Chalet in Crestline, CA
2 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average
About this chalet rental
Welcome to Holly Hill Chalet — A Romantic Mountain Sanctuary with 100-Mile Views
Perched high in the San Bernardino Mountains, Holly Hill Chalet offers a quiet, high-elevation escape designed for romantic interludes and peaceful mountain retreats. Built in 1942, this historic property pairs timeless character with modern comfort, surrounded by majestic Sequoias, Pines, Spruces, and 400-year-old Oaks.
The true highlight of your stay is the breathtaking, ever-changing panoramic view stretching from the mountains to the sea. Enjoy vibrant morning sunrises, unforgettable evening sunsets, and a glowing sea of city lights as twilight descends.
PROPERTY HIGHLIGHTS
Unrivaled 100-Mile Views: Expansive private wraparound patio offering treehouse-style views across the valley.
Sprawling Park-Like Grounds: Set on a full acre of manicured gardens, complete with cozy swing chairs under ancient oak trees and an outdoor fire pit with front-row seats to the vista.
Dog Friendly: Up to 2 dogs welcome with prior notice ($50 pet fee).
Luxury Comfort: California King bed outfitted with soft Tencel linens, plus a faux fireplace for cozy winter nights and A/C for cool summer stays.
Private Bathroom: Features a deep, extra-long soaking bathtub and a separate shower with exceptional water pressure.
Vintage Entertainment: Retro record player with an eclectic collection (spanning the 1920s to present day), cassette deck, and a 50" Fire TV (Netflix, Prime, Apple TV, Starz).
Free EV Charging: Complimentary 110V standard outlet charging available on site. Covered carport parking with a secure garage for motorbikes.
THE GUEST SUITE & AMENITIES
Enter your stylish, private guest suite via a separate entrance directly off the covered carport. French doors open onto your spacious private patio, creating a seamless indoor-outdoor living experience.
Kitchenette & Dining:
Equipped for light preparation and morning coffee routines, featuring a Nespresso coffee maker (pods included), SMEG electric kettle and toaster, microwave, mini-fridge, French press, cocktail shaker, and tea selection. An outdoor BBQ grill is also available on the patio for dining alfresco.
LOCATION & DAY TRIPS
Situated in a peaceful mountain neighborhood just minutes from outdoor recreation and local villages:
Lake Gregory & Crestline Village: 7-minute drive (boating, walking trails, shops, and dining).
Crestline Hang Gliding Launch: Less than 1 mile away.
Lake Arrowhead: 20-minute scenic drive.
Big Bear Lake: 1-hour drive.
Convenient Access: 1.5 hours from Los Angeles/Hollywood; 2 hours from San Diego.
GUEST ACCESS & HOSTING
Self-check-in is available for your convenience. The guest suite and patio are entirely private. Your host resides on-site in a separate section of the property (separated by locked doors) and maintains a low profile to afford you total privacy while remaining available if needed.
Follow along on social media or preview video tours before your stay:
Instagram: @Hollyhill333
YouTube: @HollyHillChaletCrestline
Perched high in the San Bernardino Mountains, Holly Hill Chalet offers a quiet, high-elevation escape designed for romantic interludes and peaceful mountain retreats. Built in 1942, this historic property pairs timeless character with modern comfort, surrounded by majestic Sequoias, Pines, Spruces, and 400-year-old Oaks.
The true highlight of your stay is the breathtaking, ever-changing panoramic view stretching from the mountains to the sea. Enjoy vibrant morning sunrises, unforgettable evening sunsets, and a glowing sea of city lights as twilight descends.
PROPERTY HIGHLIGHTS
Unrivaled 100-Mile Views: Expansive private wraparound patio offering treehouse-style views across the valley.
Sprawling Park-Like Grounds: Set on a full acre of manicured gardens, complete with cozy swing chairs under ancient oak trees and an outdoor fire pit with front-row seats to the vista.
Dog Friendly: Up to 2 dogs welcome with prior notice ($50 pet fee).
Luxury Comfort: California King bed outfitted with soft Tencel linens, plus a faux fireplace for cozy winter nights and A/C for cool summer stays.
Private Bathroom: Features a deep, extra-long soaking bathtub and a separate shower with exceptional water pressure.
Vintage Entertainment: Retro record player with an eclectic collection (spanning the 1920s to present day), cassette deck, and a 50" Fire TV (Netflix, Prime, Apple TV, Starz).
Free EV Charging: Complimentary 110V standard outlet charging available on site. Covered carport parking with a secure garage for motorbikes.
THE GUEST SUITE & AMENITIES
Enter your stylish, private guest suite via a separate entrance directly off the covered carport. French doors open onto your spacious private patio, creating a seamless indoor-outdoor living experience.
Kitchenette & Dining:
Equipped for light preparation and morning coffee routines, featuring a Nespresso coffee maker (pods included), SMEG electric kettle and toaster, microwave, mini-fridge, French press, cocktail shaker, and tea selection. An outdoor BBQ grill is also available on the patio for dining alfresco.
LOCATION & DAY TRIPS
Situated in a peaceful mountain neighborhood just minutes from outdoor recreation and local villages:
Lake Gregory & Crestline Village: 7-minute drive (boating, walking trails, shops, and dining).
Crestline Hang Gliding Launch: Less than 1 mile away.
Lake Arrowhead: 20-minute scenic drive.
Big Bear Lake: 1-hour drive.
Convenient Access: 1.5 hours from Los Angeles/Hollywood; 2 hours from San Diego.
GUEST ACCESS & HOSTING
Self-check-in is available for your convenience. The guest suite and patio are entirely private. Your host resides on-site in a separate section of the property (separated by locked doors) and maintains a low profile to afford you total privacy while remaining available if needed.
Follow along on social media or preview video tours before your stay:
Instagram: @Hollyhill333
YouTube: @HollyHillChaletCrestline
Amenities
Non-smoking
Pets allowed
Map of Crestline, CA
Ratings and reviews
10 / 10Outstanding·Apr 2026
Great place to stay at !
10 / 10Outstanding·Mar 2026
The property is beautiful. The view is absolutely spectacular. The room is lovely and comfortable with extras.Make sure to watch your step when you first walk in. And the black flooring from the area where the bed is to where the sitting area is has a step as well...hard to see. I had to keep reminding myself not to trip. I only found one outlet in the room, but it did have several units so we were able to plug in our two phones and my watch. But if you have a lot of other stuff, you may want to contact the host.The host was very accommodating and communicative. I love that there's a video she sends to give you info on what to expect when you get there. It was so helpful.The whole area is fenced in, but there was an open area near the carport where our dog was able to get out. Watch your dog. If you're not steady on your feet, be really careful on the walk down to the seating area near the cliff. A walking stick came in really handy. But once there, it's just incredible. We got to watch hang-gliders make their way through the sky.Make sure to use the host's handy-dandy jar of peanuts to feed the Blue Jays. That was a highlight of the morning. Watching them, the finches, the squirrels, and the quail was a beautiful part of our visit.The drive into town isn't long and it's so charming. If you haven't been to Crestline before, make sure to use your GPS. There are a lot of forks in the road, lots of turns, and it could be easy to get a bit lost.
10 / 10Outstanding·Nov 2025
Anita goes above and beyond! Highly recommend this location for anyone looking to do a mini getaway. While it rain during my time, Anita still made it very nice and cozy. Looking forward to coming back some day!
10 / 10Outstanding·Aug 2024
Very tranquil spot, incredible views, property was as described, no issues. You could sit for hours with a glass of wine and just enjoy the views, Blue Jay's, Squirrels, etc. Close to everything in Crestline and just a 17 minute jaunt to Lake Arrowhead Village if you want something bigger. Anita is a great host, everything is taken care of. TY
$$$$
Top rated by guests
10Outstanding
(14 Ratings)
"Great place to stay at !"
Vincent M.Don't miss out! Price and availability may change
