Family-friendly holiday rentals in Crestline

4.95 out of 5 average rating, 125 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, 471 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.

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.

4.88 out of 5 average rating, 120 reviews

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

🏠 Newly renovated home - Everything is new! ♨ Outdoor Hot Tub Spa! 🔌 Tesla Level 2 charger 🛏 King bed in the master bedroom 🛏 Two twins in the 2nd bedroom, one of them is a trundle bed. 🏞 Ample deck to enjoy the outdoors 🔥 Outdoor Firepit ⛵️ 3 minute drive to Lake Gregory ⚡️Lightning fast internet 📺 55” Roku TV in living room and 43” Roku TV in master Bedroom 🙋🏼‍♀️ Alexa connected Apple Music in living room and bedroom 🔥 Gas grill 🐶 Support animals require documentation + $100 fee

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.

4.98 out of 5 average rating, 133 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, 174 reviews

Designer Cabin at LAKE Gregory- walk to town

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.

4.99 out of 5 average rating, 148 reviews

Cabin in Lake Arrowhead

Enclosed Backyd; Walk2 Lake; Fire Pit, EV Charger

Nestled between majestic towering pine trees lies this spacious cabin of 5,200+ sq ft of living space on a large 15,000 sq ft lot*. Modern amenities meets warm rustic charm. This child & dog friendly home is a fun 10-minute walk to the lake. It has an enclosed backyd w/ running stream & forest views. Two large decks w/ fire pit & bbq for relaxed outdoor dining. Short drive to Lake Arrowhead Village~lake front dining, shopping, Santa’s Village, boating, hiking, ski & sledding. (*Incl decks).

Superhost

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, 276 reviews

Perfect Hideaway near the lake, Lots of 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.

4.98 out of 5 average rating, 112 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.

4.96 out of 5 average rating, 148 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)

4.99 out of 5 average rating, 254 reviews

A person sits at a table with a small vase of flowers, enjoying a scenic view of rolling green mountains and a clear blue sky. The lush landscape extends into the distance, with varying shades of green and hills melting into the horizon.

Guest suite in Crestline

100-Mile View | Romantic Mountain Hideaway

Holly Hill Chalet is curated 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 transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of mountain magic.❤️

The exterior of a mid-century cabin is shown, featuring dark wood siding and a large deck surrounded by towering trees. Sunlight filters through the foliage, illuminating the deck area, which includes a railing and a large sliding door leading into the cabin.

4.94 out of 5 average rating, 224 reviews

Modern & Cozy Mountain Escape Near LA

Modern Forest Getaway less than 2 hours from LA & OC. *Discounts on 2+ nights *Simplified Pricing, Airbnb service fees are included Modern & cozy mid century cabin nestled up in the trees near Lake Gregory & Lake Arrowhead. Enjoy unobstructed forest views from the large deck or gaze at the trees and wildlife through the large picture windows. Relax by the wood burning fireplace and browse the section of art, music and fashion books or work remotely with high speed cable internet.

The cabin features a three-story structure with a red and white exterior, nestled among pine trees. Multiple decks are visible, with outdoor seating arrangements. Large windows allow for natural light, highlighting the inviting architectural design set against the lush greenery.

4.95 out of 5 average rating, 210 reviews

Forest View Cabin with Jacuzzi & Game Room

Three story cabin nestled in the mountain community of Crestline California. The cabin overlooks the town and has a restricted view of Lake Gregory through the towering pine trees. Relax around the fire pit on the large back deck or take in the stars from the jacuzzi after a day of hiking and exploring. The master bedroom has a gas fireplace and private deck with beautiful views. The large game room can be used as a fourth bedroom and includes a comfortable queen size murphy bed.

Popular amenities for Crestline family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 178 reviews

Cabin in Running Springs

A-Frame in the Sky - “Rim of the World” Views!

4.96 out of 5 average rating, 142 reviews

An A-frame cabin nestled among snow-covered trees, illuminated by soft lighting from two lamp posts. The snow blankets the ground, creating a serene and inviting setting. The cabin's distinctive structure is framed by the natural beauty of its surroundings.

Cabin in Running Springs

Winter Après Ski Chalet• HotTub & Pet Friendly

5 out of 5 average rating, 111 reviews

An outdoor seating area features a fire pit surrounded by two lounge chairs with yellow cushions. A large dining table is positioned under strung lights, with a stone pathway leading up to the main cabin, nestled among tall trees.

Cabin in Lake Arrowhead

Single-Story Cabin with Hot Tub, EV Charger & Yard

4.96 out of 5 average rating, 297 reviews

Cabin in Big Bear Lake

Winter Cabin w/ Hot Tub, EV, Mountain Views & BBQ

4.96 out of 5 average rating, 209 reviews

The A-frame chalet showcases large wall-to-wall glass doors, inviting natural light. A spacious deck with comfortable outdoor seating surrounding a bright orange fireplace offers views of the surrounding wooded landscape and boulders.

Cabin in Big Bear

Modern Swiss Chalet | Sweeping Views | Hot Tub

Superhost

A modern yurt-style house is set within a forested landscape, featuring a circular design with a unique conical roof. The property is surrounded by tall trees and distant mountains, with a gravel driveway leading to the entrance. Outdoor seating areas are visible, inviting relaxation in nature.

Home in Crestline

4.86 out of 5 average rating, 139 reviews

Adventure|Hot Tub|Privacy|10-Acres

4.95 out of 5 average rating, 216 reviews

A spacious outdoor deck features modern seating and an umbrella, surrounded by tall pine trees. A jacuzzi sits in the foreground, showcasing clear water and comfortable seating around the deck, emphasizing a serene and relaxing environment.

Cabin in Big Bear

🌟COZY CABIN IN THE WOODS! 🌟HOT TUB, 3/4 ACRE, AC

4.97 out of 5 average rating, 118 reviews

A spacious living area is highlighted by a large sectional sofa, set against a backdrop of colorful wood paneling. Natural light streams through multiple windows, illuminating the room. A stone fireplace adds a cozy focal point, complemented by a circular coffee table and a flat-screen television.

Home in Lake Arrowhead

Cottage Grove Haus

Family- and pet-friendly home rentals

Cabin in Green Valley Lake

4.95 out of 5 average rating, 271 reviews

Majestic Log A-Frame Cabin | Walk to Lake

4.99 out of 5 average rating, 163 reviews

An outdoor deck features a cozy seating arrangement with dark wicker furniture and a fire pit. A dining area with a large umbrella is available, alongside a hammock intertwined between two mature oak trees. Soft string lights provide illumination to enhance the inviting atmosphere.

Cabin in Lake Arrowhead

The Maple Haus: family cabin by @themaplecabins

4.85 out of 5 average rating, 231 reviews

An open-concept living space features a cozy blue couch and a wooden coffee table. Large glass doors lead to a deck, while a stone fireplace creates a central focal point. Light oak flooring and wooden walls enhance the cabin's rustic charm.

Chalet in Crestline

Private cabin w wraparound deck at Lake Gregory

4.91 out of 5 average rating, 112 reviews

Chalet in Crestline

Lake Chalet- Walk to Lake and Town.

4.89 out of 5 average rating, 133 reviews

A charming two-story cabin is surrounded by trees, showcasing a large deck that wraps around the structure. Oversized windows offer views of the outdoors, allowing natural light to fill the interior. The warm wooden exterior complements the serene natural setting.

Home in Lake Arrowhead

Lakeview House

4.93 out of 5 average rating, 152 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.

4.83 out of 5 average rating, 253 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, 137 reviews

Rustic Modern Lake Gregory Cabin Dogs OK

Family-friendly home rentals with a pool

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, 202 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

4.86 out of 5 average rating, 555 reviews

Cabin in Big Bear Lake

Ski-In/Ski-Out Remodeled Property at Snow Summit

4.96 out of 5 average rating, 282 reviews

A serene outdoor space features a well-maintained pool surrounded by lounge chairs and umbrellas. Stone steps lead to a home with a large patio. A gazebo is visible, enhancing the setting with additional outdoor seating.

Guest suite in Oak Hills

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun

4.95 out of 5 average rating, 241 reviews

A two-story mini home is showcased beside a refreshing swimming pool, surrounded by a neatly landscaped garden filled with various plants. The clear blue sky enhances the peaceful outdoor atmosphere, while a palm tree rises above the structure.

Guest house in Fontana

The Blue Cabin

The bedroom features a queen bed with a red and black checkered blanket. A mirror wardrobe is visible, reflecting light from the nearby window. Wooden floors add warmth, and a wooden side table holds two lamps. A rustic decorative element is mounted on the wall above the bed.

4.91 out of 5 average rating, 211 reviews

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*

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, 184 reviews

Casita Condo | Jacuzzi | 3mi to slopes

The kitchen features a spacious countertop with gold pendant lights above. White cabinetry complements the granite surface. Floating wood shelves display glassware, while a stone accent wall adds texture. A stainless-steel dishwasher and modern sink enhance functionality, and a mounted television is positioned nearby.

4.92 out of 5 average rating, 357 reviews

Modern Farmhouse Condo steps from Lake | Jacuzzi