Vacation rentals in Sierra Madre

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Top-rated vacation rentals in Sierra Madre

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Top guest favourite

Guesthouse in Pasadena

4.97 out of 5 average rating, 454 reviews

Cozy Guesthouse Surrounded by Nature

Convene with nature while sitting on the tranquil deck of this secluded home close to Pasadena and downtown LA. The relaxing feel continues indoors, with high beamed ceilings, warm wooden floors, and colorful rugs. Furnishings are comfy and eclectic. For the convience of our guests, a crib is offered for a nominal fee. We offer a stand alone high speed internet connection dedicated just to the guesthouse. EV charging is available for the guest. The chargers are 240 volts level chargers We have a queen bed w/ a soft down comforter, a queen size sofa bed, a flat screen TV, modern appliances, and beautiful finishing touches from my family - such as fresh flowers! :) The guest house is 100 feet away from the main house. Guests will have plenty of space, their own modern kitchen, washing/drying machine, flat screen TV, a bathroom with a shower and plenty of parking right next to the guest house. My family is very friendly - we will be living across the lot at our house. Please feel free to chat with us - we've lived in LA a long time and are always happy to offer suggestions or advice. The neighborhood consists of houses built during the '50s and '60s, mostly ranch style houses with large lots. The house sits approximately 100 feet off the main street, at the end of the golf course. It is a very quiet neighborhood. Of course, you can park your car on our long driveway! The Gold Line is 2 miles south. It goes into LA downtown Union Station. From there are different subway or metro lines which go to Culver City, Santa Monica, Universal Studios, Long Beach There are hiking trails right outside the door. All guests staying more than a week get maid service every Friday. A baby cot/crib is available for guests who have a need for it at an addional cost of $25 per stay

Guest favourite

Guesthouse in Pasadena

4.92 out of 5 average rating, 133 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

Guesthouse in Altadena

4.91 out of 5 average rating, 185 reviews

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

Guest favourite

Cottage in Monrovia

4.88 out of 5 average rating, 162 reviews

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.

Guest favourite

Guesthouse in Sierra Madre

4.95 out of 5 average rating, 351 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

Home in Pasadena

4.72 out of 5 average rating, 185 reviews

Stylish Guest House, in Walkable Landmark District

Retreat to this stylish 1920s guest house in walkable Pasadena landmark district. Colorful and light-filled, it has classic furniture and original artworks throughout. Charming kitchenette, teak dining table. Delightful vintage touches -- reclaimed barn doors, stained glass, French doors. Secluded bedroom with exquisite double bed, hardwood floors. Bath with classic tile. Complimentary cocktail bar. Opens to a serene patio shaded by a grand oak tree. Short walk to restaurants, shops, etc.

Top guest favourite

Guesthouse in Sierra Madre

4.9 out of 5 average rating, 260 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!

Guest favourite

Place to stay in Sierra Madre

4.98 out of 5 average rating, 279 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.

Guest favourite

Home in Pasadena

4.96 out of 5 average rating, 686 reviews

Stylish Modern Guesthouse Close to the Metro

Discover a stylish modern retreat, perfectly located in the heart of Pasadena. A short walk from the Rose Parade and the Allen street stop of the Gold metro line and just minutes from the Rose Bowl. Walk to the metro, visit the farmer's market, or head to the extraordinary Huntington gardens. This one-bedroom guest house has complete privacy with its own private entrance and off street parking 20 feet from your front door. Pasadena Short-Term Rental Permit SRU2018-00003, SRH2018-00011

Guest favourite

Home in Sierra Madre

4.93 out of 5 average rating, 174 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.

Top guest favourite

Tiny homes in Monrovia

4.93 out of 5 average rating, 509 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

Guesthouse in Altadena

4.97 out of 5 average rating, 134 reviews

Tranquil Getaway Near Hiking Trails

... Please contact us to extend your stay. Overlooking the beautiful San Gabriel Mountain with many hiking trails nearby, come and relax at our quiet private back guest house (700 sq ft). Centrally located, you are within walking distance from the Eaton Canyon Nature Reserve and conveniently located near Cal Tech, Pasadena City College, Fuller Seminary, Old Town Pasadena, Rose Bowl, and JPL. Perfect for short-term vacation or long-term work/study.