Vacation rentals with a pool in Sierra Madre

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Sierra Madre

  • Total vacation rentals

    Explore 10 vacation rentals in Sierra Madre

  • Nightly prices starting at

    Sierra Madre vacation rentals start at €52 per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Wi-Fi availability

    10 of Sierra Madre vacation 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.

1 of 1 pages1 / 1
Top guest favorite
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

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.

4.92 out of 5 average rating, 331 reviews
Top guest favorite
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

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

4.93 out of 5 average rating, 234 reviews
Guest favorite
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

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

4.89 out of 5 average rating, 211 reviews
Top guest favorite
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

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.

4.97 out of 5 average rating, 646 reviews
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

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!

4.95 out of 5 average rating, 397 reviews
Guest favorite
A sparkling swimming pool reflects the blue sky and clouds, surrounded by a spacious patio area. A shaded outdoor kitchen features a bar and umbrella, while lounge seating invites relaxation, all set against a backdrop of palm trees and a wooden fence.
Home in Pasadena

Your Private Resort in Southern California

This private pool retreat boasts a yard begging you to enjoy the California sunshine! Pasadena’s quiet charm and excellent restaurant scene put you just outside bustling Downtown LA and some of California’s main sites, including Santa Monica Beach & Pier, Hollywood, Disneyland and an extensive coastline of beaches to explore. 13 mi to Downtown Los Angeles 16 mi to Universal Studios 17 mi to Hollywood 27 mi to Santa Monica 33 mi to Knots Berry Farm 40 mi to Disneyland STR # SRU2020-00091

4.91 out of 5 average rating, 262 reviews
Superhost
A serene pool is adorned with a unicorn float and a flamingo float, both resting on the surface of the water. Lush greenery provides a natural backdrop, enhancing the inviting atmosphere of the outdoor space.
Home in Highland Park

Stylish LA Escape: Pool & BBQ

🚗WELCOME to the BEST of Los Angeles & Pasadena! ⛳️ This cozy, NEWLY REMODELED 2-bedroom, 2-bathroom guest house features a modern pool and is perfect for your California adventures! Located in Northeast LA, it offers easy access to downtown, Hollywood, Pasadena, and more attractions. Comfortably accommodates up to 5 guests. BOOK now and create lasting memories in this charming retreat! Please save our home by clicking the ❤️ so you can easily find it later and share with others!

4.89 out of 5 average rating, 114 reviews
Superhost
Home in South Pasadena

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.

4.84 out of 5 average rating, 131 reviews
Guest favorite
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

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

4.96 out of 5 average rating, 326 reviews
Top guest favorite
A comfortable sleeping area is presented with a spacious bed covered in a light gray quilt featuring a subtle pattern. Framed artwork hangs above the bed, complemented by a bedside lamp and a tall potted plant situated nearby.
Guesthouse in Monrovia

Adorable Affordable Studio Guest House with Pool

Discover Monrovia from this well-appointed studio, just a 4-block stroll to Old Town's bustling restaurants and shops. Need to commute or explore LA? The Gold Line station is conveniently close, offering easy access to City of Hope, Downtown LA, and Hollywood. Enjoy reliable high-speed WiFi (357 Mbps), a private pool, and comfortable AC for a stress-free stay. Perfect for visiting professionals, couples, and explorers.

4.93 out of 5 average rating, 133 reviews
Guest favorite
An aerial view captures the inviting swimming pool surrounded by a spacious patio, complemented by a relaxing hot tub. Lush palm trees and vibrant greenery border the area, while a gazebo provides shade. The layout offers ample space for outdoor activities and relaxation.
Home in West Covina

Private Heated Pool/Jacuzzi /BBQ Grill/Disney Land

Relax with the whole family at this peaceful place to stay. (1200 sqft house and 1700 sqft backyard patio, pool is 4-7 feets )This beautiful house is located in a safe and peaceful neighborhood ,it is also in the center of West Covina, close to bus stations, restaurants, Starbucks and supermarkets . 30 minutes to Disney Park, about 35 minutes to Universal studio,Hollywood, LAX airport(with out traffic).

4.9 out of 5 average rating, 134 reviews
Top guest favorite
The room includes a queen-size bed adorned with a floral coverlet, accompanied by a large mirror and nautical accents. A comfortable sofa and a desk with a chair provide additional seating. Soft lighting enhances the welcoming atmosphere, and a television is positioned for easy viewing.
Place to stay in Pasadena

Charming Guest Cottage

This 400 sq ft one room cottage sits in a beautiful very quite neighborhood. Guest will enjoy taking long walks in the near perfect year round weather. Super safe with lots of charming homes on tree lines streets. A five minute walk to the Mission Village where you can enjoy yummy foods from two different local restaurant's or shop at fabulous shops.

4.95 out of 5 average rating, 437 reviews

Popular amenities for Sierra Madre rentals with a pool