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Vacation rentals with a pool in Sierra Madre

Find and book unique homes with a pool on Airbnb

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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Top guest favorite
A serene pool area is framed by lush greenery and tall trees, providing a sense of privacy. A covered patio with elegant outdoor seating is visible to the left, inviting relaxation. The pool's clear water reflects the surrounding foliage, creating a tranquil setting.
Guesthouse in La Verne
4.98 out of 5 average rating, 379 reviews

Villa del Sol in La Verne, CA, Private Home

Beautiful Mediterranean guest house located on large lot that shares space with another home that also may hosts guests. Bedroom has a queen size bed. Private entrance with use of the pool. Parking provided on the street with a parking pass. Walking distance to Old Town La Verne and the ULV. 2 miles from the Claremont Colleges. 25 miles to downtown LA. Near to train station, public transportation and freeways. Approx. 30 miles to Disneyland. Foothills close with hiking, horse riding, biking!

Top guest favorite
The modern kitchen features a spacious wooden countertop with bar seating for two, and a variety of plants adding a touch of nature. A large window provides ample natural light, illuminating the cozy living area with a blue sofa and a wall-mounted TV.
Guesthouse in Pasadena
4.99 out of 5 average rating, 105 reviews

The Rose Bowl Hideaway

Experience the best of Pasadena and LA while making The Hideaway your home base! Enjoy iconic events at the Rose Bowl 🌹 (20min. walk), visit NASA 🚀, and explore the San Gabriel Mountains 🌄. Discover the City of Roses' historic architecture, including the Gamble House, Frank Lloyd Wright structures, and your favorite Hollywood movie locations 🎬. At the end of the day unwind and make the most of your stay with modern amenities like our full kitchen, massage jet shower, and pool with hot tub.

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
4.92 out of 5 average rating, 318 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.

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
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 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
4.97 out of 5 average rating, 629 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 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, 380 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
4.77 out of 5 average rating, 108 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.

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
4.92 out of 5 average rating, 254 reviews

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

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
4.88 out of 5 average rating, 260 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 favorite
Home in South Pasadena
4.89 out of 5 average rating, 122 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 favorite
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
4.9 out of 5 average rating, 101 reviews

Stylish LA Escape: Pool & BBQ

🚗WELCOME to the BEST of Los Angeles & Pasadena! ⛳️ This cozy, NEWLY REMODELED 2-bedroom, 2-bathroom 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!

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

Popular amenities for Sierra Madre rentals with a pool

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 ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 840 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!