100-Mile View | Romantic Chalet • Dogs Welcome
Entire guest suite in Crestline, California
- 2 guests
- 1 bedroom
- 1 bed
- 1 bath
Hosted by Anita
- Superhost
- 16 years hosting
Listing highlights
Top 1% of homes
This home is one of the highest ranked based on ratings, reviews, and reliability.
In Crestline, near Lake Gregory
A quiet mountain retreat in Crestline with Lake Gregory and local shops a short drive away
An acre of private garden to explore
A full acre of private garden with seating areas, a fire pit, and a swing chair under an ancient oak
Anita is a thoughtful, attentive host
Guests consistently praise Anita's thoughtful details and attentive communication
Holly Hill Chalet is designed for romantic interludes and peaceful retreats. While the interior is stylish and cozy, the true star of the show is the view: an ever-changing masterpiece that transitions from golden sunrises to cinematic sunsets. From our expansive patios and park-like garden, you have a front-row seat to the awe-inspiring expanse below. As twilight descends, the horizon dissolves into a sea of twinkling city lights, igniting a garden of whimsical light, chandeliers, and magic.✨
The space
WELCOME TO HOLLY HILL CHALET (@hollyhill333)
Enter your stylish, private suite through a separate entrance and step onto your own expansive patio. Here, you’ll find breathtaking 100-mile views stretching from the mountains all the way to the sea.
THE ENCHANTED GARDEN
THE 400-YEAR-OLD OAK: Relax in the swing chair nestled under the canopy of a majestic, ancient oak. It is the perfect spot to watch the diffused mountain light hit the sparkling globe tucked in the branches.
THE FIRE PIT CHANDELIER: Gather at the bottom of our lush acre for sunset drinks by the fire pit, illuminated by a crystal chandelier for a touch of rustic elegance.
SECLUDED RETREATS: Discover numerous intimate seating areas throughout the grounds, including a dreamy daybed nestled under the elderberry tree—perfect for afternoon naps.
ACRE OF MAGIC: Stroll through a landscape of Sequoias, Oaks, Pines, and Spruces to find your favorite front-row seat to the sea of twinkling city lights below.
LUXURY SLEEP & STYLE
PREMIUM COMFORT: Sink into a California King bed with blackout curtains for deep, mountain sleep.
RETRO VIBE: Enjoy an eclectic record collection (vinyl back to 1920's), a cassette player, and even a guitar for soulful evenings.
COZY AMBIANCE: A faux fireplace keeps the suite romantic in winter, while A/C ensures a cool summer retreat.
DOGS WELCOME
FURRY FRIENDS: We welcome up to 2 dogs to join your mountain adventure ($50 pet fee).
GARDEN EXPLORING: With a full acre of lush landscape, there is plenty of space for your companions to enjoy the fresh air.
HIKING: You’ll find incredible trails located all around the property for you and your dogs to explore.
HIGH-SPEED CONNECTIVITY & AMENITIES
ULTRA-FAST WIFI: Stay connected with 2GB fiber optic wifi—perfect for streaming, video calls, or remote work in the mountains.
KITCHENETTE: High-end essentials including a Nespresso Vertuo (coffee provided), Smeg kettle, toaster, fridge, and a cocktail shaker.
OUTDOOR COOKING: A gas grill is available on your patio for easy alfresco meals with a view.
THE BATH: A spacious bathroom featuring an extra-long soaking tub and its own French sliding door to the patio.
TECH: 50" TV loaded with DIRECTV, Netflix, HBO, Prime, plus free EV charging (110V) in your dedicated carport.
ADVENTURE & LOCATION
LAKE LIFE: 7 mins to Lake Gregory | 20 mins to Lake Arrowhead.
SKIING: 38 mins to Snow Valley for skiing and boarding.
PROPERTY TOURS: Check out our property tours on our YouTube channel @HollyHillChaletCrestline.
EASY ACCESS
FROM LA: ~1 hour 30 minutes
FROM SAN DIEGO: ~2 hours
YOUR PRIVACY
We value your peace. While I am available to assist you, I generally keep a low profile to ensure you feel completely at home. The suite is entirely private, separated from the main 1942-built home by locked doors on both sides.
🏳️🌈 Everyone is Welcome
At Holly Hill Chalet, hospitality has no boundaries. We are committed to providing a safe, respectful, and inclusive space for guests of all backgrounds, identities, and walks of life. We welcome everyone!
Guest access
PARKING & ARRIVAL
Ample parking is available on-site in the driveway, followed by a short, scenic walk to your private suite.
Self-check-in is available for a seamless arrival.
SPECIAL VEHICLES
MOTORBIKES: Secure garage parking is available specifically for guests traveling by motorcycle.
ELECTRIC VEHICLES: EV CHARGING (LEVEL 1): We offer a dedicated 110V regular outlet in the driveway for free overnight charging (Level 1). Please bring your own charging cable.
Other things to note
WEATHER & PREPAREDNESS
MOUNTAIN FORECASTS: Weather can change quickly. For the most accurate local updates, visit website lakegregoryweather. I will also send you a forecast ahead of your winter stay.
COZY AMENITIES: We have A/C, central heating, and a backup generator to ensure your comfort during power outages.
WHAT TO PACK: Bring warm layers for chilly nights, even in Spring and Fall.
WINTER DRIVING & SNOW
VEHICLE REQUIREMENTS: During snowy months, 4WD or AWD is highly recommended. You must carry tire chains when they are mandatory; mountain access is often restricted without them.
ROAD CONDITIONS: I recommend using the CalTrans Quickmap app for real-time updates on road closures and detours.
SNOW CLEARING: When it snows, the street is plowed, and I personally clear the driveway. You are welcome to park in the carport to keep your vehicle protected.
GARDEN NAVIGATION
NATURAL TERRAIN: Our garden features uneven ground and slopes without handrails throughout. If you have difficulty walking on inclines, please note that navigating the full acre may be challenging.
Registration Details
CESTRP-2021-01328
The space
WELCOME TO HOLLY HILL CHALET (@hollyhill333)
Enter your stylish, private suite through a separate entrance and step onto your own expansive patio. Here, you’ll find breathtaking 100-mile views stretching from the mountains all the way to the sea.
THE ENCHANTED GARDEN
THE 400-YEAR-OLD OAK: Relax in the swing chair nestled under the canopy of a majestic, ancient oak. It is the perfect spot to watch the diffused mountain light hit the sparkling globe tucked in the branches.
THE FIRE PIT CHANDELIER: Gather at the bottom of our lush acre for sunset drinks by the fire pit, illuminated by a crystal chandelier for a touch of rustic elegance.
SECLUDED RETREATS: Discover numerous intimate seating areas throughout the grounds, including a dreamy daybed nestled under the elderberry tree—perfect for afternoon naps.
ACRE OF MAGIC: Stroll through a landscape of Sequoias, Oaks, Pines, and Spruces to find your favorite front-row seat to the sea of twinkling city lights below.
LUXURY SLEEP & STYLE
PREMIUM COMFORT: Sink into a California King bed with blackout curtains for deep, mountain sleep.
RETRO VIBE: Enjoy an eclectic record collection (vinyl back to 1920's), a cassette player, and even a guitar for soulful evenings.
COZY AMBIANCE: A faux fireplace keeps the suite romantic in winter, while A/C ensures a cool summer retreat.
DOGS WELCOME
FURRY FRIENDS: We welcome up to 2 dogs to join your mountain adventure ($50 pet fee).
GARDEN EXPLORING: With a full acre of lush landscape, there is plenty of space for your companions to enjoy the fresh air.
HIKING: You’ll find incredible trails located all around the property for you and your dogs to explore.
HIGH-SPEED CONNECTIVITY & AMENITIES
ULTRA-FAST WIFI: Stay connected with 2GB fiber optic wifi—perfect for streaming, video calls, or remote work in the mountains.
KITCHENETTE: High-end essentials including a Nespresso Vertuo (coffee provided), Smeg kettle, toaster, fridge, and a cocktail shaker.
OUTDOOR COOKING: A gas grill is available on your patio for easy alfresco meals with a view.
THE BATH: A spacious bathroom featuring an extra-long soaking tub and its own French sliding door to the patio.
TECH: 50" TV loaded with DIRECTV, Netflix, HBO, Prime, plus free EV charging (110V) in your dedicated carport.
ADVENTURE & LOCATION
LAKE LIFE: 7 mins to Lake Gregory | 20 mins to Lake Arrowhead.
SKIING: 38 mins to Snow Valley for skiing and boarding.
PROPERTY TOURS: Check out our property tours on our YouTube channel @HollyHillChaletCrestline.
EASY ACCESS
FROM LA: ~1 hour 30 minutes
FROM SAN DIEGO: ~2 hours
YOUR PRIVACY
We value your peace. While I am available to assist you, I generally keep a low profile to ensure you feel completely at home. The suite is entirely private, separated from the main 1942-built home by locked doors on both sides.
🏳️🌈 Everyone is Welcome
At Holly Hill Chalet, hospitality has no boundaries. We are committed to providing a safe, respectful, and inclusive space for guests of all backgrounds, identities, and walks of life. We welcome everyone!
Guest access
PARKING & ARRIVAL
Ample parking is available on-site in the driveway, followed by a short, scenic walk to your private suite.
Self-check-in is available for a seamless arrival.
SPECIAL VEHICLES
MOTORBIKES: Secure garage parking is available specifically for guests traveling by motorcycle.
ELECTRIC VEHICLES: EV CHARGING (LEVEL 1): We offer a dedicated 110V regular outlet in the driveway for free overnight charging (Level 1). Please bring your own charging cable.
Other things to note
WEATHER & PREPAREDNESS
MOUNTAIN FORECASTS: Weather can change quickly. For the most accurate local updates, visit website lakegregoryweather. I will also send you a forecast ahead of your winter stay.
COZY AMENITIES: We have A/C, central heating, and a backup generator to ensure your comfort during power outages.
WHAT TO PACK: Bring warm layers for chilly nights, even in Spring and Fall.
WINTER DRIVING & SNOW
VEHICLE REQUIREMENTS: During snowy months, 4WD or AWD is highly recommended. You must carry tire chains when they are mandatory; mountain access is often restricted without them.
ROAD CONDITIONS: I recommend using the CalTrans Quickmap app for real-time updates on road closures and detours.
SNOW CLEARING: When it snows, the street is plowed, and I personally clear the driveway. You are welcome to park in the carport to keep your vehicle protected.
GARDEN NAVIGATION
NATURAL TERRAIN: Our garden features uneven ground and slopes without handrails throughout. If you have difficulty walking on inclines, please note that navigating the full acre may be challenging.
Registration Details
CESTRP-2021-01328
Where you’ll sleep
What this place offers
Mountain view
Valley view
Wifi
Dedicated workspace
Free carport on premises – 2 spaces
Select check-in date
Add your travel dates for exact pricing
Rated 4.99 out of 5 from 270 reviews.
Guest favorite
This home is in the top 1% of eligible listings based on ratings, reviews, and reliability
Overall rating
- 5 stars, 99% of reviews
- 4 stars, 1% of reviews
- 3 stars, 0% of reviews
- 2 stars, 0% of reviews
- 1 stars, 0% of reviews
Rated 5.0 out of 5 stars for cleanliness
Rated 5.0 out of 5 stars for accuracy
Rated 5.0 out of 5 stars for check-in
Rated 5.0 out of 5 stars for communication
Rated 5.0 out of 5 stars for location
Rated 5.0 out of 5 stars for value
Guest reviews mention
Where you’ll be
Crestline, California, United States
This listing's location is verified.
Neighborhood highlights
Where You’ll Be | Neighborhood Highlights
Nestled along the scenic rim of the San Bernardino Mountains, Holly Hill Chalet is located in a quiet, residential area of Crestline—perfect for guests seeking peace, privacy, and fresh mountain air, while still being close to local conveniences.
Crestline is a picturesque mountain-and-lake community surrounded by lush forests, offering an ideal escape for nature lovers. The area is known for its relaxed pace, hiking trails, and easy access to outdoor activities year-round.
Just 7 minutes away is Lake Gregory, the heart of Crestline. Here you’ll find:
• A large, well-appointed grocery store with a deli and juice/coffee bar
• Charming secondhand and antique shops
• A handful of casual restaurants and local eateries
In the warmer months, Lake Gregory is open to the public and features:
• A small beach area
• Water toys and a large water slide (fun for kids and adults)
• Walking and hiking trails around the lake
• A meadow with a walking track
• Kayak rentals and designated swimming areas
In winter, guests are perfectly positioned for skiing and snow play, with Snow Valley Mountain Resort just about 40 minutes away, making Holly Hill Chalet a convenient base for skiers and snowboarders without the crowds of larger resorts.
A short scenic drive brings you to Blue Jay and Lake Arrowhead (about 20 minutes), where you’ll find:
• Additional grocery stores, Starbucks, and a Rite Aid
• The Blue Jay Cinema (the mountain’s only movie theater)
• Restaurants, wine and cheese shops, ice cream and candy stores
• Mini golf, a small theme park for kids, and a dog park
At Lake Arrowhead, guests can also enjoy:
• Hourly boat rentals
• A charming riverboat-style lake cruise offering insights into the area’s history
We recommend spending an afternoon exploring Lake Arrowhead and enjoying a meal by the water—it’s a beautiful and memorable experience.
Despite being close to all of this, Holly Hill Chalet remains tucked away in a very quiet neighborhood, surrounded by trees and offering breathtaking views of the mountains and city lights below.
Nestled along the scenic rim of the San Bernardino Mountains, Holly Hill Chalet is located in a quiet, residential area of Crestline—perfect for guests seeking peace, privacy, and fresh mountain air, while still being close to local conveniences.
Crestline is a picturesque mountain-and-lake community surrounded by lush forests, offering an ideal escape for nature lovers. The area is known for its relaxed pace, hiking trails, and easy access to outdoor activities year-round.
Just 7 minutes away is Lake Gregory, the heart of Crestline. Here you’ll find:
• A large, well-appointed grocery store with a deli and juice/coffee bar
• Charming secondhand and antique shops
• A handful of casual restaurants and local eateries
In the warmer months, Lake Gregory is open to the public and features:
• A small beach area
• Water toys and a large water slide (fun for kids and adults)
• Walking and hiking trails around the lake
• A meadow with a walking track
• Kayak rentals and designated swimming areas
In winter, guests are perfectly positioned for skiing and snow play, with Snow Valley Mountain Resort just about 40 minutes away, making Holly Hill Chalet a convenient base for skiers and snowboarders without the crowds of larger resorts.
A short scenic drive brings you to Blue Jay and Lake Arrowhead (about 20 minutes), where you’ll find:
• Additional grocery stores, Starbucks, and a Rite Aid
• The Blue Jay Cinema (the mountain’s only movie theater)
• Restaurants, wine and cheese shops, ice cream and candy stores
• Mini golf, a small theme park for kids, and a dog park
At Lake Arrowhead, guests can also enjoy:
• Hourly boat rentals
• A charming riverboat-style lake cruise offering insights into the area’s history
We recommend spending an afternoon exploring Lake Arrowhead and enjoying a meal by the water—it’s a beautiful and memorable experience.
Despite being close to all of this, Holly Hill Chalet remains tucked away in a very quiet neighborhood, surrounded by trees and offering breathtaking views of the mountains and city lights below.
Meet your host
My work: Navigator
I spend too much time: working on my house.. :)
Hello! I'm Anita,
I'm from New Zealand and a fellow traveller. I drove ships around the world for many years and have now settled in beautiful Crestline. I love hosting guests and your experience and privacy is very important to me. We generally don't meet guests and let you discover and explore the magic of the property on your own. If you need help in any way or have special requests before you arrive it is my pleasure to assist you.
Anita is a Superhost
Host details
Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Things to know
Explore other options in and around Crestline
Other types of stays on Airbnb
- Crestline vacation rentals
- Crestline monthly stays
- Pet-friendly vacation rentals in Crestline
- Cabin vacation rentals in Crestline
- Pet-friendly vacation rentals in San Bernardino County
- Cabin vacation rentals in San Bernardino County
- Private suite vacation rentals in San Bernardino County
- Private suite vacation rentals in California
- Cabin vacation rentals in California