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 $190 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, 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.

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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
4.9 out of 5 average rating, 328 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!

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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, 118 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

LocationValueSleep quality

Guest favorite
Home in Yucca Valley
4.97 out of 5 average rating, 126 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!

ValueFamilyWifi

Top guest favorite
A modern home with large windows reflects the colorful sunset sky outside. The heated saltwater pool features a spa area with bubbling water, complemented by lounge chairs placed nearby. Desert landscaping surrounds the serene retreat, enhancing the inviting outdoor space.
Home in Joshua Tree
5 out of 5 average rating, 117 reviews

•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.

LocationFamilyAir conditioning

Top guest favorite
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.

ValueFamilyAccuracy

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, 128 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!

ValueFamilyHospitality

Guest favorite
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, 393 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

LocationValueAccess

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, 137 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.

LocationFamilyHot tub

Top guest favorite
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, 291 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!

ValueFamilyGrill

Luxe
Cabin in Yucca Valley
4.99 out of 5 average rating, 521 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

FamilyValueBathroom

Guest favorite
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.

FamilyLocationNearby

Popular amenities for Pioneertown rentals with a pool

When is the best time to visit Pioneertown?

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Avg. price$270$271$297$326$305$271$233$232$254$285$343$343
Avg. temp57°F57°F59°F61°F64°F68°F74°F75°F75°F71°F63°F57°F

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