
Family-friendly holiday rentals in Pioneertown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pioneertown
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Indigotopia | Saltwater Pool, Spa, Fire, Soundbath
Come retreat, relax, and recharge at this modern 2BR sanctuary in Pioneertown near Joshua Tree. 🌵 This retreat has soaring ceilings & a sliding glass door that opens to a covered deck with swings, lounge seating, dining, and a fire pit. Two king bedrooms capture sunrise and sunset over the Sawtooth Mountains and Pipes Canyon. You can use the shared saltwater pool and a private Jacuzzi on the patio, no additional fee! Add a sound bath too if you’d like. Tap ❤️ to save, or book your dates now.

Casita on quiet desert hillside / fire pit & grill
Nested on the Southern hillside overlooking the valley, you’ll rise to a colored sky while you drink your morning coffee in the pergola with a mountain view and take a stroll on one of the nearby trails in peace and quiet. Then take a less than 5 minute drive to one of the MANY neighborly boutiques and cafés in the old town of Yucca Valley. Mosey back to the house to catch the sherbet sunset as you make that desert fire in our fire-pit. There’s your perfect day in the contemporary cowboy Casita.

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.

SHANGRI-LAVA : Colorful 1 Bdrm + Hot Tub
Get weird at Shangri-Lava! Pool, hot tub... this place is in a class of its own. Leaned into a mountain on 5 acres of lava rock we harness the unique outdoor spaces that make for a one of a kind experience. This house begs you to pull out your camera! The exterior of our place is meant to remind you how funky the desert can be juxtaposed to its natural serenity. We wanted the outside landscape to keep you on your toes while the inside of the home sweeps you off your feet in peace and comfort.

Aberdeen Arrow (a midcentury bohemian retreat)
Welcome to Aberdeen Arrow, the perfect desert retreat to explore or relax in the High Desert. The mid-century modern cabin, situated on 2.5 acres, was decorated to reflect the modern eclectic bohemian flair of the area. The home, surrounded by Joshua Trees and local flora and fauna, offers sweeping views of the magical mountains of Pipes Canyon and Burns Canyon. The home is mere minutes away from La Copine, Pappy & Harriet's, Pioneertown Mountains Preserve, Joshua Tree Park, and shopping.

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.

White Desert House: Luxe Hideaway • Views • Spa
White Desert House: Luxe hideaway in a magical spot on 2.5 acres with privacy, quiet, and stunning vistas, but still just 15 minutes to Joshua Tree and 5 minutes to downtown Yucca Valley. Bordering the exclusive Rock Reach neighborhood, the house is perfect for a relaxing getaway while being central to conveniences. Outside, enjoy the fire pit and a hot tub under the stars among Joshua Trees and cacti. Inside, designer furnishings and comfortable beds await. IG: @white_desert_house

Ladera House - Stunning Views at a Modern Retreat
Perched on top of the Mesa, this newly built home on 10 acres of land offers National Park-esque views in the day and highlights the vast Milky Way at night. Soak in the double slipper claw foot tub and gaze out into a sea of Joshua Trees or take in the desert sky on the back porch while shooting stars soar over head. If you are looking for an escape away from the masses yet still close to all the "fun" Joshua Tree and Yucca Valley have to offer, look no further than Ladera House.

Valley View Ranch – Desert Views, Walk to Mane St
Escape to Pioneertown and let the desert work its magic. Valley View Ranch offers endless views and stylish comfort just a 3-minute walk to Mane Street. Grab tacos at Red Dog, catch a show at Pappy & Harriet’s, or browse local boutiques. Then soak in the private hot tub, cozy up by the fire pit, and stargaze the night away. Whether you're here to unwind, explore, or reset—this high desert retreat will leave you dreaming of your next visit. ★ ValleyViewRanch_Pioneertown ★

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!

PIONEERTOWN RANCH Designer Retreat 15 Acres
Crowning 15 untouched acres, Pioneertown Ranch is a spectacular desert oasis crafted just for you. Delight in a 3 bedroom ranch house, outdoor bar area, garden, artist building, yoga circle & cedar spa designed with your relaxation in mind. Under a blanket of desert stars, enjoy a fun-filled girls’ weekend trip, exchange your wedding vows here, get centered with a spiritual retreat, or enjoy a one-of-a-kind romantic getaway.

Pioneertown Oasis | Walk To Pappys| Hot Tub| Stars
This desert gem property is nestled against a beautiful mountain-scape, walking distance to all Pioneertown has to offer including Pappy & Harriets & Red Dog Saloon. ★ Hot Tub ★ California King Bed ★ Large open floor plan ★ One-Of-A-Kind Outdoor Bed ★ Stargazing Hammocks ★ Bespoke Outdoor Art Collection ★ Private Old Western Themed “Barn Café” and “Zen Shed” ★ Propane BBQ ★ 10 minute starlit walk to Historic Pioneertown
Popular amenities for Pioneertown family-friendly rentals
Family-friendly home rentals with a hot tub

License To Chill | Cowboy Tub | Enclosed Yard

The Glasshouse | Joshua Tree w Salt Water Pool/Spa

Hawk & Mesa By Homestead Modern

Joshua Tree - Under the Stars-Pool, Spa & Fire pit

Luxury Oasis | Pool, Hot Tub, Fire Pit, Views

Villa Champagne • A Beloved JT Desert Retreat

Pioneertown 40 Acre Ranch of the Rising Sun

Stay Wyld Desert, Checkered Pool & Hot Tub
Family- and pet-friendly home rentals

Infinite Horizon | pool, spa & firepit on 5 acres

Heaven's Door • Pioneertown Modern, Spa, Boulders!

The Loft- 20 min from JT national Park

Escape The City Experience The High Desert!

Joshua Tree Beach House

Dog Friendly +Hot Tub +Fire Pit +King Beds

Magical 5-acre ranch house in Joshua Tree!

Hangout by the Firepit | Staycation, Cowboy Tub
Family-friendly home rentals with a pool

Casa Los Altos, Scenic Desert Hideaway, Dogs ok

Sweeping Views, Pool, Hot Tub

Rock Reach House by Fieldtrip | Boulders + Views

Hilltop Casita-Amazing Views-Western Hills Estates

Navajo Trail House with Hot Tub

The Sunset Showdown

Terra Nova | Hot Tub | Fire Pit | Desert Views

Rancho Flamingo-5 acres- pool, privacy, and views
When is the best time to visit Pioneertown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $334 SGD | $332 SGD | $353 SGD | $374 SGD | $341 SGD | $271 SGD | $276 SGD | $282 SGD | $339 SGD | $343 SGD | $425 SGD | $423 SGD |
| 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 holiday rentals that are family-friendly in Pioneertown

Total holiday rentals
Explore 30 holiday rentals in Pioneertown

Nightly prices starting at
Pioneertown holiday rentals start at $215 SGD per night before taxes and fees

Verified guest reviews
Over 4,350 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Pioneertown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pioneertown rentals

4.9 Average rating
Pioneertown stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a washing machine and dryer Pioneertown
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- House rentals Pioneertown
- Rentals with pools Pioneertown
- Rentals with outdoor seating Pioneertown
- Rentals with a hot tub Pioneertown
- Rentals with a firepit Pioneertown
- Pet-friendly rentals Pioneertown
- Family-friendly rentals San Bernardino County
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