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.

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

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. 5 mins ➔ Pappy & Harriet's 5 mins ➔ Pioneertown 10 mins ➔ La Copine 20 mins ➔ Joshua Tree National Park ▵ @thecohos

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.

Anja Acres | w/custom pool, spa, & pickleball

Anja Acres is a luxury desert escape with panoramic views, a designer pool, and a resort-style backyard built for unforgettable stays. Relax in the pool, hot tub, or play on the scenic pickleball court, all surrounded by jaw-dropping desert scenery. We’ve packed the home with family-friendly games, outdoor lounging spaces, and stylish interiors, creating a spotless, high-end retreat far beyond the typical dusty rental. Perfect for groups seeking adventure and relaxation under the desert sky.

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

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

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!

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

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.