Family-friendly holiday rentals in Crestline

4.95 out of 5 average rating, 127 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.

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.

4.87 out of 5 average rating, 122 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

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, 124 reviews

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

Enjoy a cozy experience at this centrally-located remodeled cabin. Furnished with stylish decor and a beautiful backyard deck with hot tub make this the perfect getaway. Located in Top Town, just a quick walk to restaurants, bars & shopping. On a route that is plowed during the winter months and just a short drive to Lake Gregory, hiking, large grocery store and restaurants. The home is a cozy 645 sq. feet and it is very functional. Rental agreement and photo ID may be required before check in.

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, 175 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.

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.

4.98 out of 5 average rating, 284 reviews

@wild_olive_den ~ Serene Weekend Getaway Cabin

★ Featured in Condé Nast Traveler ★ Experience a designer escape at the Wild Olive Den. Perched above Running Springs with panoramic views, our cabin features a relaxing hot tub, EV charger, and 3 scenic decks. Perfect for families or a romantic getaway: 🏔 15min to Lake Arrowhead & Snow Valley Ski 🎡 7min to SkyPark / Santa’s Village 💻 Fast 370 Mbps Wi-Fi 🧸 Fully kid-equipped (Pack & Play/High chair) + Central A/C & Backup Generator! Relax by the fire or spin vinyl on the record player!

4.92 out of 5 average rating, 129 reviews

Breathtaking Lakefront Home

My husband and I are nature enthusiasts who love the mountains and the lake. We fell in love with this beautiful place the moment we arrived. Dalat Homestay was truly love at first sight. Designed to feel simple and cozy like home, it’s where our family comes to relax, unwind, and reconnect with nature. Perfect for a family vacation, romantic getaway, or quiet escape from the city. Everything is close by: • 1-mile walk to the lake • Local café & grocery – 1.5 miles • Lake Arrowhead – 8 miles

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, 277 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.

4.95 out of 5 average rating, 153 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)

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.

4.97 out of 5 average rating, 220 reviews

A spacious terrace extends alongside the home, offering unobstructed views of the lake and surrounding hills at sunset. Subtle lighting illuminates the area, while a pair of outdoor chairs provides a cozy spot to enjoy the serene backdrop.

Home in Crestline

Magical lake house with spectacular views

Gorgeous, tranquil retreat with enriching views of the lake and nature. A storybook bridge with the soothing flow of the stream beside it sets the mood for relaxation, inspiration and/or romance immediately. The home opens to captivating views of the entire lake from the curated, open floor plan. Ideal for cooking, quality dining, working on something creative or simply a peaceful escape from the city. Multiple terraces and balconies to enjoy the crisp air and setting.

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, 179 reviews

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

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.

5 out of 5 average rating, 112 reviews

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

4.96 out of 5 average rating, 212 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

A welcoming living area features a stone fireplace as a central focal point, with a large television mounted above. A comfortable seating arrangement includes a leather sofa, poufs, and accent chairs. Natural light filters in through multiple windows, highlighting the light wood flooring.

4.92 out of 5 average rating, 173 reviews

Charming Cabin, Amazing Mountain Views & Hot Tub

The cozy A-frame cabin is partially obscured by snow-covered pine trees, showcasing its distinct triangular roof. The clear blue sky provides a bright backdrop, highlighting the serene winter landscape surrounding the property.

4.92 out of 5 average rating, 354 reviews

Star Gazer Lodge- A Frame with Spa

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.

4.96 out of 5 average rating, 393 reviews

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

4.96 out of 5 average rating, 124 reviews

Secluded A-Frame, Hot Tub, Lake Access

4.85 out of 5 average rating, 160 reviews

Hot Tub Wooded Retreat • Near Lake Gregory

Family- and pet-friendly home rentals

The architectural design of the cabin is showcased with a unique flying W roofline. Surrounded by tall trees, outdoor decks are visible with lounge areas and rattan swings, inviting relaxation in a serene forest setting.

4.98 out of 5 average rating, 178 reviews

Dog Friendly A-Frame in the Treetops w firepit

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.

4.96 out of 5 average rating, 164 reviews

Designer A-Frame in the Trees - Lake Access!

4.96 out of 5 average rating, 108 reviews

A spacious living room features a comfortable leather sofa and a wooden coffee table centered on a textured rug. Large windows offer expansive views of the surrounding trees, while natural light fills the room. A rock fireplace adds warmth, complemented by a soft armchair.

Cottage in Crestline

Calming Cottage w/ Breathtaking View Near Lake!

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

4.99 out of 5 average rating, 149 reviews

Enclosed Backyd; Walk2 Lake; Fire Pit, EV Charger

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

A comfortable living room is equipped with a sectional sofa and a wooden coffee table, positioned in front of a stone fireplace. A modern ceiling fan and a wall-mounted television enhance the space. The open layout leads to a dining area and a fully equipped kitchen visible in the background.

4.94 out of 5 average rating, 158 reviews

Cozy Crestline Cabin

The living area features a unique triangular design with large windows providing scenic mountain views. A comfortable brown sectional sofa is arranged around a glass coffee table, and a spiral staircase leads to an upper level, enhancing the open and airy atmosphere.

4.99 out of 5 average rating, 280 reviews

Mile High Haus w/ Mountain Views by @To_Dwell_Here

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, 205 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

The living room features a comfortable seating area with a natural stone fireplace and a media console. A large flat-screen TV displays a serene lake view. Natural light floods the space through sliding glass doors leading to a balcony with lakefront views.

4.95 out of 5 average rating, 115 reviews

Lakefront Walk 2 Village w/ Dock Access & Pets

4.95 out of 5 average rating, 244 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, 186 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, 358 reviews

Modern Farmhouse Condo steps from Lake | Jacuzzi

4.91 out of 5 average rating, 348 reviews

Cabin in Big Bear Lake

Feet Away From Slopes Modern Snow Summit Cabin