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$31,372 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
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
4.96 out of 5 average rating, 104 reviews

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.

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, 155 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.

Top guest favorite
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
4.93 out of 5 average rating, 230 reviews

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

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, 384 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, 281 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, 203 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
Place to stay in Sierra Madre
4.97 out of 5 average rating, 347 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
Home in Pasadena
4.96 out of 5 average rating, 192 reviews

Blue Haven by Rosebowl

This 1-bedroom/1-bathroom house was built in the early 1940s, its decor is a nod to that era's timeless charm. Blackout drapes enhance the sleeping areas for a restful night's sleep. The beverage bar features ample cabinetry, an accent wall with backsplash, and unique open live edge shelves, crafted from the old avocado tree that once graced the patio. The patio has since been transformed with outdoor furniture, making it perfect for leisurely moments outdoors.

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
4.98 out of 5 average rating, 220 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
4.97 out of 5 average rating, 156 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.

Guest favorite
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
4.94 out of 5 average rating, 602 reviews

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.

Popular amenities for Sierra Madre family-friendly rentals

When is the best time to visit Sierra Madre?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$84,286 GYDG$71,319 GYDG$54,169 GYDG$49,986 GYDG$49,986 GYDG$51,032 GYDG$67,555 GYDG$73,202 GYDG$60,862 GYDG$60,025 GYDG$65,881 GYDG$71,947 GYD
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