Luxury Vacation Rentals with a Private Pool in Pioneertown
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 11 private pool vacation rentals – enter your dates for availability.
Yucca Valley, California
Wander High Desert Modern
Next avail.
Dec 3 - Dec 4
510
Yucca Valley, California
Wander High Desert Canyon
Next avail.
Dec 3 - Dec 4
38
Pioneertown, California
Wander Pioneertown Harmony
Next avail.
Dec 3 - Dec 4
12
Pioneertown, California
Wander Pioneertown Retreat
Next avail.
Dec 3 - Dec 4
12
Yucca Valley, California
Wander Joshua Tree Hilltop
Next avail.
Dec 3 - Dec 4
716
Yucca Valley, California
Wander Black Desert
Next avail.
Dec 4 - Dec 5
24
Sweet deal
Pioneertown, California
Wander Pioneertown Ranch
Next avail.
Dec 3 - Dec 4
14
Yucca Valley, California
Wander High Desert Boulders
Next avail.
Dec 8 - Dec 9
24
Welcome to private poolside luxury in Pioneertown
Find your own desert horizon with Wander’s luxury private-pool vacation rentals in Pioneertown, California. Each stay balances boutique-hotel polish with the ease of a private home, framed by sweeping High Desert views and sun-soaked skies.
Expect resort-level privacy with a pool all to yourself, generous sun decks, spa hot tubs, and lounge-ready patios. Inside, enjoy hotel-grade bedding, pristine cleaning, designer kitchens, dedicated workstations with ultra fast WiFi, and fitness spaces for a quick sweat. With 24/7 concierge and consistently beautiful homes, Wander makes it effortless to arrive, unwind, and live poolside from sunrise to starlight.
Yucca Valley, California
Wander High Desert Canyon
Next avail.
Dec 3 - Dec 4
38
Yucca Valley, California
Wander High Desert Modern
Next avail.
Dec 3 - Dec 4
510
Yucca Valley, California
Wander High Desert Boulders
Next avail.
Dec 8 - Dec 9
24
Pioneertown, California
Wander Yucca Valley Haven
38
5
Pioneertown, California
Wander Pioneertown Oasis
24
Pioneertown, California
Wander Pioneertown Harmony
Next avail.
Dec 3 - Dec 4
12
Pioneertown, California
Wander Pioneertown Retreat
Next avail.
Dec 3 - Dec 4
12
Yucca Valley, California
Wander Joshua Tree Hilltop
Next avail.
Dec 3 - Dec 4
716
Yucca Valley, California
Wander High Desert Modern
Next avail.
Dec 11 - Dec 14
510
Yucca Valley, California
Wander High Desert Canyon
Next avail.
Dec 4 - Dec 7
38
Pioneertown, California
Wander Pioneertown Harmony
Next avail.
Dec 4 - Dec 7
12
Pioneertown, California
Wander Pioneertown Retreat
Next avail.
Dec 4 - Dec 7
12
Yucca Valley, California
Wander Joshua Tree Hilltop
Next avail.
Dec 4 - Dec 7
716
Yucca Valley, California
Wander Black Desert
Next avail.
Dec 4 - Dec 7
24
Sweet deal
Pioneertown, California
Wander Pioneertown Ranch
Next avail.
Dec 11 - Dec 13
14
Yucca Valley, California
Wander High Desert Boulders
Next avail.
Dec 18 - Dec 21
24
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Pioneertown
Yucca Valley, California
Wander High Desert Modern
Next avail.
Dec 3 - Dec 4
510
Yucca Valley, California
Wander High Desert Canyon
Next avail.
Dec 3 - Dec 4
38
Pioneertown, California
Wander Pioneertown Harmony
Next avail.
Dec 3 - Dec 4
12
Pioneertown, California
Wander Pioneertown Retreat
Next avail.
Dec 3 - Dec 4
12
Yucca Valley, California
Wander Joshua Tree Hilltop
Next avail.
Dec 3 - Dec 4
716
Yucca Valley, California
Wander Black Desert
Next avail.
Dec 4 - Dec 5
24
Sweet deal
Pioneertown, California
Wander Pioneertown Ranch
Next avail.
Dec 3 - Dec 4
14
Yucca Valley, California
Wander High Desert Boulders
Next avail.
Dec 8 - Dec 9
24
Discover more beyond the pool in Pioneertown
Born as a live-in frontier set in the 1940s, Pioneertown blends Old West character with the quiet magnetism of the High Desert. Weathered facades along Mane Street, big-sky sunsets, and crystal-clear constellations create a sense of place that is cinematic yet unhurried.
Joshua Tree’s otherworldly boulder fields and yucca forests are close enough for sunrise outings and golden-hour photography. Add an acclaimed live music culture and a growing arts scene in nearby desert towns, and the area becomes a year-round draw for creatives and adventure seekers alike. This is why Wander’s luxury private-pool vacation rentals in Pioneertown are the perfect choice, whether you travel for work or leisure.