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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Superhost
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
4.81 out of 5 average rating, 724 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, 282 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 favourite
A single-story modern dwelling is set against a serene desert landscape, under a starry night sky. The exterior features large windows and a welcoming entrance, with surrounding desert vegetation and rugged terrain complementing the scene.
Home in Landers
4.93 out of 5 average rating, 134 reviews

Moonlight Mile • New Home, Epic Views, Hot Tub

Welcome to Moonlight Mile By The Cohost Company ✔ 6,000+ acres steps away in the Sand to Snow National Monument ✔ Epic hot tub w/ deep views ✔ Cowboy Tub (Unavailable from Nov-March) ✔ Two Outdoor Showers ✔ Propane firepit ✔ Private covered patio ✔ Propane BBQ ✔ 3 bedrooms, all with en-suite bathrooms ✔ Additional fourth 1/2 bath ✔ Outdoor dining patio ✔ New construction ✔ Yoga mats ✔ Carport EV charger 8 mins ➔ Pappy & Harriet's 8 mins ➔ Pioneertown 10 mins ➔ La Copine 20 mins ➔ Joshua Tree

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
4.89 out of 5 average rating, 304 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
4.96 out of 5 average rating, 108 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

Guest favourite
The property is nestled among rolling hills, featuring an inviting saltwater pool surrounded by sun loungers. The wooden deck of the home overlooks the picturesque landscape, with rocky outcrops and lush shrubbery enhancing the serene environment.
Home in Pioneertown
4.93 out of 5 average rating, 105 reviews

Desert Oasis-Hot Tub, Sauna, Pool, Walk to Pappy’s

Sitting atop the highest property in town, our home offers complete privacy and stunning views from sunrise to sunset. Some highlights include a salt water pool, spa, sauna, piano, artwork by Keely King, 100" cinema tv w/ screening area, vintage stereo w/ bluetooth, chef's kitchen w/ all the cookware and tools you'll need to host: commercial gas range, chef's knives, Zwiesel wine glasses, espresso machine, Weber BBQ & more. And it's just a short walk to Pappy's, Red Dog and Pioneertown!

Guest favourite
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, 376 reviews

Heaven's Door • Pioneertown Modern, Spa, Boulders!

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

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, 207 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, 285 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, 493 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

Guest favourite
Home in Pioneertown
4.96 out of 5 average rating, 271 reviews

Hawk & Mesa By Homestead Modern

Hawk & Mesa by Homestead Modern is a 120-acre Pipes Canyon icon, famously named the "#1 Most Loved Retreat" by Sunset Magazine. This "Cowboy Modern" sanctuary offers a rare architectural experience, blending energy-efficient design with a sprawling landscape of ancient boulders, junipers, and Joshua trees for a truly secluded high-desert escape.

Top guest favourite
A single-story white house is set against a clear blue sky, surrounded by sandy terrain and scattered Joshua trees. The property features an open space with distant mountains visible in the background, providing a serene desert landscape.
Home in Pioneertown
4.98 out of 5 average rating, 213 reviews

Walk to Pappy & Harriet's in Pioneertown

Come escape to Edie's in Pioneertown with expansive views and wide open spaces. Unwind on our wooden covered porch or take a leisurely stroll down to Pappy and Harriets or Red Dog Saloon. End the day with spectacular stargazing that will not disappoint.

Popular amenities for Pioneertown rentals with a pool

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Avg. price$369 CAD$360 CAD$383 CAD$405 CAD$372 CAD$347 CAD$319 CAD$317 CAD$347 CAD$390 CAD$469 CAD$469 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 $369 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

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  • 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

  • 4.9 Average rating

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