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Holiday rentals with a pool in Sierra Madre

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Top-rated rentals with a pool in Sierra Madre

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Top Guest favourite
Guesthouse in Pasadena
5 out of 5 average rating, 202 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!

Guest favourite
Home in Silver Lake
4.97 out of 5 average rating, 346 reviews

The Paradise Hot-Tub Treehouse

Rejuvenate and play the piano in a secluded hot tub (& cold plunge!) under the stars, surrounded by tropical plants & fruit trees, with Big-Sur-style luxury hidden in the heart of Silverlake. On this quiet cul-de-sac, you may forget you're just a short walk to the best cafes & restaurants of Silverlake. The house boasts two private view decks, a desert & citrus garden, a pond, a fire pit, & a detached meditation/work room. Featured as one of 12 "dream homes" for rent in Los Angeles Magazine!

Top Guest favourite
Guesthouse in Altadena
4.92 out of 5 average rating, 198 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

Top Guest favourite
Guesthouse in Sierra Madre
4.96 out of 5 average rating, 356 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
Guesthouse in Chapman
4.95 out of 5 average rating, 301 reviews

Two-room Cottage/Kitchen/Tennis Ct/Pool

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.

Superhost
Home in Pico Rivera
4.89 out of 5 average rating, 253 reviews

Beautiful Oasis-Centrally Located

We invite you to come and stay in our charming 2 bedroom, 1 bathroom home. Located approximately 10 minutes from Village Walk in Pico Rivera, Uptown Whittier (restaurants, vintage movie theater, shops), 20 minutes from Downtown Los Angeles, Staples Center, LA Fashion District, LA Convention Center, LA Live, Coliseum and USC, and 30 minutes from Disneyland. Or simply stay in and enjoy the swimming pool, bbq, and basketball court! The waterfall slide and Jacuzzi are not standard features.

Superhost
Home in Pasadena
4.9 out of 5 average rating, 249 reviews

Your Private Resort Near the Rose Bowl Awaits

My 3 bedroom two bath home sleeps 8 comfortably, and with a formal dining room and FULLY equipped kitchen, making memories with your family and friends is effortless. Take advantage of the beautiful California sunshine and enjoy the fully enclosed backyard and completely fenced front yard with SWIMMING POOL (the pool can be heated for an extra $75.00 charge per day) outdoor dining, and string lights for the perfect ambiance. Have a glass of wine or cold beer in my eclectic living room.

Home in South Pasadena
4.86 out of 5 average rating, 100 reviews

New state of the art home on Historic Property

This new house is on the Historic Green and Green track, hidden down a long driveway. Designed for the owners to live in, expenses were not spared in construction or interior design. With a built in sound system and cinema style tv, you can float in the pool and enjoy both. The interior bath tub has heated walls. The kitchen is a chef’s dream. It has a walk in closet. You can charge your electric car in the gated driveway where your animals can run free. Barbecue area is included.

Guest favourite
Home in Verdugo Woodlands
4.96 out of 5 average rating, 303 reviews

Historical Swiss Chalet in Los Angeles (with pool)

The Swiss Chalet is a historic home featuring original architecture and design. The Chalet also features lush gardens, a pool, and a hot tub on the private upper terrace. Enjoy the view of the mountains, bask in the sun by the pool, take in the sunset over a glass of wine from the veranda, and stargaze from the hot tub nestled between majestic pines and picturesque Californian oaks. Please note: no kitchen, and no parties. Glendale Home-Sharing License: HS-003915-2025

Top Guest favourite
Cottage in Highland Park
4.93 out of 5 average rating, 422 reviews

Studio Cottage

This is a small Studio cottage at the rear of my home. It's craftsmanesk in style with a partially open ceiling and a skylight. It's perfect for a couple or single person. There is a swimming pool but it's not heated, fine for swimming June to Oct depending on the weather, unless you are a polar bear. It's a 5 min walk to the MetroGold Line and a 10 min walk to new restaurants on Figueroa St. I have a fairly extensive cactus / succulent garden.

Guest favourite
Guesthouse in Monrovia
4.92 out of 5 average rating, 102 reviews

Adorable Affordable Studio Guest House with Pool

For work, play, visit or a quiet place to relax this studio is for you. Quiet neighborhood, close to restaurants, entertainment, freeways, Gold Line station, accessing all of what Los Angeles has to offer. 4 Blocks to Old Town Monrovia 2 Miles to Gold Line train station 3 Miles to City of Hope - Hospital 22 Miles to Downtown LA 24 Miles to Universal Studios 25 Miles to Hollywood 28 Miles to LAX 33 Miles to Disneyland

Top Guest favourite
Guest suite in Silver Lake
4.98 out of 5 average rating, 155 reviews

Oasis in the City

Come relax at your own oasis in the neighborhood of Silver Lake in Los Angeles. Perched on a hill, with stunning views, access to a pool, lots of outdoor space and beautiful gardens in which to relax, and easy walking distance to 60+ restaurants and bars, this house is the perfect retreat. Originally an artist's studio, the space is filled with art and books, making it the perfect place to relax and enjoy.

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