Vacation rentals with a pool in Pioneertown

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Top-rated rentals with a pool in Pioneertown

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

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Top guest favorite
An inviting saltwater pool sits surrounded by a spacious patio featuring three king-sized sunbeds. Outdoor umbrellas provide shade, while rugged desert landscapes and boulders frame the scene, enhancing the serene outdoor area. The home's large glass windows reflect the natural beauty of the surroundings.
Home in Yucca Valley
4.99 out of 5 average rating, 269 reviews

The Glasshouse | Joshua Tree w Salt Water Pool/Spa

Enjoy complete privacy as you are surrounded by boulders and nature at this 6+ acre property. Admire rugged boulders and exotic cacti from the window walls wrapping this private High Desert home. Smooth surfaces and warm accents set a contemporary tone. Three acres of gated paradise include a luxe swimming area, outdoor shower, and fire pit. This property sits between the main entrance to Joshua Tree National Park (15 minute drive) and Pioneertown (10 minute drive). This private relaxing retreat location allows you to reconnect and recenter with nature taking center stage. Featured in Dwell, Home Magazine, ArchDaily & Dezeen! This house has been designed to enjoy the natural landscape. Most walls can slide open to have an indoor/outdoor feel. The house has black out drapes for privacy. The pool/spa area is private with three king sized sunbeds. We will provide guests with an electronic code to access the property via the driveway gate and front door. The entire property is available for this rental. We ask that all guests be careful walking around the property as cactus are numerous. Please leave no trace on the grounds and respect the desert and the wildlife. I am available to answer any questions that you have. The property is in an area that resembles being inside the park. Your retreat begins as you leave paved roads onto desert roads composed of decomposed granite (DG) to get to the property. The house guide provides an overview of day hikes in the park. Please ask for any recommendations if you are interested in hiring a private chef to cook a high desert inspired meal, yoga instructor to teach a class or massage therapist to visit the property during your stay. A vehicle is necessary to get around the area. The home comes complete with Waterworks fixtures, Ann Sacks tile, and locally sourced items and furniture. Art by Jim Olarte. Not formally trained in Architecture, Andrew designed the exterior and interior for Boulder2Sky. Mark's family helped in building items such as the fire pit, the gate and some beds. Solar panels are used to help reduce carbon footprint.

Guest favorite
A custom live edge deck offers scenic views of boulders and mountains. A swim spa is visible, surrounded by lounge chairs. Individuals can be seen relaxing in the space, highlighting the welcoming atmosphere of the outdoor area.
Home in Yucca Valley
4.91 out of 5 average rating, 268 reviews

Infinite Horizon | pool, spa & firepit on 5 acres

Infinite Horizon is a romantic pool property in the Joshua Tree Desert surrounded by boulders and expansive views. Located in Yucca Valley, the "sister-city" of Joshua Tree. You're close enough to explore all the area has to offer, but can retreat back to your private oasis to relax. Expect complete privacy and the best views the area has to offer. Feels like you're on another planet! Perfect for a romantic getaway or small group trip; this property is sure to impress the harshest of critics!

Top guest favorite
The entrance features a wooden door framed by two large windows, providing natural light. A shaded porch area is furnished with a comfortable lounge area, a wooden table, and a swing chair. Decorative plants and soft lighting enhance the welcoming atmosphere.
Home in Joshua Tree
5 out of 5 average rating, 487 reviews

'Desert Wild' Joshua Tree, Pool and Hot Tub

Desert Wild is a two bedroom, two bathroom oasis with a pool and hot tub located in the safe residential neighborhood of South Joshua Tree. We are a 10 minute drive from the West entrance of Joshua Tree National park and a 5 minute drive to the downtown shops, cafes and galleries. Desert Wild is a place to unwind, relax and enjoy the slow pace of the desert. We invite you to cool off in our pool after hiking, soak in our bath and enjoy the cactus garden, or star gaze from our hot tub at night.

Top guest favorite
The cabin is framed by unique Joshua trees and dry desert grass, showcasing a rustic stone chimney. Soft evening light gives the exterior a warm glow, highlighting the earthy tones of the home and its expansive surroundings.
Cabin in Pioneertown
4.97 out of 5 average rating, 230 reviews

Walk to Pappy's w/ Saloon, Hot Tub, Cowboy Tub

A stylish desert getaway on 4 acres in central Pioneertown, just 5 min walk to Pappy & Harriet's. Perfect for retreats, concert stays, family trips, or Natl Park adventures. ✧ Outdoor Western saloon w/ bar, piano & couch ✧ Hot tub & cowboy pool ✧ 3 bedrooms + 1 sleeping loft (2 king, 2 queen) ✧ 16' ceilings, 1600 sqft (see blueprint) ✧ Larged fenced dog yard ✧ Firepit, 3x patios, BBQ ✧ Tesla charger, fast WiFi ✧ XL indoor bathtub ✧ Hammocks Desert modern luxury meets the spirit of the west.

Top guest favorite
A large hot tub is positioned outdoors, surrounded by desert landscape and gently rolling hills. Nearby, a firepit area features white benches and lounge chairs, inviting relaxation while enjoying the serene views and warm sunlight.
Home in Pioneertown
4.97 out of 5 average rating, 158 reviews

Walk to Pappy's/Pioneertown, Spa · Cosmic Cowboy

Welcome to Cosmic Cowboy in Pioneertown, CA – where history, rustic charm, and modern comfort collide in the heart of the Old West. Walking distance from the heart of Pioneertown, you'll be able to walk and enjoy dinner and a concert at the famous Pappy & Harriets and a drink at Red Dog Saloon. Immerse yourself in the fascinating past of Pioneertown and soak in the breathtaking views of the surrounding mountains and valley while enjoying all the modern amenities of this ranch-style home.

Guest favorite
An aerial view of a spacious outdoor deck features a hot tub and a fire pit, surrounded by five lounge chairs. The deck is made of natural wood and extends over the desert landscape, creating an inviting area for relaxation and gatherings.
Home in Pioneertown
5 out of 5 average rating, 115 reviews

Cosmic Ranch-Private & Luxurious-Sleeps 8-Hot Tub

2.5 Acre Luxury Hideaway in Pioneertown. Among the gently sloping mountains, Cosmic Ranch is the perfect place to unwind after a day of exploring. This newly designed ranch style home is a short walk to Mane street, Pioneertown and private and spacious. Relax and refresh in the bright and airy yoga room opening to a sprawling outdoor patio with skyline views and starry nights. Rustic and comfy, the outdoor deck offers the perfect retreat for morning coffee and desert sunrises.

Guest favorite
A modern structure is framed by boulders and desert landscape, featuring large glass panels that allow for expansive views. The inviting entrance is approached by a path leading to a neatly maintained outdoor space, blending seamlessly with the natural surroundings.
Home in Pioneertown
4.94 out of 5 average rating, 361 reviews

Heaven's Door By The Cohost Company

Welcome to Heaven's Door By The Cohost Company + 5 private acres + Boulder-filled backyard for private hiking + Hot tub + 2 Cowboy Tubs + Shark-cage outdoor shower (bent from a shark attack!) + 2 bedrooms in the main house + 3rd bedroom in the casita + All 3 w/ en-suite bathrooms + Propane Grill + Full kitchen + EV Charger 1 min ➔ Pioneertown 2 mins ➔ Pappy & Harriet's 15 mins ➔ La Copine 20 mins ➔ Joshua Tree National Park ▵ @thecohostcompany ▵ @heavensdoor.pioneertown

Guest favorite
Home in Pioneertown
4.91 out of 5 average rating, 143 reviews

Infinity | Pool + SPA walk to Pappy's and Red Dog

Welcome to Infinity - a modern minimalistic home in the heart of Pioneertown. Turn on the illuminating outdoor color design as you swim up to an edgeless infinity pool with the best mountain views. Soak up the stargazing in your private hot tub at night or heat of the custom-built steam room for a true wellness retreat. The true magic comes from the combination of the glass futuristic home living and raw incredible desert landscape creating a otherworldly experience!

Superhost
A modern desert home features a sleek exterior with decorative lighting illuminating the façade. A hot tub and wooden seating area are visible on the patio, accompanied by lounge chairs. Surrounding desert landscaping adds a natural touch against the evening sky.
Home in Pioneertown
4.91 out of 5 average rating, 189 reviews

Mulberry & Pine By The Cohost Company

Welcome to Mulberry & Pine By The Cohost Company! ✔ Hot Tub with surrounding deck ✔ Cowboy tub ✔ Epic bathtub ✔ Propane firepit ✔ Propane BBQ ✔ Outdoor dining patio ✔ Outdoor shower ✔ Outdoor bed ✔ Heating/AC ✔ 2.5 acres 8 mins ➔ Pappy & Harriet's 8 mins ➔ Pioneertown 10 mins ➔ La Copine 15 mins ➔ Integratron 20 mins ➔ Joshua Tree Village 27 mins ➔ Joshua Tree National Park 45 mins ➔ Palm Springs Managed by: @thecohostcompany Social media: @mulberryandpine

Guest favorite
The exterior view features a modern retreat set against a desert sunset. The house blends with the landscape, surrounded by boulders and desert vegetation. An inviting pool area is visible, complemented by outdoor seating arrangements, showcasing the seamless integration of architecture and nature.
Home in Yucca Valley
4.98 out of 5 average rating, 126 reviews

Rock Reach House | Featured in Forbes + Dwell

Welcome to Rock Reach House by Fieldtrip.  Discover this extraordinary and private retreat nestled in the breathtaking Southern California desert. This modern architectural masterpiece is perched amidst an unspoiled high desert landscape, surrounded by majestic weathered boulders, ancient juniper, pinón, and desert oak trees. Located in a private community, Rock Reach House offers an unparalleled blend of luxury, style, and tranquility.

Guest favorite
A modern outdoor space features comfortable seating on a shaded patio. Two sofas face a central fire pit, surrounded by desert landscape. Large glass doors lead to the interior living area, enhancing the connection to nature. Soft, neutral tones and natural materials create a cohesive design.
Cabin in Yucca Valley
4.99 out of 5 average rating, 453 reviews

The Rum Runner - A Modern Desert Homesteader

The Rum Runner. A modern take on the classic desert homesteader. Highlights include: -Hot Tub -BBQ Grill -Tesla Charger -Multiple Fire-pits -Parachute Linens -Sonos Sound System -Endless Desert Views -Multiple Cowboy Tubs -Fully Equipped Kitchen -Outdoor Stargazing Daybed -Large Shaded Patio with Outdoor Dining -Sun Room with 8x20’ Retractable Glass Wall -Indoor Mural designed by local artist Ana Digiallonardo

Top guest favorite
The modern retreat features a sleek design with floor-to-ceiling windows, set against a backdrop of rugged mountains. The structure is elevated, blending with the natural landscape, while ambient lighting enhances its silhouette during twilight.
Home in Pioneertown
4.96 out of 5 average rating, 180 reviews

Hi-Desert Fade By Homestead Modern

Escape to Hi-Desert Fade, a modern masterpiece nestled in a private canyon. This stunning retreat features floor-to-ceiling glass, two king bedrooms, a hot tub, and a cowboy tub pool, offering unparalleled desert views. Featured in GOOP and Field Magazine, it's perfect for stargazing and exploring, just a short drive from Pioneertown and Joshua Tree National Park.

Popular amenities for Pioneertown rentals with a pool

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Quick stats about vacation rentals with a pool in Pioneertown

  • Total vacation rentals

    Explore 20 vacation rentals in Pioneertown

  • Nightly prices starting at

    Pioneertown vacation rentals start at € 164 per night before taxes and fees

  • Verified guest reviews

    Over 2,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Pioneertown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pioneertown rentals

  • 4.9 Average rating

    Pioneertown stays are highly rated by guests—averaging 4.9 out of 5!