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Vacation rentals with a pool in Pioneertown

Find and book unique homes with a pool on Airbnb

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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Guest favorite
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, 707 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
A single-story modern dwelling is set against a serene desert landscape, under a starry night sky. The exterior features large windows and a welcoming entrance, with surrounding desert vegetation and rugged terrain complementing the scene.
Home in Landers
4.94 out of 5 average rating, 123 reviews

Moonlight Mile • New Home, Epic Views, Hot Tub

Welcome to Moonlight Mile By The Cohost Company ✔ 6,000+ acres steps away in the Sand to Snow National Monument ✔ Epic hot tub w/ deep views ✔ Cowboy Tub (Unavailable from Nov-March) ✔ Two Outdoor Showers ✔ Propane firepit ✔ Private covered patio ✔ Propane BBQ ✔ 3 bedrooms, all with en-suite bathrooms ✔ Additional fourth 1/2 bath ✔ Outdoor dining patio ✔ New construction ✔ Yoga mats ✔ Carport EV charger 8 mins ➔ Pappy & Harriet's 8 mins ➔ Pioneertown 10 mins ➔ La Copine 20 mins ➔ Joshua Tree

Top guest favorite
The exterior of the modern home is illuminated at dusk, showcasing a spacious patio area and a saltwater pool with integrated jacuzzi. Soft lighting reflects on the water, surrounded by lounge chairs and the natural landscape of mountains in the background.
Home in Pioneertown
4.93 out of 5 average rating, 126 reviews

Indigotopia | Saltwater Pool, Spa, Fire, Soundbath

Come retreat, relax, and recharge at this modern 2BR sanctuary in Pioneertown near Joshua Tree. 🌵 This retreat has soaring ceilings & a sliding glass door that opens to a covered deck with swings, lounge seating, dining, and a fire pit. Two king bedrooms capture sunrise and sunset over the Sawtooth Mountains and Pipes Canyon. You can use the shared saltwater pool and a private Jacuzzi on the patio, no additional fee! Add a sound bath too if you’d like. Tap ❤️ to save, or book your dates now.

Guest favorite
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
4.88 out of 5 average rating, 282 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. 5 mins ➔ Pappy & Harriet's 5 mins ➔ Pioneertown 10 mins ➔ La Copine 20 mins ➔ Joshua Tree National Park ▵ @thecohos

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
4.97 out of 5 average rating, 99 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

Guest favorite
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, 161 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 favorite
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, 244 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 favorite
Cabin in Yucca Valley
4.92 out of 5 average rating, 347 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 favorite
A modern desert home is illuminated by warm outdoor lighting, highlighting its sleek architecture. The inviting front patio is furnished with two chairs and a small table, surrounded by natural desert landscaping. Large windows offer views of the expansive surroundings.
Bungalow in Pioneertown
4.93 out of 5 average rating, 459 reviews

ZenDen | Getaway With Spa, Saltwater Pool, Views

Come retreat, relax, and recharge in the Zen Den—a modern 1BR/1BA casita in Pioneertown near Joshua Tree. 🌵 Wake up to sweeping views of the Sawtooth Mountains and Pipes Canyon, then sip coffee on the patio rocking chairs or lounge out back under big desert skies. Enjoy the outdoor kitchen (BBQ, fridge, sink + toaster oven), cool off in the shared saltwater pool, and end the day with a soak in the private hot tub on the back patio. ✨ Add us to your wishlist or book your dates now. ❤️

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, 370 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 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, 280 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!

Guest favorite
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, 149 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$56,488 GYDG$55,024 GYDG$58,581 GYDG$61,928 GYDG$56,907 GYDG$53,141 GYDG$48,747 GYDG$48,538 GYDG$53,141 GYDG$59,627 GYDG$71,761 GYDG$71,761 GYD
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

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$46,028 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,070 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

  • 5 Average rating

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