
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.

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.

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.

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

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.

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!

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!

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.

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.

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.

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

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.

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
Family-friendly home rentals with a hot tub

Stylish LA Escape: Pool & BBQ

Cottage@5 star Resort 2R 2B Kitchen 1 free parking

Spacious comfortable 2B2B/Free parking/ Pasadena

The Rose Bowl Hideaway

Posh 3-Luxury Huntington Gardens Home

Gracious Historical Cottage on Tranquil Estate

Designer’s Dream Oasis with Lap Pool & Hot Tub

New state of the art home on Historic Property
Family- and pet-friendly home rentals

Cozy and Modern Casita

L.A. Retreat | Old Town Monrovia | 3 Blocks |

Cozy Home in Monrovia -2 bedrooms

Calm mid-century Silver Lake garden apartment

Airy House with Backyard Oasis, Kid & Pet Friendly

Stylish Modern Guesthouse Close to the Metro

Charming 1 Bed Guesthouse | Kitchen• Yard• Parking

Amazing Pasadena Bungalow On Private Half Acre Pets Welcome
Family-friendly home rentals with a pool

Hummingbird Haven

2BR/1BA Private Home & Pool near DTLA & Disney

Urban Retreat

Studio Cottage

Romantic Cottage Sanctuary in Pasadena

The Paradise Hot-Tub Treehouse

Oasis in the City

Charming Guest Cottage
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$84,286 GYD | G$71,319 GYD | G$54,169 GYD | G$49,986 GYD | G$49,986 GYD | G$51,032 GYD | G$67,555 GYD | G$73,202 GYD | G$60,862 GYD | G$60,025 GYD | G$65,881 GYD | G$71,947 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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