
Holiday rentals with a pool in Pioneertown
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Pioneertown

Total holiday rentals
Explore 10 holiday rentals in Pioneertown

Nightly prices starting at
Pioneertown holiday rentals start at $246 SGD per night before taxes and fees

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Over 2,190 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Pioneertown holiday 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!
Top-rated rentals with a pool in Pioneertown
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Desert Oasis-Hot Tub, 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 (unheated), 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!

New! Steel-Framed Paxton House Joshua Tree + Pool
Brand new 100% Recycled Steel-framed home in the center of everything Joshua Tree. Salt water pool + upgraded massage therapy hot tub made for recovering athletes for a full body relaxing massage. 10-15 mins to the National Monument, Pioneertown, nature preserve, restaurants and amenities within direct access and short drive to explore! Handmade artisan products including local art, americas made pottery, limited run auction grade photography, handmade rugs, textiles plus inspiring setting view!

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!

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

Steel & Solace · Ft in Dwell, Walk to Pappy's, Spa
Steel & Solace is an iconic modern home offering sweeping desert vistas and premium amenities. Step onto the shaded patio with fire pit, BBQ station, pizza oven, and cozy seating, perfect for morning coffee, sunset cocktails, or al fresco dining. Dip in the pool or hot tub, play bocce and horseshoes, or relax on the meditation deck. Stroll to Pappy’s and Red Dog Saloon. Then unwind in the private courtyard with a soaking tub, fire bowl, zen garden, and outdoor shower for a spa-like experience.

•VillaCascada:ResortStyle •Saltwater Pool/Spa•EV
Welcome to Villa Cascada, a bohemian-luxe retreat in Joshua Tree’s Panorama Heights. This Moroccan-inspired oasis blends modern architecture with desert charm. Enjoy 360° views from giant windows, a heated saltwater pool (Fee for Pool Heat), a spa with waterfalls, and a sunken firepit. Minutes from Joshua Tree NP and downtown, Villa Cascada is crafted for relaxation and adventure. Wake to stunning sunrises, explore nature, or unwind in spa-like luxury. Your unforgettable desert escape awaits.

Indigotopia | Saltwater Pool, Spa, Fire, Hiking
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! Hiking right off the property. Tap ❤️ to save, or book your dates now.

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.

Starlit Cielito | Heated Pool/Spa, Gym, EV, Sonos
Immerse yourself in this newly built luxurious 3 bedroom, 2 Bath home, featuring expansive windows that unveil the breathtaking landscapes, a sparkling heated pool and spa for starlit dips, and a dedicated fitness space. Unwind under endless skies on 2 sprawling acres in your own private oasis, perfect for stargazing and patio gatherings. Wake up to breathtaking sunrises, explore Joshua Tree's otherworldly wonders, then return for a rejuvenating soak in your desert haven.

The Rockstar • 17-Acre Pioneertown Escape, Hot Tub
Welcome to The Rockstar By The Cohost Company! ★ 17 private acres ★ Hot tub ★ Cool-dip Cowboy Tub (Unavailable from Nov-March) ★ Propane Firepit ★ Propane Grill ★ Outdoor dining ★ Bubble chair ★ Foosball table ★ 3 en-suite bathrooms in each bedroom ★ Heating/AC ★ Full kitchen ★ 2 bedrooms in the main house ★ 3rd bedroom in the casita ★ Custom lights, furniture, decor, etc. ▵ @thecohostcompany

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.
Popular amenities for Pioneertown rentals with a pool
House rentals with a pool

Fox Inn • Epic Views, Hot Tub, Cowboy Tub, Grill

Flamingo Rocks-Desert Oasis: Pool | Spa | Rec Room

Calico Landing | Luxury Desert Pool + Spa Retreat

Pool, Pickle, Sauna and Fire - Life Changing Views

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

The Weekend House - Joshua Tree

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

Moonlight Mile • New Home, Epic Views, Hot Tub
Home rentals with a private pool

The Joshua Tree Haven with Heated Pool and Hot Tub

The BlueMoon House-Your Desert Sanctuary
Sunsets, Sauna, Soak Under Stars, Swim in the sun.

The Glasshouse | Joshua Tree w Salt Water Pool/Spa
Other holiday rentals with a pool

Shadow House • Serene Escape, Views, 10-Acres, Spa

The Rum Runner • A Modern Desert Homesteader

Hawkeye Dome · 112 Acres, Pool & Spa, Epic Views

Private | Saltwater Pool | Jacuzzi | View | 1k Rev

Jewel Crest • A Wellness Retreat • Featured in AD

Luxury Oasis | Pool, Hot Tub, Fire Pit, Views

The Prescott House: Heated Pool+HotTub+Views+Stars

Stay Wyld Desert, Checkered Pool & Hot Tub
When is the best time to visit Pioneertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $349 SGD | $351 SGD | $384 SGD | $383 SGD | $352 SGD | $329 SGD | $302 SGD | $300 SGD | $329 SGD | $369 SGD | $444 SGD | $444 SGD |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 20°C | 23°C | 24°C | 24°C | 21°C | 17°C | 14°C |
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