
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$31,364 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.
FamilyKitchenOutdoor spaces

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!
FamilyKitchenSolo travel

Sable House - Stunning Private Home, Huge Backyard
In December 2020 Ronald and I got married. Instead of a wedding, we bought our first and only house which we turned into Sable House! Perfect for a family or a small group, the open-concept floor plan allows you to cook and entertain seamlessly. Create delicious meals in the brand-new, fully-stocked kitchen. Unwind in our huge living room or one of four unique bedrooms. Play yard games or have an outdoor BBQ on the sweeping deck. Sable House is clean, spacious, relaxing, and ready for you!
Indoor spacesFamilyAmenities

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!
KitchenIndoor spacesCheck-in

"Home Away From Home"charming tudor fit for family
Classic beauty. This original 1922 English Tudor has been carefully restored & located in one of Monrovia’s most sought-after North Encinitas Historical Tracts. The neighborhood is quiet, tree-lined, and a short 5min walk from downtown Myrtle! Upon entry, the living room’s brick fireplace, rich hardwood flooring, and plush sofas give a cozy and sense of warmth from home. The bedrooms are spacious and designed for comfort. Each room is equipped with a smart t.v, hangers, and ample storage.
Indoor spacesKitchenView

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.
Indoor spacesKitchenHot tub

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.
FamilyKitchenOutdoor spaces

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.
Indoor spacesFamilyOutdoor spaces

Guest house 1-bedroom & 1 bathroom free parking
Updated, cozy, located in the heart of Arcadia. Extremely convenient location: walking distance to restaurants, shopping center, entertainment. Easy access to freeway and all of what Los Angeles has to offer. Excellent neighborhood and quiet. Entire place to yourself. It has everything you need including a private entrance, a bathroom with shower, A/C, refrigerator, microwave, coffee maker, kettle, free internet access and Wi-Fi.
KitchenIndoor spacesAccess

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
FamilyKitchenWalkability

Private Pasadena Home by Rose Bowl + Old Town
Enjoy a private 2-bedroom Pasadena home with a large fenced backyard, mountain views, driveway parking, and easy access to Old Town Pasadena, the Rose Bowl, Caltech, and LA attractions. Perfect for families, couples, pet owners, and longer stays, the home includes a full kitchen, washer/dryer, central AC/heat, self check-in, and comfortable indoor/outdoor spaces to relax after a day out.
KitchenFamilyComfort

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

Posh 3-Luxury Huntington Gardens Home
FamilyIndoor spacesSleep quality

Gracious Historical Cottage on Tranquil Estate
FamilyIndoor spacesAmenities

Private Heated Pool/Jacuzzi /BBQ Grill/Disney Land
KitchenFamilyAmenities

Your Private Resort in Southern California
KitchenFamilyBathroom

Stylish LA Escape: Pool & BBQ
KitchenIndoor spacesGetting around

6BR Pasadena Home | Sleeps 12 | w/ Private Hot Tub
Indoor spacesFamilyLocation

New state of the art home on Historic Property
Indoor spacesFamilyLocation

Cottage@5 star Resort 2R 2B Kitchen 1 free parking
FamilyIndoor spacesOutdoor spaces
Family- and pet-friendly home rentals

Amazing Pasadena Bungalow On Private Half Acre Pets Welcome
Indoor spacesFamilyParks

Cozy Home in Monrovia -2 bedrooms
Indoor spacesFamilyParking

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

Charming House Quiet Neighborhood 2Bed/1B Kingbed!
Indoor spacesKitchenLocation

Stylish Modern Guesthouse Close to the Metro
Indoor spacesFamilyOutdoor spaces

Cozy and Modern Casita
KitchenFamilyComfort

Upgraded 2BR/1BA Pasadena Retreat, Quiet & Private
KitchenIndoor spacesCleanliness

Luxury Cottage Near Old Town, Rosebowl, and More
Indoor spacesFamilyComfort
Family-friendly home rentals with a pool

Standalone 2-Room · Tennis Court & Pool 两房|网球场|泳池
Indoor spacesKitchenPool

Romantic Cottage Sanctuary in Pasadena
KitchenFamilyCheckout

Studio Cottage
KitchenIndoor spacesHospitality

Urban Retreat
KitchenFamilyParking

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

Private Pool • BBQ • 4 bedroom/2 bathroom
Indoor spacesKitchenAccuracy

Whittier Destination Pacific Cottage
KitchenIndoor spacesHeating

California Modern Guesthouse in LA, Pool & Parking
Indoor spacesKitchenLayout
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$84,265 GYD | G$71,301 GYD | G$54,155 GYD | G$55,410 GYD | G$54,573 GYD | G$57,501 GYD | G$67,537 GYD | G$73,183 GYD | G$60,846 GYD | G$60,010 GYD | G$65,864 GYD | G$71,928 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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