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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.

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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, 705 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 favourite
A modern outdoor patio area is featured, with sleek white chairs arranged around a central firepit. A large glass sliding door reveals the interior dining space. The backdrop showcases hills under a colorful sunset sky, adding a serene touch to the setting.
Home in Pioneertown
4.97 out of 5 average rating, 119 reviews

pioneertown lodge — walk to pappy's, epic views

Escape to Pioneertown and let the desert work her magic on you. Set back on a dirt road with endless views, this stylish and minimalist Scandi boho retreat feels worlds away from everything, but Pioneertown's Mane street is only about a mile away. Walk to get tacos at Red Dog, see a show at Pappy and Harriet's, or check out some of the new boutiques on Mane Street. Come home and enjoy a soak in the hot tub, light a fire in the propane firepit, and do some stargazing. You'll never want to leave.

Top guest favourite
A cozy living room features a comfortable sectional sofa and an accent chair, complemented by a colorful area rug. A small coffee table and books are placed nearby. Natural light enters through a large window, highlighting the warm tones of the walls and furnishings.
Guest house in Pioneertown
4.97 out of 5 average rating, 102 reviews

Casa Gatito: Stargazing Haven & Joshua Tree Views

Remote guest house situated in the Rimrock section of Pioneertown. On the super private 2.5 acres with over a hundred Joshua trees. Views of mesas, rock formations and distant mountains lend to the feeling of greater space all around. Furnished with one queen size bed bedroom, living room sofa, outdoor lounge furniture and fire pit. Kitchenette, drinkware, dinnerware. Pappy + Harriet's and the Red Dog Saloon just 8 minutes down the road. 1 min to Rimrock Ranch. 32 mins to JT Park (20.9 miles).

Guest favourite
A wooden deck features a hot tub, surrounded by lush desert vegetation and mountain views in the background. Two lounge chairs are positioned nearby, offering a relaxing space to enjoy the scenery.
Home in Yucca Valley
4.95 out of 5 average rating, 372 reviews

Casa Los Altos, Scenic Desert Hideaway, Dogs ok

Welcome to Casa de Los Altos. Perched atop nearly an acre on a secluded lot, our home showcases beautiful panoramic desert mountain views! We are a 4-minute drive to downtown Yucca Valley, 10-minute drive to Pioneertown, 20-minute drive to Joshua Tree National Park, and 45-minute drive to Palm Springs. Our newly renovated home features a hot tub, cowboy pool, outdoor deck with loungers and propane fire pit - and offers relaxation with modern conveniences, shopping, and restaurants close by.

Top guest favourite
A large hot tub is positioned outdoors, surrounded by desert landscape and gently rolling hills. Nearby, a firepit area features white benches and lounge chairs, inviting relaxation while enjoying the serene views and warm sunlight.
Home in Pioneertown
4.97 out of 5 average rating, 174 reviews

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.

Top guest favourite
Home in Yucca Valley
5 out of 5 average rating, 126 reviews

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.

Top guest favourite
A charming ranch-style home sits nestled against a backdrop of desert mountains at sunset. The wooden structure features a welcoming porch with multiple windows, illuminated warmly from within, enhancing the rustic appeal of the landscape.
Cabin in Pioneertown
4.92 out of 5 average rating, 306 reviews

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 ★

Top guest favourite
An outdoor seating area is situated under a wooden overhang, featuring a circular stone table and several stylish chairs. Desert landscapes stretch into the distance, framed by mountains and rolling hills, providing a serene backdrop for relaxation.
Cabin in Pioneertown
4.97 out of 5 average rating, 160 reviews

Stargazing and Amazing Views at The Ocotillo

This one bedroom cabin in Pioneertown is the perfect retreat for couples, friends or solo travelers. It offers amazing views of the surrounding landscape, with a fire pit for enjoying the nights under a blanket of stars. The cabin is off-grid with solar power, but offers all the comforts of home with a King bed, indoor fireplace & outdoor dining & seating area. This is a great spot to relax and recharge, while still being close enough to all the local attractions.

Top guest favourite
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, 278 reviews

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!

Top guest favourite
A cozy outdoor area features two hanging hammocks, surrounded by wooden chairs and rustic décor. The space is enhanced by native plants, providing a relaxed atmosphere. Natural light filters through trees, casting gentle shadows on the well-designed patio, inviting guests to unwind and enjoy the scenery.
Home in Pioneertown
4.96 out of 5 average rating, 142 reviews

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. 

Top guest favourite
A bright and airy living room features a comfortable sofa adorned with orange and white cushions. A coffee table holds decorative items and fresh flowers. Large windows allow natural light to fill the space, offering views of the surrounding desert landscape.
Home in Pioneertown
4.99 out of 5 average rating, 217 reviews

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

Guest favourite
A panoramic view showcases the unique architecture of two buildings set against the desert landscape. Surrounding vegetation includes various shrubs and boulders. The sky is painted with soft pastel hues at sunset, enhancing the serene atmosphere of the expansive property.
Home in Pioneertown
4.96 out of 5 average rating, 251 reviews

*Views for Miles! Huge property near Joshua Tree*

Close to town, but far enough out for complete silence, and no light pollution, for best star viewing. *Near Pappy and Harriet’s, Joshua Tree, in the best location..Pipes Canyon.. *Huge 6+ acres, boulders, valleys, scupture garden, 3 tubs, art boat..Panoramic views of snow capped mountains and sunsets. *2 bedroom house, has multiple decks with views for miles. *Huge game room, pool table. CAN be set up for any needs.

Popular amenities for Pioneertown family-friendly rentals

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Avg. price£194£193£205£217£198£157£160£164£197£199£247£246
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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 £125 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!