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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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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.

Top Guest favourite
A heated pool reflects the vibrant sunset sky, surrounded by natural boulders and a spacious deck area. The serene water surface mirrors the stunning colors, creating a peaceful atmosphere. The property features a flat stone patio for relaxation overlooking the desert landscape.
Home in Landers
4.98 out of 5 average rating, 546 reviews

Flamingo Rocks-Desert Oasis: Pool | Spa | Rec Room

A unique & unforgettable desert experience with stunning views from the heated pool and in-ground salt water spa deck *Enjoy spectacular sunsets and stargazing by an open fire. *STARLINK WiFi *Separate Activity & Movie room. *Take beautiful canyon hikes in solitude right from the front door through the Sand to Snow National Monument. This 5 acre property is private, quiet and peacefully nestled amongst and surrounded by huge boulders and wildlife on a hillside overlooking the desert for miles.

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, 238 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
A modern green building is situated against a mountainous backdrop, showcasing large glass doors that open to the outdoors. The landscape features desert shrubs, boulders, and a gravel path leading to the entrance, punctuated by gentle hill slopes in the distance.
Home in Yucca Valley
4.96 out of 5 average rating, 122 reviews

The Loft- 20 min from JT national Park

20 minutes drive to JT National park, five minutes drive to Pappy & Harriets and walking distance to Frontier Cafe, the Loft is located in a quite neighborhood with breathtaking views of the valley from east to west. The building is a minimally designed unique space, equipped with brand new appliances and fixtures. The interior and the patio space offer everything you need from a sand filtered soaking tub to a 150" Projector for a relaxing stay in the High desert. Note: Seasonal Soaking Tub

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, 169 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.

Guest favourite
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, 198 reviews

Mulberry & Pine By The Cohost Company

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 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.
Guesthouse in Yucca Valley
4.93 out of 5 average rating, 793 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, 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.

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, 136 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.

Guest favourite
A cozy glamping unit sits amid the desert landscape, framed by unique Joshua trees. Golden grasses and sandy paths connect the dwelling to the surroundings, under a soft pastel sky transitioning from dusk. The serenity of nature is evident in the open space.
Tiny home in Yucca Valley
4.97 out of 5 average rating, 720 reviews

Kooks Corner + Pool & Hot Tub

Take a break from the daily stresses of life, catch stunning sunrises, soak in breathtaking sunsets, and gaze at the vast star-filled sky at Joshua's Treehouses. An exceptional boutique style glamping experience near Joshua Tree National Park, Joshua’s Treehouses hosts unique accommodations to choose from on its sprawling 5-acre glampground. Relax, unwind, reconnect with nature, and immerse yourself in the beauty of the high desert.

Guest favourite
A modern outdoor space features comfortable seating on a shaded patio. Two sofas face a central fire pit, surrounded by desert landscape. Large glass doors lead to the interior living area, enhancing the connection to nature. Soft, neutral tones and natural materials create a cohesive design.
Cabin in Yucca Valley
4.99 out of 5 average rating, 465 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 -Tesla Charger -Multiple Fire-pits -Parachute Linens -Sonos Sound System -Endless Desert Views -Multiple Cowboy Tubs -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

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 | Desert Getaway With Hot Tub, Pool, Views

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.

Popular amenities for Pioneertown rentals with a pool

When is the best time to visit Pioneertown?

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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 $326 AUD 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!