Entire chalet

Holly Hill Chalet - Crestline Cabin • 100-Mile Views

Photo gallery for Holly Hill Chalet - Crestline Cabin • 100-Mile Views

Breathtaking view of mountains city from vacation rental Crestline - Holly Hill Chalet - Crestline Cabin • 100-Mile Views (Crestline)
A cozy living room with a fireplace, two hanging chairs, a round mirror, and a flat-screen TV. - Holly Hill Chalet - Crestline Cabin • 100-Mile Views (Crestline)
A rustic cabin with a steeply pitched roof, stone pillars, and a black front door. - Holly Hill Chalet - Crestline Cabin • 100-Mile Views (Crestline)
A bedroom with a large bed, a hanging chair, a fireplace, and a TV. - Holly Hill Chalet - Crestline Cabin • 100-Mile Views (Crestline)
A car parked in front of a wooden cabin with a stone fence and a stone statue. - Holly Hill Chalet - Crestline Cabin • 100-Mile Views (Crestline)
Holly Hill Chalet - Crestline Cabin • 100-Mile Views provides amenities like a garden and laundry facilities. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Ocean view
  • Kitchen
  • Pet friendly
  • Air conditioning
  • Laundry
  • Outdoor Space
The current price is ￥29,136
￥47,397 total
includes taxes & fees
Nov 9 - Nov 10

Add dates for prices

About this property

Holly Hill Chalet - Crestline Cabin • 100-Mile Views

  • 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 driveway where you can park.  

    YOUR PRIVATE SPACE

    Enter through your own separate private entrance directly from the private driveway parking.  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

Similar properties

A modern hotel room with a large bed, a sofa, a flat-screen TV, and a balcony with a city view.
Hyatt Place Riverside Downtown
Downtown Riverside
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
9.0 out of 10, Wonderful, 1,007 reviews
The price is ￥21,261
￥24,067 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Riverside Downtown
Compare similar properties

About the neighborhood

Located in Crestline, this chalet is in a rural area and in the mountains. Lake Arrowhead Village and Inland Center Mall are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Silverwood Lake State Recreation Area and Lake Gregory. Looking to enjoy an event or a game while in town? See what's happening at National Orange Show Events Center or Norton Rec Galaxy Center. Visit our Crestline travel guide
View more Chalets in Crestline
Map
CA, Crestline

What's nearby

  • A lake surrounded by dense forest, a parking area, and a rainbow in the sky.
    Lake Gregory
    4 min drive - 3.4 km
  • A calm lake with a forested hillside and houses in the background.
    Lake Gregory Regional Park
    4 min drive - 3.4 km
  • A person sitting on a bench by a lake with trees and hills in the background.
    Lake Gregory Dog Park
    5 min drive - 4.1 km
  • A large body of water surrounded by hills and mountains.
    Silverwood Lake State Recreation Area
    10 min drive - 8.2 km
  • Strawberry Peak Fire Lookout
    8 min drive - 8.9 km

Getting around

  • San Bernardino Santa Fe Depot
    28 min drive
  • San Bernardino, CA (SBD-San Bernardino Intl.)
    36 min drive

Restaurants

  • North End Wu District
    26 min drive
  • Rock & Roll Sushi
    22 min drive
  • Farmer Boys
    22 min drive
  • Fire Wings
    21 min drive
  • McDonald's
    4 min drive

Frequently asked questions

Is Holly Hill Chalet - Crestline Cabin • 100-Mile Views pet-friendly?

Yes, this chalet allows cats and dogs (limit 1 total) with a maximum weight of up to 218 lbs per pet.

How much does it cost to stay at Holly Hill Chalet - Crestline Cabin • 100-Mile Views?

As of Oct 27, 2026, prices found for a 1-night stay for 2 adults at Holly Hill Chalet - Crestline Cabin • 100-Mile Views on Nov 9, 2026 start from ￥29,136, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Holly Hill Chalet - Crestline Cabin • 100-Mile Views?

Check-in begins at 3:00 PM.

What time is check-out at Holly Hill Chalet - Crestline Cabin • 100-Mile Views?

Check-out is at 11:00 AM.

Where is Holly Hill Chalet - Crestline Cabin • 100-Mile Views located?

Situated in the mountains, this chalet is within 3 mi (5 km) of Lake Gregory, Lake Gregory Regional Park, and Lake Gregory Dog Park. Heart Rock is 3 mi (4.9 km) away.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Holly Hill Chalet - Crestline Cabin • 100-Mile Views Reviews

10

Exceptional

10

Cleanliness

9.8

Location

10

Property conditions & facilities
Rating 10 - Excellent. 14 out of 15 reviews
Rating 8 - Good. 1 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friend wedding trip

Such a cute comfy space to stay in a beautiful setting. Everything was as pictured but was even better in person. Check in and check out process was smooth and easy. Watching the sunset, sunrise and clouds move through the valley from the garden was amazing!
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Even better than advertised!

I thoroughly enjoyed my getaway to this cozy property with fantastic views. The owners were great and made things easy. Also had nice small touches like bathrobes and nice glassware. The place seems remote, but is actually close to many activities and stores - a great combination. Would love to go back!
Stayed 1 night in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quick Getaway

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
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy Cabin in the Clouds

Holly Hill Chalet is even more inviting than the pics show. We were in the area looking at properties because we are planning to relocate to Crestline/Arrowhead. I wish we had more time to spend at the chalet instead of driving around because it's a perfect place to relax and soak in the beauty of the surroundings. Weather permitting, I highly recommend spending time on the deck watching the wildlife and looking out at the view. We will definitely stay here again on our next trip.
Stayed 3 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very romantic

The property sits on top of the world with a spectacular view of the valley. The room is spacious cozy and very well designed. Love the black and white industrial theme that is eclectic. Anita was superb in her communication and always keeping us updated on weather conditions. Will definitely come back.
Stayed 1 night in Mar 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

A hotel room on a mountain top

This is a nice hotel room in the mountains. We were there and experienced a chilly, misty and wet drissle stay. I was remise as not have read the fine print on no stove, oven or sink in the room! So, prepare for doing dishes in the bathroom sink or you can kindly ask the host to do your dishes. Ugh. We came with food to cook and prepare, but alas our options were a BBQ in the windy cold rain. You are miles away from a stop by town with nearly nothing to offer in the way of food or entertainment. What we did do that was very memorable was Lake Arrowhead. Had the best time, paddle boat ride and fabulous food and shopping!! We highly recommend that. I would only recommend this lovely room in the summer when you will likely see what is I am sure a spectacular view and a great BBQ dinner. We missed all the actually beautiful aspects of this booking. Sorry.
Stayed 2 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay at !
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful views

Great host, lovely area, rooms well designed, so many thoughtful touches. Really a pleasure - thank you!
Stayed 1 night in Sep 2022
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Absolutely loved!
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Getaway

Anita was an amazing host. She provided accommodations for my girlfriend and I as it was our anniversary. It was a beautiful suite with a jaw dropping view. Most definitely would stay there again!
Stayed 1 night in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Breathtaking View

Property was amazon and the nostalgic feel was excellent.
Stayed 2 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Celebration of our engagement

My fiancé and I came up the mountain to celebrate our love in a quiet secluded place, and Holly Hill was beyond perfect for us. The suite is attached to the main house, and you would never know it once you're situated. The entire suite is surrounded by a very private deck that you share with blue jays and hummingbirds. The night views off the mountain down to the city below are awe-inspiring. The in-room amenities are very stylish and modern, and the bed is like sleeping on a cloud. Visitors have access to the entire 1+ acre of grounds that include unbeatable vistas and numerous secluded seating areas. Location is very easy to get to and from, and Lake Gregory and Arrowhead are so close by. Holly Hill is ideal for a romantic getaway when you and your love need one!
Stayed 2 nights in Aug 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Beautiful view
Same view at night
View from the bottom of the property
Feeding the blue jays
Stayed 2 nights in Mar 2026