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 favourite
The exterior of the rustic home is framed by tall trees, showcasing a welcoming porch area with wooden railings. The structure features large windows allowing views of the surrounding landscape, while various unique decorations add character to the entrance.
Home in Pioneertown
4.93 out of 5 average rating, 243 reviews

3 Bedroom Ranch -Hot Tub -Walk to P&H and Red Dog

Welcome to the Roadhouse Ranch! Nestled on 2.5 acres at the foot of the Sawtooth Mountains, this retreat offers sweeping views of Pioneertown and a short walk to Pappys & Red Dog. Soak in sounds of silence on front or rear porches, explore the curated grounds, or relax in the well-appointed home filled with unique curiosities. Enjoy all modern amenities including a hot tub, Wi-Fi, DISH TV, laundry facilities, and a coffee maker. Experience the perfect blend of rustic charm and modern amenities.

Top guest favourite
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, 232 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 favourite
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, 168 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 favourite
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, 151 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.

Top guest favourite
A serene landscape is captured, featuring the silhouette of the house against a backdrop of rolling mountains. The image showcases the natural desert terrain with sparse vegetation, providing a sense of tranquility and connection to the surrounding environment.
Home in Pioneertown
4.91 out of 5 average rating, 205 reviews

Chasing The Moon: Expansive Tub Views Near Pappy's

Welcome to Chasing the Moon, a gothic ranch designed for sacred indoor moments + expansive outdoor living. Newly renovated, the property sits on the sunset corner of the Pioneertown mesa. That means you can walk to Pappy and Harriet's or the Preserve Trail in less than 5 minutes, but you also have unobstructed, private sunset views. Enjoy 500+ square feet of outdoor living space with a 7-person hot tub and stylish Teak furniture. Or, retreat to the well-appointed interior...

Top guest favourite
A modern cabin is set against the backdrop of expansive desert landscapes and mountains. The exterior is clad in wood, with large glass doors allowing natural light into the interior. A small outdoor seating area is visible, surrounded by sparse desert vegetation.
Cabin in Pioneertown
4.97 out of 5 average rating, 151 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.

Guest favourite
The exterior view features a modern retreat set against a desert sunset. The house blends with the landscape, surrounded by boulders and desert vegetation. An inviting pool area is visible, complemented by outdoor seating arrangements, showcasing the seamless integration of architecture and nature.
Home in Yucca Valley
4.98 out of 5 average rating, 127 reviews

Rock Reach House | Featured in Forbes + Dwell

Welcome to Rock Reach House by Fieldtrip.  Discover this extraordinary and private retreat nestled in the breathtaking Southern California desert. This modern architectural masterpiece is perched amidst an unspoiled high desert landscape, surrounded by majestic weathered boulders, ancient juniper, pinón, and desert oak trees. Located in a private community, Rock Reach House offers an unparalleled blend of luxury, style, and tranquility.

Top guest favourite
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 homes in Yucca Valley
4.96 out of 5 average rating, 702 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.

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, 136 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, 208 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

Superhost
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, 242 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 favourite
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, 462 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.

Popular amenities for Pioneertown family-friendly rentals

When is the best time to visit Pioneertown?

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Avg. price$365 CAD$363 CAD$385 CAD$409 CAD$373 CAD$296 CAD$301 CAD$308 CAD$370 CAD$379 CAD$374 CAD$415 CAD
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Quick stats about vacation rentals that are family-friendly in Pioneertown

  • Total vacation rentals

    Explore 30 vacation rentals in Pioneertown

  • Nightly prices starting at

    Pioneertown vacation rentals start at $221 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,180 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Pioneertown vacation 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!