Chalet

Holly Hill Chalet | Crestline Cabin • 100-Mile Views

A car parked in front of a wooden cabin with a stone fence and a stone statue.

A rustic cabin with a steeply pitched roof, stone pillars, and a black front door.

A snow-covered building with a traditional architectural style, surrounded by snow-laden trees.

A large tree with a swing hanging from one of its branches, set against a backdrop of a building and a clear sky.

A rustic cabin with a sloped roof, surrounded by tall trees and a gravel driveway.

Highlights

Even better in person
Guests say this property exceeds expectations.
Beach equipment
A rare find — beach equipment ready to go for your days by the sea.
Centrally-located
You're never far from where you need to be with this convenient location.

1 bedroom1+ bathroomSleeps 2

Popular amenities

Balcony
Kitchenette
Barbecue grill
Air-conditioning
Refrigerator
Pet-friendly

Explore the area

Crestline, CA

Place, Lake Gregory
‪4 min drive‬
Place, Lake Gregory Regional Park
‪4 min drive‬
Place, Lake Gregory Dog Park
‪5 min drive‬
Airport, San Bernardino, CA (SBD-San Bernardino Intl.)
‪32 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom, 1 half bathroom

Bathroom 1

Bathtub

Bathroom 2

Spaces

Porch or lanai

Kitchenette

Balcony

Number of living rooms

Garden

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 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

Our prices include all fees. No hidden fees.

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Kitchen
Pet-friendly
Free Wi-Fi
Outdoor space

House Rules

Check in after 3:00 PM

Minimum age to rent: 21

Check out before 11:00 AM

Children

Adults only

Events

Events allowed: birthday parties

Pets

Pets allowed: dogs and cats less than 99 kg per pet (limit one pet total)

Dogs can not be left alone over 4 hours.

Smoking

Smoking is not permitted

No vaping or smoking inside.

Check-out instructions

The host requires you to complete the following before checking out:

Remove personal items, remove leftover food and drinks and take out the rubbish

Turn off the lights and lock the doors

Garbage can be placed in bins in carport.

Leave key under mat.

Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property Registration Number CESTRP-2021-01328

Property # 2821844vb

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

Parties and events (including birthday parties) are allowed on site. Maximum attendees: 12

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a first aid kit

This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Crestline

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.

View more Chalets in Crestline

Crestline, CA

What's nearby

Lake Gregory - 4 min drive - 3.4 km
Lake Gregory Regional Park - 4 min drive - 3.4 km
Lake Gregory Dog Park - 5 min drive - 4.1 km
Strawberry Peak Fire Lookout - 8 min drive - 8.9 km
Silverwood Lake State Recreation Area - 10 min drive - 8.2 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 99 kg per pet.

How much is parking at Holly Hill Chalet | Crestline Cabin • 100-Mile Views?

On-site 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?

Checkout 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 miles (5 km) of Lake Gregory, Lake Gregory Regional Park and Lake Gregory Dog Park. Heart Rock is 3 mi (4.9 km) away.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Response from VrboOwner on 23 Aug 2023

It was so lovely having you and Saffron here! Hope to see you again in the future.

28 Aug 2024

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

Response from VrboOwner on 23 Aug 2023

Thank you so much Darren and Ruma. It was lovely having you here.. look forward to seeing your lovely faces again.

Verified review

10/10 Excellent

Amy R.

22 Mar 2026

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.

Stayed 2 nights in Mar 2026

Response from VrboOwner on 24 Mar 2026

Thank you so much for your thoughtful review Amy. I’m so glad you enjoyed the views and your time at the chalet. It really is a special spot, especially with the wildlife and those peaceful moments out on the property. I also appreciate your feedback. As a mountainside home, there are a few natural level changes both inside and outside, and we always encourage guests to take their time when arriving and exploring. We’ll also look at ways to make the step areas more visible. For future guests, there are plenty of outlets throughout the suite, including on both sides of the bed, along the main wall, and in the bathroom. Thanks again for staying, and I’m so happy you had such a memorable visit. From us at Holly Hill Chalet

Verified review

8/10 Good

Dana D.

26 Apr 2024

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

Response from VrboOwner on 27 Apr 2024

Dear Dana, It was such a pleasure to meet you both. So sorry Holly Hill Chalet didn't fit your needs or expectations. I wanted to set the record straight a little since you are giving us our first not so perfect review out of 200 5 star reviews. Every season is great in the mountains but unfortunately you happened to arrive when we were having a weather system come through. In winter we have some of the clearest views and of course snow on occasion, the property gets sun all day and you can enjoy the garden any season. We try to make our guests experience special by complimentary wine and welcome messages for them and their pets but one thing we can't control is the weather unfortunately. As it clearly states in the listing we have a kitchenette and it does state if you want to cook then this is probably not the best listing for you. Kitchens are a dime a dozen but the view is one in a million. Guests usually like to use the barbecue and I'm more than happy to do dishes for guests if they need it done like I did for you. A lot of guests order in or go out to the many restaurants in the area. Regarding miles away from a town and entertainment that simply is not true. We are 5 minutes away from top town in Crestline as well as 7minutes away from Lake Gregory where there is supermarket, bars and restaurants. I'm so glad you found Lake Arrowhead and had a good time there. Holly Hill Chalet is so much more than a hotel room in the mountains. We have a beautiful acre and patio which can be enjoyed as well as fire pit and so many sitting areas in the garden which is your own personal park to enjoy. Unfortunately you weren't able to enjoy all it had to offer due to the weather. My guests experience is very important to me so I'm very sorry you didn't read that there was no kitchen. I did offer to cook anything that needed to be done on a stove when you arrived. I do hope smokey had a good time though. :) Peace and love from Holly Hill Chalet

About the host

Hosted by Anita Hodson

Kiwi living in the mountains... Originally from New Zealand but have traveled extensively both on the ocean and land, have lived in Australia, Japan, New York, and Hollywood with extended periods in France. Dog lover and happy to share my home.
When we are home, we will generally keep to ourselves either pottering in the garden or working inside. There is a private entrance for guests, any interaction will be unnecessary unless wanted. :)
We are here to make your stay a peaceful memorable one.

Why they chose this property

This truly is a special unique place. The views and the wildlife are incredible. The view is ever changing and the pictures do not do the view justice. The garden is expansive and has a park like feeling. Often guests use the words awestruck or awe inspiring. It truly is a magical property.

What makes this property unique

Peace and tranquility and a very special ever changing view. The 400 year Oak tree stands watch over the property and keeps many birds and animals happy.

Languages:

English

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Holly Hill Chalet | Crestline Cabin • 100-Mile Views

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

Reviews

Highlights

Popular amenities

Explore the area

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 bathroom, 1 half bathroom

Bathroom 1

Bathroom 2

Spaces

About this property

Holly Hill Chalet | Crestline Cabin • 100-Mile Views

Add dates for prices

Have a question?

Similar properties

Mountain Cottage Serenity Surrounded by Majestic Forests 5 min to Lake Arrowhead

House Rules

Children

Events

Pets

Smoking

Check-out instructions

Important information

You need to know

About the area

Crestline

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

10/10

10/10

10/10

10/10

9.8/10

9.6/10

Reviews

10/10 Excellent

Vincent M.

10/10 Excellent

Cory M.

10/10 Excellent

Kay V.

10/10 Excellent

Kristen D.

Beautiful views

10/10 Excellent

Ashley

10/10 Excellent

Joseph M.

Perfect Getaway

10/10 Excellent

Lizeth N.

Breathtaking View

10/10 Excellent

Carly V.

Friend wedding trip

10/10 Excellent

Verified traveller

Even better than advertised!

10/10 Excellent

David N.

Quick Getaway

10/10 Excellent

Julie H.

Cozy Cabin in the Clouds

10/10 Excellent

Brian C.

Very romantic

10/10 Excellent

Darren R.

Celebration of our engagement

10/10 Excellent

Amy R.