Chalet

100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly

Photo gallery for 100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly

Breathtaking view of mountains city from vacation rental Crestline
Stylish suite with incredible views
View from spacious luxury patio
Garden views with our fire pit
A proposal-worthy sunset at Holly Hill Chalet.

Reviews

10 out of 10
Exceptional
1 bedroom1+ bathroomSleeps 265.0 sq m

Popular amenities

  • Ocean view
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Crestline, CA
  • Place, Lake Gregory Regional Park
    ‪3 min drive‬
  • Place, Lake Gregory
    ‪3 min drive‬
  • Place, Lake Gregory Dog Park
    ‪4 min drive‬
  • Airport, San Bernardino, CA (SBD-San Bernardino Intl.)
    ‪25 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
Balcony
Garden

About this property

100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly

Holly Hill Chalet is ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patio and park-like setting for garden. The true star of the show is the view an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all the while offering a front-row seat to the awe-inspiring expanse below. As twilight descends, the view transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of magic. Dogs are most welcome. 

Welcome to Holly Hill Chalet. Enter your stylish cozy private suite via a separate private entrance through your own expansive patio with breathtaking 100-mile views from the mountains to the sea. Sip your morning coffee while listening to the birds on a swing chair all the while enjoying the panoramic city views through a 400-year-old oak tree.   If you would like to view our utube channel @HollyHillChaletCrestline you will be able to see some tours of the property. 

Our reviews are here https://www.hollyhillchalet.co...

Highlights include: 

★ Set on a sprawling acre, the garden feels like your own personal park.
★ Fire pit with incredible view
★ A/C & faux fireplace. Cozy in winter & cool in summer.
★ Kitchenette has Nespresso coffee machine, Smeg kettle, and toaster. Microwave, fridge. Cocktail shaker and more
★ Dogs are welcome for a $50.00 pet fee (max 2 dogs)
★ 50" TV fireTV with Netflix, Apple TV, Prime, Starz plus many more
★ 20-minute scenic drive to Lake Arrowhead, 7-minute drive to Lake Gregory
★ Electric vehicles charge free! 110V outlet for standard charging
★ Parking in the carport allows you to have a separate entrance to the suite. Just a short walk.
★ Cozy robes
★ Stylish decor
★ Very large private wraparound patio with panoramic views. Also feels like you are in a tree house.
★ Spacious bathroom with bathtub and separate shower with great water pressure
★ Very comfortable California King bed
★ Record player with eclectic record collection
★ Great natural light and views in the guest suite
★ Hosted by a Super host with ONLY 5 ★ reviews
★ Barbecue
★ Laundry
★ 1hr 30minute drive from Hollywood, 2hr drive from San Diego

This is such a beautiful place that calls to be shared with others. The house was built in 1942 and has a lot of character and charm. She is surrounded by beautiful trees (Sequoia, Pine, Spruce, and many Oak trees to name a few). The garden is expansive and a great place to be and feels like your own personal park. The swing chairs under the old oak are a lovely interlude in the day or be awestruck at the different views around the garden and beyond. The view is so stunning it is hard to put into words.



The suite features a very comfortable California King bed with beautiful high-quality Tencel sheets. There are two French sliding doors to the patio as well as your own private bathroom with an extra-long tub and its own French sliding door. The bedroom also features a retro-style record player and cassette tape player if you would like to delve into your past. Or listen to some of the old records on the property from the '20s, '30s, and '40s and beyond...As well as a faux fireplace and letting you have a cozy environment in the winter.

The patio is a great place to watch the sunset or sunrise or enjoy the evening air under the hue of the string lights. A great place to unwind and tap into the peace, tranquility, and serenity of the property. No words or photos give the breathtaking view justice. It truly is awe-inspiring whether during the day or into the evening looking at the city's twinkling lights below. The view is constantly changing with the different light and wildlife shows.

There is a kitchenette area with a microwave, fridge, and Nespresso coffee machine with the pods as well as a smeg electric kettle and toaster. There also is a French press with ground coffee and tea packets for you. Maybe take a rest from cooking..If you want to cook we do have a grill but if you want to cook in a kitchen I would suggest another listing.  Kitchens are a dime a dozen but the view at the house is one in a million. :) 



There is a lock on both sides of the door into the main part of the house (which is private and not included with the booking). I'm on the property and can assist you with anything you need, I generally keep a low profile to allow you to have as much privacy as you need. I like for my guests to really feel like they can make themselves at home in the space and garden. We are a very easy-going household.

We would love to hear about your mountain adventures! To share your pictures or see our view find us on IG @Hollyhill333 :)

Less than a mile to the Crestline hang gliding launch point, 7 min drive to Lake Gregory, 20 min scenic drive to Lake Arrowhead.

There is ample parking on site. Parking is available in the carport which is a short walk to the suite. Additionally, if you are traveling by motorbike you can park your bike in the secure garage. Electric vehicles are welcome.

Self-check-in is possible.

Very quiet neighborhood with trees and amazing stunning views of the city and mountains. Just 7 minutes from Lake Gregory and Crestline shops and restaurants. Also, just a 20 min scenic drive to Lake Arrowhead and 1hr drive to Big Bear.

Add dates for prices

Amenities

Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space
Parking available

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Adults only
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Events

Events allowed: birthday parties
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Pets

Pets allowed: dogs (limit 2 total)
Dogs can not be left alone over 4 hours.
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Smoking

Smoking allowed: in designated areas
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

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
Property Registration Number CESTRP-2021-01328

Frequently asked questions

Is 100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at 100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly?

As of 1 Apr 2026, prices found for a 1-night stay for 2 adults at 100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly on 21 May 2026 start from AU$504, including 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 at 100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly?

On-site parking is available at the property.

What time is check-in at 100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly?

Check-in begins at 3:00 PM.

What time is check-out at 100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly?

Checkout is at 11:00 AM.

Where is 100-Mile Views • Romantic Retreat • Firepit • Proposal-Ready • Dog Friendly located?

Situated in a rural location, 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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 13 reviews
Rating 8 - Good. 1 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kay V.

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

10/10 Excellent

Kristen D.

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
Response from VrboOwner on 23 Aug 2023
It was so lovely having you and Saffron here! Hope to see you again in the future.
Verified

10/10 Excellent

Amy R.

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
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

10/10 Excellent

Ashley

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

10/10 Excellent

Joseph M.

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
Response from VrboOwner on 23 Aug 2023
Thank you Joseph, It was a pleasure to host you and your lady. Welcome back anytime!
Verified

10/10 Excellent

Lizeth N.

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
Response from VrboOwner on 23 Aug 2023
Thank you LIzeth. Great to have you here! Hopefully you can make it back again in the near future. :)
Verified

10/10 Excellent

Carly V.

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
Response from VrboOwner on 5 June 2024
Thank you for your wonderful review! We're delighted that you enjoyed your stay at Holly Hill Chalet and appreciated the beautiful setting. It's great to hear that everything exceeded your expectations and that the check-in process was smooth. Watching the sunset and sunrise from the garden is indeed magical. We hope to welcome you back soon!
Verified

10/10 Excellent

Verified traveller

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
Response from VrboOwner on 23 Aug 2023
Thank you so much. So happy you enjoyed your stay. Hope you come back again. :)
Verified

10/10 Excellent

David N.

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

10/10 Excellent

Julie H.

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
Response from VrboOwner on 25 Jan 2024
THANK YOU! So great to have you both.
Verified

10/10 Excellent

Brian C.

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
Response from VrboOwner on 2 Apr 2024
Thank you Brian. So lovely having you here. Hope you come back when the weather is more cooperative. :)
Verified

10/10 Excellent

Darren R.

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
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

8/10 Good

Dana D.

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

Host profile image
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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