
Chalet holiday rentals in San Bernardino
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Top-rated chalet rentals in San Bernardino
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Treehaus Chalet | Epic Views, Mid Century Vibe!
Follow on the gram at treehauschalet Home is a midcentury cabin with breathtaking views of Bear Mountain & Snow Summit, elevated on a hillside in the desirable Moonridge neighborhood. The home is ideal for a couple or a small family. * panoramic mountain views * walk to Alpine Zoo * within 10 mins of all major attractions * stone fireplace * modern kitchen * 2 bedrooms + 2 baths * jacuzzi jetted bathtub * foosball, tree swing, games * 1000 sf * max 4 adults + 2 cars * pet friendly (2 dogs max)

Black Oaks + Starry Skies, Lake Trails, Soaker Tub
Cumberland Chalet is our 3 story provincial mountain home. Hidden in the serenity of the forest, enjoy a warm fire pit in the evening, BBQ and nature views. Beautiful primary bedroom on main floor with en suite bathroom with luxurious soaker tub. Enjoy movie night in the family room with mini kitchen, arcade and games! Enjoy our lake/trail access and large property to roam. Stone fireplaces, wood beam ceilings, bathrooms on each floor. Spacious & cozy in this remodeled space. Pets ok with a fee.

Romantic A Frame - Eco Organic Bed & Wood Stove
Surround yourself in the peacefulness of trees and listen to birds sing @Natures_Lovers_Aframe a True & Authentic 1964 A-Frame Cabin with 21 foot high ceilings, organic bed & wood burning stove & free firewood. Large Deck & Bbq. Romantic for 2, sleeps 4 guests comfortably. 2 Queen bedrooms & 1 bath. Upstairs loft has Avocado Green Organic queen mattress. Easy Self check-in, Fast WIFI (500mbps up/down) , Dog-friendly & access to Level 2 EV Charger. Driveway is easy to park & lot is flat

Magical Mid-Century Chalet Breathtaking Views!
Nestled just a short distance from LA, embrace the idyllic landscape of picture-perfect sunsets from the balconies and awe-inspiring views from the house. Discover an orchestra of ravens and crows while savoring your morning coffee or get lost in a book by the fireplace. Featured in Fodor’s Travel “Best Airbnb’s and cabins of the year”! A 4-minute drive to Lake Gregory, 12 minutes to Lake Arrowhead, & 45 minutes to Big Bear. So much to explore or stay cozy inside, you will enjoy your time here!

Clubhouse Lodge 3 BR w/ Romantic Master Suite
*Pet-friendly home nestled in the trees, this lovely 3 bedroom detached single family home with private front and back yards. Relax in the romantic Master Suite with private balcony a views of the surrounding trees. Escape the city within an hour's drive & unwind amongst nature with all the comforts of home. Eat alfresco in one of the multiple outdoor entertainment areas. Enjoy all the amenities of home while having a Mountain Experience. Self check-in *Pets must be requested in reservation

100 Mile View:Your Romantic Stay
As you relax on the deck, a million city lights twinkle beneath the spectacular sunset. You're conveniently close to Lake Arrowhead, the "Alps of Southern California" This retreat, nestled on a cliff's edge, offers expansive views from Mt. Baldy to Catalina Island on clear days. It’s the perfect spot for a much-needed family vacation, or a romantic time together. For reservations, please provide the age categories of all guests during booking; this is essential for approval. Thank you

Private cabin w wraparound deck at Lake Gregory
Our bright and spacious chalet nestled in the San Bernardino National Forest offers peace and seclusion within a mile from Crestline Village and Lake Gregory. 15 minutes from Lake Arrowhead and Santa's Village, 20 min from Snow Summit, 40 min from Big Bear, and walking distance to Lake Gregory Water Park in spring and summer! Crestline offers amazing thrifting and antiquing, biking, hiking, boating, fishing, or just take in nature at its best from the comfort of this cozy retreat.

Azalea Haus - Modern, spacious, creek, views!
Azalea Haus: Contemporary, spacious home in Fern Valley surrounded by cedars and pines overlooking the granite boulders of Strawberry Creek. Stunning views of Suicide Rock from two balconies and large second story family room loft. New fully equipped kitchen, two cozy fireplaces, a deck for barbecuing. Close to trailheads at Humber Park and all the amenities of Idyllwild village. Come enjoy the serenity of the mountains with good friends and family in this modern chalet.

Treetop Hideout · On 2.5 Acres of Private Forest
Treetop Hideout is a classic alpine chalet perched high on the ridge overlooking Idyllwild village, surrounded by panoramic views of the San Jacinto mountains. This secluded, quiet little cabin is for all forest lovers, but would be most enjoyed by folks with an adventurous spirit (see Winter Access). You will be greeted with the stillness of the woods, sunrise + sunset views from two cantilevered balconies, all while wrapped in a cozy, luxurious interior.

Rancho Pines I Ponderosa, Ski+Village+Lake+Hot Tub
Rancho Pines is a Classic A-frame with a fresh balance of modern fare and rustic charm. Centrally located just 1.2 miles from the village and Snow Summit ski resort on a quiet cul-de-sac is exactly where you’ll want to be. Remodeled kitchen, bathrooms over natural river rock flooring. Step outside onto a 280 degree wrap around deck, complete with BBQ, sitting areas and private hot tub. (No pets) I have a exterior camera monitoring the driveway for safety

The Fox & Leopard Treehouse
This Custom Dodecahedral Cabin is set amid a peaceful neighborhood in Idyllwild, CA. The cozy, storybook home fits perfectly within the forest, dwarfed from its center by an Ancient Ponderosa Pine. Resting atop a full acre of private, old-growth forest, The Fox & Leopard Treehouse overlooks a seasonal stream which runs all the way down beneath the stone bridge at the entrance to the estate. Riverside County STR Cert #: 002038

Alpine Retreat
Alpine Chalet, located in the middle of everything amazing Big Bear has to offer. Minutes from the quaint village and lake access, a block from the national forest with miles of hiking and a quick run over to one of the many local ski resorts. Our home away from home is one of connection, inspiration and meditation. Truly a place to recharge, get away and enjoy everything great about the California Mountains.
Popular amenities for chalet rentals in San Bernardino
Family-friendly chalet rentals

Lake Access Getaway w/EV Charger Pet & FamFriendly

Book Autumn Cabin near Big Bear, Lake Arrowhead

Comfortable and Enjoyable place to relax!

Stylish Forest A-Frame, Dogs Welcome!

European Styled Cottage 4BR/3Bath Comfy Cozy

Stylish Chalet: Mstr Ste w/ Hot Tub, Jacuzzi & A/C

The Treehouse at Emerald Bay

"TREETOP LOFT" - MODERN 4BR A-FRAME + VIEWS
Luxury chalet rentals

Hot Tub-Game Room-Nintendo Switch-BBQ

Austin's Bear Mountain Lodge

Bear Oaks Villa

Hot Tub & Fire Pit • 3 Decks • Treetop Star Views

Bear Mesmerizing Getaway

The Space Chalet

Incredible views, hot tub, walk to Bear Mountain

Rustic Elegance w/ Scenic Views & Private Dock
Quick stats about chalet rentals in San Bernardino
Total holiday rentals
Explore 10 holiday rentals in San Bernardino
Nightly prices starting at
San Bernardino holiday rentals start at € 103 per night before taxes and fees
Verified guest reviews
Over 1,520 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Wifi availability
10 of San Bernardino holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Bernardino rentals
4.8 Average rating
San Bernardino stays are highly rated by guests – averaging 4.8 out of 5!
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- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- Snow Summit
- Disney California Adventure Park
- Pechanga Resort Casino
- Honda Center
- Salt Creek Beach
- Angel Stadium of Anaheim
- California Institute of Technology
- The Huntington Library
- 1000 Steps Beach
- Alpine Slide at Magic Mountain
- Emerald Bay
- Mesquite Golf & Country Club
- Indian Canyons
- Palm Springs Aerial Tramway
- Crystal Cove State Beach
- Monarch Beach Golf Links
- Table Rock Beach
- Dos Lagos Golf Course
- Mountain High
- Shaws Cove