
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$31,305 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.

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!
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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.
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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
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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!
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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!
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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.
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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.
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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.
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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.
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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.
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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
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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.
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Popular amenities for Sierra Madre family-friendly rentals
Family-friendly home rentals with a hot tub

Stylish LA Escape: Pool & BBQ
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Private Saltwater Pool * Hot Tub *Disney* LA
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Los Feliz Craftsman Bungalow Getaway.
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Hillside House with DTLA Views + Jacuzzi
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Posh 3-Luxury Huntington Gardens Home
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Magic Hidden Tree House Retreat·Private·Escape
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Designer’s Dream Oasis with Lap Pool & Hot Tub
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New state of the art home on Historic Property
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Family- and pet-friendly home rentals

Charming House Quiet Neighborhood 2Bed/1B Kingbed!
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Cozy and Modern Casita
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Modern Craftsman Retreat • Hillside Views
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L.A. Retreat | Old Town Monrovia | 3 Blocks |
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Charming 2B/1B front house near Rose Bowl,Pasadena
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Calm mid-century Silver Lake garden apartment
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Modern Home Near Disney & DTLA
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Airy House with Backyard Oasis, Kid & Pet Friendly
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Family-friendly home rentals with a pool

Hummingbird Haven
Indoor spacesKitchenLaundry

Urban Retreat
Indoor spacesKitchenQuiet

The Rose Bowl Hideaway
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Studio Cottage
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Romantic Cottage Sanctuary in Pasadena
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Oasis in the City
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3BR Home w/Pool - Near Rose Bowl
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Charming Guest Cottage
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When is the best time to visit Sierra Madre?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$84,105 GYD | G$71,166 GYD | G$54,053 GYD | G$55,305 GYD | G$54,470 GYD | G$57,392 GYD | G$67,409 GYD | G$73,044 GYD | G$60,731 GYD | G$59,896 GYD | G$65,740 GYD | G$71,792 GYD |
| Avg. temp | 13°C | 14°C | 15°C | 17°C | 19°C | 21°C | 24°C | 25°C | 24°C | 20°C | 16°C | 13°C |
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