Family-friendly vacation rentals in Pioneertown

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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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Top 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, 682 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 favorite

The cabin exterior features a welcoming entryway with a wooden door, flanked by large windows. Desert plants, including cacti and shrubs, enhance the natural setting. The pathway, made of stone, leads through a gravel area, framed by the surrounding arid landscape and hills in the background.

Guesthouse in Morongo Valley

4.99 out of 5 average rating, 421 reviews

High Desert Cabin w/ Wood-fired Tub & Mini Donkeys

The Cabin at Painted Canyon Homestead This serene cabin is situated at the mouth of a canyon overlooking Morongo Valley, where the high desert meets the San Gorgonio & San Jacinto Mountains. As the guest house on our property of 5 acres, the cabin is privately located bordering vast public lands. Wander the property, hike the canyon trail, or take in the changing light from the wood-fired hot tub (or use it with fresh cold water!). Perfectly suited for two with plenty of extra space to explore.

Top guest favorite

The cabin is framed by unique Joshua trees and dry desert grass, showcasing a rustic stone chimney. Soft evening light gives the exterior a warm glow, highlighting the earthy tones of the home and its expansive surroundings.

Cabin in Pioneertown

4.97 out of 5 average rating, 214 reviews

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.

Top guest favorite

A serene outdoor space features a tranquil hot tub with views of surrounding rocky mountains and desert landscape. Sun loungers are positioned nearby, inviting relaxation. The expansive patio is designed for enjoying nature, with soft clouds casting shadows over the terrain.

Home in Pioneertown

4.96 out of 5 average rating, 159 reviews

Bronco Vista-Private Sanctuary-Hot tub & New Pool!

Escape to the High Desert to unplug, unwind and take in unparalleled views steps away from Pioneertown. This modern, bohemian abode welcomes you with floor-to-ceiling windows and a spectacular outdoor oasis where you can connect with friends or find inspiration in solitude. Refresh in the brand new pool or relax in the soothing hot tub with stunning views! Bronco Vista feels remote & serene, but is set just a mile from Pioneertown’s Mane Street and a short drive from the area’s best hiking.

Top guest favorite

A modern desert home is illuminated by starlight under a clear night sky. Floor-to-ceiling windows reveal a glimpse of the inviting interior, while the expansive outdoor patio decoratively frames the view of the vibrant Milky Way above.

Home in Pioneertown

4.99 out of 5 average rating, 142 reviews

Interstellar Joshua Tree | 10 Private Acres | Spa

You have been searching and found us. Now lose yourself amongst the stars. Interstellar was conceived & designed to be more than a desert getaway. It's truly a galactic oasis for all the wanderers & wonders of this world. A destination from which to gain perspective of our place in the cosmos… Floating along on this precious spec of dust we call Earth. Drift away from the hustle and bustle of everyday life, and immerse yourself in our world deep within the magical & majestic Mojave Desert.

Superhost

The image features a clear blue swimming pool surrounded by a spacious patio area. Sun loungers are arranged by the poolside, with several palm trees providing shade. In the background, the desert landscape showcases mountains under a bright sky.

Camper/RV in Yucca Valley

4.77 out of 5 average rating, 119 reviews

Desert Dream Airstream with Pool

Stay in a stylish 2019 Airstream Sport 22’, blending retro charm with modern comfort. Perfect for up to 4 guests, it features a cozy full-size bed, convertible dinette, and a kitchenette with a cooktop, fridge, and sink. Enjoy a private bathroom, AC, heat, and a sleek design with panoramic windows. Located at a resort with a HEATED pool, clubhouse, and fire pit, you’re just minutes from Old Town Yucca Valley, Pioneertown, and Joshua Tree National Park. A perfect glamping escape awaits!

Guest favorite

A modern cabin with a wooden exterior is positioned in a desert landscape, surrounded by sparse vegetation and mountains. Large windows reflect the natural light, and outdoor seating is visible on a covered porch, providing a serene spot to enjoy the views.

Cabin in Pioneertown

4.97 out of 5 average rating, 150 reviews

The Yucca - Amazing Views - Stargazing - Fire pit

In Pipes Canyon you will find this picturesque one bedroom cabin that is the perfect escape for couples, friends or solo travelers. Step inside & find yourself in a cozy living space with everything you need for your stay. The King bed under the skylight is sure to be your favorite spot to lay your head after a day of exploring. This off-grid cabin is solar powered & offers amazing views of the mountains & desert landscape. It's an ideal location for stargazing.

Top guest favorite

A cozy glamping unit sits amid the desert landscape, framed by unique Joshua trees. Golden grasses and sandy paths connect the dwelling to the surroundings, under a soft pastel sky transitioning from dusk. The serenity of nature is evident in the open space.

Tiny home in Yucca Valley

4.96 out of 5 average rating, 670 reviews

Kooks Corner + Pool & Hot Tub

Take a break from the daily stresses of life, catch stunning sunrises, soak in breathtaking sunsets, and gaze at the vast star-filled sky at Joshua's Treehouses. An exceptional boutique style glamping experience near Joshua Tree National Park, Joshua’s Treehouses hosts unique accommodations to choose from on its sprawling 5-acre glampground. Relax, unwind, reconnect with nature, and immerse yourself in the beauty of the high desert.

Top guest favorite

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

4.98 out of 5 average rating, 194 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

Top guest favorite

A modern house is illuminated with soft purple lighting against a starry night sky, featuring a clear view of the Milky Way. The structure showcases large windows, inviting an airy feel, and a spacious outdoor area with a fountain, fire pit, and lounge seating.

Home in Pioneertown

4.92 out of 5 average rating, 106 reviews

Melody’s Randezvous - walk to Pappy and Red Dog

Welcome to my Melody’s Randezvous, a home in the heart of Pioneertown! Enjoy the comfort of walking to Pappy's and Red Dog Saloon while settled in a fenced property that comes with a Hot-tub, a fire pit, a projector, a cowboy tub, a bocce field, a 120 MB internet speed and a full kitchen. We drew inspiration from the modern Italian design and created a space that spares no effort to surround you with coziness and fun)

Guest favorite

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

4.97 out of 5 average rating, 238 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.

Top guest favorite

A bright living area features large windows offering unobstructed views of the surrounding desert landscape. A colorful striped couch complements a round coffee table, while a cozy armchair adds seating. Natural light floods the room, highlighting the warm wooden floors and decorative elements.

Cabin in Yucca Valley

5 out of 5 average rating, 442 reviews

The Owl's Nest Cabin

Immerse yourself in Hi Desert Vintage Charm! Our 1940's cabin sleeps 3. Located in Water Canyon just 2 miles from the famous Pappy and Harriets and Pioneertown's Mane St. Majestic views of the Sawtooth Mountains from every angle, a short drive to the nearest National Monument -Joshua Tree Park (Black Rock) entrance, and the Pioneertown Mountain Preserve offering plenty of hiking trails.