Family-friendly vacation rentals in Sierra Madre

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Sierra Madre

  • Total vacation rentals

    Explore 20 vacation rentals in Sierra Madre

  • Nightly prices starting at

    Sierra Madre vacation rentals start at G$31,419 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,020 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Sierra Madre vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sierra Madre rentals

  • 4.9 Average rating

    Sierra Madre stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Sierra Madre

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
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
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.

Guest favorite
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
4.89 out of 5 average rating, 194 reviews

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.

Top guest favorite
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.
Guesthouse in Sierra Madre
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!

Top guest favorite
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.
Guesthouse in Sierra Madre
4.91 out of 5 average rating, 283 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!

Top guest favorite
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 home in Sierra Madre
4.98 out of 5 average rating, 209 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.

Guest favorite
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.
Place to stay in Sierra Madre
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.

Top guest favorite
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
4.99 out of 5 average rating, 157 reviews

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. ALL GUESTS AGREE TO SIGN SPA SAFETY ADDENDUM PRIOR TO OCCUPANCY. SEE SAMPLE IN LAST PHOTO.

Guest favorite
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
4.92 out of 5 average rating, 194 reviews

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.

Top guest favorite
This inviting living area showcases a comfortable couch, elegant glass coffee table, and decorative rug. Natural light filters through expansive windows adorned with dark curtains, illuminating the open layout. A television is positioned on a console, contributing to a relaxed ambiance.
Guesthouse in Altadena
4.97 out of 5 average rating, 135 reviews

Tranquil Getaway Near Hiking Trails

... Please contact us to extend your stay. Overlooking the beautiful San Gabriel Mountain with many hiking trails nearby, come and relax at our quiet private back guest house (700 sq ft). Centrally located, you are within walking distance from the Eaton Canyon Nature Reserve and conveniently located near Cal Tech, Pasadena City College, Fuller Seminary, Old Town Pasadena, Rose Bowl, and JPL. Perfect for short-term vacation or long-term work/study.

Guest favorite
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 Pasadena
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.

Top guest favorite
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
4.97 out of 5 average rating, 223 reviews

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

Top guest favorite
The living area features a modern design with a mix of comfortable seating, including a dark sofa and light grey armchairs. A large, artistic wall mural adds character, while a wooden coffee table is centered on a patterned area rug. Natural light is provided through window treatments.
Home in Monrovia
4.98 out of 5 average rating, 160 reviews

Designer Digs

Nestled near the San Gabriel Mountains, this renovated 1-bedroom, 1-bath designer unit offers a serene escape with modern amenities. Featuring a king-sized bed, a private yard with lounge seating, and in-unit washer/dryer, it’s perfect for couples, remote workers, or anyone seeking comfort. Conveniently located near City of Hope, Metro, Pasadena, and DTLA. Super clean with private parking just steps away.

Popular amenities for Sierra Madre family-friendly rentals

When is the best time to visit Sierra Madre?

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Avg. priceG$84,412 GYDG$71,425 GYDG$54,250 GYDG$55,507 GYDG$54,669 GYDG$57,601 GYDG$67,655 GYDG$73,311 GYDG$60,953 GYDG$60,115 GYDG$65,980 GYDG$72,054 GYD
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