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
High-end valueWell priced for this area
About this chalet rental
Welcome to Holly Hill Chalet — A Romantic Mountain Retreat with 100-Mile Views
Escape to Holly Hill Chalet, a peaceful dog-friendly mountain retreat in Crestline, California, just minutes from Lake Gregory and Lake Arrowhead. Perched high in the San Bernardino Mountains, this private guest accommodation offers spectacular 100-mile panoramic views, a private entrance and patio, and a full acre of beautiful mountain grounds.
Built in 1942, Holly Hill Chalet blends historic mountain character with modern comforts, surrounded by towering Sequoias, Pines, Spruces, and centuries-old Oaks.
The highlight is the breathtaking, ever-changing view stretching across the mountains and valley toward the distant horizon. Wake to colorful sunrises, relax with a glass of wine at sunset, and watch the valley transform into a sea of twinkling city lights after dark.
PROPERTY HIGHLIGHTS
Spectacular 100-Mile Views: Relax on your spacious private wraparound patio with elevated, treehouse-style views across the valley.
One Acre of Mountain Grounds: Wander through peaceful gardens, relax on swing chairs beneath ancient Oaks, or gather around the outdoor fire pit overlooking the view.
Dog Friendly: Up to 2 dogs are welcome with prior notice ($50 pet fee).
King Bed & Cozy Comforts: California King bed with soft Tencel linens, a faux fireplace for cozy mountain nights, and A/C for warmer summer days.
Private Bathroom: Deep, extra-long soaking tub plus a separate shower with excellent water pressure.
Vintage Entertainment: Retro record player and eclectic vinyl collection spanning the 1920s to today, cassette deck, and 50" Fire TV with streaming services.
Free EV Charging: Complimentary 110V standard-outlet charging on site, covered carport parking, and secure garage parking for motorbikes.
YOUR PRIVATE SPACE
Enter through your own separate private entrance directly from the covered carport. French doors open from your accommodation onto a spacious private patio, creating an easy indoor-outdoor mountain living experience.
Your space is completely private. Your host lives in a separate section of the chalet behind locked connecting doors and maintains a low profile, giving guests privacy while remaining nearby if needed.
KITCHENETTE & OUTDOOR DINING
The kitchenette is designed for light food preparation, drinks, and leisurely morning coffee. Amenities include a Nespresso coffee maker with pods, SMEG electric kettle and toaster, microwave, mini-fridge, French press, cocktail shaker, and tea selection.
A BBQ grill is available on the private patio for relaxed outdoor dining with a view.
CRESTLINE, LAKE GREGORY & LAKE ARROWHEAD
Enjoy a peaceful mountain setting while staying close to some of the San Bernardino Mountains' most popular destinations:
Lake Gregory & Crestline Village: Approximately 7 minutes away for walking trails, lake activities, shops, restaurants, and cafés.
Crestline Hang Gliding Launch: Less than 1 mile away.
Lake Arrowhead: Approximately 20 minutes by car.
Big Bear Lake: Approximately 1 hour away.
Los Angeles & Hollywood: Approximately 1.5 hours away.
San Diego: Approximately 2 hours away.
Holly Hill Chalet makes an ideal base for a romantic Crestline getaway, Lake Gregory weekend, Lake Arrowhead escape, or peaceful dog-friendly mountain vacation.
GUEST ACCESS
Self check-in makes arrival easy. Your accommodation, private entrance, and patio are reserved exclusively for you during your stay.
Follow Holly Hill Chalet for more photos and video tours:
Instagram: @Hollyhill333
YouTube: @HollyHillChaletCrestline
Escape to Holly Hill Chalet, a peaceful dog-friendly mountain retreat in Crestline, California, just minutes from Lake Gregory and Lake Arrowhead. Perched high in the San Bernardino Mountains, this private guest accommodation offers spectacular 100-mile panoramic views, a private entrance and patio, and a full acre of beautiful mountain grounds.
Built in 1942, Holly Hill Chalet blends historic mountain character with modern comforts, surrounded by towering Sequoias, Pines, Spruces, and centuries-old Oaks.
The highlight is the breathtaking, ever-changing view stretching across the mountains and valley toward the distant horizon. Wake to colorful sunrises, relax with a glass of wine at sunset, and watch the valley transform into a sea of twinkling city lights after dark.
PROPERTY HIGHLIGHTS
Spectacular 100-Mile Views: Relax on your spacious private wraparound patio with elevated, treehouse-style views across the valley.
One Acre of Mountain Grounds: Wander through peaceful gardens, relax on swing chairs beneath ancient Oaks, or gather around the outdoor fire pit overlooking the view.
Dog Friendly: Up to 2 dogs are welcome with prior notice ($50 pet fee).
King Bed & Cozy Comforts: California King bed with soft Tencel linens, a faux fireplace for cozy mountain nights, and A/C for warmer summer days.
Private Bathroom: Deep, extra-long soaking tub plus a separate shower with excellent water pressure.
Vintage Entertainment: Retro record player and eclectic vinyl collection spanning the 1920s to today, cassette deck, and 50" Fire TV with streaming services.
Free EV Charging: Complimentary 110V standard-outlet charging on site, covered carport parking, and secure garage parking for motorbikes.
YOUR PRIVATE SPACE
Enter through your own separate private entrance directly from the covered carport. French doors open from your accommodation onto a spacious private patio, creating an easy indoor-outdoor mountain living experience.
Your space is completely private. Your host lives in a separate section of the chalet behind locked connecting doors and maintains a low profile, giving guests privacy while remaining nearby if needed.
KITCHENETTE & OUTDOOR DINING
The kitchenette is designed for light food preparation, drinks, and leisurely morning coffee. Amenities include a Nespresso coffee maker with pods, SMEG electric kettle and toaster, microwave, mini-fridge, French press, cocktail shaker, and tea selection.
A BBQ grill is available on the private patio for relaxed outdoor dining with a view.
CRESTLINE, LAKE GREGORY & LAKE ARROWHEAD
Enjoy a peaceful mountain setting while staying close to some of the San Bernardino Mountains' most popular destinations:
Lake Gregory & Crestline Village: Approximately 7 minutes away for walking trails, lake activities, shops, restaurants, and cafés.
Crestline Hang Gliding Launch: Less than 1 mile away.
Lake Arrowhead: Approximately 20 minutes by car.
Big Bear Lake: Approximately 1 hour away.
Los Angeles & Hollywood: Approximately 1.5 hours away.
San Diego: Approximately 2 hours away.
Holly Hill Chalet makes an ideal base for a romantic Crestline getaway, Lake Gregory weekend, Lake Arrowhead escape, or peaceful dog-friendly mountain vacation.
GUEST ACCESS
Self check-in makes arrival easy. Your accommodation, private entrance, and patio are reserved exclusively for you during your stay.
Follow Holly Hill Chalet for more photos and video tours:
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
