Chalet holiday rentals in San Bernardino

4.9 out of 5 average rating, 699 reviews

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)

4.99 out of 5 average rating, 113 reviews

Stunning Chalet• Spa • Central AC • Location! Deck

𝐖𝐡𝐢𝐬𝐩𝐞𝐫𝐢𝐧𝐠 𝐏𝐢𝐧𝐞𝐬 is a newly renovated, 1000 sq foot 2 bdrm, 2 bath chalet nestled in one of the most desirable neighborhoods of Big Bear Lake. Enjoy the serene woodsy paradise while being close to all. The enclosed and scenic deck offers a spa, dining al fresco and a BBQ. The cabin is central to Snow Summit & Bear Mountain, the lake, shopping, dining and restaurants. Bring your furry family member (dogs only) and enjoy no pet fee. Enjoy our natural sled hill (weather permitting).

4.97 out of 5 average rating, 141 reviews

Chalet in Cedar Glen

Stargaze under the Black Oaks + Lake Access

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.

4.99 out of 5 average rating, 137 reviews

Chalet in Sugarloaf

Romantic A Frame - Eco Organic Bed & Late Checkout

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

4.98 out of 5 average rating, 451 reviews

Chalet in Crestline

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!

4.93 out of 5 average rating, 175 reviews

Chalet in Twin Peaks

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

Chalet in Running Springs

4.98 out of 5 average rating, 220 reviews

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

4.87 out of 5 average rating, 136 reviews

Rustic Elegance w/ Scenic Views & Private Dock

Enjoy the grand traditions of mountain living in a stunning lakeside Chalet featuring a fusion of modern design and casual luxury. This home offers a peaceful getaway beside a sheltered lakefront cove where you can take in the sunset through the chalet's panoramic views from the private dock, floor-to-ceiling windows, tiered decks, and hot tub. Features include radiant heated floors, a two-story wood-burning stove, a laundry room, and fast high-speed Internet, which supports HD videos.

4.85 out of 5 average rating, 217 reviews

Chalet in Crestline

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.

Chalet in Idyllwild-Pine Cove

4.99 out of 5 average rating, 123 reviews

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.

Chalet in Idyllwild-Pine Cove

5 out of 5 average rating, 230 reviews

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.