern home is stylish, practical, and designed for comfort. Whether you're looking for a romantic getaway, traveling for work, or looking for a fun place to travel with a group we have hand-picked the amenities that make for an ideal guest experience. The location is within walking distance to the Vons grocery store, Starbucks, Boba Shop, and Downtown Myrtle which boasts some of the best cafes, eateries, and bars around. My staff and I look forward to hosting!

KitchenFamilyTV

4.93 out of 5 average rating, 232 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

FamilyIndoor spacesParks

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, 389 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!

Indoor spacesKitchenBathroom

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.

4.91 out of 5 average rating, 284 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!

KitchenFamilyLayout

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.

4.98 out of 5 average rating, 211 reviews

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.

Indoor spacesFamilyAir conditioning

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.

4.97 out of 5 average rating, 350 reviews

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.

KitchenIndoor spacesAccuracy

4.97 out of 5 average rating, 355 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

Welcome to the historic Markham Estate Manor, built in 1897 and located in the heart of Pasadena. Nestled just off Orange Grove Boulevard —famously known as Millionaire’s Row and along the iconic Rose Parade route—our property is central to Old Town Pasadena, the Huntington Library, the Gamble House, and offers convenient access to Southern California attractions. The property includes the Main House, where I reside, and a charming, stand-alone cottage for guests.

Indoor spacesFamilyHospitality

4.92 out of 5 average rating, 195 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.

KitchenIndoor spacesQuiet

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, 121 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.

FamilyKitchenParking

4.97 out of 5 average rating, 223 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

Indoor spacesKitchenAccess

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, 171 reviews

Cozy Home in Monrovia -2 bedrooms

Cozy home in the city of Monrovia. Large 70 inch TV set up with comfy couch in living room and nice kitchen. 2 bathrooms 1 with small tub and 1 with walk in shower. Nest thermostat to control heat and cooling. Ceiling fan in every room and dimmers in every room for ambient lighting. 2 bedrooms with comfy beds, TV's set up are in spare bedroom and living room.

FamilyIndoor spacesCheckout

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

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, 158 reviews

Posh 3-Luxury Huntington Gardens Home

KitchenFamilyBack garden

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, 258 reviews

Your Private Resort in Southern California

FamilyKitchenHot tub

4.92 out of 5 average rating, 130 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

KitchenIndoor spacesAccuracy

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

4.89 out of 5 average rating, 110 reviews

Stylish LA Escape: Pool & BBQ

Indoor spacesFamilyShared spaces

4.87 out of 5 average rating, 130 reviews

Home in South Pasadena

New state of the art home on Historic Property

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 324 reviews

A welcoming living room showcases original hardwood floors and vintage Mexican tiles. Dutch doors open into the space, which features a Danish rosewood sofa, two wooden chairs, and a coffee table adorned with books. Natural light filters through the windows, highlighting the rustic decor.

Home in Glendale

Pool and Historical Swiss Chalet in Los Angeles

KitchenFamilyNearby

4.95 out of 5 average rating, 241 reviews

A wooden deck featuring a round Japanese cedar hot tub surrounded by banana trees, with views of the Downtown LA skyline in the background. A table and four chairs provide a setting for outdoor dining and relaxation.

Home in East Los Angeles

Hillside House with DTLA Views + Jacuzzi

FamilyIndoor spacesCondition

4.96 out of 5 average rating, 388 reviews

A spacious living area is illuminated by natural light through large windows. The wooden vaulted ceiling adds warmth, while a comfortable sectional sofa with decorative pillows faces a wooden coffee table. A dining area and modern kitchen are visible in the background, enhancing the homey ambiance.

Home in Silver Lake

The Paradise Hot-Tub Treehouse

FamilyIndoor spacesComfort

Family- and pet-friendly home rentals

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.

4.82 out of 5 average rating, 121 reviews

Charming House Quiet Neighborhood 2Bed/1B Kingbed!

FamilyIndoor spacesAmenities

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.

4.91 out of 5 average rating, 166 reviews

Private Pasadena Home by Rose Bowl + Old Town

KitchenFamilyAccuracy

4.96 out of 5 average rating, 740 reviews

Stylish Modern Guesthouse Close to the Metro

Indoor spacesKitchenCleanliness

4.85 out of 5 average rating, 150 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.

Guest house in Pasadena

Cozy and Modern Casita

Indoor spacesFamilyAir conditioning

4.93 out of 5 average rating, 129 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.

Guest house in Monrovia

Adorable Affordable Studio Guest House with Pool

KitchenIndoor spacesAir conditioning

4.98 out of 5 average rating, 240 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 spacesKitchenPets

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, 220 reviews

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

FamilyKitchenLocation

Guest house 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.

4.91 out of 5 average rating, 283 reviews

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

KitchenFamilyGetting around

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, 327 reviews

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

Indoor spacesKitchenLaundry

4.97 out of 5 average rating, 585 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.

Guest house in El Sereno

Urban Retreat

Indoor spacesKitchenHospitality

Place to stay in Pasadena

The room includes a queen-size bed adorned with a floral coverlet, accompanied by a large mirror and nautical accents. A comfortable sofa and a desk with a chair provide additional seating. Soft lighting enhances the welcoming atmosphere, and a television is positioned for easy viewing.

4.95 out of 5 average rating, 433 reviews

Charming Guest Cottage

Indoor spacesKitchenCondition

4.99 out of 5 average rating, 221 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.

Guest house in Pasadena

Romantic Cottage Sanctuary in Pasadena

FamilyKitchenOutdoor spaces

Guest house in Los Angeles

A serene swimming pool is framed by lush greenery, with a modern two-story guest house visible in the background. Soft lighting highlights the pool area, enhancing the peaceful ambiance of the outdoor space as evening approaches.

4.97 out of 5 average rating, 639 reviews

California Modern Guesthouse in LA, Pool & Parking

FamilyIndoor spacesShared spaces

5.0 out of 5 average rating, 559 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.

Guest house in Whittier

Hummingbird Haven

FamilyIndoor spacesAmenities

4.99 out of 5 average rating, 113 reviews

The modern kitchen features a spacious wooden countertop with bar seating for two, and a variety of plants adding a touch of nature. A large window provides ample natural light, illuminating the cozy living area with a blue sofa and a wall-mounted TV.

Guest house in Pasadena

The Rose Bowl Hideaway

KitchenIndoor spacesCheckout