Family-friendly holiday rentals in Crestline

4.96 out of 5 average rating, 140 reviews

MODERN MOUNTAIN CABIN IN THE TREES

Kick back and relax in this stylish cabin in the San Bernardino Mountains: minutes from downtown Crestline, Lake Gregory and Lake Arrowhead. Just 74 miles from downtown Los Angeles. window AC units installed May- Sept for summer cooling needs. Each of the two bedrooms features a King bed and cozy bedding. Fully Equipped updated kitchen includes a dishwasher, filtered water tap, and Nespresso. Samsung Frame TV with Hulu, Netflix. Gas Fireplace and plenty of games and records to enjoy your stay.

4.98 out of 5 average rating, 493 reviews

A comfortable seating area features a large leather chair and ottoman, positioned in front of a modern gas fireplace, which is glowing warmly. Floor-to-ceiling windows reveal scenic views of the outdoors, and subtle lighting from above creates a cozy ambiance.

Chalet in Crestline

Magical Mid-Century Cabin Epic Views & Fireplace

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 the 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 Airbnbs 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.

An inviting living space features large windows that provide expansive views of the mountains and sunset. A cozy seating arrangement includes a plush sofa and an accent chair. Natural light fills the room, with warm tones from wooden beams and decor creating a relaxing atmosphere.

4.99 out of 5 average rating, 140 reviews

Mid-Century A-Frame Retreat w/ Mountain Views

The Oso A-Frame cabin has been fully remodeled to provide a serene mountain experience. A quick 5-minute drive to Lake Gregory, the cabin sits perched on a hillside, allowing private, expansive views of the sunset. Brand new bathrooms, cozy central heat, AC, fully stocked kitchen, & pet friendly, we invite you to enjoy time with family and friends. Remote workers welcomed with ultra-fast wifi. If you are looking for a quiet retreat to recharge, this is the place for you! CESTRP-2022-01285

The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.

4.95 out of 5 average rating, 216 reviews

Designer Cabin at LAKE Gregory- walk to shops!

A sanctuary to provide respite from the fast- paced modern lifestyle where time seems to stand still, allowing for reconnection with nature and a focus on the simple pleasures of life. Located in the mountains next to Lake Gregory. 1930s cabin filled with vintage charm, nestled admits a lush pine forest. Newly renovated fully equipped kitchen, heat/AC, wifi. Enjoy lake activities and nearby skiing and let this special cabin transport you to a bygone era while evoking nostalgia and tranquility.

4.88 out of 5 average rating, 387 reviews

Mountain A-Frame | Hot Tub+Views | 95 Min from LA

95 mins from Los Angeles, this is the weekend reset you come to the mountains for - morning coffee on the deck above the trees, wildflower excursions on the trails, and nights in the hot tub under a starry sky. Our Cabin in the Sky is a 1960s A-frame for groups/couples who want a quiet, extraordinary cabin experience . Separate 1 bdrm apt avail for extra fee for guests of main house. Perfect for in-laws, teens or groups who need extra space: separate kitchen, queen bedroom & full bathroom.

A welcoming cabin is nestled among tall pine trees, showcasing a blend of natural wood and a charming brick exterior. A front deck with a simple railing invites relaxation, while a California flag hangs nearby, enhancing the rustic feel of this peaceful retreat.

4.93 out of 5 average rating, 293 reviews

Perfect Hideaway near the lake, flat parking

Nestled on the best street in Crestline, our sweet cabin is a perfect hideaway! Our property is surrounded by pine trees and makes you feel like you are separated from the world! Only a 15 minute beautiful walk to the lake but you may not want to leave the hideaway! We have everything you need to stay in or adventure out! Feed the birds with your morning coffee on our deck, grab a flashlight for an evening stroll or play games by the fireplace. Plenty of flat land for play n parking!

A bright living area features large windows allowing natural light to fill the space. A spacious sofa adorned with textured throw pillows and a cozy blanket is positioned next to a round coffee table. Rattan dining chairs surround a wooden table, complementing the warm interior design.

4.99 out of 5 average rating, 135 reviews

Cozy A-Frame in The Tree Tops

A COZY A-FRAME NESTLED IN THE TREETOPS *1 hour from LA *3 minutes to Lake Gregory *10 Minutes to Arrowhead Get away from it all and enjoy the peace and quiet. Lounge on two scenic decks and stylishly furnished interiors. Relax in the spacious bathroom featuring a large sink and a roomy walk-in shower for two. The queen bed offers a cozy retreat looking into tree tops. Stay connected with WiFi, unwind with Netflix on the smart TV, and make use of the full kitchen in this charming cabin.

A spacious wooden deck features multiple black outdoor chairs arranged around a circular firepit. The setting sun casts a warm glow, with trees visible in the background, enhancing the serene atmosphere of the space.

4.95 out of 5 average rating, 178 reviews

Cozy Cabin | Large Deck & Firepit Near Attractions

✨ Why You’ll Love It: 🔥 Wood-burning fireplace for cozy nights ☕ Large deck for morning coffee & sunset views 🛋 Stylish, open-concept living space with natural light 📍 Perfect Location: 🏞 1 mile – Lake Gregory (boating, fishing, swimming) 🍽 1 mile – Crestline’s best dining & shopping 🥾 10 mins – Heart Rock Trail (scenic waterfall hike) 🌲 15 mins – Sky Forest (charming alpine village) 🚤 20 mins – Lake Arrowhead (shopping & boat tours) ⛷ 35 mins – Snow Valley (skiing & snowboarding)

A spacious deck is shown with comfortable seating arranged to enjoy expansive views of the landscape. The area is surrounded by tall trees, allowing natural light to filter through and offering a serene outdoor escape.

4.97 out of 5 average rating, 144 reviews

IncredibleCityView- Pet&FamFriendly PoolTble-games

Great View Chalet truly has a one-of-a-kind view! This 100 year old cabin boasts a modernized kitchen with a Pool and Ping Pong table for added family fun! Our cozy Chalet has an oversized bedroom with a King sized bed and soaking tub, an additional bathroom provides a shower. Close to downtown Crestline, 1 mi. to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our cabin!

An expansive deck features a circular gas fire pit surrounded by four lounge chairs. String lights are hung above, creating a soft glow. Tall trees are visible in the background, enhancing the outdoor setting.

4.99 out of 5 average rating, 116 reviews

Fairy Forest Cabin - Walk to Lake, Dog-Friendly

Escape to our charming Crestline cabin, a secluded mountain retreat just a 10-minute walk to Lake Gregory and town. Enjoy an expansive deck, fenced dog-friendly yard, and cozy fire pit. Inside, whimsical forest-inspired bedrooms bring the outdoors in. Near Crestline shops and dining, with Lake Gregory boating, fishing, and swimming nearby, plus easy access to hiking trails, Big Bear ski resorts, and year-round San Bernardino mountain adventures.

4.98 out of 5 average rating, 367 reviews

The master bedroom features a soft pink color palette, complemented by elegant decor. A clawfoot tub is positioned beside the bed, while large windows allow natural light to illuminate the space. Luxurious bedding and coordinated furnishings enhance the cozy atmosphere.

Home in Crestline

Unique mountain lake pink bedroom private cabin

Welcome to Hillside House Boutique themed couples retreat in the mountains Here you will find everything you need for the perfect luxury getaway for two or the ideal writers/artist/solo peaceful vacation Every element has been carefully curated to create an unforgettable experience Featuring victorian inspired living room, huge bedroom with claw foot bath and secluded back yard with private hot tub Take a look at our insta page @hillsidehouseca

4.96 out of 5 average rating, 184 reviews

The Birdhouse | Designer Cabin by Lake Gregory

Welcome to The Birdhouse—a thoughtfully designed mountain retreat just a short walk from Lake Gregory. Built over 100 years ago, this one-of-a-kind cabin blends original character with modern comforts. Spend your mornings with coffee on the deck, afternoons exploring the lake or nearby trails, and evenings by the vintage 1960s fireplace or around the outdoor fire pit beneath the pines. Dogs are welcome! (Up to 2 dogs; $50 pet fee.)

Popular amenities for Crestline family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The kitchen area displays white cabinetry and a marble countertop, complemented by rustic wooden beams on the ceiling. A cozy living space with a comfortable sofa is visible, along with doors leading to the outdoor deck that showcases greenery.

5 out of 5 average rating, 133 reviews

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

5 out of 5 average rating, 104 reviews

The living area is adorned with a leather couch and two stylish chairs, set on a patterned rug. Large windows allow natural light to fill the space, highlighting the wood-paneled ceiling. The kitchen area is visible in the background, creating an open layout.

Cabin in Running Springs

Mountain Sun Cabin w/Hot-Tub & EV Charging

4.97 out of 5 average rating, 304 reviews

A spacious deck features a cozy wooden seating area with a light gray sofa and accent chair, surrounded by lush greenery and mountains in the distance. A small side table holds a decorative plant, adding a touch of nature to the serene outdoor space.

Cabin in Running Springs

@wild_olive_den • Serene Mountain Getaway Cabin

A comfortable living area showcases a stone fireplace as its focal point, complemented by light-colored sofas and wooden accents. A flat-screen TV is mounted above the fireplace, and a decorative rug with geometric patterns covers the floor, enhancing the cozy ambiance.

4.98 out of 5 average rating, 178 reviews

Little Mountain Cabin-Hot Tub/Central AC/Fire Pit

Superhost

An outdoor hot tub is illuminated with purple lights, creating a serene atmosphere as twilight approaches. The surrounding deck is visible, with trees silhouetted against the fading light of dusk.

4.83 out of 5 average rating, 138 reviews

Hot Tub ~TESLA LVL2 Charger ~ Modern 2Br 2Bth ~ AC

4.97 out of 5 average rating, 416 reviews

A charming cabin is nestled among trees, featuring a warm exterior and large windows. A wooden deck surrounds a circular hot tub, ready for relaxation. The setting sun casts a soft glow, highlighting the natural landscape surrounding the home.

Cabin in Running Springs

Glen Oak Rim | Hot Tub · Game Room · Epic Views

4.96 out of 5 average rating, 149 reviews

Cabin in Lake Arrowhead

Secluded A-Frame, Hot Tub, Lake Access

A spacious bedroom features a large bed with a dark patterned blanket, complemented by a decorative yellow cushion. Light streams through a window with angled wood beams accentuating the high ceiling. Two white side tables are positioned on either side of the bed.

4.97 out of 5 average rating, 225 reviews

Mountain View | A/C | Hot Tub | Fire Pit | Charger

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 268 reviews

Guest suite in Crestline

100-Mile View | Romantic Chalet • Dogs Welcome

Superhost

4.77 out of 5 average rating, 109 reviews

Treehouse Cabin | Pool Table | Sleeps 6

4.95 out of 5 average rating, 172 reviews

The A-Frame cabin features a striking triangular design, highlighted by large glass windows that offer a view of the interior. The structure is surrounded by tall evergreen trees, creating a serene natural setting. A wooden balcony with seating is positioned on the upper level.

Cabin in Lake Arrowhead

Designer A-Frame in the Trees - Lake Access!

4.99 out of 5 average rating, 121 reviews

Cabin in Big Bear

The Capricorn Cabin

4.97 out of 5 average rating, 115 reviews

Cottage in Crestline

Calming Cottage w/ Breathtaking View Near Lake!

4.94 out of 5 average rating, 188 reviews

An A-frame living area features a large sectional sofa, accented with decorative pillows. A stone fireplace and wooden ceiling beams provide a cozy touch. A round chandelier hangs above a coffee table, while large windows offer views of the surrounding trees, allowing natural light to fill the space.

Cabin in Twin Peaks

Our Place: A-Frame

A quaint cabin is set amidst towering trees, showcasing a green exterior with white accents. A sloped path leads up to the entrance, flanked by a red railing, highlighting the natural greenery and sunlight filtering through the branches.

4.84 out of 5 average rating, 263 reviews

Private Cabin in the Woods

The exterior of the cabin is surrounded by trees and features a wooden deck leading to the entrance. A propane grill is positioned nearby, and two lounge chairs are visible on the deck, with a clear view of the natural landscape beyond.

4.95 out of 5 average rating, 148 reviews

Rustic Modern Lake Gregory Cabin Dogs OK

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 237 reviews

An inviting living area features a large, down-filled sofa adorned with decorative pillows and a cozy throw. A stone fireplace is central, with a fire burning brightly. A smart TV is positioned on a console, while natural light filters through the windows, highlighting wooden beams and rustic decor.

Cabin in Big Bear

Log Cab-Inn | Authentic w/ Modern Luxuries & Spa!

An open kitchen features modern cabinetry and stainless steel appliances, including a microwave and refrigerator. A breakfast bar with four stools provides seating. Pendant lights hang above the counter, while a wooden shelf displays potted plants. Light colors and wood accents create a welcoming atmosphere.

4.9 out of 5 average rating, 211 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Townhouse in Big Bear Lake

4.86 out of 5 average rating, 133 reviews

Lakeside Condo with Pool, Hot Tub and Lake View!

Cottage in San Bernardino

4.95 out of 5 average rating, 349 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

A comfortable living area features a brown sofa and two green chairs arranged around a circular black table. Light streams through sheer curtains, enhancing the warmth from a fireplace. Decorative plants and a subtle lamp complete the inviting space.

4.94 out of 5 average rating, 198 reviews

Casita Condo | Jacuzzi | 3mi to slopes

Superhost

Cabin in Big Bear Lake

4.9 out of 5 average rating, 366 reviews

Feet Away From Slopes Modern Snow Summit Cabin

4.93 out of 5 average rating, 132 reviews

Boulder Bay Fun Retreat, Steps to the Lake & SPA

A cozy living area is displayed with a stone fireplace, flickering with flames. A circular wooden coffee table, featuring a plant in a terracotta pot, is positioned in front. Brown and beige decor elements add warmth to the space, complemented by patterned wall art.