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Holiday houses in Sierra Madre

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sierra Madre

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A bright living room features a yellow sofa and a coffee table with books on it. A flat-screen TV is mounted on the wall opposite the sofa, while a large window leads to the kitchen area in the background. Warm wood flooring enhances the spacious feel.
Guesthouse in Washington Square
4.93 out of 5 average rating, 155 reviews

Luxury Cottage Near Old Town, Rosebowl, and More

Adorable craftsman cottage in a cozy historic neighborhood with quick access to the Rose Bowl, Old Town Pasadena, NASA / JPL, waterfalls, and hiking trails. This high-end bungalow includes parking, a garden patio, a luxury kitchen & bath, in-unit laundry, & individual climate controls. I’m a Superhost who built this casita specifically for business travelers, outdoor explorers, family visits, football fans, concert goers, and peaceful getaways. Pets welcomed. Proud host of 2025 fire victims.

Top Guest favourite
Apartment in Pasadena
4.98 out of 5 average rating, 398 reviews

Serene Garden, Rose Bowl and Downtown close

Natural light filled studio apartment in an urban family neighborhood. •Free parking! •Close to Old Town, the Rose Bowl and walking distance to the convention center. •Walkable , tree lined neighborhood. •Modern amenities, full sized appliances in kitchen, stocked with more than essentials! •Ample closet space, Semi-firm queen sized pillow top bed. Quiet and classic California courtyard living. Featured on many social media platforms (like etandoesla) as historical California courtyards!

Top Guest favourite
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, 362 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!

Superhost
A serene outdoor area features a pink flowering tree and well-maintained landscaping. A circular fountain adds a focal point to the space, surrounded by lush greenery and decorative plants, creating a tranquil environment for relaxation.
Guesthouse in Chapman
4.94 out of 5 average rating, 313 reviews

Two-room Cottage/Kitchen/Tennis Ct/Pool 独立俩房/厨房/泳池

This is a two-room independent cottage located in an upscale neighborhood of Pasadena full of century-old trees. Each room has its own access door to the bathroom. Kitchen and dining area are in the studio. It is very close to CalTech, Huntington Library and Westfield Mall. The rate is $145 for two guests & $30 for each additional guest. *One king bed & one queen bed *Free on-premises parking *Tennis court *Self-entry. *Refrigerator *Laundry *No meals *Pool is not heated and no hot tub.

Top Guest favourite
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
4.9 out of 5 average rating, 267 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 favourite
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, 317 reviews

Modern Rustic Studio Feels Like a Tree House

Weekend getaway close to LA! Enjoy a newly remodeled 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 favourite
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, 184 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 favourite
A landscaped area features a collection of smooth stones arranged around a large tree. Tropical plants provide greenery, while a black SUV is parked nearby, visible through a wrought-iron fence. Sunlight filters through the leaves, creating a serene outdoor space.
Guesthouse in Pasadena
4.76 out of 5 average rating, 338 reviews

Foothill retreat

Located in the foothills of the San Gabriel Mountains. Adjacent to hiking & walking trails ,nature center ,golf course, shopping, restaurants, & entertainment.Santa Anita Racetrack and all of Pasadenas many attractions(NASA /JPL,Huntington Library ,Pasadena City College,Fuller Institute,Rose Bowl,California Institute of Technology are near by .Disneyland,Knotts Berry Farm, Staples Center,Universal Studios and beaches are also just a short freeway drive away.

Top Guest favourite
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
4.94 out of 5 average rating, 549 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.

Top Guest favourite
A spacious bedroom showcases a California King bed with a textured gray blanket. Natural light filters through sheer curtains, illuminating bookshelves filled with books. A bedside table and lamp are positioned next to the bed, complementing the warm tones of the wooden floors.
Guesthouse in Pasadena
4.9 out of 5 average rating, 555 reviews

Private NE Pasadena Bungalow

Our private 650 sq ft bungalow offers its own entrance, free parking, and the freedom to come and go as you please. Enjoy a bedroom with California King bed, living room with twin sleeper sofa, and a cozy back library stocked with books, games, and a full-size pullout sofa—perfect for 4+ guests! The space features a modern kitchen and in-unit washer for your convenience. Your ideal home away from home in a peaceful, self-contained retreat!

Top Guest favourite
A spacious living area features a large window with natural light streaming in, highlighting the modern sofa and vintage wooden side table. A flat-screen television is positioned on an antique-style cabinet, contributing to the room's inviting ambiance.
Guesthouse in Monrovia
4.93 out of 5 average rating, 110 reviews

Contemporary loft apartment

Contemporary loft apartment in quiet residential neighborhood. Short walk to old town Monrovia's theater, shops and great restaurants or hike to the waterfalls in Canyon park. Located in upper Monrovia on a private residence the apartment is a back house with upper and lower levels. The open concept loft has no walls, 18 foot ceilings, hardwood floors, stainless appliances and Jacuzzi tub. Outdoor table and bbq are a shared space.

Top Guest favourite
The entrance to the studio apartment is framed by decorative potted plants and climbing greenery against a soft green wall. A wooden door adorned with colorful stained glass inserts stands open, revealing a welcoming interior. Light filters through the doorway, enhancing the inviting atmosphere.
Guesthouse in Pasadena
4.91 out of 5 average rating, 219 reviews

Cozy Hideaway

My Cozy Hideaway is close to Eaton Canyon. The name says it all: the studio apartment is nestled beneath a 100-year old pine tree in a quiet neighborhood. If you like succulents, you'll enjoy my gardens. The backyard has a gas barbecue grill and several eating & sitting areas. It is good for couples or business travelers. Couples with an infant or small child are also welcome to book if the child can sleep in a portable crib.

Popular amenities for Sierra Madre holiday rentals

When is the best time to visit Sierra Madre?

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Avg. price$314 NZD$345 NZD$350 NZD$300 NZD$359 NZD$355 NZD$390 NZD$413 NZD$414 NZD$300 NZD$355 NZD$378 NZD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Sierra Madre?

    Four-legged friends are welcome in Sierra Madre. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Sierra Madre have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Sierra Madre. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Sierra Madre?

    Yes! Work meets play with ease at over 10 vacation rentals in Sierra Madre featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Sierra Madre have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Sierra Madre. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Sierra Madre?

    Experience the best of Sierra Madre with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Sierra Madre have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Sierra Madre. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Sierra Madre?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 20 homes with a kitchen, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Sierra Madre have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Sierra Madre. Enjoy a tailored experience with all the comforts you desire.

  • Are there Sierra Madre vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Sierra Madre, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Sierra Madre?

    Sierra Madre has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Sierra Madre

  • Total holiday rentals

    Explore 30 holiday rentals in Sierra Madre

  • Nightly prices starting at

    Sierra Madre holiday rentals start at $104 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Sierra Madre holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Sierra Madre rentals

  • 4.9 Average rating

    Sierra Madre stays are highly rated by guests—averaging 4.9 out of 5!