Family-friendly holiday rentals in Crestline

Crestline Villa for 8 Guests + Add-On Suite for 4

Escape to Crestline’s Lake Retreat, just 2 minutes from Lake Gregory! This serene two-story villa offers breathtaking mountain views and space for up to 12 guests. The main floor sleeps 8 with 3 bedrooms, 2 baths, laundry room and a spacious living room. Add the downstairs suite for an additional fee of $50 per night to sleep 4 more, featuring a private living/game room, bedroom, bathroom, and kitchenette. Ideal for families or groups, enjoy the relaxing backyard, game room, and stunning views!

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.

Mountain Views | Hot Tub | Fire Pit | EV Charger

Welcome to this bright and airy, fully remodeled, meticulously maintained, modern, mountain cabin in the lakeside town of Crestline. Soak in the natural light from all angles with floor to ceiling windows that frame the beautiful mountain views from the comfort of the living room. Walk out onto the spacious front deck perched above the trees to sip your morning coffee. Enjoy any of the king size memory foam mattresses in every room. 5 min walk to Lake Gregory, 15 min drive to Lake Arrowhead.

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.

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.

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!

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)

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.

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.

Lakeview Cabin in the Woods (Spectacular View)

Welcome to the Lakeview Cabin! Kick back and relax in this peaceful and stylish cabin with stunning lake and mountain views! The interior boasts soaring high wood ceilings, a stone-accented fireplace, and a cozy loft. The open floor plan let's you prep a meal while chatting with your guests. You can also enjoy BBQing and lounging on the deck while watching the sunset and stargazing. After a fun-filled day, read a book or enjoy snuggling by the fire. Truly a gem!

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!

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.