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Vacation rentals in Sierra Madre

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Top-rated vacation rentals in Sierra Madre

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Top guest favorite
An open living space is showcased, featuring vaulted ceilings and warm wood tones. A comfortable couch is positioned in front of a glass coffee table, while a dining area with white chairs and a round table is visible. Modern appliances are arranged in the kitchen, complemented by a rustic brick wall.
Guesthouse in Pasadena
5 out of 5 average rating, 203 reviews

Romantic Cottage Sanctuary in Pasadena

This meticulously designed 450 sq ft private cottage provides the perfect oasis--an open, airy space with vaulted ceilings and plenty of natural light. Enjoy the 110-inch projection screen with surround sound for a cinematic experience in the evenings or a glass of wine by your own private fire pit. A sanctuary indeed! INDOORS-- New construction--it's a 450 sq. ft. slice of heaven with: •Vaulted ceilings and two skylights (with remote-control operated shades) •Full-size kitchen with modern appliances including LG fridge, toaster, and Keurig coffee maker •Media center with a state of the art sound system, Bluetooth capability, movie projector, and 110" movie screen (Hello STAR WARS!) •Queen-size Murphy bed with a comfy hybrid mattress made of memory foam and spring coils, an armoire with plenty of closet space, and puck lighting (ideal for a little late night reading) •Cozy breakfast nook with comfy linen pillows •Barn door opens to a roomy bathroom with: marble floors--frameless glass shower doors--spacious fully stocked, walk-in, sit-down shower with marble bench--oversized shower head--spacious vanity •Carriage doors that can open out to enjoy the splendor of the day OUTDOORS--A resort-like backyard is awaiting you with: •Newly constructed swimming pool (38'Lx9'W) •Beautiful and serene landscaping •Stunning ambient lighting •Fire pit •Dining table •Luxury sofa chaise lounger •2 chaise lounge chairs The cottage is situated some distance behind the main house, so you'll be able to enjoy a lot of privacy. The backyard is yours to use during your stay, including the outdoor dining area, outdoor sofa, chaise lounge chairs, fire pit, and swimming pool. Relax and enjoy!! CHECK IN: 3pm CHECK OUT: 11am PARKING: We provide parking permits (day/night) for you upon arrival. If you're staying more than one night, please be mindful to switch out the daytime permit each day. There is usually ample parking, so finding a space should not be an issue. DISCLAIMERS: (1) THERE IS NO LIFEGUARD ON DUTY SO SWIMMING IS AT YOUR OWN RISK. (2) DIVING IN THE POOL IS NOT PERMITTED. (3) WE DO NOT HEAT THE POOL. IN THE HOTTER MONTHS, THE POOL STAYS AROUND 76-80 DEGREES. HOWEVER, PLEASE KEEP IN MIND IT NATURALLY GETS COOLER DURING COLDER WEATHER (65-68 DEGREES AND BELOW). (4) PARKING ON THE STREET IS AT YOUR OWN RISK. WHILE WE'VE NEVER ENCOUNTERED ANY ISSUES, WE CANNOT GUARANTEE YOUR CAR'S SAFETY. (5) IF YOU SHOULD FORGET TO PLACE THE PARKING PERMITS IN YOUR CAR OR PLACE THEM INCORRECTLY AND RECEIVE A TICKET FROM THE CITY OF PASADENA, YOU WILL BE RESPONSIBLE TO PAY FOR THAT TICKET. We operate under the notion that, if you're getting away or on business, you're probably craving some quality time alone and privacy. We respect that while you're here. Certainly we love a good chat, but we leave it entirely up to you. If you should need anything, simply text us. We are usually available until 11pm. If we aren't reachable for whatever reason, feel free to leave us a message and we'll be sure to get back to you at our earliest convenience. Of course, in the event of an emergency or to gain access to the property, we are available 24/7. The guesthouse offers a tranquil retreat close to civilization. The metro and a variety of restaurants are easily reached on foot. Downtown Pasadena is a short bike ride, healthy walk, or brief car ride away. Pasadena is a beautiful town with so much to see! We are a 10-minute walk to the Lake Gold Line Metro Station, where you can catch the Gold Line to South Pasadena and enjoy Mission Street's shops/restaurants, take the Del Mar stop where you can take in the famous Rose Bowl Flea Market (2nd Sunday of every month), take the Union Square stop to experience Olvera Street (margaritas, anyone?) or a delicious French Dip sandwich from Phillipe's. If it's a museum you seek, exit at the Memorial Park Station to find the Norton Simon Museum, one of the best collections of visual art in the Los Angeles area. Downtown Pasadena with it's wonderful shops and restaurants is a mere 5 minutes away by bike or car (or, for those of you who enjoy some exercise, a 30-minute walk). We have two adorable dogs. They never have access to the cottage, however, so it is allergen/pet free. During your stay, we happily keep them in the house and only let them out to do their business in the front yard of the main house. You might hear the occasional bark, as they love to protect their homestead. But, most likely, you'll never hear them as the cottage is a comfortable distance away. BTW they are friendly and love meeting new people!

Top guest favorite
A comfortable living area features a blue sofa facing a flat screen TV on a wooden cabinet. Warm wooden beams highlight the ceiling, while a colorful area rug adds contrast to the light wooden floor. A large glass door opens to a view of greenery.
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 favorite
A spacious living area features a cozy dark sofa adorned with a soft throw. Exposed wooden beams span the ceiling, while natural light filters through large windows, illuminating a coffee table and a small dining area in the background.
Home in Monrovia
4.81 out of 5 average rating, 120 reviews

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!

Guest favorite
The exterior features a quaint structure with light-colored siding and a contrasting green door. A path lined with gravel leads to the entrance, flanked by minimal landscaping and shrubs. Natural light streams through the windows, enhancing the inviting appearance.
Home in Pasadena
4.95 out of 5 average rating, 149 reviews

Blue Haven by Rosebowl

This 1-bedroom/1-bathroom house exudes a delightful blue-gray motif. 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.

Top guest favorite
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, 357 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
4.95 out of 5 average rating, 303 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 favorite
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, 266 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 favorite
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, 298 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 favorite
Apartment in Pasadena
4.98 out of 5 average rating, 385 reviews

Serene Garden, Rose Bowl and Downtown close

Natural light filled studio apartment. Come stay with a local and experience an urban family neighborhood. •Close to Old Town AND the Rose Bowl. •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. •Free parking! Quiet and classic California courtyard living. Featured on many social media platforms (like etandoesla) as historic California courts.

Top guest favorite
A modern bedroom features a spacious bed with multiple pillows. A blue accent wall contrasts with light wood flooring. Natural light pours in through a skylight above, while a sleek fan hangs from the ceiling. A minimalist dresser and a coffee table with flowers are also visible.
Home in Pasadena
4.98 out of 5 average rating, 252 reviews

Posh 1-Luxury Artist Retreat Pasadena Guesthouse

Remodeled Oasis for that perfect Escape to this private guesthouse with an eclectic, colorful design that blends contemporary, rural, European-inspired decor with modern luxuries and spectacular skylights. Peacefully lounge in the lush garden just outside the bedroom. WE ACCEPT UP TO 2 DOGS WITH AN ADDITIONAL $150 PET CLEANING FEE. NO CATS. PLEASE TAKE NOTICE THAT THERE ARE 3 EXTERIOR SURVEILLANCE VIDEO CAMERAS IN PARKING AREA AND DRIVEWAY, FOR GUEST SAFETY.

Top guest favorite
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, 183 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 favorite
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, 329 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.

Popular amenities for Sierra Madre vacation rentals

Quick stats about vacation rentals in Sierra Madre

  • Total rentals

    30 properties

  • Nightly prices starting at

    R1,041 ZAR before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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 10 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 20 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 air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Sierra Madre have a kitchen?

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