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 €165 per night before taxes and fees

  • Verified guest reviews

    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.

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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, 753 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
A heated pool reflects the vibrant sunset sky, surrounded by natural boulders and a spacious deck area. The serene water surface mirrors the stunning colors, creating a peaceful atmosphere. The property features a flat stone patio for relaxation overlooking the desert landscape.
Home in Yucca Valley
4.98 out of 5 average rating, 585 reviews

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

A unique & unforgettable desert experience with stunning views from the heated pool and in-ground salt water spa deck *Enjoy spectacular sunsets and stargazing by an open fire. *STARLINK WiFi *Separate Activity & Movie room. *Take beautiful canyon hikes in solitude right from the front door through the Sand to Snow National Monument. This 5 acre property is private, quiet and peacefully nestled amongst and surrounded by huge boulders and wildlife on a hillside overlooking the desert for miles.

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, 117 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

Top guest favourite
Home in Yucca Valley
4.98 out of 5 average rating, 123 reviews

Pool, Pickle, Sauna and Fire - Life Changing Views

Escape to Aqua Vista, a modern retreat on 5 private acres with spectacular views near Joshua Tree! This 3-bedroom, 2-bath oasis features a private pickleball court, sparkling saltwater pool, hot tub and sauna. Relax under starry skies, enjoy breathtaking sunsets, or gather around the fire pit. With a fully equipped kitchen, stylish decor, and peaceful desert vibes, Aqua Vista is perfect for your next adventure. Explore Joshua Tree National Park, then unwind in luxury. Your desert escape awaits!

Top guest favourite
The entrance features a wooden door framed by two large windows, providing natural light. A shaded porch area is furnished with a comfortable lounge area, a wooden table, and a swing chair. Decorative plants and soft lighting enhance the welcoming atmosphere.
Home in Joshua Tree
5 out of 5 average rating, 537 reviews

'Desert Wild' Joshua Tree, Pool and Hot Tub

Desert Wild is a two bedroom, two bathroom oasis with a pool and hot tub located in the safe residential neighborhood of South Joshua Tree. We are a 10 minute drive from the West entrance of Joshua Tree National park and a 5 minute drive to the downtown shops, cafes and galleries. Desert Wild is a place to unwind, relax and enjoy the slow pace of the desert. We invite you to cool off in our pool after hiking, soak in our bath and enjoy the cactus garden, or star gaze from our hot tub at night.

Guest favourite
An expansive outdoor space features a designer pool and a modern fire pit, surrounded by lounge chairs. The contemporary structure stands in the background against a sunset sky, highlighting the desert landscape and providing a serene escape.
Home in Yucca Valley
4.96 out of 5 average rating, 169 reviews

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.

Top guest favourite
A modern living area is highlighted by large glass doors that open to breathtaking desert views. A light-colored sofa is positioned beside a natural wood coffee table, inviting relaxation. Wood-paneled ceilings add warmth, while the surrounding landscape enhances the spacious feel.
Home in Yucca Valley
4.98 out of 5 average rating, 115 reviews

The Weekend House - Joshua Tree

Discover The Weekend House, a uniquely secluded desert oasis just minutes from Joshua Tree National Park. This striking modern architectural home and popular Airbnb, now under new ownership, is nestled in a genuinely private 10-acre desert sanctuary. With its blend of minimalism and luxury, The Weekend House is designed to be a space of relaxation, offering all the amenities for your comfort. This private locale is perfect for a romantic escape or a memorable retreat with friends or family.

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
4.91 out of 5 average rating, 124 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, 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, 392 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

Top guest favourite
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, 136 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.

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, 290 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
Home in Pioneertown
4.96 out of 5 average rating, 283 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

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