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Vacation 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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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, 689 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 favorite
An inviting saltwater pool sits surrounded by a spacious patio featuring three king-sized sunbeds. Outdoor umbrellas provide shade, while rugged desert landscapes and boulders frame the scene, enhancing the serene outdoor area. The home's large glass windows reflect the natural beauty of the surroundings.
Home in Yucca Valley
4.99 out of 5 average rating, 262 reviews

All-Glass Modern Joshua Tree Villa with Salt Water Pool/Spa

Enjoy complete privacy as you are surrounded by boulders and nature at this 6+ acre property. Admire rugged boulders and exotic cacti from the window walls wrapping this private High Desert home. Smooth surfaces and warm accents set a contemporary tone. Three acres of gated paradise include a luxe swimming area, outdoor shower, and fire pit. This property sits between the main entrance to Joshua Tree National Park (15 minute drive) and Pioneertown (10 minute drive). This private relaxing retreat location allows you to reconnect and recenter with nature taking center stage. Featured in Dwell, Home Magazine, ArchDaily & Dezeen! This house has been designed to enjoy the natural landscape. Most walls can slide open to have an indoor/outdoor feel. The house has black out drapes for privacy. The pool/spa area is private with three king sized sunbeds. We will provide guests with an electronic code to access the property via the driveway gate and front door. The entire property is available for this rental. We ask that all guests be careful walking around the property as cactus are numerous. Please leave no trace on the grounds and respect the desert and the wildlife. I am available to answer any questions that you have. The property is in an area that resembles being inside the park. Your retreat begins as you leave paved roads onto desert roads composed of decomposed granite (DG) to get to the property. The house guide provides an overview of day hikes in the park. Please ask for any recommendations if you are interested in hiring a private chef to cook a high desert inspired meal, yoga instructor to teach a class or massage therapist to visit the property during your stay. A vehicle is necessary to get around the area. The home comes complete with Waterworks fixtures, Ann Sacks tile, and locally sourced items and furniture. Art by Jim Olarte. Not formally trained in Architecture, Andrew designed the exterior and interior for Boulder2Sky. Mark's family helped in building items such as the fire pit, the gate and some beds. Solar panels are used to help reduce carbon footprint.

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, 221 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 favorite
An aerial view of a spacious outdoor deck features a hot tub and a fire pit, surrounded by five lounge chairs. The deck is made of natural wood and extends over the desert landscape, creating an inviting area for relaxation and gatherings.
Home in Pioneertown
5 out of 5 average rating, 111 reviews

Cosmic Ranch-Private & Luxurious-Sleeps 8-Hot Tub

2.5 Acre Luxury Hideaway in Pioneertown. Among the gently sloping mountains, Cosmic Ranch is the perfect place to unwind after a day of exploring. This newly designed ranch style home is a short walk to Mane street, Pioneertown and private and spacious. Relax and refresh in the bright and airy yoga room opening to a sprawling outdoor patio with skyline views and starry nights. Rustic and comfy, the outdoor deck offers the perfect retreat for morning coffee and desert sunrises.

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
4.92 out of 5 average rating, 119 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 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, 357 reviews

Heaven's Door By The Cohost Company

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

Guest favorite
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
4.93 out of 5 average rating, 179 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

Top guest favorite
A contemporary villa is illuminated against a twilight sky, featuring a spacious patio and a tranquil saltwater pool. Comfortable lounge chairs are positioned beside the pool, with soft lighting enhancing the inviting atmosphere. Large glass doors connect the indoor and outdoor areas.
Villa in Yucca Valley
4.99 out of 5 average rating, 152 reviews

Mojave Ghost: Lux, Private Sanctuary +

*SMALL WEDDINGS ALLOWED!! *NEWLY BUILT, PRIVATE, GATED VILLA *5 ACRES OF JOSHUA TREES/DESERT! *2023 DESIGN FINALIST IN INTERNATIONAL HOME STAGING COMPETITION. *Saltwater POOL/HOT TUB *PRIVATE YOGA circle *FIRE PIT *Bocce court *CHEF/MASSAGE SERVICES AVAILABLE *TRULY MAGICAL SETTING *SUNSETS, STARS AND NIGHT OWLS !!! *6.5 miles to JOSHUA TREE PARK ENTRANCE *10/15 MIN DRIVE to many MORE FAB places/things TO DO *TESLA car charger on site

Guest favorite
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, 115 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 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, 263 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!

Top guest favorite
A modern house is illuminated with soft purple lighting against a starry night sky, featuring a clear view of the Milky Way. The structure showcases large windows, inviting an airy feel, and a spacious outdoor area with a fountain, fire pit, and lounge seating.
Home in Pioneertown
4.93 out of 5 average rating, 112 reviews

Melody’s Randezvous - walk to Pappy and Red Dog

Welcome to my Melody’s Randezvous, a modern home in the heart of Pioneertown! Enjoy the comfort of walking to Pappy and Red Dog Saloon while settled in a fenced property that comes with a Hot-tub, a fire pit, a projector, a cowboy pool, a bocce field! We drew inspiration from the modern Italian design and created a space that spares no effort to surround you with coziness and fun)

Top guest favorite
The modern retreat features a sleek design with floor-to-ceiling windows, set against a backdrop of rugged mountains. The structure is elevated, blending with the natural landscape, while ambient lighting enhances its silhouette during twilight.
Home in Pioneertown
4.96 out of 5 average rating, 175 reviews

Hi-Desert Fade By Homestead Modern

Escape to Hi-Desert Fade, a modern masterpiece nestled in a private canyon. This stunning retreat features floor-to-ceiling glass, two king bedrooms, a hot tub, and a cowboy tub pool, offering unparalleled desert views. Featured in GOOP and Field Magazine, it's perfect for stargazing and exploring, just a short drive from Pioneertown and Joshua Tree National Park.

Popular amenities for Pioneertown rentals with a pool

Quick stats about vacation rentals with a pool in Pioneertown

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ514 before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace