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Holiday 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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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, 700 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 favourite
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, 279 reviews

The Rockstar By The Cohost Company

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

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, 237 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.

Top guest favourite
Home in Yucca Valley
4.98 out of 5 average rating, 124 reviews

Designer Joshua Tree Ranch w/ Hot Tub & Views

Welcome to the Skyline Retreat, a stunning 2-bedroom, 2-bathroom designer home by Design Hutch. Nestled on 2.5 acres of scenic landscape with captivating canyon views, our retreat blends vintage elegance with modern luxury. Experience the warmth and tranquility of relaxing fireside in morning coffee, unwinding under the stars in our inviting hot tub, and rejuvenating in our spa-like bathrooms. Immerse yourself in the serene beauty of the desert in a setting that promises an unforgettable stay.

Top guest favourite
A large hot tub is positioned outdoors, surrounded by desert landscape and gently rolling hills. Nearby, a firepit area features white benches and lounge chairs, inviting relaxation while enjoying the serene views and warm sunlight.
Home in Pioneertown
4.97 out of 5 average rating, 168 reviews

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

Welcome to Cosmic Cowboy in Pioneertown, CA – where history, rustic charm, and modern comfort collide in the heart of the Old West. Walking distance from the heart of Pioneertown, you'll be able to walk and enjoy dinner and a concert at the famous Pappy & Harriets and a drink at Red Dog Saloon. Immerse yourself in the fascinating past of Pioneertown and soak in the breathtaking views of the surrounding mountains and valley while enjoying all the modern amenities of this ranch-style home.

Top guest favourite
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, 122 reviews

Indigotopia Joshua Tree | Pool, Soundbath, Hiking

A comfortable place place to Retreat-Relax-ReCharge, and heal! Beautiful home, new construction, set on plenty of land. We are tucked away, where desert meets the mountains, in a special energy vortex in the High Desert. Breathtaking views of the Sawtooth Mtn range & Pipes Canyon in Pioneertown, CA. This listing is for the main house. We also have our other listings, "ZEN DEN at INDIGOTOPIA" as well as the entire property listed as "INDIGOTOPIA - a sacred desert retreat space"

Guest favourite
A cowboy tub filled with clear water is positioned in a sandy outdoor area, surrounded by desert landscaping. Nearby, a wooden seating area features a picnic table and chairs, providing an inviting spot for gatherings. The backdrop highlights rolling hills dotted with vegetation.
Guest house in Yucca Valley
4.93 out of 5 average rating, 790 reviews

Hilltop Casita-Amazing Views-Western Hills Estates

Our guest home is located behind the main house in the beautiful neighborhood of Western Hills Estates, we are located near Joshua Tree National Park and Pioneer Town. Our guest home is fully furnished to make your stay comfortable, including a kitchenette with mini fridge, hot plate, and microwave. Enjoy the amazing sunrise, sunsets and views over Yucca Valley and Joshua Tree from this hill top retreat. Please note we do allow dogs with an extra $30 fee.

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, 167 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.

Guest favourite
The exterior view features a modern retreat set against a desert sunset. The house blends with the landscape, surrounded by boulders and desert vegetation. An inviting pool area is visible, complemented by outdoor seating arrangements, showcasing the seamless integration of architecture and nature.
Home in Yucca Valley
4.97 out of 5 average rating, 134 reviews

Rock Reach House | Featured in Forbes + Dwell

Welcome to Rock Reach House by Fieldtrip.  Discover this extraordinary and private retreat nestled in the breathtaking Southern California desert. This modern architectural masterpiece is perched amidst an unspoiled high desert landscape, surrounded by majestic weathered boulders, ancient juniper, pinón, and desert oak trees. Located in a private community, Rock Reach House offers an unparalleled blend of luxury, style, and tranquility.

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, 275 reviews

RanchoPionera: Daddy's, Spa, Pool, Views!

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 favourite
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, 450 reviews

ZenDen -Perfect Joshua Tree couples desert getaway

A special place to Retreat-Relax-ReCharge! New construction. Enjoy a quiet modern Zen Den tucked away where the desert meets the mountains in a special energy vortex in the High Desert. Breathtaking views of the Sawtooth Mtn range, Pipes Canyon, and amazing all around us! We sit at 4500ft above sea level, so we have beautiful weather, and about 5-10 deg cooler difference from Joshua Tree in the summer time.

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, 138 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

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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 £164 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 & 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

  • 5 Average rating

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