Vacation rentals with a pool in Pioneertown

Find and book unique homes with a pool on Airbnb

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 G$39,773 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Pioneertown vacation rentals include wi-fi 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.

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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, 748 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.

Guest favorite
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
4.91 out of 5 average rating, 120 reviews

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!

Top guest favorite
A modern, steel-framed home features large glass windows reflecting a vibrant sunset. A saltwater pool with illuminated water is surrounded by wooden loungers and outdoor seating, creating a spacious area ideal for relaxation and outdoor enjoyment.
Home in Yucca Valley
4.99 out of 5 average rating, 103 reviews

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!

Top guest favorite
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, 322 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 favorite
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, 115 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

Luxe
Home in Pioneertown
4.88 out of 5 average rating, 107 reviews

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.

Top guest favorite
Home in Pioneertown
4.96 out of 5 average rating, 203 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 favorite
A modern home is showcased against a desert landscape, featuring large windows that invite natural light. Joshua trees and desert flora surround the property, complementing the neutral exterior. The garage door is visible, enhancing the streamlined design of the house.
Home in Yucca Valley
4.97 out of 5 average rating, 131 reviews

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.

Guest favorite
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
4.92 out of 5 average rating, 221 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

Guest favorite
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, 510 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 -Cowboy Tub -Tesla Charger -Multiple Fire-pits -Parachute Linens -Sonos Sound System -Endless Desert Views -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

Superhost
An aerial view captures a modern house nestled in the desert landscape, surrounded by rugged terrain and low shrubbery. The setting sun casts warm hues across the sky, contrasting with the distant mountains under a vast, open horizon.
Home in Pioneertown
4.87 out of 5 average rating, 297 reviews

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

Guest favorite
Home in Pioneertown
4.96 out of 5 average rating, 279 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.

Popular amenities for Pioneertown rentals with a pool

When is the best time to visit Pioneertown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$56,519 GYDG$56,729 GYDG$62,171 GYDG$61,962 GYDG$56,938 GYDG$53,170 GYDG$48,774 GYDG$48,565 GYDG$53,170 GYDG$59,659 GYDG$71,800 GYDG$71,800 GYD
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C