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Family-friendly vacation rentals in Sierra Madre

Find and book unique family-friendly homes on Airbnb

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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Guest favorite
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.
Home in Pasadena
4.94 out of 5 average rating, 155 reviews

Amazing Pasadena Bungalow On Private Half Acre Pets Welcome

This is a very bright and clean home with a big open front yard and a big private back yard for your group or family to enjoy. We have provided every amenity we can for your comfort and entertainment. There are 3 good sized bedrooms. All three bedrooms have new model Tempur-pedic Queen beds with motorized adjustments for raising the back and/or feet, premium linens, and new 4KTVs with ROKU, Netflix, Amazon, and premium Spectrum Cable. There is plenty of closet space in each room for your clothes and luggage. The house has new central air and heat with a smart thermostat plus new plumbing and large hot water heater for your comfort. You are free to set the temperature to your liking. In this location, Mother Nature’s tree canopy over the property ensures you will always be comfortable while enjoying plenty of the best California sunshine. The kitchen is well equipped for making a cake or a simple dinner whether you need to bake, fry, steam, stir fry, make perfect rice, or just microwave your leftovers, you’ll have what you need. Outside there is a gas grill and outdoor table with teak wood benches right off the kitchen steps in the side yard. The laundry room is fully stocked with washer and dryer, iron, ironing board, and cleaning supplies. If you are eating inside, the dining area is next to the kitchen through the swinging door. The dining room offers Turkish chairs and a reclaimed wood table and features floor to ceiling glass doors with a view of the mountains. There’s a comfortable writing desk for anyone that might need to wrap up some important work as well. The WiFi is 100mb and the newest networking technology to connect devices throughout the house. The living room features comfortable furniture and a great coffee table. In addition to the 4K TV, premium cable, Netflix, and Amazon, there’s a blue tooth sound system you can connect your phone to so you can enjoy your favorite music. The back yard has ample space with beautiful landscape and shade to enjoy a picnic, a sunset, or a sunrise. Relax outside and enjoy a cup of coffee or tea in the morning and look forward to an evening with a great meal, family and friends. In the bathroom, you’ll find shampoo, conditioner, tooth paste mouthwash, cotton balls and swabs. In the hall closets you’ll find supplies, linens, towels, beach towels, blankets, chairs for your trip to the park or beach and a variety of our favorite wine to drink. The house also has board games, a variety of books for kids and adults, puzzles, cards, baseballs, soccer balls and an outdoor playhouse. When requested, additional beach gear and bikes are also an option but please let us know in advance so we can stage them for you! Park up to 3 cars in the driveway in front. More gated parking is available through the back gate as well. The back parking area is suitable for parking even a motor home or a boat. Pasadena Permit Number SRH2018-00134 and SRU2018/-00036 The house has a smart lock so no need to manage keys. We can point you to a great restaurant, nail salon, wine bar, yoga studio, pub, wine bar, beach, a childcare provider in the area or a park for the kids. Let us know if you have any special requests. We are here to make sure you are comfortable and that you enjoy your time in Pasadena. The house is in a laid-back neighborhood with great parks, shopping, a convention center, and restaurants all within a short drive away. The metro gold line is just a few blocks away and offers trains to Los Angeles. 210 Fwy and Gold Line train are a minute away. Uber rides are never more than a 3 minute wait. Our home is located on a boulevard and there is traffic and some traffic noise on the front porch. The home is on a huge lot set back far from the street so is quiet inside.

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, 142 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
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, 377 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!

Guest favorite
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
4.92 out of 5 average rating, 117 reviews

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.

Superhost
A gated saltwater pool is featured, surrounded by lush greenery and tall trees. Clear blue skies reflect on the water, creating a serene ambiance. The area is enclosed for safety, with outdoor furniture visible in the background near a wooden fence.
Home in Sierra Madre
4.76 out of 5 average rating, 106 reviews

Rocky View Saltwater Retreat

Discover this stunning mountain-view retreat, crafted for both relaxation and adventure. Swim in the sparkling saltwater pool, soak in the jacuzzi hot tub, or lounge in the backyard while admiring breathtaking Rocky Mountain vistas. Steps away, explore Mount Wilson’s scenic hiking trails, or stroll to Sierra Madre’s charming shops and dining. Just 5 minutes to historic Old Town Pasadena. Perfect for outdoor enthusiasts or a sunset BBQ with fresh local finds in a truly unforgettable setting.

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, 278 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
Guesthouse in Pasadena
4.94 out of 5 average rating, 391 reviews

Tranquil Guesthouse Apartment on Spanish Estate

Escape to tranquility in this light-filled, newly remodeled one-bedroom guesthouse apartment on a grand old half-acre Spanish estate. Centrally located in Pasadena with easy freeway access, enter another world as you step under the estate's redwood, palm, and magnolia trees. Take the stairs to the apartment under a hundred-year-old olive tree. Enjoy the view from the sundeck, and dream away some hours on a hammock in the bamboo grove next to a fish pond, while listening to birds sing.

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
4.98 out of 5 average rating, 338 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
The exterior features a quaint structure with light-colored siding and a contrasting green door. A path lined with gravel leads to the entrance, flanked by minimal landscaping and shrubs. Natural light streams through the windows, enhancing the inviting appearance.
Home in Pasadena
4.96 out of 5 average rating, 188 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
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
4.93 out of 5 average rating, 189 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.

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
4.93 out of 5 average rating, 588 reviews

Private City View Room A

Hi, I’m Lea. I hope our 180° Mountain View House can provide a pleasurable trip! We have two individual units with separate bathroom. Units are on opposite ends of the house with separate entrances. Drones are not allowed on the premise. No smoking is allowed on the premise. The use of marijuana or any other drugs on the premise of the property is strictly prohibited. There will be a $200 fee charged for any evidence of smoking and drug use on the premise.

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 Chapman
4.96 out of 5 average rating, 119 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.

Popular amenities for Sierra Madre family-friendly rentals

When is the best time to visit Sierra Madre?

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Avg. priceﺩ.ﺇ1,480ﺩ.ﺇ1,252ﺩ.ﺇ951ﺩ.ﺇ878ﺩ.ﺇ878ﺩ.ﺇ896ﺩ.ﺇ1,186ﺩ.ﺇ1,285ﺩ.ﺇ1,069ﺩ.ﺇ1,054ﺩ.ﺇ1,157ﺩ.ﺇ1,263
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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 ﺩ.ﺇ551 per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 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!