Holiday rentals with a pool in Pioneertown

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.

Boulder Amphitheater

Located on an incredible view hill just a mile from the town of Yucca Valley, you can enjoy a National Park-like setting at this 1960 home nestled in a 5-acre amphitheater of boulders. Large windows offer views of town, the National Park, and untouched nature. Comfy hot tub just out the front door and amazing cowboy pool on a rocky hilltop*. Filled with original art by Claudia Bueno and artifacts from around the world. Only 6 miles from each of Pioneertown, the park, and the town of Joshua Tree.

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!

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.

SHANGRI-LAVA : Colorful 1 Bdrm + Hot Tub

Get weird at Shangri-Lava! Pool, hot tub... this place is in a class of its own. Leaned into a mountain on 5 acres of lava rock we harness the unique outdoor spaces that make for a one of a kind experience. This house begs you to pull out your camera! The exterior of our place is meant to remind you how funky the desert can be juxtaposed to its natural serenity. We wanted the outside landscape to keep you on your toes while the inside of the home sweeps you off your feet in peace and comfort.

Casa Los Altos, Scenic Desert Hideaway, Dogs ok

Welcome to Casa de Los Altos. Perched atop nearly an acre on a secluded lot, our home showcases beautiful panoramic desert mountain views! We are a 4-minute drive to downtown Yucca Valley, 10-minute drive to Pioneertown, 20-minute drive to Joshua Tree National Park, and 45-minute drive to Palm Springs. Our newly renovated home features a hot tub, cowboy pool, outdoor deck with loungers and propane fire pit - and offers relaxation with modern conveniences, shopping, and restaurants close by.

HDP The Library | Luxe Desert Cabin w/ Soaking Tub

Welcome to a sanctuary for reflection, creativity, and stillness. This thoughtfully curated hideaway features a large soaking tub and access to the stunning shared pool and hot tub at High Desert Protocol. Set two miles up a quiet dirt road, this ever-evolving 6-acre desert compound borders public land—offering a rare sense of vastness, privacy, and possibility, perfect for seclusion and connection. (Interested in a full buyout? The entire property sleeps 16 guests. Inquire for details.)

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.

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

ZenDen | Getaway With Spa, Saltwater Pool, Views

Come retreat, relax, and recharge in the Zen Den—a modern 1BR/1BA casita in Pioneertown near Joshua Tree. 🌵 Wake up to sweeping views of the Sawtooth Mountains and Pipes Canyon, then sip coffee on the patio rocking chairs or lounge out back under big desert skies. Enjoy the outdoor kitchen (BBQ, fridge, sink + toaster oven), cool off in the shared saltwater pool, and end the day with a soak in the hot tub. ✨ Add us to your wishlist or book your dates now. ❤️

Villa Champagne • A Beloved JT Desert Retreat

Welcome to Villa Champagne — our beloved desert retreat, a place we come to slow down, breathe, and step away from the pace of everyday life. As we’ve continued to care for and refine it over the years, this desert home has become one of the most loved stays in the area, with 500+ five-star reviews and many guests who have celebrated anniversaries, birthdays, proposals, and meaningful moments here.

Desert Wanderlust Luxury Stay w/ Heated Pool + Spa

Welcome to our luxury oasis in Joshua Tree! Nestled amidst the breathtaking desert landscape, our beautiful house offers the perfect getaway for those seeking relaxation, adventure, and the beauty of nature. Come experience the allure of Joshua Tree starting with your backyard. Heated Pool, hot tub, fire pit and BBQ.