
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.

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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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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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

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

•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.
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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

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!
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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
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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.
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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

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
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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.
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Popular amenities for Pioneertown rentals with a pool
House rentals with a pool

Shadow House • Serene Escape, Views, 10-Acres, Spa
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Flamingo Rocks-Desert Oasis: Pool | Spa | Rec Room
FamilyValueComfort

Calico Landing | Luxury Desert Pool + Spa Retreat
ValueFamilyCleanliness

Villa Marrakech • Moroccan Luxury, Pool & Spa
LocationValueKitchen

Mulberry & Pine • 2.5 Acres, Design, Views, Spa
FamilyLocationLayout

Alta Mira | views, pool, spa, firepit + game room
ValueFamilySleep quality

New! Steel-Framed Paxton House Joshua Tree + Pool
ValueFamilyDecor

Moonlight Mile • New Home, Epic Views, Hot Tub
FamilyValueBathroom
Other vacation rentals with a pool

Cosmic Cowboy · Walk to Pappy's/Pioneertown, Spa
FamilyLocationView

30 Acre Joshua Tree Estate feat. in Travel+Leisure
LocationValueBathroom

A cozy desert home in a mini botanical garden
ValueFamilyCleanliness

Hilltop Casita-Amazing Views-Western Hills Estates
LocationValueAir conditioning

Luxury Oasis | Pool, Hot Tub, Fire Pit, Views
FamilyLocationSolo travel

Overlook JT • Pool & Spa, Sweeping Views Near Park
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'Desert Wild' Joshua Tree, Pool and Hot Tub
ValueFamilyBackyard

Stargazer Cabin • Hot Tub, Cold Plunge, Epic Views
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When is the best time to visit Pioneertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $270 | $271 | $297 | $326 | $305 | $271 | $233 | $232 | $254 | $285 | $343 | $343 |
| Avg. temp | 57°F | 57°F | 59°F | 61°F | 64°F | 68°F | 74°F | 75°F | 75°F | 71°F | 63°F | 57°F |
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