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Places to stay near Glen Helen Amphitheater

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Top-rated vacation rentals near Glen Helen Amphitheater

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Top guest favorite
A wooden deck is visible, featuring a bright yellow picnic table surrounded by a forested area. A grill is positioned in the background near a wall adorned with a bear-themed tapestry. Tall trees provide a natural setting for outdoor gatherings.
Cabin in Crestline
4.99 out of 5 average rating, 102 reviews

Rustic Miner’s Pinewood, Tri-Level, Tree-Top Cabin

Welcome to WINNTERHAVEN! Take it easy at our unique and tranquil Rustic Miner Tri-Level Pinewood Cabin. Come and view the stars from the front deck. FREE WIFI and mini home theater included. Self Check-in: 9:00AM; Check-out: 3:00PM. Cabin Telephone is connected to local EMS. Private driveway parking: 2 cars. Will need chains and/or 4x4 during Winter, PLEASE check local conditions before coming to Crestline. Security cameras at all 3 entry/exit doors. County Permit CESTRP-2021-02220 Questions?:)

Top guest favorite
Cottage in San Bernardino
4.94 out of 5 average rating, 343 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

This adorable cottage is located at the base of the San Bernardino mountains where you have views of the snow-capped mountains in the colder seasons & views of the beautiful sunsets all year! Close to freeways, malls & hiking trails. Relax poolside as the cottage doors open to the pool & outdoor BBQ & fire pit. It's a great get-away location with all newly remodeled amenities for a comfortable stay. Plenty of parking. NEW onsite DAY SPA services! THIS SPACE IS NOT SUITABLE FOR SMALL CHILDREN

Top guest favorite
The spacious living area features a vibrant orange sectional sofa, complemented by wooden cathedral ceilings and a large window overlooking the outdoors. Decorative elements include mounted deer heads and a selection of records on a wooden shelf, creating a cozy atmosphere.
Cabin in Rimforest
4.95 out of 5 average rating, 506 reviews

Fort Black Bear w/ Hot Tub - Lake Arrowhead

Our chic mountain retreat is everything you'd want in your Lake Arrowhead getaway. Beautiful wood cathedral ceilings accent the views of trees, boulders and peeks of the city lights far below. The expansive great room is anchored by a stone fireplace, wrap around sectional and large inviting dining area. A fully outfitted cook's kitchen, roman tub with picture window, king size bed and large dining table make this the ultimate retreat. Enjoy the cedar clad hot tub set next to massive boulders!

Top guest favorite
A comfortable seating area features a large leather chair and ottoman, positioned in front of a modern gas fireplace, which is glowing warmly. Floor-to-ceiling windows reveal scenic views of the outdoors, and subtle lighting from above creates a cozy ambiance.
Chalet in Crestline
4.98 out of 5 average rating, 484 reviews

Magical Mid-Century Cabin Epic Views & Fireplace

Nestled just a short distance from LA, embrace the idyllic landscape of picture-perfect sunsets from the balconies and awe-inspiring views from the house. Discover the orchestra of ravens and crows while savoring your morning coffee, or get lost in a book by the fireplace. Featured in Fodor’s Travel “Best Airbnbs and cabins of the year”! A 4-minute drive to Lake Gregory, 12 minutes to Lake Arrowhead, & 45 minutes to Big Bear. So much to explore or stay cozy inside, you will enjoy your time here.

Guest favorite
Cabin in Lake Arrowhead
4.96 out of 5 average rating, 290 reviews

Peak & Pine | Cabin with Floor-to-Ceiling Views

✨ Location, Location, Location! A special cabin with breathtaking view of The Pinacles⛰️ Tucked away on a peaceful street in Lake Arrowhead. This serene retreat features floor-to-ceiling windows, cozy interiors, and forest scenery that invites you to slow down and recharge. Just minutes from hiking trails, shops, and top-rated restaurants, you’ll enjoy the perfect balance of nature and convenience. Perfect for couples, families, groups, or solo travelers looking for a stylish mountain escape.

Guest favorite
The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.
Cabin in Crestline
4.95 out of 5 average rating, 199 reviews

Cozy Cabin at LAKE Gregory- walk to shops and lake

A sanctuary to provide respite from the fast- paced modern lifestyle where time seems to stand still, allowing for reconnection with nature and a focus on the simple pleasures of life. Located in the mountains next to Lake Gregory. 1930s cabin filled with vintage charm, nestled admits a lush pine forest. Newly renovated fully equipped kitchen, heat/AC, wifi. Enjoy lake activities and nearby skiing and let this special cabin transport you to a bygone era while evoking nostalgia and tranquility.

Guest favorite
A vibrant yellow vintage car is parked on a gravel driveway, surrounded by colorful flowers and lush greenery. Small, charming container homes are visible in the background, nestled among the trees under a clear blue sky.
Shipping container in San Bernardino
4.92 out of 5 average rating, 327 reviews

#2 Cozy Tinyhouse"Route 66" Container- private

Longterm rental, peaceful, rural neighborhood, if you’re looking to get just outside of the city. No smoking , NO animals due to health conditions. 1.5 hour or less to Santa Monica, Venice Beach, less than 2 hours from San Diego, & 3 hours to Las Vegas. 5 min from the world famous motocross track! Glen Helen amphitheater, Route 66, and hot spot for paragliding is just 5 minutes away! CozyTiny Container home is private, with all comforts. Relax at the foot of the mountains with 1 parking spot.

Top guest favorite
Cabin in Running Springs
4.99 out of 5 average rating, 313 reviews

Mid-Century Perfect Romantic Getaway Hot Tub|Sauna

This Black A-Frame cabin sits high among the pines in Running Springs, offering peaceful treetop views from decks on all three levels. With warm mid-century modern design, it’s the perfect romantic escape. Snuggle in the cozy loft, enjoy vinyl or a movie in the secret cinema room, and unwind together in the new barrel sauna. Perfect for couples celebrating anniversaries, honeymoons, special getaways, or simply enjoying quiet, meaningful time together in the forest.

Top guest favorite
Cabin in Crestline
4.96 out of 5 average rating, 134 reviews

IncredibleCityView- Pet&FamFriendly PoolTble-games

Great View Chalet truly has a one-of-a-kind view! This 100 year old cabin boasts a modernized kitchen with a Pool and Ping Pong table for added family fun! Our cozy Chalet has an oversized bedroom with a King sized bed and soaking tub, an additional bathroom provides a shower. Close to downtown Crestline, 1 mi. to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our cabin!

Top guest favorite
The exterior of a modernized gambrel-style cabin showcases a dark facade, framed by tall pine trees. A welcoming orange door contrasts with the black wood, while a wooden deck extends from the entrance. Large windows allow natural light to illuminate the interiors.
Cabin in Wrightwood
4.99 out of 5 average rating, 326 reviews

Insta famous 70’s Escape, Hot tub • EV • Pets

Explore our stylish and cozy, pet-friendly mountain cabin in Wrightwood, CA. Enjoy the new 4-person hot tub amid the pines. Only 1.5 hrs from LA, 2 hrs from San Diego, and 10 mins from Mt High. With 3bd, 2.5 ba, luxury linens, and a cul-de-sac location by Angeles National Forest, relax and reconnect with nature. Walk to town, ski/snowboard, or hike the Pacific Crest Trail. Unwind by the outdoor or indoor fire and recharge. Plus, a *NEW EV Charger.🔌

Top guest favorite
The master bedroom features a soft pink color palette, complemented by elegant decor. A clawfoot tub is positioned beside the bed, while large windows allow natural light to illuminate the space. Luxurious bedding and coordinated furnishings enhance the cozy atmosphere.
Home in Crestline
4.99 out of 5 average rating, 359 reviews

Unique mountain lake pink bedroom private cabin

Welcome to Hillside House Boutique themed couples retreat in the mountains Here you will find everything you need for the perfect luxury getaway for two or the ideal writers/artist/solo peaceful vacation Every element has been carefully curated to create an unforgettable experience Featuring victorian inspired living room, huge bedroom with claw foot bath and secluded back yard with private hot tub Take a look at our insta page @hillsidehouseca

Guest favorite
A wooden picnic table is positioned beside a gently flowing creek, surrounded by lush greenery and trees. Sunlight filters through the leaves, casting dappled shadows on the rocks and water, creating a serene and inviting outdoor space.
Home in Lytle Creek
4.97 out of 5 average rating, 105 reviews

Creek House - Water Front

Home has direct access to a year long running creek in the back yard. Water is coming from a spring in the mountains. Feels like your in Yosemite, but we are only 50 miles from Los Angeles. We are located inside the San Bernardino Forest tucked away in the mountains less that 5 miles from the freeway. You are still close to all the shops and restaurants, but a world away nestled inside the mountains. Fall asleep to the sound of the creek.

Popular amenities for vacation rentals near Glen Helen Amphitheater