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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Guest favourite
A modern living area features a curved yellow couch positioned next to a large window, providing views of the surrounding landscape. Exposed wooden beams and a decorative skull add rustic charm. A coffee table and speakers complement the contemporary design.
Home in Pioneertown
4.82 out of 5 average rating, 717 reviews

Pioneertown 40 Acre Ranch of the Rising Sun

Welcome to your historic rural oasis on the outskirts of Pioneertown. Showcased in the NY Times fashion section, the property features a rock hot tub or cool dipping pool surrounded by cactus gardens and the Sawtooth mountains. Just minutes from Pappy & Harriet’s in Pioneertown and replete with original art by the late Gerald Zeldin, custom furniture, and a grand piano. Also close to Joshua Tree park and the amenities of Yucca Valley. The historic mining property of The Ranch of The Rising Sun was designed and restored as a completely off-grid haven by filmmakerJulian T Pinder. The Ranch of the Rising Sun, a mining base camp built in the 1920's, is the perfect balance of rustic charm and modern amenities. Off grid on a full solar system and water well, the home also provides high speed wifi, state of the art cooling and heating systems on a smart NEST thermostat, flatscreen tv with Netflix, Amazon etc, new top of the line oven / stovetop, vintage sound system with Bluetooth capabilities, keyless door entry etc. Guests have access to the entire house and property, including the wood burning stove (eucalyptus firewood is provided at all times free of cost), cowboy wood burning hot tub / cool dipping pool, grand piano, native cactus garden, fire pit, outdoor banquet dining table, hammock, alkaline drinking water, and some of the best hiking in the area right out the back door. The house and property are also right off of Pioneertown Road, with no long rough dirt roads to navigate and beat your car up on. The ranch was built and owned by Julian Pinder, who has lived in the area for years. Rent from locals, not out-of-town investors! Entire house and property, as well as endless hiking and adventuring right behind the house on thousands of acres of stunning Wildlands Conservancy land, no tourists or park fees to deal with, just old fashioned exploring! There are detailed self-check in instructions. Tyler, my friend and property manager lives nearby and I'm 5 miles away at my other ranch. We respect your privacy 100% but if you need any advice, help, or have any questions we are always available by text or phone 24 hours a day. Pioneertown was built in the late 40's as a functioning movie set by Roy Rogers and the Sons of Pioneers; hundreds of Westerns have been shot here. Catch live music at Pappy and Harriets, minutes away, and go hiking and horseriding out the back door. Unfortunately you'll need a vehicle out here, it's rural! *There's a very strict maximum of 4 guests in the house as the solar and septic system cannot handle any more than that.

Top guest favourite
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, 280 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.

Top guest favourite
The exterior of the modern home is illuminated at dusk, showcasing a spacious patio area and a saltwater pool with integrated jacuzzi. Soft lighting reflects on the water, surrounded by lounge chairs and the natural landscape of mountains in the background.
Home in Pioneertown
4.93 out of 5 average rating, 133 reviews

Indigotopia | Saltwater Pool, Spa, Fire, Soundbath

Come retreat, relax, and recharge at this modern 2BR sanctuary in Pioneertown near Joshua Tree. 🌵 This retreat has soaring ceilings & a sliding glass door that opens to a covered deck with swings, lounge seating, dining, and a fire pit. Two king bedrooms capture sunrise and sunset over the Sawtooth Mountains and Pipes Canyon. You can use the shared saltwater pool and a private Jacuzzi on the patio, no additional fee! Add a sound bath too if you’d like. Tap ❤️ to save, or book your dates now.

Top guest favourite
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
4.9 out of 5 average rating, 299 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!

Guest favourite
The modern home, nestled among desert vegetation, showcases a green exterior blending with the landscape. Chairs are arranged in a cozy outdoor seating area, with views of the colorful sky during sunset, highlighting the serene environment of the property.
Home in Pioneertown
4.97 out of 5 average rating, 103 reviews

Sage Moon • 5-Acre Pioneertown Escape with Hot Tub

Sage Moon By The Cohost Company-- A Modern Scandinavian Home. Green like the Joshua Trees at Daytime and Black like the Starry Sky at Nightfall. Immerse yourself in the cozy modern interiors with close friends while feeling within nature of the surrounding desert landscape. Open up the sliding doors to your outside oasis including a hot tub, cowboy pool, bocci ball, fire pit, outdoor dining and more. Unwind, relax and spend quality time amidst the serenity of your very own Pioneertown retreat

Top guest favourite
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
4.96 out of 5 average rating, 248 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 favourite
Home in Yucca Valley
4.99 out of 5 average rating, 142 reviews

Designer Joshua Tree Ranch w/ Hot Tub & Views

Welcome to the Skyline Retreat, a stunning 2-bedroom, 2-bathroom designer home by Design Hutch. Nestled on 2.5 acres of scenic landscape with captivating canyon views, our retreat blends vintage elegance with modern luxury. Experience the warmth and tranquility of relaxing fireside in morning coffee, unwinding under the stars in our inviting hot tub, and rejuvenating in our spa-like bathrooms. Immerse yourself in the serene beauty of the desert in a setting that promises an unforgettable stay.

Top guest favourite
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
4.96 out of 5 average rating, 182 reviews

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

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.

Top guest favourite
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, 125 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 favourite
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, 206 reviews

Mulberry & Pine • 2.5 Acres, Design, Views, Spa

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

Top guest favourite
A welcoming outdoor space features a hot tub alongside a wooden table and chairs, all nestled under a wooden pergola adorned with string lights. The setting sun casts a warm glow, creating a serene atmosphere with expansive views of the surrounding landscape.
Home in Pioneertown
4.96 out of 5 average rating, 284 reviews

RanchoPionera: Pappys, Spa, Pool, Views and Stars!

Welcome to Rancho Pionera, an inspired desert ranch escape surrounded by breathtaking views and a 5-min walk to Pappy & Harriets and historic Pioneertown, designed with modern comforts + vintage nuance. Work remotely or lose time escaping work 'off grid' and clearing your mind in the Hot Tub while breathing in 360° views, the Cowboy Pool, communing with Joshua Trees, Stargazing, or connecting with friends in Western retreat mode!

Top guest favourite
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, 484 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

Popular amenities for Pioneertown rentals with a pool

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Avg. price$376 CAD$366 CAD$390 CAD$412 CAD$379 CAD$354 CAD$325 CAD$323 CAD$354 CAD$397 CAD$478 CAD$478 CAD
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Quick stats about vacation rentals with a pool in Pioneertown

  • Total vacation rentals

    Explore 10 vacation rentals in Pioneertown

  • Nightly prices starting at

    Pioneertown vacation rentals start at $306 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Pioneertown vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pioneertown rentals

  • 5 Average rating

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