Family-friendly vacation rentals in Sierra Madre

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!

Indoor spaces · Kitchen · Nearby

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 spaces · Family · Layout

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!

Family · Kitchen · Outdoor spaces

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!

Family · Indoor spaces · Value

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.

Family · Indoor spaces · Cleanliness

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.

Family · Kitchen · Air conditioning

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.

Indoor spaces · Family · Hospitality

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.

Family · Kitchen · Cleanliness

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.

Kitchen · Indoor spaces · Quiet

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

Family · Indoor spaces · Hiking

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.

Indoor spaces · Family · Hospitality

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.

Indoor spaces · Kitchen · Solo travel