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Holly Hill Guest Suite | 100-Mile Views, Fire Pit & Dog Frie

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Outdoor dining
A cozy living room with a fireplace, two hanging chairs, a round mirror, and a flat-screen TV.
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 bedroom with a large bed, a hanging chair, a fireplace, and a TV.

Reviews

10 out of 10
Exceptional

Entire chalet

1 bedroom2 bathroomsSleeps 2700 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
The current price is $255
$245 nightly
$255 total
Total with taxes and fees
Sep 17 - Sep 18

Explore the area

View in a map
Crestline, CA
  • Place, Lake Gregory Regional Park
    ‪4 min drive‬
  • Place, Lake Gregory
    ‪4 min drive‬
  • Place, Lake Gregory Dog Park
    ‪5 min drive‬
  • Airport, San Bernardino, CA (SBD-San Bernardino Intl.)
    ‪32 min drive‬

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About the neighborhood

Crestline

When you stay at this chalet in Crestline, you'll be in the mountains, within a 5-minute drive of Lake Gregory and Lake Gregory Regional Park. .This chalet is 9.3 mi (15 km) from Lake Arrowhead Village and 15.3 mi (24.7 km) from Yaamava' Resort & Casino.
View more Chalets in CrestlineOpens in a new window

What's nearby

  • Lake Gregory Regional Park - 4 min drive - 2.1 miles
  • Lake Gregory - 4 min drive - 2.1 miles
  • Lake Gregory Dog Park - 5 min drive - 2.6 miles
  • Strawberry Peak Fire Lookout - 8 min drive - 5.5 miles
  • Silverwood Lake State Recreation Area - 10 min drive - 5.1 miles

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
  • ‪Dairy Queen Grill & Chill - ‬24 min drive
  • ‪Fire Wings - ‬21 min drive
  • ‪Farmer Boys - ‬22 min drive
  • ‪Rock & Roll Sushi - ‬22 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Holly Hill Guest Suite | 100-Mile Views, Fire Pit & Dog Frie

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
There's a private balcony. A kitchenette is outfitted with a refrigerator and a microwave. The bathroom features a bathtub, complimentary toiletries, and a hair dryer. Conveniences include a phone, as well as a coffee/tea maker and a washing machine.
Take in the views from a garden and make use of amenities such as barbecue grills.
Featured amenities include express check-in, express check-out, and luggage storage.

Property amenities

Beach

  • Beach towels

Internet

  • Available in the accommodation: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchenette

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Refrigerator
  • Toaster

Bedrooms

  • 1 bedroom
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathrobes
  • Bathtub
  • Free toiletries
  • Hair dryer
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • One pet total (up to 218 lbs per pet)
  • Food and water bowls

Suitability/Accessibility

  • Smoking not allowed
  • Note from host: No vaping or smoking inside.

Services and conveniences

  • Iron/ironing board
  • Luggage storage
  • Phone

Location highlights

  • In a rural location
  • In the mountains

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Property does not allow children
  • Soundproofing
  • Unit size: 700 square feet

Policies

Check-in

Check-in time starts at 3:00 PM

Express check-in available

Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Express check-out available

Special check-in instructions

An adult age 18 or older must assume all liability for the booking

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:

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

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.

Pets

Pets allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs and cats only

1 total (up to 218 lbs per pet)

Food and water bowls are available

Note from host: Dogs can not be left alone over 4 hours.

Children and extra beds

This property does not allow children

Events

Events allowed: birthday parties

Smoking

Smoking is not permitted

No vaping or smoking inside.

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 there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number CESTRP-2021-01328

Property is also known as

506697

100-Mile-Views-Fire Pit-Peaceful-Romantic-Secluded-Dogs yes Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 13 out of 14 reviews
Rating 8 - Good. 1 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Vincent M.

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

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 review

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
Verified review

10/10 Excellent

Ashley

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

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
Verified review

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
Verified review

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
Verified review

10/10 Excellent

Verified traveler

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

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 review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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

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