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Holiday rentals with a pool in Sierra Madre

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Sierra Madre

  • Total holiday rentals

    Explore 10 holiday rentals in Sierra Madre

  • Nightly prices starting at

    Sierra Madre holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 840 verified reviews to help you choose

  • Wi-Fi availability

    10 of Sierra Madre holiday 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 rentals with a pool in Sierra Madre

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A spacious suite is furnished with two leather armchairs and a beige sofa adorned with patterned cushions. Soft natural light filters through large windows, framed by elegant drapes. A subtle area rug anchors the seating arrangement, creating a cozy atmosphere.
Home in Pasadena
4.92 out of 5 average rating, 316 reviews

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

Originally a pool house, this suite features a spacious king bedroom and a cozy full bedroom, with a private entrance through the bathroom. The kitchenette includes a refrigerator, microwave, countertop oven, and coffee maker. Enjoy complimentary on-site parking, a private tennis court, and a swimming pool (not heated) set in a large, beautiful garden. $135 for 2 guests · $30 per additional guest Perfect for families seeking a peaceful, upscale retreat near the Huntington Library and Caltech.

Top Guest favourite
The spacious sleeping area features vaulted exposed beam ceilings and a queen bed with neutral bedding. A wooden desk is positioned nearby, complemented by a rolling chair, while a cozy seating area includes a soft armchair. Natural light enters through glass doors leading to the patio.
Guesthouse in Altadena
4.93 out of 5 average rating, 224 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
An outdoor seating area features a round stone table surrounded by iron chairs beneath a large umbrella. Lush greenery and small shrubs frame the space, adding to the serene environment, while a brick pathway leads towards the garden area.
Bungalow in Pasadena
4.89 out of 5 average rating, 209 reviews

Cottage@5 star Resort 2R 2B Kitchen 1 free parking

Selected The Best Top 50 Resort in the world. Cottage was part of Ritz Carlton until was sold to the current management. Now is private own. No relationships with current Langham hotel Excellent for those who appreciate style, refinement, trees, quiet,privacy & location. Within 2 min walk to 110 years historical resort's Poolside cafe, Jazz Bar, Grill house AfternoonTea houseYou will enjoy the beautiful garden & old trees surrounding. Surround by Historical stylish mansions neighborhood

Top Guest favourite
A serene swimming pool is framed by lush greenery, with a modern two-story guest house visible in the background. Soft lighting highlights the pool area, enhancing the peaceful ambiance of the outdoor space as evening approaches.
Guesthouse in Los Angeles
4.97 out of 5 average rating, 625 reviews

California Modern Guesthouse in LA, Pool & Parking

Relax in this serene, private Los Angeles retreat in Highland Park, set on a gated property near Pasadena and surrounded by a Mediterranean garden. Ideal for guests seeking a quiet stay in a residential setting. This modern guest studio is a separate, stand-alone structure on an owner-occupied property, with access to a shared swimming pool and dedicated off-street parking. Thoughtfully furnished with art, photography books and modern interiors, it offers a comfortable base for exploring LA.

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, 378 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 gated saltwater pool is featured, surrounded by lush greenery and tall trees. Clear blue skies reflect on the water, creating a serene ambiance. The area is enclosed for safety, with outdoor furniture visible in the background near a wooden fence.
Home in Sierra Madre
4.76 out of 5 average rating, 106 reviews

Rocky View Saltwater Retreat

Discover this stunning mountain-view retreat, crafted for both relaxation and adventure. Swim in the sparkling saltwater pool, soak in the jacuzzi hot tub, or lounge in the backyard while admiring breathtaking Rocky Mountain vistas. Steps away, explore Mount Wilson’s scenic hiking trails, or stroll to Sierra Madre’s charming shops and dining. Just 5 minutes to historic Old Town Pasadena. Perfect for outdoor enthusiasts or a sunset BBQ with fresh local finds in a truly unforgettable setting.

Top Guest favourite
A private entrance is visible, featuring a small brick staircase leading to a glass door. Potted plants are placed on either side of the entry, and a fenced area with a swimming pool is seen in the background.
Guest suite in West Covina
4.93 out of 5 average rating, 214 reviews

Cozy Private Studio

This cozy studio is attached to the main house. Guests have the whole place to themselves with private entrance. Fully furnished, kitchen for basic cooking, 1 Queen size bed, Wi-Fi, Alexa and Swimming Pool (not heated) ***. Guests private entrance is through side gate. (key will be in lockbox). Parking is available on street. *** 18 and older. Not suitable for children*** (The pool is for registered guests only.) Visitors who are not staying on the property are not permitted to use it.

Superhost
An inviting pool area is surrounded by a beautifully landscaped yard, featuring lounge chairs and a shaded outdoor seating arrangement. String lights illuminate the scene, creating a relaxing ambiance under the evening sky.
Home in Pasadena
4.89 out of 5 average rating, 258 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.

Guest favourite
A welcoming living room showcases original hardwood floors and vintage Mexican tiles. Dutch doors open into the space, which features a Danish rosewood sofa, two wooden chairs, and a coffee table adorned with books. Natural light filters through the windows, highlighting the rustic decor.
Home in Glendale
4.97 out of 5 average rating, 316 reviews

Pool and Historical Swiss Chalet in Los Angeles

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

Superhost
A spacious bedroom is showcased with a tufted brown leather bed frame and soft bedding. Two bedside lamps provide gentle lighting, while a plant adds a natural touch. Large windows with sheer curtains allow natural light to fill the room, enhancing the welcoming ambiance.
Home in San Gabriel
4.87 out of 5 average rating, 103 reviews

Dream pool sweet home

欢迎来到这个San Gabriel 中心的带游泳池的独立房子,全新的现代设计,这是三房两浴的独立房子,主卧和另外一间卧室朝后院,每天旅行回来你都可以在后院椅子上休息。可以走路到附近的亚洲超市,亚洲餐厅,附近有Walmart,Costco,近10 freeway。在这处宁静房源中,与全家人尽情放松。 POPULAR LOCATIONS: • Los Angeles International Airport (LAX) • Universal Studios • Disneyland • Downtown Los Angeles • Topgolf • Dodger stadium • Citadel outlet • Santa Anita Racetrack • Rose Bowl/Pasadena: 14 miles (25 min dr • Hollywood: 15 miles (25 min drive) • Sofi Stadium: 19 miles (30 min drive) • Santa Monica Beach

Top Guest favourite
The exterior view of the studio cottage showcases a welcoming entrance surrounded by greenery. Two blue chairs and a small table are positioned in a sandy area, with garden features including foliage and decorative plants. Natural light filters through trees, creating a serene setting.
Cottage in Highland Park
4.93 out of 5 average rating, 460 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.

Top Guest favourite
A cozy patio area features two wooden lounge chairs positioned beside a small table, which holds two glasses. The entrance of the guesthouse is framed by a welcoming stone pathway, leading up to an orange-toned exterior with green trim and a decorative column.
Guesthouse in Burbank
4.99 out of 5 average rating, 173 reviews

Private Tropical Guesthouse W/ Pool and Spa

Escape to an oasis in Burbank. Our private guest house offers a peaceful retreat nestled against the Verdugo mountains. Walking distance to Downtown Burbank and quaint Kenneth Village. Just 20 minutes from Hollywood, Universal Studios, and Warner Bros. Relax in the pool and spa or cook in the kitchenette/bbq in our outdoor palapa. Ideal for those who love sun and relaxation. This property is not suitable for children/infants.

Popular amenities for Sierra Madre rentals with a pool