Holiday rentals with a pool in Pioneertown

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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
4.82 out of 5 average rating, 703 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
An outdoor hot tub is positioned on a stone patio overlooking the desert landscape. Two chairs are placed nearby, and a fire pit is visible, surrounded by natural boulders. Soft clouds float above, enhancing the serene atmosphere of the setting.
Home in Yucca Valley
4.99 out of 5 average rating, 493 reviews

Boulder Amphitheater

Located on an incredible view hill just a mile from the town of Yucca Valley, you can enjoy a National Park-like setting at this 1960 home nestled in a 5-acre amphitheater of boulders. Large windows offer views of town, the National Park, and untouched nature. Comfy hot tub just out the front door and amazing cowboy pool on a rocky hilltop*. Filled with original art by Claudia Bueno and artifacts from around the world. Only 6 miles from each of Pioneertown, the park, and the town of Joshua Tree.

Guest favourite
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, 282 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!

Luxe
A modern architectural home is nestled among desert boulders under a twilight sky. The structure features a striking black facade with large glass windows reflecting the surrounding rugged landscape. Soft lighting accentuates the outdoor seating area, creating a serene ambiance as day transitions to night.
Home in Yucca Valley
4.94 out of 5 average rating, 162 reviews

Black Desert House ft in Architectural Digest

One of the most iconic architectural gems in the High Desert, Oller & Pejic Architecture’s Black Desert House, is placed among boulders as if it landed at night. This home sits on a secluded perch in one of the area’s most exclusive neighborhoods - Rock Reach. Overlooking 440 private acres with landscape that rivals any location in the Joshua Tree National Park, the Black Desert House is a luxury oasis with hot tub and heated pool that remains connected to the elemental rawness of the desert.

Guest favourite
A bright living area features a comfortable, modern sofa adorned with patterned pillows. A stylish lounge chair sits nearby, while natural light filters through sheer curtains, highlighting a rug on the wooden floor. Potted plants add a touch of greenery beside the window.
Home in Flamingo Heights
4.98 out of 5 average rating, 160 reviews

Dog Friendly +Hot Tub +Fire Pit +King Beds

Tap into "chill" at @Mojave_Lofi, a private, serene, desert retreat just 25 mins from Joshua Tree National Park. - XL Hot Tub & Above-Ground Swimming Pool (seasonal) - Dog Friendly w/ bowls & waste bags provided - 2.5 acre lot with fully fenced yard - Cal-King Beds - Grill & Fire Pit - Fully Stocked Kitchen - Game Room with Pool & Ping Pong - Record Collection - Al Fresco Dining - Telescope for stargazing - Washer & Dryer - La Copine, the best restaurant in the high desert, is just steps away!

Top Guest favourite
The cabin is framed by unique Joshua trees and dry desert grass, showcasing a rustic stone chimney. Soft evening light gives the exterior a warm glow, highlighting the earthy tones of the home and its expansive surroundings.
Cabin in Pioneertown
4.97 out of 5 average rating, 240 reviews

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.

Guest favourite
Cabin in Yucca Valley
4.92 out of 5 average rating, 344 reviews

SHANGRI-LAVA : Colorful 1 Bdrm + Hot Tub

Get weird at Shangri-Lava! Pool, hot tub... this place is in a class of its own. Leaned into a mountain on 5 acres of lava rock we harness the unique outdoor spaces that make for a one of a kind experience. This house begs you to pull out your camera! The exterior of our place is meant to remind you how funky the desert can be juxtaposed to its natural serenity. We wanted the outside landscape to keep you on your toes while the inside of the home sweeps you off your feet in peace and comfort.

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, 368 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

Superhost
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
4.91 out of 5 average rating, 200 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 favourite
A serene outdoor space features a wooden deck surrounding a circular hot tub. White metal chairs are positioned nearby, with soft desert landscaping visible. The house's minimalist facade includes a large window and a black door, framed by lush greenery and native plants.
Home in Yucca Valley
4.96 out of 5 average rating, 168 reviews

Yoko Valley: Desert Haven

All you need for a tranquil holiday in Joshua Tree. This property sits central to pioneer town (8 min) and Joshua Tree national Park (18 min). 6 min to the grocery store. Tastefully designed, Yoko Valley rests on a private yard that was made to enjoy the indoor and outdoors all the same. Take a plunge into the cowboy tub, enjoy cooler nights in the barrel sauna, a spacious kitchen or pair your favorite wines as you unwind in unwarranted comfort.

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, 278 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
An outdoor lounging area is set against a colorful sunset, featuring plush bean bag seating and a contemporary fire pit surrounded by sleek chairs. Soft ambient lights are placed along a gravel path, leading to a cowboy pool in the background, creating an inviting atmosphere.
Home in Yucca Valley
4.97 out of 5 average rating, 146 reviews

Villa Champagne • A Beloved JT Desert Retreat

Welcome to Villa Champagne — our beloved desert retreat, a place we come to slow down, breathe, and step away from the pace of everyday life. As we’ve continued to care for and refine it over the years, this desert home has become one of the most loved stays in the area, with 500+ five-star reviews and many guests who have celebrated anniversaries, birthdays, proposals, and meaningful moments here.

Popular amenities for Pioneertown rentals with a pool

When is the best time to visit Pioneertown?

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Avg. price$447 NZD$435 NZD$464 NZD$490 NZD$450 NZD$420 NZD$386 NZD$384 NZD$420 NZD$472 NZD$568 NZD$568 NZD
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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 $364 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Pioneertown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Pioneertown rentals

  • 5 Average rating

    Pioneertown stays are highly rated by guests—averaging 5 out of 5!