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.

%{current} / %{total}1 / 1
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, 699 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
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, 117 reviews

Moonlight Mile By The Cohost Company

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 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
A wooden deck features a hot tub, surrounded by lush desert vegetation and mountain views in the background. Two lounge chairs are positioned nearby, offering a relaxing space to enjoy the scenery.
Home in Yucca Valley
4.94 out of 5 average rating, 362 reviews

Casa Los Altos, Scenic Desert Hideaway, Dogs ok

Welcome to Casa de Los Altos. Perched atop nearly an acre on a secluded lot, our home showcases beautiful panoramic desert mountain views! We are a 4-minute drive to downtown Yucca Valley, 10-minute drive to Pioneertown, 20-minute drive to Joshua Tree National Park, and 45-minute drive to Palm Springs. Our newly renovated home features a hot tub, cowboy pool, outdoor deck with loungers and propane fire pit - and offers relaxation with modern conveniences, shopping, and restaurants close by.

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

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, 365 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 favourite
A modern desert sanctuary is set against a backdrop of rolling hills at dusk. Solar panels line the roof, while a tranquil pool is framed by natural landscaping. The property features stone pathways and native cacti, blending seamlessly with its serene desert surroundings.
Home in Yucca Valley
5 out of 5 average rating, 246 reviews

Calico Landing Pool & Spa Desert Retreat

Welcome to Calico Landing, a peaceful modern retreat perched on a hillside in Yucca Valley, just minutes from Joshua Tree National Park. Here, open skies, warm desert light, and calm nights create the perfect setting to slow down. Spend your days by the pool, soaking in the spa, or enjoying uninterrupted desert views. Inside, the open concept layout, warm modern finishes, and spa inspired bathrooms offer a comfortable and restorative space to unwind and reconnect

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, 196 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 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: Pappys, 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.

Popular amenities for Pioneertown rentals with a pool

When is the best time to visit Pioneertown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 231€ 225€ 240€ 254€ 233€ 218€ 200€ 199€ 218€ 235€ 258€ 267
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

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 € 189 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!