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.

0 of 0 items showing

1 of 3 pages

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.

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, 119 reviews

"Upgraded" Villa Champagne Desert Couple Retreat

Introducing the upgraded version of our beloved desert retreat, now known as Villa Champagne. With over 420 five-star reviews under its former name, this cherished haven has undergone a transformation to elevate your desert getaway to new heights of luxury and comfort. Nestled on two acres of serene desert landscape and just a short drive from Joshua Tree National Park's west entrance, Villa Champagne offers a space to unwind and connect with nature. Perfect for those seeking a peaceful escape

Vacation rentals with a pool in Pioneertown

Top-rated rentals with a pool in Pioneertown

Vacation rentals for every style

Popular amenities for Pioneertown rentals with a pool

House rentals with a pool

Other vacation rentals with a pool

Quick stats about vacation rentals with a pool in Pioneertown

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Destinations to explore