Family-friendly holiday rentals in Pioneertown

The exterior of the modern home is illuminated at dusk, showcasing a spacious patio area and a saltwater pool with integrated jacuzzi. Soft lighting reflects on the water, surrounded by lounge chairs and the natural landscape of mountains in the background.

4.93 out of 5 average rating, 123 reviews

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.

Guest house in Yucca Valley

An outdoor space features string lights strung above a pergola, creating a cozy setting with two lounge chairs and a small table near a fire pit. The surrounding sandy area is dotted with desert vegetation, while Joshua trees are visible in the background.

5 out of 5 average rating, 114 reviews

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.

4.97 out of 5 average rating, 243 reviews

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

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.

4.92 out of 5 average rating, 344 reviews

Cabin in Yucca Valley

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.

Superhost

A bright living room features a spacious sofa and a patterned area rug. Two hanging hammocks provide seating, while large windows allow natural light to fill the space. A woven chair and a simple coffee table complete the design, set against a backdrop of a rustic fireplace.

4.86 out of 5 average rating, 592 reviews

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.

5 out of 5 average rating, 127 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.

4.92 out of 5 average rating, 306 reviews

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

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 ★

4.97 out of 5 average rating, 172 reviews

The cabin's exterior features natural wood cladding that complements the desert landscape. Large windows provide views of the rugged mountains, while a minimalist porch area invites relaxation amidst the surrounding terrain.

Cabin in Pioneertown

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.

A hot tub is situated on a terrace, overlooking a vast desert landscape. Gentle water flows from an area of the tub, creating a soothing ambiance. The sky displays soft pastel colors during sunset, enhancing the tranquil setting.

4.97 out of 5 average rating, 119 reviews

The Starlit Place-360 Views / Near Pappy+Harriets

Nestled high above Yucca Valley, this hidden gem features panoramic views and close proximity to the best the area has to offer. Enjoy privacy for a relaxing desert escape with the convenience of being right in the heart of Yucca Valley on the way to Pioneertown. Only three miles from Pappy and Harriet’s, Pioneertown and 1 mile from the hip Yucca Valley 'old town' business district. Joshua Tree National Park visitor center is 8 miles down the road to.

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.

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!

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.

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.

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.

4.99 out of 5 average rating, 218 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

Popular amenities for Pioneertown family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A custom live edge deck offers scenic views of boulders and mountains. A swim spa is visible, surrounded by lounge chairs. Individuals can be seen relaxing in the space, highlighting the welcoming atmosphere of the outdoor area.

4.9 out of 5 average rating, 284 reviews

Infinite Horizon | pool, spa & firepit on 5 acres

The backyard features a serene in-ground pool reflecting the sky's soft colors at sunset. Sun loungers are positioned under large umbrellas beside the pool, offering a space to relax and enjoy the surrounding palm trees and desert landscape.

4.99 out of 5 average rating, 146 reviews

Mod Escape with Hot Tub, Pool, and Fire Pit

4.94 out of 5 average rating, 872 reviews

Home in Joshua Tree

The Pink Bungalow

A modern white structure is illuminated under a starry night sky, surrounded by large granite boulders. A stone pathway leads to the entrance, softly lit to highlight the building's sleek lines amidst the desert landscape.

4.97 out of 5 average rating, 318 reviews

Sol to Soul - Named by Condé Nast: Coolest In Cali

A spacious living area is defined by a large black sectional sofa adorned with white pillows, set against light-colored walls. A glass coffee table rests on a soft area rug. Natural light enters through multiple windows, illuminating the inviting space.

4.92 out of 5 average rating, 177 reviews

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

A shaded outdoor living area features a spacious seating arrangement with plush cushions and a round fire pit at its center. Two hammocks are placed nearby, while a geometric-patterned rug lies on the ground. The backdrop showcases desert scenery and clear skies.

4.98 out of 5 average rating, 168 reviews

Kashmir*A Majestic Retreat • Plunge Pool-Jacuzzi

Superhost

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.

4.82 out of 5 average rating, 706 reviews

Pioneertown 40 Acre Ranch of the Rising Sun

4.99 out of 5 average rating, 363 reviews

A serene outdoor area features a plunge pool framed by palm trees, with a smooth stone pathway leading to the water. Rocky desert terrain stretches into the distance, providing a backdrop of natural beauty.

Home in Flamingo Heights

Terra Nova | Hot Tub | Fire Pit | Desert Views

Family- and pet-friendly home rentals

A welcoming entry area is presented with two wooden chairs, each draped with a cozy throw. A small accent table sits between them, with a potted plant and decorative items on display. Warm, neutral tones create a serene atmosphere, complemented by an abstract wall art piece.

4.93 out of 5 average rating, 161 reviews

License To Chill | Cowboy Tub | Enclosed Yard

A hot tub is seen surrounded by string lights, enhancing the outdoor tranquillity. Comfortable seating areas are arranged nearby, framed by desert vegetation. The residence features large windows that offer views of the expansive outdoor space, creating a connection with nature.

4.99 out of 5 average rating, 230 reviews

Family-Friendly Desert Stay | Pool + Spa + Hike

A secluded outdoor area is framed by desert vegetation, featuring a covered patio with seating. Above, a vibrant Milky Way stretches across the night sky, illuminating the natural beauty of the surroundings.

5 out of 5 average rating, 129 reviews

Escape The City Experience The High Desert!

A modern green building is situated against a mountainous backdrop, showcasing large glass doors that open to the outdoors. The landscape features desert shrubs, boulders, and a gravel path leading to the entrance, punctuated by gentle hill slopes in the distance.

4.96 out of 5 average rating, 123 reviews

The Loft- 20 min from JT national Park

Guest house in Yucca Valley

A cowboy tub filled with clear water is positioned in a sandy outdoor area, surrounded by desert landscaping. Nearby, a wooden seating area features a picnic table and chairs, providing an inviting spot for gatherings. The backdrop highlights rolling hills dotted with vegetation.

4.93 out of 5 average rating, 798 reviews

Hilltop Casita-Amazing Views-Western Hills Estates

4.97 out of 5 average rating, 152 reviews

The Sunset Showdown

Holiday home in Yucca Valley

The exterior of the home is illuminated by warm light, showcasing a patio area with modern seating and a fire pit. Hammocks are suspended nearby, surrounded by desert landscaping and Joshua Trees, creating a perfect spot for relaxation.

4.94 out of 5 average rating, 120 reviews

Hangout by the Firepit | Staycation, Cowboy Tub

A wooden deck extends from the house, featuring a shaded area with Adirondack chairs. A vibrant Joshua tree stands prominently, complemented by low desert vegetation. The landscape offers an unobstructed view of the surrounding untouched desert.

4.91 out of 5 average rating, 165 reviews

Magical 5-acre ranch house in Joshua Tree!

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 471 reviews

A modern outdoor space features comfortable seating on a shaded patio. Two sofas face a central fire pit, surrounded by desert landscape. Large glass doors lead to the interior living area, enhancing the connection to nature. Soft, neutral tones and natural materials create a cohesive design.

Cabin in Yucca Valley

The Rum Runner • A Modern Desert Homesteader

An inviting saltwater pool sits surrounded by a spacious patio featuring three king-sized sunbeds. Outdoor umbrellas provide shade, while rugged desert landscapes and boulders frame the scene, enhancing the serene outdoor area. The home's large glass windows reflect the natural beauty of the surroundings.

4.99 out of 5 average rating, 278 reviews

The Glasshouse | Joshua Tree w Salt Water Pool/Spa

4.95 out of 5 average rating, 190 reviews

Navajo Trail House with Hot Tub

Superhost

A modern dining area features a wooden table and bench, complemented by a sculptural chair. Natural light fills the space, highlighting a cacti-themed wall hanging. A stylish mirror and a wooden sideboard are seen in the background, adding character to the room.

Bungalow in Landers

4.95 out of 5 average rating, 262 reviews

Lou-Ceen✨🌵Heated Cowboy Pool + Fire Pit + Hammocks

4.99 out of 5 average rating, 166 reviews

Villa in Yucca Valley

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

An outdoor lounging area is set against a colorful sunset, featuring plush bean bag seating and a contemporary fire pit surrounded by sleek chairs. Soft ambient lights are placed along a gravel path, leading to a cowboy pool in the background, creating an inviting atmosphere.

4.97 out of 5 average rating, 146 reviews

Villa Champagne • A Beloved JT Desert Retreat

4.97 out of 5 average rating, 176 reviews

Desert Amber | Spa • Pool • Sauna | Wellness Stay

An outdoor hot tub is positioned on a stone patio overlooking the desert landscape. Two chairs are placed nearby, and a fire pit is visible, surrounded by natural boulders. Soft clouds float above, enhancing the serene atmosphere of the setting.