
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.

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.

The Rockstar • 17-Acre Pioneertown Escape, Hot Tub
Welcome to The Rockstar By The Cohost Company! ★ 17 private acres ★ Hot tub ★ Cool-dip Cowboy Tub (Unavailable from Nov-March) ★ Propane Firepit ★ Propane Grill ★ Outdoor dining ★ Bubble chair ★ Foosball table ★ 3 en-suite bathrooms in each bedroom ★ Heating/AC ★ Full kitchen ★ 2 bedrooms in the main house ★ 3rd bedroom in the casita ★ Custom lights, furniture, decor, etc. 5 mins ➔ Pappy & Harriet's 5 mins ➔ Pioneertown 10 mins ➔ La Copine 20 mins ➔ Joshua Tree National Park ▵ @thecohos

Infinite Horizon | pool, spa & firepit on 5 acres
Infinite Horizon is a romantic pool property in the Joshua Tree Desert surrounded by boulders and expansive views. Located in Yucca Valley, the "sister-city" of Joshua Tree. You're close enough to explore all the area has to offer, but can retreat back to your private oasis to relax. Expect complete privacy and the best views the area has to offer. Feels like you're on another planet! Perfect for a romantic getaway or small group trip; this property is sure to impress the harshest of critics!

Sage Moon • 5-Acre Pioneertown Escape with Hot Tub
Sage Moon By The Cohost Company-- A Modern Scandinavian Home. Green like the Joshua Trees at Daytime and Black like the Starry Sky at Nightfall. Immerse yourself in the cozy modern interiors with close friends while feeling within nature of the surrounding desert landscape. Open up the sliding doors to your outside oasis including a hot tub, cowboy pool, bocci ball, fire pit, outdoor dining and more. Unwind, relax and spend quality time amidst the serenity of your very own Pioneertown retreat

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.

Cosmic Cowboy · Walk to Pappy's/Pioneertown, Spa
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.

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

Mulberry & Pine • 2.5 Acres, Design, Views, Spa
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

RanchoPionera: Pappys, Spa, Pool, Views and Stars!
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!

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

Hawk & Mesa By Homestead Modern
Hawk & Mesa by Homestead Modern is a 120-acre Pipes Canyon icon, famously named the "#1 Most Loved Retreat" by Sunset Magazine. This "Cowboy Modern" sanctuary offers a rare architectural experience, blending energy-efficient design with a sprawling landscape of ancient boulders, junipers, and Joshua trees for a truly secluded high-desert escape.

Rancho Flamingo-5 acres- pool, privacy, and views
A cozy renovated home nestled on a hilltop, offering privacy and tranquility in a serene desert landscape. With expansive views of the surrounding mountains and the valley below, this is the perfect retreat for those seeking a peaceful getaway and epic sunsets!
Popular amenities for Pioneertown rentals with a pool
House rentals with a pool

Mod Escape with Hot Tub, Pool, and Fire Pit

Shadow House • Serene Escape, Views, 10-Acres, Spa

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

Bijou by The Cohost Company

Sky House - Brand New, Secluded Home

Stay Wyld Desert, Checkered Pool & Hot Tub

Designer Joshua Tree Ranch w/ Hot Tub & Views

Beautiful Hacienda Perfect Joshua Tree location
Home rentals with a private pool

The Joshua Tree Haven with Heated Pool and Hot Tub

The BlueMoon House-Your Desert Sanctuary
Sunsets, Sauna, Soak Under Stars, Swim in the sun.

The Glasshouse | Joshua Tree w Salt Water Pool/Spa
Other vacation rentals with a pool

Desert Mantra • New Home, Spa, 10 Min to JT Park

ZenDen | Getaway With Spa, Saltwater Pool, Views

The Lume House | Spa, cowboy Pool, 7.5 Acres

30 Acre Joshua Tree Estate feat. in Travel+Leisure

Hawkeye Dome · 112 Acres, Pool & Spa, Epic Views

Private | Saltwater Pool | Jacuzzi | View | 1k Rev

Dog Friendly +Hot Tub +Pool +Fire Pit +King Beds

Honu Joshua Tree: Luxury Villa Breathtaking Views
When is the best time to visit Pioneertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $374 CAD | $364 CAD | $388 CAD | $410 CAD | $377 CAD | $352 CAD | $323 CAD | $321 CAD | $352 CAD | $395 CAD | $475 CAD | $475 CAD |
| Avg. temp | 14 °C | 14 °C | 15 °C | 16 °C | 18 °C | 20 °C | 23 °C | 24 °C | 24 °C | 21 °C | 17 °C | 14 °C |
Quick stats about vacation rentals with a pool in Pioneertown

Total vacation rentals
Explore 10 vacation rentals in Pioneertown

Nightly prices starting at
Pioneertown vacation rentals start at $305 CAD per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Pioneertown vacation 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!
Destinations to explore
- Southern California Vacation rentals
- Los Angeles Vacation rentals
- Stanton Vacation rentals
- Channel Islands of California Vacation rentals
- Las Vegas Vacation rentals
- San Diego Vacation rentals
- Phoenix Vacation rentals
- Central California Vacation rentals
- Palm Springs Vacation rentals
- Scottsdale Vacation rentals
- San Fernando Valley Vacation rentals
- Henderson Vacation rentals
- Rentals with a hot tub Pioneertown
- House rentals Pioneertown
- Rentals with a fireplace Pioneertown
- Family-friendly rentals Pioneertown
- Rentals with outdoor seating Pioneertown
- Rentals with a washer and dryer Pioneertown
- Rentals with a firepit Pioneertown
- Pet-friendly rentals Pioneertown
- Rentals with pools San Bernardino County
- Rentals with pools California
- Rentals with pools United States
- Joshua Tree National Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Palm Springs Convention Center
- Snow Summit
- National Orange Show Events Center
- PGA WEST Nicklaus Tournament Course
- PGA WEST Private Clubhouse
- Palm Springs Aerial Tramway
- Monterey Country Club
- Desert Falls Country Club
- Rancho Las Palmas Country Club
- Fantasy Springs Resort Casino
- Indian Canyons
- Indian Wells Golf Resort
- Desert Willow Golf Resort
- Palm Desert Country Club
- Tahquitz Creek Golf Resort
- Snow Valley Mountain Resort
- Big Bear Alpine Zoo
- Alpine Slide at Magic Mountain
- Palm Springs Air Museum
- Whitewater Preserve
- Yaamava' Resort & Casino




